A Chance Encounter (remake)

(This is the far-too-long-awaited continuation of my old classic. It's not a sequel but a complete rewrite, so you don't need to read or remember the original to read this one. If you like rampant wish-fulfilment, this is the story for you. I hope you enjoy!)

Among the dazzling lights and thumping music of the disco, Megan emptied her drink. She was a beautiful young woman with chin-length brown hair and green eyes. For her night out, she had put on a red crop top, skinny jeans, and knee-high boots - a formfitting outfit to show off her slender figure and the proud swell of her ample breasts. She'd already done her fair share of dancing, switching from guy to guy, all of whom were eager to grind themselves against her curvy body. Too eager. It was all too obvious how badly they wanted to get into her pants, and their flirting methods were neither subtle nor very original. On another night, she might have been flattered, and might've considered taking one of them outside for a make-out session. But today she wasn't feeling it, their approaches felt stale to her.

Her friend Sophia was beside her, casually leaning against the bar. She too was lovely, with caramel-colored skin, long wavy hair dyed blonde, and brown eyes. Tonight she wore a red dress that fit snugly around her hourglass figure and gave a generous view at the deep cleft between her heavy bronzed melons. "I don't mind leaving either. But it's no fun to call it a night," she said. "Maybe we can gather some girls and hang out somewhere. Just the few of us, you know?"

Megan pursed her lips in thought. "My parents are out of town all weekend. We could have a sleep-over! Just like we used to do in middle school, with Saya and Shelley."

Sophia excitedly clasped her hands. "That sounds fantastic! We can go find the others, then meet at the exit. Alright?"

The girls agreed and split up to search the partying crowd for their friends. After a brief search, and having to avoid a few more pressured advances, four girls exited the disco, into the cool night air.

"You came just in time, Megan," Sayako said as they walked down the street. She was a Japanese girl with long black hair and big round glasses that didn't do much to tarnish her beauty. She wore a modest but formfitting black dress over her petite but well-endowed figure, along with black pantyhose on her slender legs. "Jason was hitting on me hard. I thought I'd never get away."

"Hey, Jason is pretty hot though," Sophia answered. "Why the haste to leave?"

"He might be handsome, but he's a tool," Sayako frowned. "He kept telling me how long he's wanted to fuck an Asian girl, as if I'm supposed to find that flattering."

Shelley laughed out loud. "What did you expect from him? Oh well, I much prefer hanging out with you gals anyways." Shelley was the tallest of the four, with long red curls, blue eyes, and freckled cheeks. Unbothered by the chilly breeze, she wore a snug tank top and little short shorts, showing off a lean, athletic body with thick thighs and a generous chest. "Honestly, I just wanna hear what slutty things Megan's been up to since last time."

"Oh, shut up," Megan said, jokingly pushing her aside as the four girls walked down the road together, giggling, towards Megan's house.

***

Some time later, the girls had made themselves comfortable in Megan's dimly lit living room. They had laid out multiple mattresses side-by-side and were sitting in a circle, still wearing their party clothes with only their shoes taken off. They had been engaging in rampant chatting and gossiping for a while now, with no intention of going to sleep any time soon. Of course, it didn't take long for them to reach the subject of boys. With a bit of pushing, Sayako and Shelley convinced Megan and Sophia to talk about their sexual experiences. They had both only done it with one guy each, but that still left them as the more experienced ones.

"You two are suspiciously interested in this," Sophia said after relating a sexual encounter in great detail.

"I knooow, I shouldn't pry." Shelley nervously twirled a lock of red hair around her finger. "It's just, I want to know what it will be like when I decide to do it."

"Is there any reason you're holding back?" Megan pitched in. "Guys would line up for you two, if you asked them."

"I dunno, it's just..." Sayako wrung her hands in thought. "I don't want to fuck someone on a whim just because I think he's handsome. It has to feel right. I don't know what that means yet, but I think I'll feel it when I get there. Is that weird?"

"No, no, I respect it." Megan waved her hand. "I mean, it was nice those couple times I did it, but in hindsight my heart wasn't really in it. I'm sure it would've been even better if it was."

"Ok, so, no pressure," Sophia said with a mischievous glint in her eye. "But if you were gonna lose your virginity today, who would you want to do it with?"

Sayako and Shelley raised their eyebrows in tandem, then both deliberated in silence for a moment as a red blush crept up their faces.

Sophia snickered at their embarrassed expressions. "It's okay, you don't need to have someone in mind. How about we run through the boys in our class and you can judge if they're a good choice."

The girls agreed to this game of sorts, which soon turned into a debate as they each brought up their most likely candidates, only to have someone else bring up a reason not to. All the handsome or confident guys were deemed to be too dense or too conceited, while all the nicer or smarter guys were either off-putting in some way, or already taken.

"Eh, guess there really is no one good. See, this is why I'm a virgin," Shelley said.

Meanwhile, Sayako was silently counting on her fingers. "Oh, we forgot one! Chance. What about him?"

All the girls blinked at each other silently for a bit. They all knew him personally, one way or another, but they'd simply overlooked him. He rarely came to any social gatherings, after all.

"He's a bit skinny, but he's definitely cute," Sophia said. "And he seems like a sweet guy. He helped me cram for that chemistry test a while ago. I hardly knew him, but he offered to help me with my all-nighter anyways. I wouldn't have made it without him."

"You're right, he is nice!" Shelley said. "He helped me out when I hurt my foot during that soccer game. I could've made it home myself, eventually, but he offered to carry me home before the rain started. It was kind of romantic, actually." She smiled to herself.

"Oh, and he stood up for me when that guy was threatening me!" Sayako said. "What was his name, Dirk? The one who called me a chink. Chance got himself a black eye, but he saved me a lot of trouble."

Suddenly, the girls found themselves praising the values of Chance, a guy they'd never considered in a romantic way before. They had a few more back-and-forths, trying to find some fatal flaw in his character, but coming up short.

Then Megan pitched in with a naughty smile. "You know, it's rude to talk about someone behind their back like this. Maybe we should invite him to hang out with us?"

Sophia perked up with a playful smile of her own. "Ooh, yeah, I'm in."

"Wait, you aren't trying to, like, set me up, right?" Sayako protested, her cheeks flushing red. "This whole thing was hypothetical."

"Yeah, we shouldn't give him the wrong idea," Shelley added, blushing just as fiercely.

"Of course not, I just want to see if he's really such a good guy. And if he is, well, you gals can get in line cause I might want him for myself." She pulled her phone from her bra strap and held it up. "Look, I'll ask him to do something a bit embarrassing for me, maybe bring me some tampons. If he actually does, this late at night, we'll know he's the real deal." She paused to see if any of them would swipe the phone out of her hand. Sayako and Shelley looked bashful, but they didn't try to stop her. That was good enough for her, so she pulled up her contacts and looked for Chance's name. "Here we go, then. I'm gonna put on my 'sweet girl' voice, so don't laugh, okay?"

***

Elsewhere, Chance held back a slow yawn as he sank into the old cushioned chair in his bedroom. Perhaps his plan to rewatch the Star Wars original trilogy in one sitting had been too ambitious. He certainly didn't regret spending his Friday night that way - he really wasn't one to go partying like many guys his age liked to do. But now that he was up this late and only partway through Empire Strikes Back, it seemed silly to pull a late night binge for something he could just pause and come back to. Better to be responsible and get some sleep.

He rose from his seat and stretched out, popping his joints. In that moment, his phone vibrated, shockingly loud against the wood of his desk. It made him flinch, trip over the foot of his chair, and stumble a few steps before catching himself. Well, at least that had shaken him awake. When he looked at his phone, the caller ID said "Megan". That gave him halt for a moment. The only Megan he knew was the one from his class. They were on friendly terms after doing a history project together one time. After they both earned an A, she had given him a hug as thanks, one he had enjoyed maybe a little too much. But outside of that, they weren't really friends. So why was she calling at this time?

He answered the phone and tried to sound confident. "Hey, this is Chance."

"Oh hey, this is Megan," said the feminine voice on the other side. "Am I calling at a bad time?"

"No, it's fine. What's up?" He couldn't help but smile a little as he pictured the beautiful girl in his mind.

"I, uhm, was hoping you could maybe help me out," Megan continued. "You see, I'm having some pretty bad... female problems. I can't reach any of my friends, so could you do me a favor and go to the 24-hour-store to get me some, uhm, some tampons?"

By all rights, this shouldn't have been a taboo subject, but his face still flushed at the mention of it. Still, if she was in such dire need, his own shyness about the female body wasn't going to stop him from helping out. "Oh, yeah, sure, I'll get right on it."

"Oh, thank you so much," she said with an odd hint of upbeat excitement in her voice. "I'm so sorry for asking this so late at night."

Chance was already grabbing his keys and wallet off the desk. "No need to be sorry, I'm happy to help. But uhm, can you text me your address? I don't know if I still have it."

"Of course. See you soon, then," she cooed sweetly.

After hanging up, he quickly put on some fresh clothes to make himself presentable, even if he would probably only see her for five minutes. Then he hurried outside, probably a bit more frantically than he needed to, but he didn't want to keep her waiting. He didn't have a car, but his old motorcycle would get him there just fine.

***

Fifteen minutes later, he pulled into Megan's driveway, the rumble of his bike surely announcing his arrival. The living room curtains were closed, so it was impossible to tell if anyone was home. With the pack of tampons under his arm, he ran his fingers through his hair, trying to look a bit less windswept. Then he rang the doorbell, feeling profoundly nervous all of a sudden.

As he waited in tense silence, he heard soft footsteps inside, followed by the clicking of the lock and the creak of the opening door. He had expected to find Megan bed-headed and wearing an oversized t-shirt, in which case she would've still looked quite lovely. Instead, she opened the door wearing skinny jeans and a tight red crop top, showing off her slender stomach and the jutting shape of her ample breasts.

"Ah, Chance. I'm so glad you're here," she said with an eager smile.

She definitely didn't look like she had spent the evening at home, struggling with a bad period. Perhaps that should have made him suspicious, but he was too struck by how damn pretty she was to question it. "Yeah, I, uhm, got you the tampons." He held the box out sheepishly.

"Right, thank you." She took the box, then nibbled on her bottom lip for a moment. "Do you want to come inside for a bit? I want to tell you something."

"Oh, sure, of course," he said, pleasantly surprised that she didn't just send him on his way.

She stepped aside to let him pass, then closed the door behind him. Being alone with her like this felt oddly exciting, but he did his best to ignore any dirty thoughts. She put the box of tampons on the stairs, then turned to face him. "Sooo, I might've lied a little about those 'female problems'."

Chance's heart skipped a beat. For a moment he feared the worst, that this was a set-up for some kind of practical joke. Megan didn't seem cruel enough for that, but he didn't know her that well. "You... lied?"

She showed an apologetic pout. "Don't worry, this isn't a prank. My friends and I just want to have a chat with you. And we wanted to know whether you'd really be so kind as to fulfil my request." She smiled as she walked to the door at the other end of the hall. "Come on, they're in here."

He timidly followed her into the living room, worried about who he might find there. His reluctance turned to pleasant surprise when he saw the other three girls sitting together on a mattress, all wearing equally seductive outfits. They all turned their heads to look at him and smiled.

"You know Sophia, Shelley and Saya, right?" Megan said with a gesture, as if it was nothing unusual.

"Oh, yeah, we've... met," he stammered, now half convinced that this was all a dream. After all, four gorgeous women surely had better things to do than hang out with him, of all people.

"Come join us on here," Sophia said, patting the mattress at her side.

Despite how jarring this all was, she didn't have to ask that twice. He quickly kicked off his shoes, then sat down on the mattress next to her, legs crossed. In the process, he couldn't help but look down at her huge breasts, the soft flesh gently bulging out from the low neckline of her red dress. He quickly ripped his gaze away from those to look up at her pretty brown eyes instead, showing her a nervous smile. Then he looked over at Sayako, with her petite but curvy body on display in a snug black dress, and at Shelley, with her tank top and short shorts that revealed so much smooth, freckled skin. Sayako and Shelley looked a bit bashful themselves, though he couldn't imagine why.

"You guys look amazing," he thought to himself and accidentally said out loud. His face flushed red hot as he cursed himself internally. He really didn't want to open with that, but how could he say anything else when the sight was so overwhelming? "You girls, I mean."

Megan sat down on his other side, a little closer than he expected, completing the circle. "Well, thank you. We just came back from a night out earlier."

"Ah." So they hadn't dressed up just to intimidate him, though it was still working. "So then, uhm, what made you want to talk to me?" He didn't mean to sound incredulous, but it still came out that way.

"Well, we just happened to be talking about you," Sophia said, idly spinning a lock of blonde hair around her finger. "About all the times you helped us out. I'm still thankful for that time you helped me with that chemistry test."

It occurred to him that he had indeed helped each of these girls out at one time or another. That incident with the racist was still painfully fresh in his mind, though he wouldn't have handled it any other way. "Oh, well, I was just doing what was right of course." He slouched in his seat a little, shying away from the attention.

Sophia responded by leaning in, making it even harder not to look down at her cleavage. "So we thought, after what you did, we should at least get to know you a bit. You rarely talk about yourself in class. So, you know, what is your life like? How come you never go to any parties? Do you have a girlfriend?"

"No, I, I don't have a girlfriend," he stammered out instinctively. That part seemed the most important in this particular circumstance. "I guess my life just... isn't that interesting to talk about." He paused for a moment, kind of hoping that might dissuade the topic, but the four beautiful girls just looked at him with curious eyes. He stroked the back of his neck as an excuse to turn his gaze down, away from theirs. "Well, I live with my mom, who needs help around the house sometimes. And I work hard for school, of course. And in my free time I play a lot of video games, probably too many. As for parties, I don't know, I just don't really get invited for those. And if I did I wouldn't really know what to do with them. I've never been good at, you know... talking to girls, and stuff."

There were some muffled giggles from the girls all around, which he hoped were from endearment and not from ridicule. When he timidly looked back up, he saw that Shelley had leaned forward, smiling at him. "You say you're bad at it, but you always seem so gallant with girls. Like that time you carried me home... that was really sweet of you. You didn't seem like someone who's afraid of girls then."

Chance blushed as he thought of something to say in return, but he really wasn't sure how to take a compliment like this. Before he could think of something, Sayako leaned forward as well and spoke up. "But wait. You do like girls, then? Have you ever had a big crush on someone?"

Oh no. He should have expected the classic 'girl talk' question. The problem was, the prime targets of his crushes were all in this room. That was too daunting to admit, so he tried to think of someone else, but it was hard to think about other women when the four of them were right in front of him. Naming one of them and excluding the others seemed like it might make things weird as well, so on a nervous whim he decided to be honest. "No, I, I do like girls. And, well, I've kind of... had a crush on all four of you. Not, not that that was the reason I helped you. I would've done that anyways, I swear."

"Oh?" Megan cooed with a playful smile as she shuffled closer to him, rubbing her shoulder against his arm. "How come you never took your shot? If you'd asked me out after we did that history project, I might've said yes."

Chance felt the urge to shy away from her closeness, not because he didn't like her touch - on the contrary - but because he felt sure that she was being facetious. With Sophia on his other side, there wasn't anywhere to withdraw to except out of the circle, and that would seem like he was shunning their hospitality altogether. So he awkwardly held his ground, feeling frozen by anxiety as the beautiful girl leaned against him.

"Well, I mean, come on, you're all out of my league, right?" he stammered, looking back and forth between Megan and the other three. "You're all so pretty and sweet and confident and I'm just... I dunno, me. All the other guys are into you girls too, there's no way I can compete with them." His face burned red hot as they all blinked at him. He felt like a fool for airing his insecurities like that, but how else was he supposed to answer that question?

Megan broke the tension with a chuckle. "Jeez, Chance, you think too lowly of yourself. Yeah, plenty of guys want me, but it's not first-come-first-served. I want a guy who's right for me." She shuffled even closer, wedging his arm out of the way and really nestling her body against him, pressing her breast right against his side. She had a bra on under her top, but even so he could feel the give of the soft flesh encased inside.

There was no way that she was actually flirting with him. But what else could this possibly be? If this really was flirting, then he had a pretty good idea of what his next move should be. He really wanted to do it, too. He would look like a tool if he did, because this definitely wasn't flirting. But damn it, he had to try, just in case. Better to get it over with and take the rejection, than to keep wondering if he should have tried.

Pushing through his doubts, he stiffly wrapped his arm around her and placed his hand on her slender waist. It was such a little thing, yet he couldn't help but let out a soft sigh at how nice it felt, just holding her like that. He showed her a nervous smile as he looked down at her pretty green eyes, hoping that her imminent reaction wouldn't be too harsh.

She responded with a big red-cheeked smile as she wrapped her arm around his waist in turn. "See, that's the spirit." Then she placed her other hand on the back of his head, leaned in close, and kissed him.

Chance gasped as her full, soft lips suddenly pressed against his own. His heart pounded and his loins throbbed as he froze up for what felt like way too long. Finally, he forced himself to close his eyes and lean into the kiss. Megan let out a soft hum of contentment and he found himself doing the same.

There was a tense silence as they held the kiss for a long moment. Chance had a feeling that the three other girls were staring at them, but no one interrupted. Eventually, Megan broke away from the kiss, but lingered close, caressing his cheek with her fingers. "See? Taking your chances pays off."

He took a deep breath as he processed what just happened. "I... guess it does." On instinct, he raised his hand and ran his fingers through her soft brown hair. He considered trying to play it off cool somehow, but he was no good at lying anyways. "That, um, was my first. It was really nice."

"I'm honored." She put her hand on his and gently pulled it down from her head, then placed it on her breast, firmly pressing his palm against it. "Wanna go to my bedroom, for some privacy?" she purred in a husky voice. "Then we can try some other firsts."

"Wha... Really?" he stammered as he looked down at his hand in disbelief, bending his fingers to gently squeeze down on the soft mound.

"Meg. That's too shameless," Sophia interrupted, sounding more amused than upset. "You can't just take our guest away."

"What?" Megan let his hand slip off her chest and looked at the other girls with a smug smile. "You didn't think I was gonna go for it? I said you girls can get in line."

"Oh, this is a line? Well, then, I'm next." Sophia shuffled right up against Chance's other side and wrapped one arm around his waist, crossing with Megan's. He turned his head and found her face very close to his. "Hey, handsome. Can I?" she whispered, battling her long black eyelashes.

He was too stunned to think about the implications of this and whether it was appropriate to accept. Without any conscious thought, he found himself lightly nodding his head. That was all she needed to close the distance and kiss him. Her lips were even fuller than Megan's, her approach a little more gentle. This time, he was quick to close his eyes as he melted into the kiss, his arm snaking around her waist on instinct.

"Oh, wow, okay. I see how it is," Megan said, still hugging tight against him.

There was another long moment of silence as they held the kiss. When Sophia finally broke it, Chance was left staring into her brown eyes in disbelief. "W- Why?" was the only thing he managed to say.

"Well, I can't just let Megan have you without getting my bid in, can I?" She smiled playfully as she rested her head on his shoulder, tickling his neck with her lush curls.

The sheer bliss of the back-to-back kisses was replaced with a hint of panic. Was he expected to choose one of them? Would the other take it poorly? He was so not prepared for any of this.

"I guess it's your lucky day, Chance," Megan spoke up before he could consider his next line. She put her hand on his chest and firmly pushed him down onto the mattress, yanking him out of Sophia's embrace, then straddled right on top of him.

"Hey! You harpy," Sophia chuckled, though she shuffled back to make space.

Megan now loomed over his supine body, her knees planted next to his hips, her hands next to his chest. "You're so cute when you're flustered," she purred before lowering herself on top of him and kissing him once again.

He moaned softly against her lips at the wonderful touch of her body, especially the way her breasts rested on his chest, gently bulging out to the sides as they were smushed between their bodies. She didn't simply hold the kiss this time, but parted her lips and prodded at his with her tongue. When he parted them in return, she slipped her tongue into his mouth to meet with his own, engaging him in a wet, lustful embrace. He wrapped his arms around her slender body, holding her close as he did his best to reciprocate the kiss. His tongue felt clumsy compared to hers, yet she guided him into a sensual rhythm, almost like a dance.

His cock had been rock-hard in his pants for a while, but with his legs crossed it had been concealable. Now that he was on his back, it was pitching quite an obvious tent. It went untouched at first, until Megan shifted her position and pressed her full, firm ass right against it. "Hmm?" she hummed playfully against his mouth while she swayed her hips, grinding against it through the fabric of his jeans, making him buck his hips and moan as his cock throbbed inside its confines.

"Jeez, Meg," Shelley said invisibly. "That's forward."

"Well, you did ask her to do something slutty," Sophia chuckled.

"I'd tell you two to get a room, but this is Meg's house," Sayako said. "Should we, like, leave or...?"

Megan gave him a final forceful smooch before pulling away and sitting up. She sat down right on his crotch, resting her weight on his hard shaft, which made him gasp and arch his back. "No, no, I'm sorry, I'm being super rude," she said as she tucked her scattered hair behind her ear. "I just wanted to make a point, is all."

Before Megan had even finished speaking, Sophia took the opportunity to bend down over Chance's upper body. He only had a few seconds to catch his breath before she embraced and kissed him instead, assertively pushing her tongue into his mouth to resume the same deep, wet kiss he had shared with Megan moments before. He froze in surprise for a moment, then eagerly wrapped his arms around her and pulled her in closer, humming contently as he felt the weight of her huge breasts pressing down against his chest.

"Oh. I dunno what I expected," Megan said, up above. "Well, since we're apparently sharing, you girls can take a turn too, if you want."

There was a long moment of silence, broken only by the muffled sounds of pleasure from Chance and Sophia. Then Sayako spoke up timidly. "Can... can I actually?"

"You want to?" Megan said excitedly. "I mean, you have to ask Chance. But I don't think he'll refuse."

"I'd kinda... like to try, if that's okay with him."

"Alright, Sophie, make place." Megan gave her what sounded like a gentle slap on the ass. "Saya wants to have a go."

After a final flick of her tongue, Sophia broke the kiss and smiled down at him. "Well, aren't you a lucky boy," she purred softly before rising and backing away.

"I'll give you some space too," Megan said with a knowing smile as she unstraddled him. He sighed in relief as her weight was lifted from his crotch, though his cock throbbed as if begging for her return.

Sayako crawled up next to him on all fours, her face red and uncertain. "So, um, do you want to?"

"Yes, please," he blurted out with a nervous chuckle. This all felt like a confusing blur, like none of this could possibly be real. Still, that one question was the easiest thing in the world to answer.

"Okay," she whispered with a big smile as she carefully straddled him. He wrapped his arms around her waist and gently pulled her in as she settled on top of him and kissed him.

She was a more gentle kisser than the other two, more of what he had expected his first kiss to be like. She was quick to present her tongue, but she waited for him to meet her in the middle, where they engaged in a lighter, more teasing exchange. It was nice, a welcome change of pace after the intensity of Megan and Sophia. Being the shortest, she was able to lie on top of him without rubbing up against the tent in his pants, which took off some of the pressure. Feeling a little more in control now, he let one of his hands wander down to her butt, squeezing her firm cheek through her dress.

That sense of control didn't last long, because he soon felt a hand landing on his crotch, cupping his hard bulge. It wasn't Sayako's - her elbows were planted on the mattress at his sides. The unseen hand firmly squeezed and stroked his cock through the fabric of his jeans, making him buck his hips as it throbbed inside its confines. He tightened his embrace of Sayako, really pressing her firm breasts against his chest. She let out an encouraging little moan and deepened the kiss in return. She probably had no idea what was happening to him down below, and he had no idea who was doing it, which only made it more exciting, if that was even possible.

"Screw it, I want a turn too," Shelley suddenly said.

"Ooh, I wondered when you'd say that," Sophia cooed.

"When? Not if?"

"Girl, the lust is written all over your face. Go ahead, he'll love it."

Shelley crawled up next to them on all fours. "Saya, can I go?"

Sayako hummed reluctantly while holding the kiss a bit longer, but then withdrew. "Okay, okay, gimme a sec." She realigned her glasses and smiled down at him through heavy-lidded eyes. "Thanks, Chance. This was nice."

"Um, yeah," he sighed as he looked up into her dark eyes. "I should thank you."

She gave him another quick kiss, then unstraddled him. "I can't believe we're doing this. So lewd."

Shelley quickly took Sayako's place on top of him. Her face was almost as red as her hair, but she smiled down at him energetically. "Hey. Ready for me?"

"As ready as I'll ever be." He put his hands on her back and gently pulled her in, locking lips with his fourth partner this evening.

He had expected Shelley to be gentle like Sayako, but she was quite the opposite. Their lips touched softly at first, but once her tongue came out, she really went for it, assertively pushing it into his mouth to engage him in a deep, sloppy kiss. He hummed happily at the sensation and tightened his embrace. Her body was leaner and firmer than the other girls, a clear sign of her athleticism, but her full breasts were just as soft against his chest.

Whoever had been groping his crotch had stopped while he switched partners, but now he felt someone reaching for it again. He was eager for her touch, but she didn't go for his bulge this time. Instead, he felt her deftly undoing his belt, then unzipping his pants. No way. They wouldn't go that far, would they? Not here in the living room. She pulled at the waist of his jeans and he instinctively lifted his hips off the floor, letting her pull them down around his knees. His cock throbbed eagerly, now only confined by the thin cloth of his boxers. The unseen intruder halted for a moment, but then hooked her fingers into the waistband.

"Wait, what are you-" Sayako said, but she fell quiet when his cock sprung free.

"Oooh," Megan and Sophia cooed in tandem.

Chance felt so very exposed as his cock throbbed against the air. He wanted to say something to acknowledge it, though he wasn't sure what, but he couldn't say anything regardless. Shelley still clung to him, seemingly oblivious, far more interested in needily rubbing her tongue against his.

After an agonizingly long moment of anticipation, a slender hand landed on his shaft and slowly but firmly stroked it up and down. He gasped against Shelley's mouth and bucked his hips involuntarily. A moment later, a second hand landed on the head of his cock, carefully sliding the foreskin up and down with dainty fingers. He moaned against Shelley's mouth and clung to her more tightly. Another moment later, a third hand reached between his thighs to cup his balls, gently massaging his heavy sack in her palm. He couldn't possibly tell who was who, but he imagined that it was one hand from each of the three unoccupied girls. He had never felt a feminine touch on his privates before and now three gorgeous women were caressing his aching cock.

It was too much to handle, far too much. While the tension in his loins built up rapidly, he tried to pull away from Shelley's lips to utter a warning, but the redhead clung to him eagerly, smushing her lips against his and pushing her tongue into his mouth so assertively that he couldn't possibly speak. A moment later, it was too late. He let out a strained moan against her lips as his body tensed up, his balls tightened, and his shaft throbbed forcefully. Rope after rope of hot cum spewed from the tip of his cock, freezing his body and mind in ecstasy as he emptied his heavy balls into the air, not knowing and in that moment not caring where it would go.

As it happened, Shelley's body jerked and she yelped into the kiss. Only then did she pull her lips away from his and jerk up into a seated position, her red hair whipping around with the motion. She was still looking around in wide-eyed surprise as the last spurts of cum oozed from Chance's cock and his body loosened up. "You guys, what the hell!" she called out as she looked down at a big smear of semen on her tank top. "You could've warned me."

The bulk of his orgasm had been plastered all over Sophia's chest. Several ropes of white cum stood out starkly on her red dress, while others had landed on the bare skin of her breasts and were now oozing down into her cleavage. One big blast had hit Shelley on the side and then another on the breast when she pulled away. Megan's clothes had been spared from the barrage of semen, but her hand was all sticky with it. Sayako, the only one left clean, was still cupping his now-empty balls in her palm.

Chance inhaled sharply now that he could freely move his body again. "I- I'm so sorry, I meant to warn you, but... it felt too good."

"Don't apologize, it's fine. We knew this would be messy." Megan reached over and wiped her gooey hand on Sayako's chest.

"Hey! You jerk," Sayako giggled. With one finger, she wiped the last oozing dribble of cum from the tip of Chance's cock, then smeared it on Megan's breast.

"Welp, now we're all messy," Megan said, not sounding very upset.

"Some of us more than others," Sophia objected as she looked down at her chest.

"That's cause you have the biggest target." Megan poked her playfully in the breast, making the tan flesh wobble. "You can use the bathroom to clean up, if you want."

"Yeah, I'll do that." Sophia rose to her feet, teetering carefully to avoid spilling any cum on the floor. "Can you guys wait?"

"I'll just wash my hand in the kitchen." Megan rose as well and the two of them walked away from the mattresses.

Chance still lay on his back, in quiet disbelief at how casual they were about this. "I can't believe we just did that."

"I can't believe you just did that, Saya," Shelley said with a chuckle.

"I know," she mumbled, blushing as she looked down at the mess of white cum on her black dress. "I've never made a guy cum before. But Megan and Sophia started it and it seemed fun. Did it feel good, Chance? My hand on your balls? Or did I just get in the way?"

"No, no, it felt great." He chuckled as he rose into a seated position. "That made it even better."

"I knew you were secretly a dirty girl, Saya," Megan spoke up as she returned to the circle and sat down. She had taken off her top, so her bare breasts bounced with the motion as she plopped down onto the mattress.

"Woah, Meg!" Shelley called out, holding up her hand to block her view at the other girl's chest. "Indecent."

Megan smiled smugly. "What? My top is dirty."

Shelley dropped her hand and eyed Megan's chest. "You didn't have to take your bra off."

Megan pointed at Chance's crotch. "His cock is out and you're drawing the line at my tits? It's you two who are overdressed. And dirty."

Shelley looked down at her cum-stained tank top. "Fine." She smoothly pulled it off, revealing a snug white bra. The tops of her pale breasts were dotted with freckles. "But I'm keeping my bra on. I'd feel weird being naked in front of you guys."

"Guess I can't be the only one holding off." Sayako set her glasses aside, then pulled her dress up over her head, revealing a black bra and matching panties, the latter hidden under her pantyhose.

During all this, Chance was trying to be polite and not stare, but the curvy bodies being revealed to him made it exceedingly difficult. His eyes bounced between the generous handfuls of Sayako and Shelley, but most of all they were drawn to Megan's big smooth mounds and thick pink nipples, so brazenly on display.

"My eyes are up here, you know," she said suddenly.

His face flushed red-hot at being called out, but when he looked up, she had a naughty smile on her face. "Sorry," he still mumbled sheepishly.

"Don't apologize. Want to touch?" Without waiting for a response, she rose onto hands and knees and crawled closer to him, her breasts swaying.

"Yes, please," he chuckled nervously.

"Lie down," she purred as she gently pushed him down onto the mattress and straddled him. For a moment, she looked down at him with sultry green eyes. Then, without further warning, she leaned in and lowered her heavy breasts right onto his face.

Chance let out an eager gasp as those big, soft mounds filled his entire vision, the smooth, warm skin stroking against his cheeks. He had never thought that his first time touching boobs would be a full-face experience, but it was a very nice surprise. He wrapped his arms around her slender waist and held her close while he blindly felt around, rubbing his face against the soft flesh until he landed on her left nipple. He took the stiff bud into his mouth, tasting the salty flavor of her skin, and sucked on it firmly, evoking a soft gasp.

"Yeah, that's nice," Megan cooed while running her fingers through his hair.

"That's so lewd, Meg," Shelley muttered invisibly at his side.

"I'm surprised you can cover his face like that," Sayako said from the other direction.

Chance could feel Megan's nipple stiffening inside his mouth. He stroked his tongue around the firm bud in slow, careful circles, and was rewarded with a soft moan of approval. He couldn't help but let out a soft moan himself, overwhelmed by the sheer loveliness of her breasts. His cock had felt so very drained before, but now it was throbbing back to life, slowly hoisting itself back into position. With Megan perched on top of him, he was all too aware that her crotch loomed over his. He trailed one hand down from her back to her firm, round ass, unfortunately still covered by her jeans. His cock throbbed, yearning for the space between her thighs. If only she would take those jeans off, then they could...

"Megan, what are you doing to our poor guest?" Sophia said suddenly, with feigned indignation.

"Hey, don't blame me, he was practically begging for it." Megan pressed her chest against his face a little tighter.

Chance felt Sophia crouching down on the mattress nearby. "Well, don't be selfish. Let me have a turn."

"Alright, fine." Megan rose up, pulling her breasts away from his face and releasing her nipple from his lips with a soft pop. "I'll go have some fun down here."

Now that his vision was unobscured, he saw Sophia looming over him as well. She was already topless, wearing nothing but some snug black panties, her huge tan breasts swaying above his head. When Megan pulled away, Sophia straddled him in her place. "Hey, Chance," she said, looking down at him with naughty brown eyes. "Do you like big boobs?"

He eagerly nodded his head, feeling too stupefied to give a better response.

"Then you're in luck." She lowered her breasts onto his face, just as Megan had done.

Hers were even bigger and heavier, a huge expanse of smooth tan skin engulfing his senses. Once again he felt around with his face and latched his mouth onto her thick brown nipple, sucking on it even more eagerly. Her right breast alone could easily cover his face, so he raised up his hand to cup the left one, kneading the soft, warm flesh, letting her stiff nipple grind against his palm. He placed his other hand on her plump ass, squeezing the firm flesh, barely hindered by the thin cloth of her panties. Sophia chuckled approvingly on top of him, lovingly running her fingers through his hair.

He was so focused on Sophia's body that he had no notion of what the other girls were doing. That changed when he suddenly felt a gentle hand gripping his cock and slowly stroking up and down the length. He bucked his hips while moaning softly against Sophia's breast. His member was only half erect, unable to regain its full size so shortly after climaxing, but even so that feminine touch felt wonderful.

For a few long minutes, Chance feasted on Sophia's breasts while Megan patiently stroked his cock back to life. Very soon, he was rock-hard again, a bead of precum dribbling from his tip as he throbbed in her grasp. He had never recovered from an orgasm so quickly, but then again, he never before had such overwhelming encouragement.

"Hey, Sophia," Shelley said timidly, breaking the lewd silence. "Can I have a turn?"

"Hm? Oh, of course. Silly me, hogging him all to myself. Time to let go, Chance, you have another suitor." Sophia rose to her knees, pulling her massive chest away from his face.

Chance tried to keep his mouth latched to her nipple for a moment, but when it popped free he took a deep breath, finally able to breath unimpeded again. He then saw Shelley crouched on one side of him and Sayako on the other. They had both taken off their bras, revealing two pairs of full, perky breasts. Both girls looked down at him with bright red faces and nervous eyes.

"Wait, really?" Chance blurted out in eager disbelief.

Sayako flinched a little. "Yeah, if you want to. It's okay if you don't like them as much, since they're not as big and stuff..."

"No, no, I'd love to. Please, come here." He instinctively put one hand on each girl's back, caressing their smooth skin.

Sayako and Shelley moved in at the same time, both aiming their breasts at his face, but they bumped shoulders in the middle.

"Hey, he was talking to me," Sayako bristled.

"Nuh-uh, I asked first!" Shelley retorted.

Their collision left Chance with a lovely view at four breasts all crowded together, Shelley's left pressing against Sayako's right. Without saying anything, he used his hands on their backs to pull both girls in, burying his face in both pairs simultaneously.

"Oh," Sayako uttered softly.

"I... guess that works," Shelley added.

Chance felt around, captured a puffy pink nipple with his mouth, and circled his tongue around it, instinctively going more gentle on the less-experienced girls. He wasn't sure whose it was, but Shelley let out a soft moan, answering the question. While he was busy with one, three other stiff nipples prodded against his cheeks, as if asking for attention. He wanted so badly to suck them all, but he only had one mouth, so he forced himself to be patient and take it slow. Switching frantically between them would likely leave both girls unsatisfied.

While Chance was occupied with Shelley and Sayako, Sophia had unstraddled him. He wasn't sure what she was doing - he only faintly felt her moving on the mattress at his side, while Megan was still steadily stroking her hand up and down his shaft. Then suddenly, he flinched as he felt something hot and wet trailing across the tip of his cock. It took him a moment to understand what it was, and by that time the same wet heat had engulfed the upper part of his cock, making him throb forcefully. He moaned against Shelley's breasts as Sophia's full lips sealed around his shaft and she swirled her hot, slick tongue slowly around his sensitive head.

"Sophie!" Megan giggled. "You're stealing my thunder, here." She let go of his cock, giving her friend free reign.

Sophia bobbed her head up and down a few times, stroking her lips and tongue across the length of his member. Then she released it from her mouth with a wet pop. "You taste nice, Chance," she purred playfully.

"Alright, my turn," Megan cooed, suddenly excited. Before Chance had even fully processed this sudden escalation, he felt a new pair of lips wrapping around his cock. She moved her head up and down as well, but more slowly and deliberately. Every time she moved up, she put a bit of suction on his cock, hollowing her cheeks, which made him buck his hips at the intense sensation it applied to the sensitive head.

As amazing as it felt, Chance was struck by a hint of panic. Megan's hand had been a distraction he could manage, but for this he was totally unprepared. He really didn't want to disappoint Shelley and Sayako after so brazenly pulling them both in, but the hot, wet embrace of Megan's mouth was paralyzing. He worried if he would climax again at any moment, whether he should be ready to pull away and warn them. He would feel bad about shooting down her throat without warning, but couldn't possibly split his attention and still do a good job at pleasing the other two girls. He barely knew what he was doing to begin with.

He pulled his mouth away from Shelley's nipple and took a deep breath. Megan and Sophia knew what they were doing, he had to have faith in that. He shifted his body a little, forced himself to relax, and directed his attention back to the wonderful breasts in front of him. If he was going to climax, so be it, but he wouldn't neglect these girls in the process. He turned his head and captured Sayako's nipple in his mouth this time, evoking a soft gasp. At the same time, he moved his hands away from their backs and onto their outer breasts, Shelley's right and Sayako's left. He gently squeeze and kneaded their soft mounds, stroking his thumbs across their stiff nipples, evoking hums of approval from both girls.

Down below, Megan took a final long drag on his cock before releasing it from her mouth. His slick shaft was exposed to the air for a mere second before Sophia swooped in and captured it again, resuming the same eager bobbing motion as before. The stroking of her lips felt incredible, but his earlier climax had expelled a lot of his overeagerness, so he could enjoy it without the immediate threat of a rising tension in his balls.

Rather than awaiting her turn again, Megan had other plans. She leaned down and lapped her tongue across the base of his cock, the last inch of it that Sophia didn't reach, then further down, trailing across his balls. After a few teasing licks, she took his entire sack into her mouth, sealing her lips around it and caressing her tongue all over it, which made him buck his hips and moan against Sayako's breast.

He couldn't believe that they were doing something so lewd to him, something he never expected to find outside of a porn video. He regretted not being able to see the lewd sight, nor could he praise them on how good it felt, not without pulling away from the other two girls. So he simply surrendered himself to it and redoubled his efforts. For several minutes, the five of them continued this indulgence of pleasure. While Chance switched back and forth between Shelley and Sayako's nipples, Megan and Sophia also traded places in an almost coordinated way. First it was Sophia's mouth on his cock and Megan's on his balls, then the other way around, then another swap, then another.

Chance could have enjoyed this royal treatment forever, but before long it simply became too much and the tension in his balls started rising. He had given up on the notion of warning them, but his body language made it abundantly clear, the way his knees shook and his back arched from the pleasure. He moaned against Shelley's breast as Megan stroked her lips and tongue up and down his shaft, driving him ever closer to an explosive release.

Before it could happen, Sophia released his balls from her mouth and sat up. "Meg, go easy on him, I think he's gonna blow."

Megan immediately halted, took one final long drag, and released his cock with a wet pop. "Well, we can't have that. Let's give him a break to recover."

"I think we should give him a break too," Sayako said before sitting up, pulling her breasts away from his face. Shelley followed suit, though he tried to hold onto her nipple for a moment before it popped free.

With his sight finally unobstructed, he looked around at the four beautiful topless girls all around him. His rock-hard cock was glistening with saliva, a testament of what the girls had just done. He realized that he was out of breath. Perhaps intense pleasure and a smothering weight on his face were not the most practical combination. "That was amazing," he blurted out, not sure what else to say. "All of you."

"You have a lovely cock, Chance," Megan said as she rose to her feet, her breasts swaying. She bent down to pull off her panties, which clung wetly to her crotch and thighs as she dragged them down. The thick outer lips of her pussy were shiny with arousal and decorated with a neat patch of brown pubes.

"Wait," Chance stammered, his eyes fixated on her pussy. "We're not really going to... do, you know... are we?"

"Oh, we're gonna fuck, virgin boy." Megan showed a naughty smile as she spread her outer lips with her fingers, revealing the shiny pink folds inside. "Or, you and I are gonna fuck, if you're up for it. I dunno what the other girls are gonna do."

"If you're doing it, I'm joining," Sophia pitched in. She stood up and pulled off her panties as well. Her outer lips were darker and her pubes were black, but when she spread the puffy lips with her fingers, the inside was just as pink and wet as Megan's.

Stunned at their forwardness, Chance turned his head to look at Shelley and Sayako. He didn't mean to put them on the spot, it was merely an unthinking instinct, wondering what they would say.

"Well, hold on, I- I don't know about that," Sayako stammered, even more red-faced than before.

"I... don't think I'm ready for that, but can I watch you guys do it?" Shelley said, looking at Megan with big blue eyes.

"What, am I gonna tell you to leave the room at this point?" Megan chuckled. "Yeah, watch all you like." She crouched back down on the mattress and looked at Chance. "You do want this, right? It's okay if you don't."

"Oh, I want it so badly," he blurted out with a nervous chuckle. He kicked his bunched-up jeans off his ankles, then pulled off his shirt and tossed it aside, leaving him as naked as the two girls.

"Awesome," Sophia cooed as she crouched down on his other side. "Uhm, I guess you can just stay like this and we can take turns riding you. Okay?"

The mere prospect made his cock throb and his heart pound even harder than before. He was glad to let them take charge - surely he would do something wrong if they made him go on top. "Yeah, that sounds good."

"I guess we should get out of the way," Sayako said with a hint of disappointment as she shuffled back.

Shelley pursed her lips in thought for a moment as she looked down at him. "Hey, can I maybe just..." She lay down right next to Chance, resting her head on his shoulder and pressing her breasts against his side. He instinctively wrapped his arm around her waist and let out a soft sigh of pleasure at the touch of her soft, warm body. "Do this? So I can get a good view? I'm curious."

Megan raised her eyebrows a little. "Yeah, I guess you're not in the way. Sure."

"Well, don't leave me out," Sayako said as she hastily lay down on his other side, pressing herself against him in the same way.

"Jeez, Chance. It must be overwhelming to have all these girls vying for your attention," Sophia said with a naughty grin.

"You have no idea," he chuckled nervously. The two girls cuddled up at his sides made him feel all warm inside. He caressed Shelley and Sayako's slender waists, suddenly very aware of how trapped he was. Without even his hands to exert some control, he was completely at Megan and Sophia's mercy.

The two of them crawled up closer on hands and knees, flanking his cock from both sides. Then Megan suddenly looked at him sternly. "Okay, Chance, you have to choose. Who do you want to lose your virginity to?"

Oh no. He should have expected this question, but he was so caught up in the excitement of it all that he hadn't considered it for a second. Now he was trapped and put on the spot. Who did he prefer? He didn't know, but picking either would surely be a slight to the other. He instinctively looked left and right at Sayako and Shelley, hoping they might somehow bail him out, but they just looked at him expectantly.

Megan snorted with laughter at his stunned silence. "I'm kidding, we're not gonna force you to choose." She turned to Sophia and held out her fist. "Rock paper scissors?"

"Sure." Sophia held out her fist as well. Then, surprisingly well-synchronized, they both counted down from three. Megan threw out paper, Sophia threw out scissors. "Yeah, I go first!" Sophia pumped her fist, which made her breasts wobble with the motion.

"Fair is fair." Megan turned to chance and tapped him playfully on the chest. "Just don't cum before I get my turn, or else I'll be mad, okay?"

"Yes, ma'am," Chance answered sternly, trying to play it off as a joke but feeling genuinely worried that he might disappoint her.

Sophia straddled him, nudging Shelley and Sayako to make space for her knees. She grabbed hold of his cock, still slick with saliva, and gave it a few gentle strokes. "Just relax, okay?"

"I'll try." He nervously looked down at her pussy, then up at her pretty brown eyes. "I'm ready."

Sophia smiled playfully as she guided his cock to her pussy and stroked the sensitive head against her outer lips, making him squirm in anticipation. Then he felt the tip dipping into her entrance and she smoothly lowered herself down on top of him. It was a snug fit, but the abundant lubrication made it easy to slide in. Before he knew it, her plump ass was planted on his lap and his cock had disappeared inside of her. "Comfortable?" she cooed as she rocked her hips back and forth, feeling out the fit.

He sighed in relief that he hadn't immediately emptied his balls into her womb. He probably would have if they hadn't gotten that first orgasm out of his system. The sensation wasn't overly intense, but it felt right in a way he'd never experienced before. "Yeah." He gently bucked his hips and felt his cock pushing against a fleshy barrier deep inside of her. "Feels good."

"It does." Her smile widened as she slowly lifted her ass from his lap, then pushed back down. His cock throbbed eagerly as the hot, slick flesh of her tunnel caressed it from all sides. She watched him for a moment, as if gauging whether he could take it. Then she did it again, starting a slow riding motion, up and down his hard shaft. "Is this alright? Tell me if I'm going too fast, okay?"

"This is good," he said hoarsely, nodding his head. His eyes were fixed on her crotch, on the lewd sight of her puffy lips wrapping around his shaft as it slid in and out of her.

"Is it really that easy?" Sayako spoke up at his side. "I thought putting it in would be, I dunno, more difficult?"

"It's only difficult if you're not wet enough." Megan leaned in and trailed her finger across his chest. "But she seems to be plenty wet for you, Chance."

Shelley clung a little closer to him. "What if you're a virgin? I'm kinda scared of, you know, the bleeding."

Megan pouted her lips in thought. "Hm, not everyone bleeds on their first time, I don't think. I did, but he was kinda rough with me. Sophie, did you bleed?"

"I'm a little busy here," Sophia said in a husky voice. She brought her ass down on his lap a little harder, which made Chance stifle a soft moan. "Can you girls be a little less distracting?"

"Sorry, I'm impatient for my turn, is all." Megan pushed up close against Sophia's side, like a playful cat. "Can I have a go yet?"

"Hm, fine," she said without halting her riding motion. "But don't you dare hog him, okay?"

"Oh, please. I'll play fair. It's more fun to take turns anyways. I love how lewd this is." Megan playfully embraced the other girl, smushing her breasts against her side.

"Hey, you're getting in the way," Sophia giggled as she gently pushed Megan away. After one more forceful thrust on Chance's cock, she smoothly pulled it all the way out. It throbbed against the air, all slick and shiny with her fluids. Sophia put her hand between her thighs and started stroking her pussy in slow circles, keeping herself warmed up even while she dismounted.

Megan straddled him in her place and wasted no time in guiding his cock to her pussy. Chance let out a soft moan as she settled down on his lap, plunging him deep inside of her. Her pussy was just as hot and wet and snug as Sophia's, but the fact that he was fucking two girls back-to-back really made his heart pound.

"You like that, two girls on your cock?" Megan purred with a red-faced grin, as if she could read his mind.

"I love it," he admitted with a nervous chuckle. He wanted to say something provocative in return, but nothing was coming to him. He could barely think at all with everything that was happening to him. So he tightened arms around Shelley and Sayako while eagerly bucking his hips against Megan's ass. "Please, go on."

At his request, she started riding him at a slow and steady pace, just as Sophia had done. He felt the urge to grab her hips and make her speed up, to slap her ass against his lap hard and fast, but it was for the best that he couldn't. He had no doubt that he would climax in seconds if she went all out. Wanting to do something, he started rocking his hips in rhythm with her motions, bucking up to meet her when she came down on him, intensifying the sensation just a little bit.

"You're taking this like a champ," Megan cooed lovingly. "Are you sure you were a virgin?"

Surely she was only flattering him, but it still made his face flush red hot. "Pretty sure."

The five of them fell silent for a bit, except for their soft moans as Megan continued riding him. Chance looked over at Sophia, who was crouched on her knees. She met his gaze with red cheeks and parted lips while she caressed her own crotch. A thick drop of her arousal trailed down her thigh and soaked into the mattress.

When he looked at Sayako and Shelley, they seemed almost equally enraptured. They stared at his cock with big eyes and red faces, both gently squirming their thighs as they lay next to him. As if feeling his gaze, Sayako suddenly looked up and locked eyes with him. She blinked at him, showed a nervous smile, then leaned in for a kiss, hungrily capturing his lips with hers.

She was more assertive than before, pushing her tongue into his mouth. He moaned softly in surprise, but eagerly welcomed her, stroking their tongues together in a heated dance. His cock throbbed hard inside of Megan, overwhelmed by the stimulation from both sides. He closed his eyes and surrendered himself to the sensation.

While he was busy kissing Sayako, he felt movement next to his hips. "Alright, alright, your turn," Megan muttered as she rose up to release his cock. He had a brief moment of respite from the pleasure while Megan dismounted him and Sophia moved to take her place. Then he gasped softly against Sayako's mouth as he felt his cock sinking back into Sophia's pussy.

She started riding again, a little faster this time, creating soft wet slapping sounds whenever her ass came down against his lap. Her moans came a little faster and louder as well. To his surprise, he could sustain the faster pace just fine, by virtue of how sopping wet she was. He let out a long muffled moan, to let her know that he approved without breaking the kiss.

After some more riding and kissing, Shelley stirred into motion, caressing her cheek against his neck. "Hey, I'm a bit of a third wheel over here," she purred softly. "Can we kiss too?"

Although it was probably only a playful comment, he immediately felt bad for ignoring her. He gently tapped on Sayako's side and she took the cue to break away from the kiss, quietly showing a red-faced smile before nestling her head back on his shoulder. When Chance turned his head to face Shelley, she immediately pounced on him, humming happily as she pressed her mouth against his and captured his tongue in another lustful dance.

The pleasure was really starting to weigh on him now. Sophia's bouncing motion had gradually sped up further. As wet as she was, the ceaseless stroking of her snug tunnel across his shaft had led to a looming tension in his balls that was becoming harder to ignore. He did his best to keep his attention focused on Shelley's kiss instead. That certainly didn't quell his excitement, but it seemed better than fixating on the sensation engulfing his cock.

"Come on, give me a turn again," Megan said, her voice shaky. He could feel her leaning in, needily pressing up against Sophia, but the other girl didn't budge.

"Hold on..." Sophia moaned as she sped up her riding motion even more. "I'm almost there..."

His cock throbbed inside of her when he heard those words. He tapped Shelley's side and she dutifully broke the kiss so that he could look up at what was happening. Sophia was now riding him with a vigor that made her breasts bounce and sway hypnotically. She met his eyes and looked at him with an open-mouthed expression of arousal. One of her hands was on his chest, the other between her thighs, frantically stroking her pussy as she rode him.

Before he had time to do anything else, the walls of her pussy suddenly clenched around his cock. He gasped in surprise while she moaned in eager relief. With one final slap, she planted her ass on his lap and stayed there, rocking her hips and stroking her hand in circles as she rode out her orgasm. The inside of her pussy pulsed and throbbed again and again, massaging his cock, while a small flow of hot liquid surged out to soak into his pubes and trickle down his balls.

Chance moaned and bucked his hips as the sensation brought him right to the edge of his own climax, so close that it was almost painful. But right when he thought that he couldn't hold back anymore, the pulsing of her pussy ebbed away, leaving him just short.

Sophia sighed deeply as her body loosened up. She leaned forward and caressed both of her hands across his chest while lovingly smiling down at him. "That was nice. Thanks, Chance."

"Y- you're welcome," he stammered, idly bucking his hips against her ass. He was in no position to respond so casually while his overeager cock was still inside of her, still on the verge of blowing.

"Now can I go?" Megan piped up impatiently. She also had her hand between her thighs, stroking herself while she anxiously squirmed in place.

"Oh, right, of course," Sophia chuckled. She sluggishly dismounted, releasing his cock and giving him a much-needed moment to ebb away from the edge of climax.

Megan eagerly straddled him again, but halted there, still pleasuring herself. "Chance, how close are you?" she said with shaky voice.

"Pretty close." His cock throbbed forcefully, craving the embrace of her pussy. "Very close."

"We can cum together, okay?" she said with a red-faced grin as she guided his cock to her pussy and lowered herself on top of it.

"Yes, please," he moaned softly. Just being inside of her again brought back the feeling of tension in his cock, like a single thrust would make him blow his load. "Just... go real easy on me, okay?"

She pouted her lips in thought for a moment. "Okay, how about this?" Rather than riding up and down, she started rocking her hips back and forth, grinding her puffy lips against the base of his shaft. "Can you handle this?"

Deep inside of her, his sensitive head ground gently against the mouth of her womb with the motions, but it was definitely less intense than thrusting. "Yeah, I think so," he sighed, resisting the urge to buck his hips.

"Alright... just relax..." she purred as she continued her slow and steady grinding motion. With one hand, she stroked the front of her pussy in slow circles. With the other, she grabbed and squeezed her own breast, making the soft flesh bulge out between her fingers.

Her eyes remained locked on his as she rode him, moaning and panting softly. Although it was less intense, it didn't take long for the grinding sensation to creep up on him and for the pressure in his cock to rise. Megan was gradually speeding up as well, which made it even harder to resist his oncoming orgasm. Chance let out strained moans and pawed feebly at Shelley and Sayako's bodies as he struggled to hold back, trying desperately not to disappoint her.

"Megan!" he moaned out, trying to warn her, but it was too late. His orgasm struck him hard, seizing up his body as he bucked his hips and released the first blast of cum deep into her womb. Megan let out a strangled moan as her pussy clenched hard around his cock. Her pussy throbbed and pulsed all around his shaft, just as Sophia's had done shortly before, but this time there was no holding back. The sensation absolutely milked his cock for everything it had, making him moan and squirm as he released shot after shot into her body. Even though he had emptied his balls not long before, he just kept cumming and cumming, completely stunned and unable to think from the pleasure.

When the longest and hardest climax he had ever experienced finally ebbed away, he found himself taking a deep, shuddering breath. Megan had stopped pleasuring herself and was just sitting on his lap now, breathing heavily with a satisfied smile on her face. "Did..." he struggled to say between strained breaths. "Did you finish?"

Megan nodded her head sluggishly. "Uh-huh. You did well, Chance." She carefully withdrew his half-erect cock, then planted her feet into a squatting position and spread her pussy with her fingers. A trickle of white cum oozed from inside of her and pattered onto the mattress between his legs. "How does it feel, having two girls climax on your cock?"

He stared with fascination at the lewd sight. It felt surreal to acknowledge the aftermath of what they had just done. "It's incredible. I can't thank you girls enough for... this."

"No need to thank us," Sophia said, playfully twirling a lock of blonde hair around her finger as she sat on the mattress. "The fun of sex goes both ways, you know. This was so much fun."

Hearing that made him feel warm inside. "I'm glad you think so." He looked again at Megan's pussy while she dismounted him and sat down on his other side. As clarity returned to his thoughts, an important question came to mind far too late. "Wait." He instinctively tried to sit up in a moment of panic, but halted to not disturb Sayako and Shelley. "You are on the pill, aren't you? Megan?"

"Hm? Oh, yeah, don't worry. I won't come knocking to tell you you're a dad. Not any time soon, at least." She winked at him with a playful smile.

"Okay, good," he sighed. "Not that it would be so bad to... you know... never mind." The mental image of Megan carrying his child made his heart pound and his face turn red hot. It was a nice thought, even if he definitely wasn't ready for that.

"Chance?" Sayako and Shelley said at the same time, breaking him out of his thoughts. They both fell quiet and blinked at each other with hesitation on their faces.

"Yeah?" he answered, looking back and forth between the two beauties at his sides.

"You can go first," Shelley said, red-faced.

"No, it's okay, you go," Sayako stammered.

There was a long pause as they looked at each other, then both looked at him. "Can you fuck me too?" Shelley ultimately blurted out.

"And me? I was gonna say the same," Sayako added frantically.

Chance's flaccid cock throbbed feebly. "Wait, really? Are you sure?"

"Pretty sure. I mean, I'm a virgin, but it looked so good when you guys did it," Sayako rambled off. "But it's okay if you don't want to, I'd understand if you're already satisfied."

As the two girls looked at him with big, expectant eyes, Chance suddenly had a sense of stage fright. "No, no, I'd love to. And, um, I think I could go another round. I just need a bit of time to, um, get it back up, okay?"

They both smiled at him nervously. "Okay," Shelley said softly.

"Oh, I'm so proud of you two," Sophia cooed. "You should suck his cock to warm him up. It worked wonders when we did it." She reached over and gave Sayako's butt a playful squeeze.

"Hey!" Sayako chuckled as she jerked at the other girl's touch.

"I've... never done that either," Shelley mused. "But I can try. Would you like that?"

They both looked at him expectantly again. "Yeah, I'd like that a lot."

In response, they both sat up and scrambled onto hands and knees, their breasts wobbling with the motions. They flanked his hips on both sides and looked down at his cock. As excited as he was for more action, his member was still very drained. He felt a bit bad about presenting them with such an unimpressive sight.

"I'm not sure how to start," Sayako said. "Do I just... put it in my mouth?"

"Hold on." Chance pushed himself into sitting position and rolled his shoulders. "A change of position would be nice."

"How about the couch?" Megan piped up. She had risen to her feet and was putting her panties back on, perhaps to stop any leakage.

Chance looked at the sofa and could immediately picture what Megan was getting at. "Yeah, let's do that."

He got up from the mattress to sit down in the middle of the couch. Megan and Sophia immediately followed, sitting down at his sides and cuddling up against him, resting their heads on his shoulders and smushing their breasts against his sides. He hadn't quite expected that part, but he eagerly wrapped his arms around them and caressed their slender waists, feeling suddenly like a king.

"Spread your legs," Megan said while placing her hand on his inner thigh and nudging them apart.

Sayako and Shelley clearly understood the intent, because they got down on their knees between his legs, crowding around his privates. They both idly caressed his thighs as they looked up at him with shy smiles. Their soft touch made his flaccid cock stir.

"I'll help you get started," Sophia purred against his ear. "Then the girls will have something to work with." She grabbed his cock and caressed it with slow, firm strokes, massaging his drained shaft back to life.

"Good idea," Megan said as she reached between his thighs to cup his balls, gently kneading them in her palm.

The touch of two gentle hands, combined with the lewd view of the two girls on their knees in front of him, worked wonders. His cock quickly swelled to a more presentable size, with enough vigor to mostly stand up on its own, though it wasn't quite back to full hardness.

"I think he's ready for you two," Sophia said, still stroking.

Shelley and Sayako looked at each other, then up to Chance. "I can start," Sayako said timidly. "Um, any advice?"

"Just put it in your mouth and do what feels natural," Megan said. "I'm sure he'll love it even if your technique isn't perfect. Just don't touch it with your teeth. Oh, and don't actually, like, suck on it. That's just an expression. You can suck it a little, but not hard."

Megan and Sophia let go of his genitals in tandem. Sayako leaned in close, hesitated for a moment, then opened her mouth and wrapped her lips around the head of his cock. She clumsily swirled her slick tongue around it, making him throb at the intense sensation, while looking up at him with big brown eyes, as if asking for approval. Chance quietly smiled and nodded as he looked down at her. With that, she started sliding her lips further down his shaft, taking it into the wet heat of her mouth. She took it in most of the way, but didn't push her luck on the final inch. Instead, she started slowly bobbing her head, stroking her lips and tongue up and down across his shaft.

Shelley looked intently at her friend's lewd display. "Is she doing it right? Does it feel good?"

Chance gasped softly and bucked his hips. The last bit of vigor rapidly returned to his cock, making him rock-hard. "Yeah, she's doing well. Feels great, Saya."

After a few more bobbing motions, Sayako pulled back and released his cock from her lips, leaving it wet and throbbing. She took a deep breath, then smiled up at him with bright red cheeks. "Thanks. It tastes nice."

"My turn!" Shelley cooed. She opened her mouth wide and took in his entire shaft at once, sealing her lips around the base. Looking up at him with curious blue eyes, she started bobbing her head, a little faster than Sayako.

He bucked his hips again as he moaned softly in approval. Her mouth felt good, rough-edged as her technique was, but the knowledge that she was the fourth girl in a row to taste his cock made it so much better still. "That's good, Shelley. You're both naturals at this."

Megan rubbed her head against his neck, tickling his skin with her hair. "I think the two of them can take it from here. Wanna have some fun in the meanwhile?"

Chance turned his head to look at her and opened his mouth to respond, but before he could say anything, Megan closed the distance and kissed him, assertively pushing her tongue into his mouth. He closed his eyes and moaned contently against her lips as his cock throbbed in Shelley's mouth.

With his eyes closed, this situation became all the more sensual. He couldn't see the four girls around him, but he could feel them. Sophia's head resting on his shoulder, her and Megan's soft breasts smushing against his chest, Shelley and Sayako's slender hands wandering across his thighs. All while Shelley greedily devoured his cock and Megan lovingly caressed his tongue, a perfect barrage of pleasure from both sides.

He felt Shelley's mouth withdrawing from his cock, followed almost immediately by Sayako engulfing it again, smoothly resuming the bobbing motion. He expected Shelley to sit back and await her turn again, but instead he felt her lips touching down on his balls. Placing hesitant kisses first, then pressing her open mouth against his sack while lapping her tongue against the sensitive skin. He moaned and bucked his hips, tightening his embrace of Megan and Sophia.

"Ooh, right for the balls," Sophia chuckled playfully. "You have good instincts, Shelley." She rubbed her head against his neck as well, her long lush hair tumbling across his back. "Hey Chance, wanna give me a turn?"

At this point, he barely had to think about it. He gently pulled away from Megan, who willingly relinquished the kiss, opened his eyes just long enough to turn his head and find Sophia's face, then closed them again as his lips met with hers. Their tongues danced together as smoothly and eagerly as if he were resuming the same kiss, albeit with a different person.

The pleasure was overwhelming, but since he had climaxed twice already, he had grown numb to it, just enough to temper the experience and put him at ease. Definitely a good thing, or else he would be interrupting this magical experience with an explosive release into Sayako's throat.

Before long, Sayako released his cock and Shelley moved up to take her place once again, leaving it exposed to the air for only a brief moment. With surprising coordination, Sayako leaned down to wrap her lips around his sack and caress his aching balls with her tongue, just as her friend had done moments ago.

"You two are naturals," Megan purred. "And you look so cute doing it, too." She reached across Chance's chest to give Sophia's breast a squeeze. "Hey Sophie, can I try something lewd?"

Sophia gave him a final playful flick of the tongue before pulling away and looking over. "Sure? What is it?"

Megan reached out to place her hand on the back of Sophia's head and gently pulled her closer. They met in the middle, right in front of Chance's face, where Megan kissed Sophia right on the lips. She let out a hum of surprise but didn't resist as Megan held the kiss for a long moment. Then they both closed their eyes, cocked their heads, and parted their lips as they started the same deep, tongue-filled kiss they had shared with him moments before. Chance could only look on in disbelief at what was happening, his cock throbbing hard at the sight.

Eventually they parted, Megan grinning with self-satisfaction while Sophia blinked at her with bright red cheeks. "Jeez Meg, I didn't know you were... into that."

"I wasn't sure myself, but I am now." She planted another quick kiss on Sophia's lips, then turned to look at Chance. "You seem like you're into it too."

He suddenly felt embarrassed for staring, though admittedly there wasn't anywhere else for him to look. "I... guess I am." He smiled meekly as he caressed their slender waists.

Megan nibbled playfully on her bottom lip as she nudged Sophia's head with her own. "Hey, wanna share him?" Without waiting for a response, she leaned in to kiss Chance, but at a weird angle, capturing only the left half of his mouth from the side. Sophia looked at them for a moment, but then she leaned in and kissed him from the other side, smushing all three of their lips together in the middle.

Chance let out a muffled moan and bucked his hips at the novelty of this three-way embrace. After holding the kiss for a few seconds, they parted their lips in tandem and brought forth their tongues. They all met in the middle, Megan and Sophia's hot, slick tongues stroking and sliding against his own and each other.

Down below, he felt the girls switching position again, Sayako bobbing her mouth on his cock while Shelley resumed lovingly tending to his balls. Being pleasured from two sides had been overwhelming already, but now he had two girls on both sides, something he had never even been ambitious enough to fantasize about.

He held out for a while, basking in this lewdly wonderful treatment, but soon it became too much. As desensitized as his cock was, the persistent efforts of Sayako and Shelley, combined with the sheer eroticism of the three-way kiss, was causing the pressure in his balls to rise steadily. He had no way to warn Sayako and Shelley specifically, so he moaned into the kiss and tapped his hands against Megan and Sophia's backs.

Thankfully, they both understood and withdrew from the kiss, giving him some much-needed room to breathe. "Girls, he's gonna cum," Sophia said, while reaching down to run her fingers through Sayako's hair.

Sayako responded quickly, taking one final long draw on his shaft before releasing it from her lips with a soft pop. "We did well, then?" she said with a satisfied smile.

Chance sighed in relief as the tension in his cock started ebbing away. "Very well. I would've came much faster if this wasn't my third time."

Shelley lingered a bit longer on his balls, but ultimately released him as well. "Were you two really kissing up there? You girls, I mean."

Sophia's face flushed red again. "Um, well, Megan started it."

"Hey now, don't act like you didn't like it." Megan leaned in to give her another lingering kiss, which she accepted without protest. "If we're sharing Chance, we might as have some fun with each other."

"I... guess that's true." Sophia showed a nervous smile while reaching out to give Megan's breast an idle squeeze.

Sayako and Shelley looked at each other in silence for a long moment as their faces turned bright red. "Should we... try?" Shelley said timidly.

"You don't have to, but I bet he'd like it," Megan said playfully, nudging Chance with her elbow.

They both looked at him with expectant eyes, which made him blush as well. "Well, don't push yourself, but... it is pretty hot."

The girls looked at each other again, nervously inched a little closer, hesitated, then closed the gap and kissed each other. After holding that timid kiss for a while, they both cautiously wrapped their arms around each other, smushing their breasts together. Their lips parted and they brought forth their tongues, caressing each other in a slow, sensual embrace. Chance, Megan, and Sophia watched on in tense silence as the two of them went at it. Eventually, they broke the kiss and withdrew from each other, both smiling bashfully.

"I guess that was... kinda nice." Sayako affectionately swiped a lock of red hair from Shelley's cheek and tucked it behind her ear.

"Somehow this feels weirder than everything else we've done tonight. But... yeah." Shelley idly ran her hand across Sayako's breast, giving her stiff nipple a gentle tug.

As if suddenly remembering their audience, they both let go of each other and turned back to Chance. "Right, um, what were we doing again?" Sayako chuckled.

"I think it's time to take their virginities, right Chance?" Megan cooed.

"Yeah. I'm more than ready." His cock had felt so drained before, but now it throbbed without any hesitation. "If you girls are still up for it."

"Oh, I'm not gonna back out now." Shelley rose to her feet to reveal that her snug white panties had a big damp stain on the crotch. Sayako quickly followed, revealing the same of her own black ones. They both hooked their thumbs into the waistbands and pulled them down in tandem, revealing two pale pussies with thick, glistening outer lips. Shelley's pubes were curly red, Sayako's silky black. "I don't know if I can handle riding you though," Shelley continued, squirming her thighs. "So you can go on top."

Sayako looked at the mattresses on the floor. "Maybe we can lie down side-by-side, so you can take turns? Would you like that?"

Chance had been expecting the difficult question of who would go first, but this was far better. "Yes, that's perfect." Megan and Sophia released their two-sided embrace of him, so he rose to his feet to stand before the two virgin girls. Of course, he still didn't have any confidence in taking charge. "Um, on your backs, I guess?"

"Can I make a suggestion?" Megan cooed. She lowered herself onto the mattresses and stretched out on her front, smushing her breasts beneath her body. Lying prone, she lifted her hips off the mattress a little and swayed her ass left and right. "How about this? Perfect for fitting side-by-side."

Shelley and Sayako looked down at Megan, then expectantly up at him. "Oh, um, yeah, that seems great," he said, thankful that he wasn't alone in this daunting task.

"Okay," Sayako said with a nervous smile as they both lay down. They looked at Megan and mimicked her position, arching their backs to raise up their butts. Once they were in place, Megan rolled over and sat up. Sophia sat down on the other side, ready to spectate.

"How does it look?" Shelley said over her shoulder.

Chance nervously eyed the full, firm asses of the two girls, so appealingly presented side-by-side. His cock throbbed hard as his mind raced with all the things he might do wrong. "Looks amazing. Um... Saya was first to suck me off. So Shelley will be first this time. Okay?" There wasn't much logic to that, but he had to choose someone, and he'd rather not interrupt the tension by making them play rock-paper-scissors.

"Yes, please," Shelley said with a grin.

"Sure, I'll just watch." Sayako smoothed out her hair over her shoulder to get a better view. "I guess I'll know what to expect."

He got down on his knees and straddled Shelley's legs, his cock looming over her lovely ass. He wanted to ride her so badly, but he had never performed the act of insertion himself. On top of that, her pussy lay hidden between her full cheeks and thick thighs, showing only a partial glimpse at her shiny pink folds.

Apparently, Megan sensed his hesitation, because she crawled up closer and took a hold of his cock. "I'll help you out," she purred against his ear. She slid the head of his cock between Shelley's thighs, where it touched upon the unmistakable wet heat of her pussy. Then she slowly moved it around for a moment, stroking it against her slick folds, until he felt his tip dipping into her snug entrance. "Now thrust."

"Thanks, Meg," he sighed as he slowly moved his hips forward and felt his cock sliding smoothly into Shelley's body. Megan retracted her hand, so he pushed even further, until his lap was pressed down against Shelley's ass. He couldn't see himself penetrating her, which made it strangely more intimate, but he could feel his cock throbbing against the snug grip of her pussy.

Shelley swayed her hips left and right, grinding her firm ass against his lap and his cock against her slick walls. "Feels nice," she cooed softly.

Relieved by the easy insertion, Chance shifted his position, planting his hands next to Shelley's shoulders. It felt weird, being in control like this. Weird but good. "Tell me if I go too hard, okay?" He started a slow thrusting motion, stroking his cock in and out of her just two inches at a time. "Or if I do anything that doesn't feel good."

"I will," she moaned softly as she arched her back a bit more, lining up her pussy with his cock just right.

Chance felt certain that if things had been different, if this was the way he was losing his virginity, he would embarrass himself by climaxing about now. Thankfully, the desensitization from two orgasms was still helping him out immensely. Still, he felt an instinctive urge to speed up, to pound Shelley hard and fast until he emptied his balls into her womb. But he couldn't do that. He had two girls to satisfy, so he had to take it slow.

He focused on doing long, deep thrusts, that way he was less tempted to go fast. He pulled back as far as he could without risk of slipping out, then pushed all the way in, pressing his lap firmly against her ass. When he did, he could feel the tip of his cock kissing the fleshy barrier of her womb. "You feel great, Shelley," he sighed, wanting the inexperienced girl to feel validated.

"So do you," she purred, lovingly smiling back at him over her shoulder.

As much as he would love to keep going, they had agreed to take turns. He would have to do short rounds, as Megan and Sophia had done earlier, so he could hopefully keep them both warmed up. A daunting task, but he didn't want to keep either of them waiting for long. "Alright, time to swap." He carefully pulled his cock out of her, then let it rest on the firm cushion of her ass while he looked at the other girl.

Sayako had spread her legs a little, snaked her arm beneath her body, and was stroking her pussy with two fingers. "Oh, is it my turn?" she perked up excitedly.

"It sure is." He unstraddled Shelley and took up the same position on top of Sayako, who withdrew her hand from her crotch and eagerly raised her butt for him.

"I'll help you put it in," Sophia cooed as she shuffled closer. She grabbed his cock, gave it a few loving strokes, then guided it right up against Sayako's pussy.

"Thanks," he moaned softly, feeling in disbelief at how well they took care of him. He took a deep breath, then carefully thrust into Sayako's body. She was a little tighter than the others, but just as sopping wet, so he smoothly slid all the way inside. "Feels good?" he asked before proceeding. She nibbled on her bottom lip and quietly nodded her head, while shifting her position to better align her ass with his lap.

He resumed the same slow, deep thrusts that he had started with Shelley. Sayako's butt was softer than Shelley's, which made the ebb and flow of his thrusts feel a little different, though equally wonderful. Knowing that he had switched from one pussy to another made the whole experience more electric, made his cock feel more sensitive as it ground against the slick inner walls. This was the fourth woman he'd had sex with, which was a baffling thing to consider given that number had been sitting at a solid zero until today. He tried not to dwell on that, or else he'd surely get too carried away to focus.

"You feel great too, Saya," he moaned, punctuating his words with a deep, lingering thrust that ground his sensitive head against her cervix. He wanted to be gentle with her, but the urge to ride her harder and faster was building up.

She responded with a muffled moan of her own. "You can go harder if you want," she purred, almost as if she could read his mind.

He hesitated in his thrusts. "Are you sure?"

"Uh-huh. I'll warn you if it's too much." She showed a naughty red-cheeked smile that made his cock throb inside of her.

"Okay..." He slowly pulled back, then thrust inside forcefully, creating a soft wet slap against her ass. She let out a soft gasp but didn't complain, so he repeated the motion, starting a steady rhythm of forceful thrusts that made her full, soft ass wobble with the impact.

Chance found himself letting out a series of soft moans as well, to mingle with Sayako's as their bodies slapped together again and again. This felt almost obscene, for him to be in control of such a gorgeous girl, taking her for his own pleasure. Surely, a regular guy like him didn't deserve to be in this position. Yet here he was, loving every second of it.

He could have continued fucking Sayako for as long as his cock would let him, but he wouldn't let himself get carried away. He looked over at Shelley, who was pleasuring herself with her fingers while watching the two of them intently. Clearly, she was overdue for her turn.

He gave Sayako one last forceful thrust, then carefully withdrew from her. "I'll be back soon." He dismounted her and clambered back on top of Shelley. Without missing a beat, Megan grabbed his cock and lined it up against Shelley's pussy, letting him slide all the way inside of her with a single smooth thrust. He sighed in satisfaction as the wet heat engulfed him again. Perhaps he could have done the insertion himself at this point, but this was undoubtedly more fun.

He steadied himself in preparation, firmly planting his hands and knees. "I'm gonna ride you like I did with Saya, okay?"

"Yes, please," she cooed, nibbling her bottom lip in excitement.

He eased into it with a few slow thrusts, but then resumed the same quickened pace, slapping his lap against her ass while plunging his cock deep into her sopping wet pussy. Her toned ass was firmer than Sayako's, didn't wobble as much with the impact, but the wet slapping sound it made was no less satisfying.

While he was focused on pacing himself, Megan crawled up in front of him on all fours. "Hey, stud. Think you can multitask?" Before he could process her question, she pulled in close and pressed her lips against his.

His thrusting motion faltered as she captured his attention, but then he reasserted himself, resuming the steady rhythm. He parted his lips for her and their tongues met in the middle, engaging in a passionate kiss. This double-sided stimulation was suddenly a lot harder, now that he was the one doing the work, but he loved it all the same. Thankfully, Megan seemed unbothered by his tongue being clumsier than usual, and readily took control, guiding him into a sensual dance.

They went at it like that for a while. He felt almost in a trance as he enjoyed Megan's mouth and Shelley's pussy side-by-side, accompanied by the sound of Shelley's soft moans. It was a miracle that he was able to sustain this, that he still didn't feel his orgasm approaching. Admittedly, under normal circumstances, he probably wouldn't even be sustaining an erection right now, so shortly after two powerful orgasms. These girls were running him ragged and he was loving it.

He no longer had a good sense of how much time had passed, but he decided on a whim that he should switch again. It took a bit of willpower to stop, but he pulled away from Megan's lips, then out of Shelley's pussy.

"Don't make me wait long, okay?" Shelley purred lovingly, reaching between her thighs to caress herself in his absence.

"I'll do my best." He gave her butt a playful squeeze and dismounted her.

As soon as he crawled on top of Sayako, Sophia once again guided his cock to its rightful place. As soon as he was balls-deep inside, Sophia embraced and kissed him, pushing her huge breasts against his chest and her tongue into his mouth. He moaned against her lips, caught off-guard by her enthusiasm. He couldn't take up his normal position like this, but he didn't want to push her away either, so he improvised.

He wrapped one arm around Sophia's waist, holding her close as he accepted the deep tongue-filled kiss. His other hand, he placed on Sayako's hip, giving him some leverage as he started thrusting his hips in short, fast motions. It was an awkward angle at first, but Sayako adjusted her position to accommodate him, and soon his cock was smoothly plunging it and out of her sopping wet pussy.

"Feels good," she cooed softly between strained moans.

He couldn't answer her, but he moaned affirmatively against Sophia's mouth while lovingly squeezing Sayako's hip and speeding up his thrusts some more, frantically humping against her ass. As they fucked like that for some time, it was all starting to catch up with him. The caressing embrace of two pussies, the loving kisses of two women, not to mention Sophia's curvy body grinding against him... the tension in his balls was finally starting to rise.

It took a considerable amount of willpower to deny his imminent release, but he had to do it. After a final flick of the tongue, he gently pushed Sophia away, then withdrew his cock from Sayako's body, which left it throbbing forcefully against the air. "It's... Shelley's turn again," he said, breathing heavily as he dismounted from Sayako and straddled the redhead.

With Megan's help, he swiftly plunged back inside of Shelley, which made her purr in delight and squirm beneath him. Megan then embraced him for a kiss as well, just as Sophia had done. He accepted the kiss for a few seconds, but then gently pushed her away. "Meg, I do love... this..." he said bashfully, gesturing at the entire situation. "But I need to focus on Shelley's pleasure or I'm going to bust. Okay?"

Megan blinked for a moment, but then smiled affectionately. "Oh, yeah, of course. We are pushing you kinda hard, aren't we? I'll just sit back and watch you fuck Shelley's brains out." She gave him one more quick kiss, then sat down on the mattress and crossed her legs, looking at him with a playful little smile.

He swallowed as he realized the high expectations he had taken on. Suppressing his doubts, he planted his hands next to Shelley's shoulders and resumed his thrusting motion. A few long, slow thrusts at first, to make sure he was no longer overstimulated. When he found it safe, he sped up, once again filling the air with the wet slapping sound of his lap hitting her ass. "Let me know what feels best, okay?" he panted while looking at her pretty green eyes, or rather the one eye he could see. "Faster, slower, whatever you want."

"You got it," she purred, pushing some red curls from her face so she could better look back at him. "Feels good so far."

He nodded at her with a nervous smile as he dutifully continued riding her. Although the pace of his thrusts was quick and forceful, he did his best to maintain a steady rhythm. That took some focus, preventing him from getting carried away. He felt sure that he wouldn't last very long if he allowed himself to devolve into mindless, frantic thrusting. All the while, he ran his eyes all over her, admiring her beautiful body. Her round ass, her slender back, the way her breasts bulged out to the sides as they smushed against the mattress.

"Hey, Chance," she moaned softly, her breathing now heavy and strained. "Could you, maybe... get closer?"

He didn't quite understand what she meant at first, but when it clicked, he eagerly obeyed. Slowing his thrusts, he lowered his body on top of her, planting his elbows on the mattress so he could bring his head close to hers. From this position, he had to make shorter thrusts that ground his lap against the cushion of her ass. It didn't produce the satisfying slapping sound, but he loved the feeling of her soft body pressed against his. Seeing the opportunity, he snaked his hands beneath her body and cupped her breasts, gently squeezing the soft flesh and feeling her stiff nipples grind against his palms. "How about this?" he whispered against her ear.

"Perfect" she purred, turning her head to rub her cheek against his. "Maybe... a little harder?"

He repositioned his knees for better traction, then redoubled his effort, riding her even more vigorously. Shelley responded with a series of strained moans, while arching her back and squirming her thighs. He was pleasantly surprised how well he could feel her bodily reactions now... and how well she was responding in general. "Are you close?" he moaned softly against her ear.

"I think so..." she whimpered. "Just... keep going..."

That was music to his ears, because as much as he would like to, he didn't have a lot of time to keep trying. He felt the tension in his balls looming, threatening the approach of his third orgasm, the one he probably wouldn't recover from. "Okay," he whispered as he squeezed her breasts more firmly and focused all his will on maintaining the same steady pace. It felt increasingly unmanageable, but the thought of what would happen if he climaxed now, if he left her disappointed right on the brink, that gave him the strength to keep trying.

Thankfully, the miracle he was hoping for happened just in time. Shelley gasped as her body tensed up and her back arched even more. Suddenly, her pussy was clenching and pulsing around his shaft, just as it had done for Sophia and Megan. He thrust all the way inside once more, then held it there, letting her orgasm wash over him. It was tempting to keep thrusting, to make it as intense as possible for her, but he felt sure that he would climax along with her if he did. It was hard enough to resist already, the way her quivering pussy massaged his cock, as if begging for his seed.

Eventually, the throbbing of her pussy ebbed away and Shelley took a deep breath. "I think you did it," she chuckled, playfully grinding her ass left and right against his crotch. "That felt really good, Chance."

"I only barely made it." He leaned in to kiss her cheek. "But you're welcome." He paused a bit longer, to make sure that a sudden movement wouldn't make him climax, with how sensitive his cock had become. Then he carefully pulled it out and sat up.

As it turned out, he had become quite blind to his surroundings while in the thick of things, because he only realized now that Sayako had changed position. She lay on her back with her legs spread, while Sophia sat next to her, stroking Sayako's pussy in slow circles with two fingers. Sayako had one hand on her own face, as if hiding in embarrassment, and the other placed on Sophia's breast, gently squeezing the soft flesh as she squirmed and moaned softly.

Sophia saw him looking and showed him a naughty smile. "Chance, I kept her warm for you," she cooed. "I think she's quite close to busting. Wanna finish her off with your cock?"

He throbbed so hard at that invitation that it was almost painful. "Oh, wow, thank you. I really need the help." He shuffled closer and loomed over Sayako's supine body. She looked up at him, red-faced, nibbling on her bottom lip in anticipation. Hesitation made him look back up at Sophia. "Can you still finish her off if I fail?"

She chuckled a little. "Probably. But I think she'd really prefer to cum on your cock. Don't you, Saya?" The other girl nodded her head assertively. Sophia showed a teasing smile. "Go get her, soldier. I have faith in you." She gave him a quick kiss, then withdrew her hand from Sayako's crotch.

Chance shuffled between her thighs and eyed her sopping wet pussy. "Saya, is it safe? For us to... finish together?"

"Yeah, it's safe." She raised up her legs some more, so that her feet pointed into the air. "Come on, fuck me already," she whimpered in a strained voice.

"Sorry," he chuckled as he grabbed his cock, lined it up against her pussy, and smoothly sank it all the way inside again, evoking a soft moan. Then he carefully lowered himself down on top of her, folding her legs back so that her knees nearly touched her shoulders and her breasts brushed against his chest. He had always thought this position seemed uncomfortable for the woman, but in the moment it was completely natural. With her body folded like this, her ass formed a wonderful cushion for his crotch. "Comfortable?"

"Hm-hm," she nodded as she caressed his side with her hands. "Kiss me?"

She didn't have to ask that twice. He leaned down, really pinning her body down beneath him, and locked his lips with hers, engaging her in a deep, wet, tongue-filled kiss. At the same time, he started slowly rocking his hips, not quite thrusting but rather grinding his crotch against hers. He was afraid to thrust, for fear of climaxing instantly, but this also felt good while being a little more sustainable.

He pulled away from her lips but stayed close, rubbing his cheek against hers. "Feels good?" he whispered, his voice more strained than intended.

"Yeah... Keep going..." She immediately smushed her lips back onto his and pushed her tongue back into his mouth, moaning softly into the kiss.

Sophia's claim that she was close had given him hope, but this was so overwhelming that he was quickly losing it again. His cock was so wound up from taking turns with Sayako and Shelley, that no matter how gentle his thrusts, he was inches away from climax and only getting closer. He considered pulling out, to stall for time somehow, but no. She wanted his cock, so he would do his best to give her that, even if he might fail.

He rode her like this a bit longer, rocking his hips slowly and steadily, grinding his crotch against hers while their tongues wrestled lustfully. Soon, he felt that familiar rising sensation, the point of no return. If he pulled out now, he'd probably shoot his load all over her body anyways. So, finally embracing his instinct, he allowed himself to speed up. He braced his knees on the mattress and started thrusting properly - short, fast, forceful thrusts, slapping his lap against the cushion of her ass. She responded with a squirm and a muffled gasp, which he could only hope was a good sign.

Only a few frantic thrusts later, his cock exploded. His balls were nearly empty from the two previous rounds, yet he came so hard that it almost hurt, his entire body seizing up and clenching as he released everything he could muster into Sayako's womb. For that long moment, he could think about nothing except the sensation of his cock throbbing and pulsing inside of her. Their lips were still pressed together, but they had both stopped moving their tongues, simply holding stock-still as the frantic moment washed over them.

When his orgasm finally ebbed away and he regained control of his body, he realized that he had been barely breathing the whole time. He pulled his mouth away from Sayako's and took a deep breath, then instinctively nestled his head next to hers. He wanted to ask the one crucial question, but he was exhausted, and her soft, warm body was so nice to cuddle up against. After a long moment of catching his breath, he straightened out his thoughts well enough to speak. "I... I failed, didn't I?"

"No, you did it, stud," Sophia said invisibly. "Just look down. Saya made a mess."

He sluggishly pushed himself up and found Sayako looking at him with a red-faced smile of satisfaction, her glasses all crooked on her face. Then he carefully withdrew his softening cock from her pussy, wincing a little at how sore it was, and looked down at his handiwork. No trail of cum oozed out after it this time, but there was a big wet stain on the mattress, right beneath and around her crotch.

Thank goodness. He had been too enthralled by his own climax to tell, but they really had finished together. He considered asking her if she was satisfied, just to make sure, but the way she looked up at him made it clear enough, so he just smiled back at her.

"I didn't think you'd be the biggest squirter, Saya," Megan cooed as she crawled up next to them.

"Shut up," she chuckled as she realigned her glasses.

"No, it's a compliment. Guys love it when girls squirt. Don't you, Chance?"

"I, um..." He never before had the luxury of wondering what his preference would be, and he was too exhausted to think deeply about it at this point. "I'm just glad you finished. I didn't think I'd make it."

Shelley embraced him from behind, smushing her perky breasts against his back and nuzzling her cheek against his neck. He felt sluggish and unsteady from all the exertion, so her sudden weight made him teeter forward, then overcorrect backward and stumble down into a seated position. She still held on and chuckled as she settled down onto the mattress with him. "I'm glad you made it. Losing my virginity like this was awesome."

Just when he thought the excitement was over, her affectionate embrace and sweet voice made his heart pound once again. He placed his hand on hers, where it rested on his chest. "Thanks, Shelley. What about you, Saya? Was it worth it?"

She sluggishly sat up and smoothed out her long black hair across her shoulder. "Well, it wasn't how I imagined my first time would go. With the audience and the..." She briefly looked at Sophia, then looked down at her hair and smiled bashfully. "You know. But it was great. I don't regret it one bit."

"Ah... good," he sighed inanely. He certainly didn't expect to lose his virginity this way either, so he was at a loss for words on what to say next.

"Hey Shell, make some space for me," Megan purred as she crawled up and embraced Chance from the side.

"Alright, alright," Shelley said with feigned indignation as she released her embrace and shuffled to his other side.

He wrapped his arms around both girls and sighed happily as he was sandwiched between them. Sayako shuffled aside to make space for Sophia, and thus the five of them sat in a tight circle again, much as they had when he first arrived, though a lot more naked.

Sophia smiled absent-mindedly as she twirled a lock of blonde hair around her finger. "So uh, how did this all start again?"

"That's my line, actually." All of this had been so surreal, Chance had simply given up on questioning it after a certain point. "You girls didn't... plan this when you called me over, did you?"

"No, it wasn't planned." Megan waved her hand dismissively. "We were talking about who we'd want as our boyfriend, or something like that, and you came up as an option. That's why we decided to test you with the tampon thing."

"Well, you did that, Meg." Sayako wrung her hands on her lap. "In hindsight, I still think it was a little mean."

"Eh, maybe I shouldn't have lied. But hey, I had every intention of making out with him if he delivered. So I don't think he would have minded the lie, even if you three hadn't jumped on the bandwagon. Right, Chance?"

"I... guess not. I wouldn't miss that for the world." Perhaps he sounded like a simp for admitting that, but there was no point in backpedaling from the truth.

"Ok, so, all fun and games aside," Sophia said sternly. "What do we do from here? I kinda thought Meg and I were competing for who would get to date you, but then... all of this happened. I do still wanna call dibs though."

"You can't call dibs." Megan rested her head on his shoulder and looked at the other girls with a smug smile. "I already called dibs by kissing him first."

"That's not fair," Shelley said as she pulled closer against him on his other side. "He took my virginity. It wouldn't be very nice to do that and then not date me."

"Well, he took mine too," Sayako said. "And we had such a nice moment just now. You should choose me."

"Girls, please," Chance stammered, looking back and forth between them. He had been glad to avoid this kind of choice before, but it had left him no more prepared now. "You can't make me choose on the spot like this. I can't possibly choose."

Megan chuckled. "No, that's okay. I was kind of joking."

"Huh? So you're... bowing out?" Even after all this, it only seemed expected that she wasn't that into him.

"What? Hell no. I mean like, do you really need to choose? We were able to share nicely today, weren't we? I think we can figure something out."

"R- Really? You're joking again, right? That's crazy."

Megan showed a big naughty grin. "What, you don't want four girlfriends? Isn't that every guy's dream?"

That obscene prospect made his flaccid cock throb feebly. "No, I mean, of course I do. It's just... it's totally unfair. You girls deserve a boyfriend you don't have to share."

"That's very noble of you. But, you know..." She looked around at the other girls, then back to him. "I learned something new about myself today, and I think the others did too. I certainly wouldn't mind having a boyfriend and a few girlfriends myself."

He thought back to the wonderful sight of Megan and Sophia kissing. Shelley and Sayako kissing. Sophia and Sayako fondling. They definitely deserved each other. It didn't seem like he deserved to be a part of that arrangement, but that wasn't for him to decide. "I... if the others all agree, then I guess I do too."

"That's the spirit," Megan purred as they both looked up at the other three girls. They were all quietly looking at the two of them with red cheeks. "What are those looks for? If I am crazy, go ahead and say it."

"No, no, you've got a point," Sophia said. "I wasn't really ready to think about this, but that kiss we had was pretty awesome. I'd be open to, hm, upgrading our relationship. How about friends with benefits? Then, um, maybe girlfriends if we like how it goes." Her face flushed an even deeper red as she talked.

"That's a deal." Megan reached out and gave Sophia's breast a playful squeeze. "I love your tits, by the way. I know I make fun of them sometimes, but they're amazing. I really wanna suck on them sometime."

Sophia looked down, then up with a bashful smile. "Oh, um, thanks. I... guess that can be arranged."

The three of them shifted their gaze to Shelley and Sayako, who looked nervously at each other, then at Chance and Megan, then back to each other.

"Okay, this is super embarrassing," Sayako said softly. "But that kiss was so nice, I was already kind of thinking that I might ask you to do it again."

Shelley broke into a soft scoff of laugher. "Saya... That's what I was gonna say. You know what? Fuck it." She pulled away from Chance, leaned over, and gave Sayako a lingering kiss on the lips.

She cooed in pleasant surprise and raised her eyebrows. "Oh, okay. That's... just a preview for next time, right?"

"Right," Shelley said as she nestled back against Chance's side.

Sayako smiled and let her eyes drift to Sophia. "And I guess you're also welcome to... you know, touch me again sometime."

"Only her?" Megan said excitedly. "Or is that an open invitation?"

Sayako chuckled. "Don't call it an open invitation, that's weird. But yeah, you can do it too."

"So, um..." Chance spoke up. "You're all agreeing, then? We're really doing a... a five-way relationship?"

"Let's call it a five-way... situationship for now," Sophia said. "But yeah. I'm in."

"I'm in," Shelley and Sayako said in tandem, then looked at each other and giggled.

"That settles it!" Megan cooed. "Now, my dear boyfriend, one more question." She pulled close against him and looked up at him all lovey-dovey. "Want to stay here for the night? I call dibs on sharing my bed with you."