Dan's Story Ch. 04

Chapter 4

Madeline and Dan took a quick shower. While Madeline dried her hair and got ready, Dan put on his swim trunks and a t-shirt, then went to the living area and sent the guys a text letting them know he and Madeline would be a little late to brunch. Twenty minutes later Madeline came out with her hair in a ponytail and a short cotton cover up over her bikini. The cover up was sleeveless, with elastic holding it over her pert tits, and the skirt reaching to mid-thigh. The only part of her bikini visible was the electric blue strap tied around her neck. She slipped on her sandals and they went down to meet their friends.

As they walked, she looked over at Dan, "Are you sure you're OK with everything? I wasn't planning on sleeping with Mr. Scanlin all night. Well," she giggled, "not that I got much sleep."

"Yeah," Dan said, "I was definitely surprised that he was there with mom. But it was crazy hot. And I'm OK with everything you did."

Madeline hit the button on the elevator for the ground floor.

"Even what I did this morning?" She squeezed his arm. "I wasn't sure I would be able to take him all in my throat, but once I got started I kinda zoned out, and it was a huge turn on."

"Mr. Scanlin is right. You are special." Dan hugged her. "I know I can't compete with him. Or many guys, to be honest. I just want to be a part of whatever you do."

"I want that, too!" She turned and kissed him. "A big part of the thrill for me is knowing how much you love having a slutty girlfriend."

"Speaking of that, are you planning on doing more than give my friends blow jobs? I am worried that they may think I am weak. Or worse, that they may tell others and both of our reputations will be the talk of the school."

"You'll find out soon enough," she teased him, "although now that I know how much my pussy loves cock.... Don't worry, I will give them all enough incentive that they won't dare say anything to anyone else."

The elevator opened and they walked out and turned into the large restaurant. They spotted their friends in the buffet line, and Zander pointed to the table they had claimed.

Madeline leaned in and whispered into Dan's ear as they stood in line. "Just so you know, letting Mr. Scanlin fuck my throat has me even more horny. I plan to tease your friends all afternoon."

The guys were already on their second plate of food when Madeline and Dan joined them. After going through the buffet line, the young couple dug into their meal. Neither one realized how hungry they were until they started eating. When everyone was satisfied, they cleared the table and sat around talking for a few minutes, reliving the fun they had at prom the night before. They also sent lots of good-natured teasing Dan and Madeline's way regarding them leaving early to be alone.

"If only they knew what we really did," Madeline smiled to herself. "Although I have a feeling they will find out before too long."

The guys noticed Madeline's hoarse voice, but assumed it was just from having to talk loud at the prom. All of them were also thinking about her promise to them. Madeline asked Trevor about Nina, and he told her that they had a lot in common, and that they were going out next Friday.

"Hey, why don't you and Dan go with us? I wouldn't be so nervous if it was a double date." Trevor looked from Dan to Madeline.

"I think that's a good idea," Dan agreed, looking over at Madeline.

Madeline knew she should say 'yes', but she also was hoping to spend a few hours getting pounded by Mr. Scanlin on Friday evening. She took a deep breath, ignoring her tingling pussy, before answering, "That will be fun! We can do dinner and a movie."

Trevor gave her a huge smile, relieved that he would have Madeline and Dan along to help him talk to Nina.

The hotel had an indoor/outdoor heated pool, and with the temperature in the mid-seventies they went outside and found some loungers and chairs at the edge of the deck away from the crowd. Dan flopped into one of the chairs, while Madeline spread her towel onto a lounger. The others didn't know, but Dan had not seen the bikini that Sheila had bought for her when they had gone shopping. Nate was sitting on a lounger next to Madeline. Zander and Trevor pulled their chairs in front of Madeline's lounger, shielding her somewhat from the view of the others nearby. Madeline looked around and saw that all four of the guys were staring at her as she prepared to take off her cover up. She was already horny from Mr. Scanlin fucking her throat earlier, and being the center of attention had her tingling. She acted nonchalant as she took her cover up off and stood next to the lounger for a moment, letting the guys get a good look before she lay back on it with a theatrical sigh.

Madeline's back was to Dan when she bent and picked up her cover up, tossing it onto her tote. He gulped when he saw that the bottoms of her suit was a thong, leaving all of her firm cheeks bare. When she turned, he saw what Nate had just seen. Madeline's electric blue bikini bottom rode low on her belly, the mound of her freshly waxed pussy exposed. The bright cloth was snug over her pussy lips, molding them into a sexy camel toe. The triangle tops were just as small, leaving both the inside and outside swells of her perky, round tits visible. None of the guys made a sound until Madeline was stretched out on lounger, her Ray-Bans hiding her eyes as she watched their reaction. Even though all of them had seen her practically naked at Dan's house, seeing her displayed in public was even more erotic.

"Damn, Madeline!" Nate tried to keep his voice down, but barely succeeded. "You look fantastic!"

"Thank you, Nate," she turned and gave him a big smile. "Sheila said she thought you guys would like it."

"Sheila picked it out for you?" Trevor asked as he sat near the foot of her chair, trying to keep his eyes on her face. "I like her taste!"

The other guys laughed, along with Madeline. "Yeah, she does have good taste. And she told me that you guys taste good, too. I'm looking forward to getting a taste myself this week."

The three looked over at Dan, not aware that he knew about her promises.

"It's OK. Dan knows what I promised each of you last night," Madeline pulled her feet up, her knees bent, then slowly let her knees fall open, giving Trevor and Zander a clear view of her barely covered pussy. "No one else does, though, and I don't want to get a reputation. Can you guys keep what we do between us?"

They all three enthusiastically assured her that they wouldn't tell anyone. For the rest of the afternoon Madeline had a blast teasing the four horny guys. She shifted positions on the lounger several times, making sure they got good looks at her almost bare ass, even letting a boob 'accidentally' slip out of her top when rolling over. When they were all in the pool horsing around, she made sure to brush up against each of them, grabbing their cocks even as they let their hands roam over her ass and belly. She could feel her already wet pussy oozing more juice, and her nipples were constant hard points poking against her thin top. Madeline took a break from the pool, motioning Dan to join her.

"Do you like seeing your friends groping me in the pool?" She asked as she stretched out on the lounger. Her relationship with Mr. Scanlin was one thing, but these were Dan's friends and she wanted to be sure he knew what he was signing up for.

Dan nodded, his eyes drinking in the sight of his girlfriend's sexy body. Water droplets glistened on her skin in the sunlight, and as she raised her arms over her head the bikini top shifted, exposing the bottom curve of her firm B cup tits. Her legs were together, and the bikini bottom was so small that it almost looked like she didn't have any bottoms on. Dan looked around and saw Nate, Trevor, and Zander looking their way with knowing grins. He also saw a few other classmates looking over at Madeline's sexy, petite body on display in the tiny bikini.

"You really like guys looking at you, don't you?" Dan said quietly as he sat next to her in his chair.

"Mmmm-hmmm," Madeline turned her head toward Dan, but he couldn't see her eyes through her sunglasses. "I never wanted any attention until I met Mr. Scanlin. The way he looks at me gives me goosebumps, and he has encouraged me to be more of a flirt. I've been practicing on Nate, Zander, and Trevor. How do you think I'm doing?"

Dan saw her lick her lips as she asked him about her flirting with his friends. "I think you're crazy sexy when you flirt with them."

"You know they want more than a blow job from me, don't you?" She rolled onto her side facing Dan, her back to the pool. "I mean, they have all seen my little tits." She pulled the triangle of fabric covering one of her tits over, showing him the smooth, firm flesh topped by a dark, rock-hard nipple. "Nate and Zander even got a glimpse of my pussy last week, didn't they?"

Dan thought about last Saturday when they had played D&D, and the sight of Madeline's down covered pussy being exposed as his mom moved from between her legs.

"Yeah, I'm pretty sure they saw. It wasn't bald then, though," he added, not sure why he mentioned that fact. "And they would be crazy not to want more than a blow job, the way you've been teasing them."

"Hmmm, you're right. I guess I should let them see it now and ask if they prefer it with hair or not," she shifted onto her back, rubbing her thighs together. "Poor Trevor didn't get to see it, so he definitely deserves a look, doesn't he?"

Dan's cock was rock hard listening to his sweet girlfriend hint that she wanted to fuck his three best friends. He couldn't deny how much it turned him on watching her with Frank Scanlin. Frank and Madeline had been meeting in the living room of his house for months, and Dan had never objected to anything the older man had done with his girlfriend. He hadn't expected his mom and Mr. Scanlin to be in the hotel room last night, but he realized that it made sense. After all, it was Mr. Scanlin who had been coaching Madeline, showing her how to kiss and how to suck cock, and bringing her to orgasm with his fingers and mouth. Now it seemed Frank's cock had woken something more in her. And Dan wanted to be a part of it, even though he was nervous of the ramifications.

"How far do you want to go with them?" Dan looked down at her, his face flushed.

"Tell me what you would like to see me do with them." Madeline countered. "I like being your girlfriend, and I want you to have as much fun doing this as I'm having."

Madeline watched Dan's face, waiting for him to admit what Mr. Scanlin had been telling her for weeks. He had told her that Dan was not just a cuck, he also was a voyeur. Given the choice, Dan would rather watch her get fucked than do it himself. Dan had confirmed that last night when he chose Mr. Scanlin to take her virginity. Madeline had been teasing Nate, Trevor, and Zander for weeks, and she wanted to be even sluttier for them. But more than that, she wanted to hear Dan admit it. She loved the power she felt when Dan verbalized his submissiveness.

Dan couldn't help but smile hearing Madeline telling him that she liked being his girlfriend. It was even hotter hearing her talk about showing his friends her pussy, and now she was asking what he wanted to see her do next. He visibly shivered when he thought of Madeline naked in the game room while his friends took turns with her. His only concern was if Frank Scanlin would allow the guys to fuck her.

"You can do anything you want with them." Dan assured her. "I would like to watch, or at least hear about it after. But will Mr. Scanlin be OK with it?"

"Mr. Scanlin doesn't want to control me the way he does your mom," Madeline looked over at Dan. "I love his big cock, and I'll fuck him any chance I get, but I'm not like your mom."

Dan nodded, and thinking about it he realized she was right. His mom was very submissive to Frank. Madeline saw him as a mentor when it came to sex, but she was determined to make her own choices.

Madeline wanted to get Dan to admit it directly, "So last chance, are you sure you are ok knowing that I will fuck each of them, and they will want to do it over... and over... and over again. You sure you can handle your girlfriend fucking them in front of you? They will quickly know why I need more than your cute little penis. They'll know I need cocks."

Dan was rock hard when he said those fateful words, "I understand and I am ok with it. I love you and this will be fun for both of us."

Madeline smiled, "Good, and I love you, too."

Dan joined his friends in the pool, while Madeline relaxed in the sun. A while later the boys joined her, wanting to dry off before they left for home. Madeline could see them taking long glances at her as she lay in the midst of them. She rolled onto her front, giving them a good view of her almost naked ass.

"Dan and I need a ride home," Madeline said after they had all been relaxing for a few minutes.

"I brought my Miata, so I can only take one passenger. And my trunk is tiny." Zander said.

"Trevor rode with me in my Forerunner, so I have plenty of room." Nate offered.

"I want to ride in the Miata!" Madeline turned to Zander, then Dan. "Dan, you can take my stuff to your house, and we can take it home tomorrow, OK?"

"OK. I think mom took your dress with her when she left, so you only have one suitcase." Dan said without thinking.

"Your mom was here?" Nate picked up on Dan's faux pas.

Madeline stifled a giggle when she saw Dan turn crimson when he realized what he had let slip.

"Yeah, um, well," Dan stammered, trying to think of how to explain his mom being there.

"I'll tell you guys all about it later." Madeline felt her heart racing as she looked over at Dan. She whispered, "You want them to know, don't you?"

Dan could feel his little penis get hard as he thought about his girlfriend telling his three best friends about their prom night. He glanced at them, but they were busy looking at Madeline She kicked her feet up, her knees apart, and every eye went to her ass. He wondered if they could see the bulge of her pussy from between her cheeks. Dan finally licked his lips and softly nodded his consent to Madeline. He was glad his towel was on his lap to hide his erection.

"I guess we better get going. Dan and I will get our stuff and meet you at your cars. Where are you parked?" Madeline stood and stretched, then put her cover up on and reached for Dan's hand.

Fifteen minutes later they were in the parking lot, loading their suitcases in the back of Nate's Forerunner. Zander's Miata was parked next to it with the top down. Madeline gave Dan a hug and a quick kiss on the lips. "I'll call you later!" She told him as she pulled her cover up over her head and leaned into the Miata, spreading it on her seat. When she straightened up and turned back to the guys she saw them staring. "What?"

Trevor turned toward Madeline and opened his arms. "Hey, where's my goodbye kiss?"

Madeline grinned at how forward Trevor was being and rewarded him by stepping into his arms. Dan was a foot away and watched as they hugged, then his girlfriend turned her face up and Trevor leaned down and kissed her. He was going to make it a quick kiss, but Madeline put her hand on the back of his head and pulled him closer, her tongue sliding into his mouth. She held him for a long. lingering kiss, and when they finally broke apart Trevor was breathing heavily. She kissed him again quickly, "Can you come to Dan's for dinner tomorrow?"

"Uh, yeah, sure. What time?" He looked to Dan, who nodded his agreement.

"Dinner is at six. How about you come over at five? I like an appetizer. Oh," she slid her hand down and cupped his cock in such a way that no one else but Dan could see, "I expect you to keep your hands off this tonight. I want a nice big load to swallow tomorrow."

Trevor nodded, then Madeline stepped back and looked over at Nate. She moved toward him, and they immediately embraced and kissed. Madeline slid her hand between their bodies and into Nate's swim trunks. He groaned, then let his hands glide down her back to cup her firm ass cheeks. He squeezed them, causing Madeline to moan and kiss him harder before finally breaking the kiss.

"Wow, Nate, you really know how to kiss a girl!" Madeline still had her hand down his shorts. "Are you available for dinner on Tuesday?"

"Definitely!" He grinned.

Madeline pulled her hand out of his shorts, then looked down at the shiny wetness on her palm. She brought her hand to her mouth and licked it slowly, then closed her eyes and whispered in his ear. "Mmmm, I can't wait to get a lot more of that!"

She turned to Zander. "Let's go! I'll give you your kiss when you drop me off at my house."

---------------------

Dan had just gotten home and put his and Madeline's suitcases in his room when his phone buzzed. It was a text in the group chat he shared with Nate, Zander, and Trevor. And now Madeline. It was a picture from Madeline. She was in Zander's Miata, her hair flying as she smiled at the phone, Zander's smiling face looking forward as he was driving. The picture revealed Madeline's bare tits, her bikini top nowhere to be seen. The text under the pic read "Zander said since the Miata is topless, I should be too!!"

Trevor and Nate had already responded with fire and goggle-eyed emojis. Dan couldn't stop looking at the picture, knowing his girlfriend was riding around with Zander wearing only her tiny bikini bottoms. Madeline didn't send any other pics, but Trevor and Nate talked for a few minutes about how sexy she looked. It was a couple of hours later before Madeline FaceTimed Dan. Dan answered and saw that Madeline was in her bedroom. Her and her family had moved out of their small apartment a month ago into a nice house in the same neighborhood as Zander. Donna, Madeline's mom, had accepted the job at the insurance company owned by Elliott Ryder, one of Frank Scanlin's friends from college. He and his son, Elliott Jr., were partners in the office. Their longtime office manager had retired, leaving the position open. Donna was happy with the job, which paid better than the two she had been working. She had to work late one or two nights a week, but never complained.

"Hi babe!" Madeline greeted Dan when he answered. She was on her bed, leaning back against a pile of pillows. All he could see in the screen was from her shoulders up. "Did you like my pic as much as the other guys?"

Dan couldn't help but smile. "Yeah, it was hot! Did you ever put your top back on?"

"Actually, no. We were on back roads so there wasn't much traffic, although I think I gave a couple of farmers a cheap thrill." She giggled. " I put my cover-up on when we got back in town."

"I'd love a cheap thrill!" Dan hinted.

"Well, since you are my boyfriend, I'll give you one. I just got out of the shower and didn't want to get dressed." She tilted her phone, and Dan saw her naked body slowly exposed. Her dark nipples were rock hard, and as more of her body came into view he saw that she had her legs spread, with her free hand slowly rubbing her clit. "I'm SO horny, Dan. Everything we've done has me tingling all over. Mr. Scanlin texted me a few minutes ago, so I sent him some pictures of my wet pussy."

Dan knew Madeline had been sending naked pics and videos to Frank, but knowing she had just sent him more had his cock throbbing. "Did Mr. Scanlin respond?" Dan started rubbing his little penis through his shorts.

"Why? Do you want to hear about what I want Mr. Scanlin to do to me?"

Dan knew he had to change the subject or he would explode without even actually touching his penis and would be mortified.

"Did you invite Zander over for dinner?" Dan wondered if Madeline had done more than show Zander her tits.

"Yeah. That was the plan, right?" Madeline's face was framed in the screen now. When Dan nodded, she continued. "We stopped at a little park for a few minutes. I let him feel how wet my pussy was, and I took his cock out and stroked it a bit. I can't wait to suck it. I think it's even longer than Mr. Scanlin's but it's not quite as fat."

"He fingered your pussy?" Dan was rubbing his cock through his shorts again now.

"Mmm-hmm," she said. "I took my bottoms off and spread my legs for him. He loved that I'm so smooth and hairless."

"Did he make you cum?"

"No. I got real close, though. He had two fingers in my pussy and I was squeezing them like Mr. Scanlin taught me. Does that turn you on, baby? Knowing that your friend fingered me and teased my clit while you were home?"

Dan gulped and pinched his cock to keep from cumming in his shorts. He knew any more contact would send him over the edge.

As he was recovering, Madeline dropped a bombshell, "Oh, I told him about last night... All of it." The last three words she said very slowly to accentuate the gravity of what his friend now knew about Dan.

"You did?" Dan's heart was pounding as he processed what Madeline had shared with Zander. This was different than Dan allowing his friends to hook up with his girlfriend. Zander now knew that Dan chose to have a sixty-two-year-old man take his girlfriend's virginity instead of Dan.

"Uh-huh. He said he was afraid he might be too big for me, so I needed to let him know that Mr. Scanlin had a huge cock and had already broken in my virgin pussy and throat. He was shocked but got real excited when I told him I thought I would be able to take him all the way down my throat."

"He's coming over Wednesday?" Dan thought about Madeline, going from a virgin to sucking his three friends' cocks one day after another. And he was certain that Frank Scanlin would be back on Thursday.

"Yes, he said he was free Wednesday for dinner. Zander said he wasn't sure how comfortable he would be if you were watching us, at least the first time," Madeline said. "I can understand his point, and Trevor and Nate will probably feel the same, so I was thinking I would take them into the spare room and you can wait in the game room, OK?"

"Yeah, sure, that makes sense," Dan mumbled over the phone. Dan was sad he didn't even get input in this decision.

"Don't worry, I'll tell you all the details." Madeline smiled at him. "And I'm sure that once they know how turned on I get when you're watching, they won't mind you being there. Oh, can you please let your mom know that they are coming over."

They talked for a few more minutes before disconnecting. Dan lay in his bed for a long time trying to go to sleep. His cock was aching, but he wasn't going to jerk off. Every time he closed his eyes, he saw Madeline spread out beneath Jack Scanlin as the hung older man took her virginity. His shame was that while he did feel a stab of jealousy, his foremost emotion was an eagerness to see her with his best friends.

Lying naked in her bed, Madeline teased her wet pussy. When she was on edge like this it felt like every nerve ending in her body was alive, and she loved it. At Mr. Scanlin's suggestion, she hadn't made herself cum in weeks, only cumming when he or Dan were playing with her pussy. She loved her boyfriend, but the orgasms he gave her were nothing compared to the magic Mr. Scanlin could do with his fingers and mouth. Now that she had finally been fucked for the first time and had experienced mind-blowing orgasms on a big cock, she knew that she would always crave them. She finally drifted off to sleep, knowing that she would be getting to taste three more cocks in the next three days.

_________

Monday

At school on Monday all of the seniors were talking about the prom, with the normal rumors of who hooked up with who swirling around. Dan got a few friendly nods from guys who saw him leaving with Madeline. He had waited outside to walk in with Madeline. She was wearing a pair of tight jean shorts and a tank top. She was braless, so her hard nipples showed through her shirt. Dan hadn't seen her wear a bra in weeks. They held hands walking between classes, and Madeline whispered in his ear how much she was looking forward to seeing Trevor after school.

At lunch Madeline and Dan, along with Trevor, Nate, and Zander, were sitting at their normal table eating. Madeline was sitting between Dan and Trevor, with Nate and Zander across from them. There was so much noise in the cafeteria that no one could hear what was being said from one table to the next.

"Hey guys, I want to talk to you about what we discussed yesterday," Madeline spoke up after they finished eating.

Trevor and Nate looked at each other, all wondering if she was going to tell them she was kidding about giving them blow jobs. Zander, having been told about Mr. Scanlin taking Madeline's virginity, was pretty sure she wasn't going to end things with them before they got started.

"A lot happened this weekend between Dan and me, and also with you three." Madeline looked at Dan and squeezed his thigh under the table. "I think we can have even more fun for the rest of the school year and through the summer until you guys head off to college if you promise to keep it between us."

"You're OK with this, right Dan?" Zander asked. Knowing about prom night, he was pretty sure Dan got off seeing Madeline with other guys, but he wanted to be sure his friend was on board with her doing stuff with his friends.

Dan felt himself blushing, even as Madeline's hand slid up his thigh and gave his hard cock a squeeze. He nodded his head, then cleared his throat. "Y-yeah, I'm cool with whatever Madeline wants to do. I mean, she's my girlfriend, but I don't own her, and she can do anything she wants."

"That's how you keep a girl happy, guys." Madeline leaned over and gave Dan a kiss on the cheek. "Treat her like a princess, and don't try to smother her."

The bell rang signaling the end of lunch. They all got up with their trays. Madeline turned to Trevor, "See you at five o'clock! I'm already hungry again.'' She flicked her tongue over her lips as Trevor nodded with a big smile.

After school, Madeline and Dan were in the game room doing their homework. With school almost over for the year there wasn't much homework assigned, so they finished quickly. About an hour before Trevor was due to arrive, Madeline stood and leaned over Dan's shoulder, kissing along his neck and cheek, causing him to shiver.

She whispered in his ear, "Are you looking forward to hearing about me sucking Trevor's cock later?"

Dan nodded. "Yeah. I know it's crazy, but I can't help but get turned on just thinking about it." He took a deep breath. "And I like knowing that you're my girlfriend even though you like doing stuff with other guys."

"You're the best boyfriend, Dan. I know it wasn't easy for you to admit that I need more than you can give me." Madeline nuzzled against him. "I'm going to talk to Sheila. I'll be back in a few minutes."

After putting his books away Dan walked into the spare room that they had used as their 'cave' for their D&D adventure. The guys had helped take down the decorations, and it looked like a spare bedroom again, with the futon on one wall and a couple of bean bag chairs in the floor. Dan saw that his mom had put a couple of towels on the small table next to the futon, in anticipation of Madeline needing them later. He went back to the game room and was sitting on the love seat playing on his phone when Madeline came back.

Dan looked up and saw that Madeline had changed clothes. Instead of the shorts and tank top she had worn to school, she was wearing a light pink sundress with spaghetti straps. The top barely covered her firm tits, and it was short enough to show the tops of her thighs. She gave him a grin and lifted the hem to expose her pussy covered by a sheer white thong.

"Think Trevor will like it?" She teased as she sat sideways on his lap.

"If he doesn't he's crazy!" Dan said as he felt her wiggling against his half-hard cock.

"I talked to your dad while I was upstairs," Madeline looked at Dan. "Your mom told me she hadn't given him all the details, but he had an idea of what was going to happen. After all, he knows I've been having private time with Mr. Scanlin for months."

Dan nodded, realizing his girlfriend was right. His dad was a smart man, and the way Madeline and Mr. Scanlin flirted with each other at dinner with everyone present made it clear the two of them were very close. Especially with the way Madeline dressed when Mr. Scanlin was there. Dan's dad also had a long history of Frank Scanlin fucking his wife, so he knew how charismatic the man was.

"What did you tell dad?" Dan shifted slightly as his cock started to get harder.

"I told him that I gave you a choice on prom night, and you picked Mr. Scanlin to take my cherry." Madeline smiled at Dan as she felt his cock throbbing against her ass. "I had already asked your mom if it was OK, so when I saw how excited he got from me telling him about Mr. Scanlin fucking me all night, I offered to suck your dad's cock."

Madeline leaned down and kissed Dan, her tongue sliding into his mouth. Dan immediately noticed the unmistakable taste of cum from his girlfriend's mouth and realized he was tasting his dad's cum. He groaned into her mouth as she flicked her tongue in his mouth.

She broke the kiss and grinned at him. "Your dad's cock is tiny like yours, but he cums a little bit more than you. It's tasty, but I still like Mr. Scanlin's the best. I can't wait to taste Trevor's cum."

Madeline took Dan's hand and guided it under her skirt to her thong covered pussy. He could feel the heat from her pussy, and when he slipped a finger under the thong he felt her smooth lips covered in her wetness.

"Sucking cock gets me so wet, Dan," she sighed as she felt his finger move over her slick lips. "Slide your finger in my pussy and see if it feels tight. Mr. Scanlin said it wouldn't take long for me to tighten back up after he stretched me out. I do my kegels all the time so I will stay nice and tight for his big cock."

Dan was trembling as he slid his index finger down to the mouth of Madeline's pussy and slowly pushed it in. She was soaking wet, and he could feel the warm walls of her pussy surrounding his finger. As soon as his palm touched her pussy lips, he felt her muscles grip his finger, squeezing it once, then relaxing, then squeezing again twice quickly.

"Mmm, that feels good. Can you feel me squeezing your finger?"

"Uh-huh. Your pussy is so tight, Madeline!" Dan moved his finger slowly in and out, feeling her pussy muscles grabbing at it as it slid through her slick tunnel.

"Good. Do you think your friends will like fucking my pussy, Dan?"

"Ohgod, Madeline. You're really going to let them?" Dan kissed Madeline's neck as he slowly fingered her wet snatch. "I mean, it's OK if you want to."

"I'm glad you're OK with it, Dan," Madeline reached down and slowly pulled his finger out of her tight pussy, sliding her panties back over her wet mound. "I was talking to your mom the other day about how your dad only gets to fuck her if she already has a load of cum in her pussy. She said that the night you lost your virginity her pussy was clean. I think it would be hot if your first time is the only time you didn't get sloppy seconds. What do you think?"

Dan's head was spinning as he realized what Madeline was saying. The two times they had fucked over the weekend, her pussy had been full of Frank Scanlin's cum, not to mention stretched out. Now she was suggesting that he would never get to fuck her unless someone else had gone first. He had no doubt that his friends had bigger cocks than him, so the tight pussy that he had just felt on his finger would never feel as tight on his little cock.

"If that's what you want," Dan stuttered out as Madeline leaned back and looked into his eyes.

"I do. Trevor, Nate, and Zander will get to feel my pussy when it's nice and tight. Well, and Mr. Scanlin of course, but he's so big I think I will always feel tight to him. And you will get to feel my pussy after it's freshly fucked and full of cum." Madeline leaned over and kissed Dan again. "I kinda like the idea of you asking one of your friends to fuck me just so you can have a turn."

Dan shook his head but couldn't keep from smiling. "You are an evil girl, Madeline."

"You know you love it." Madeline ran her hand across the hard lump in Dan's shorts. "It's almost five. Your mom said she has the spare room set up." Madeline giggled. "I like knowing your mom has a room ready for me to fuck your friends, and it's next to your bedroom. I'll be right back. I'm going to brush my teeth. I know you like tasting cum on my lips, but Trevor probably won't."

Madeline stepped out to the bathroom next to Dan's bedroom, coming back a minute later. She leaned over and kissed Dan, letting him taste her minty fresh breath.

"Don't worry, after Trevor cums in my mouth I won't brush my teeth so you will have proof that I'm a good cum slut." Madeline patted Dan's cheek as she grinned at him. "Anyway, I'm going to tell Trevor about prom night as soon as he gets here. I think when he hears about you giving my cherry to Mr. Scanlin he won't be as shy about fucking me later. After that he and I will go to be alone for a bit. You'll be OK waiting, right?"

"Yeah, I'll be fine. Well, I'll be horny as fuck thinking about you sucking him!" Dan gushed as he ran his hand down Madeline's shoulder and across her chest to tease her nipple.

"Good. I like knowing you are horny for me. Especially when I'm being slutty with someone else." She put her hand on his and squeezed her firm boob. "I think I heard the doorbell. Why don't you sit in the chair so Trevor can sit next to me?"

Dan nodded and moved to the chair opposite the love seat, and a moment later Trevor walked into the room. Mrs. Boykin had answered the door, greeting him wearing a tight cropped t-shirt and a pair of yoga shorts. She had kissed him before sending him to Dan's game room. Trevor saw Dan and Madeline sitting waiting for him, and as he walked in he noticed that Madeline was wearing a cute dress that showed off her toned legs and a lot of her chest. Even after what had happened last weekend during their D&D game, he could still hardly believe that Dan was cool with Madeline giving him, and Nate, and Zander blow jobs. He wasn't going to complain though!

Madeline could barely contain her excitement. Over the last few weeks she had learned a lot about herself, as well as Dan. Mr. Scanlin had opened a whole world of sex to her, and she was eager to explore all of it. She loved the way Mr. Scanlin played with her, and it was a huge thrill knowing that it turned her boyfriend on, too. Losing her virginity to her older lover while Dan watched had been her hottest experience yet. She had told Mr. Scanlin her idea about fucking Dan's friends, and he had made some suggestions that she eagerly agreed to. She could feel her pussy throbbing as Trevor came into the room, knowing that soon she was going to be sucking and fucking him.

"Hey Trevor!" Madeline smiled at him as he stepped into the game room. "Come sit by me for a minute." She patted the cushion next to her.

Trevor walked over and sat next to the cute girl, with Dan in the chair across from them. Madeline scooted close to Trevor, putting his arm around her shoulders while placing her hand on his thigh. He looked down and noticed how much of her firm cleavage was showing. Knowing why he was here had his cock already half hard. She turned her head and smiled up at him, then leaned up and kissed him softly on the lips.

"It's OK to kiss me, silly." She grinned. "Dan liked watching me kiss you and Nate in the parking lot yesterday, didn't you Dan?"

Dan nodded, blushing. "Yeah, it was hot."

Trevor got the hint and leaned down, molding his lips to Madeline's as she took his hand and moved it to her bare thigh. She moaned into his mouth as they kissed. After making out for a few minutes she broke their kiss.

"Dan knows I'm going to give you a blow job before dinner." Madeline smiled up at Trevor, "and we can do more after, if you have time. We can go to the spare room if you want some privacy, but first I want to tell you about what Dan and I did after we left the prom." Madeline looked at Dan for a moment, then back to Trevor.

"I don't think you know Frank Scanlin," Madeline said to Trevor. "He owns the company where Dan's dad works. He hired Mr. Boykin when Dan's mom, Sheila, was pregnant with Dan. And he started fucking her the same week. Isn't that right, Dan?"

Dan was already beet red, hearing Madeline telling one of his best friends that his mom was another man's slut. He nodded, seeing Madeline's hand high on Trevor's thigh, no doubt touching his cock through his jeans.

"Mr. Scanlin was here the first time Dan invited me over for dinner, and I've seen him a lot in the months since Dan and I have been dating." Madeline continued. "He likes talking to me alone, and he has taught me a lot about sex. As a matter of fact, pretty much everything I have learned about sex is from Mr. Scanlin. He taught me how to kiss, and he was the first to see, and touch, my pussy. His cock was the first real live one I ever saw, and he taught me how to suck cock and swallow cum."

She giggled as she squeezed Trevor's cock through his pants. Dan could feel his cock throbbing as she detailed just how much Mr. Scanlin had done before she let him, her boyfriend, have a turn. Trevor was rubbing Madeline's bare thigh, his mind racing as he thought about Madeline learning to give head from an old man.

"Anyway, Mr. Scanlin knows my body better than anyone. He has a huge cock, too. When we got to our hotel suite after prom he was waiting in one of the bedrooms. Dan didn't know he was going to be there, but when I gave Dan the choice of taking my virginity or letting Mr. Scanlin be the first... well, Dan chose to watch and get sloppy seconds."

"Holy fuck," Trevor half whispered as he realized just how kinky Dan and Madeline were. His hand had made its way under Madeline's short dress, his knuckles grazing her pussy over her panties.

"Mmm, I like feeling your hand on my pussy, Trevor. And your cock is nice and hard. Dan had his finger in my pussy right before you got here, and he said it's as tight now as it was before Mr. Scanlin stretched it out on Saturday." Madeline stood and pushed the straps of her dress off her shoulders, shrugging it down until it pooled on the floor, leaving her in just her sheer thong.

Dan swallowed as he saw her turn to Trevor and hold out her hand. Her firm B-cup tits were capped by rock hard nipples, and her sheer thong accentuated her plump pussy lips. Trevor stood, holding Madeline's hand. He looked over at Dan, who was staring at his nearly naked girlfriend holding his best friend's hand. It was hard to read the emotion in Dan's eyes, but when Madeline pulled on his hand Trevor stepped with her toward the door.

"We'll be back in a few minutes, Dan." Madeline walked past him, tousling his hair with her free hand. She left the game room door open, and a second later Dan heard the door to the spare bedroom click shut.

Dan sat motionless for several long moments. His heart was thudding in his chest. He had been nervous all during prom, wondering if he would be able to satisfy Madeline. When he realized he could let Frank Scanlin be the first to fuck Madeline, he felt relief. His biggest fear was disappointing her, and he knew he would not last long in her pussy. Even when he finally got to fuck her on Saturday night, with her pussy loose and sloppy from Frank's fat cock, he had only lasted seconds before he orgasmed. This was different. He and Trevor had been friends since third grade. They had bonded over anime and fantasy games, geeking out over cute girls in their favorite movies. He also knew that this was not going to be a one-time thing. Madeline had said as much at lunch today. As much as it turned Dan on thinking about his girlfriend letting his friends fuck her all summer, he couldn't banish the thought that he would never be good enough to satisfy any woman on his own.

Madeline pushed the door to the spare bedroom shut and pulled Trevor over to the futon. She quickly pushed his shirt over his head, then shoved his shorts and underwear down. She giggled as Trevor awkwardly kicked his shoes off and stepped out of his clothes.

"I really like how fat your cockhead is. I bet it's going to make my pussy feel really good. I hope it's not too fat for me to get in my throat. And you're so hard!" Madeline said with a smile as she ran her hand along the six-inch shaft, milking out a blob of precum and smearing it around the bulbous head.

"What do you expect? I haven't stopped thinking about tonight since prom!" Trevor ran his hands from Madeline's shoulders to her waist. "Plus, you've been teasing me ever since I got here, and now you're all but naked. You really are beautiful, Madeline."

Madeline felt a flush go from her cheeks to her chest at Trevor's heartfelt compliment. "That's sweet, Trevor. But I bet you'd say that to any naked girl who was about to suck your cock." She giggled, pulling harder on his cock as she leaned her face up for a kiss.

The two kissed standing up, one of her hands never leaving his cock while the other roamed all over his slim body. Trevor's hands were moving also, going from her bare ass to her full tits that were mashed against his chest. He ran his hands down her sides and into the waistband of her thong, pushing it over her hips until she was able to wiggle and let it fall to the floor. After a few minutes Trevor ended up sitting on the futon with Madeline straddling his lap. They were kissing frantically, with Madeline grinding her wet pussy against Trevor's shaft. Both of them were moaning, their breathing heavy. She could feel his hard cock against her pussy as she ground down on his lap. Her juice was quickly coating Trevor's shaft, and she thrilled at the thought of getting to fuck her third cock after dinner. Madeline slid to Trevor's side, kneeling on the futon with her hand on his belly.

"I have discovered that I love the taste of cum, so when you are ready just shoot it in my mouth and I'll swallow it all." She leaned down and licked across his cockhead, bringing a low groan from Trevor. "Mmm, your precum is yummy. You can play with me while I suck you. I think you can already tell how wet I get when I'm being slutty."

Trevor nodded and placed his left hand on the small of Madeline's back, running it down to feel her firm, naked ass before slipping it between her thighs and feeling a pussy for the first time. Madeline moaned when she felt Trevor's fingers brush across her bald pussy lips. Knowing she was going to be his first fuck gave her a wicked thrill, one she was pretty sure she would also get with Nate and Zander. She pursed her lips and kissed the head of Trevor's cock, his precum oozing steadily onto her lips and tongue. She pressed down and let the head slip into her mouth, her lips locking behind the flared crown as she began to suck him.

"Oh, shit, Madeline!" Trevor twitched when he felt Madeline's warm, wet mouth engulf half of his cock, her tongue bathing the surface as she slowly bobbed up and down.

Madeline pulled back, letting Trevor's cock pop out of her mouth as her hand slowly stroked him. "It's OK if you cum fast, Trevor. After dinner I want you to fuck me. And from now on I will drain your balls any time you want, so you don't need to jerk off anymore. Just ask and I'll blow you, or let you fuck me. Deal?"

"Oh hell yeah!" Any reluctance Trevor had regarding Madeline being Dan's girlfriend was gone!

He watched as Madeline engulfed his cock in her mouth, her lips sinking lower and lower toward his thighs. She could taste her own juice on his shaft, loving the taste of the mixture on her tongue. He had wormed a finger into her tight pussy and could feel her slick channel gripping, then releasing his finger. He knew he wasn't going to last long. Ever since prom night when Madeline had promised him a blow job he had been horny, and now that she had his cock in her mouth he knew it was the best thing he'd ever felt.

Madeline loved the feel of Trevor's cock in her mouth. The shaft was nowhere near as big as Mr. Scanlin, but the fat spongy head felt good sliding across her tongue. He felt different than any of the three cocks she had sucked. She definitely liked this one better than Dan or Mr. Boykin. Mr. Scanlin's cock was her favorite, not only because it was so big, but because Mr. Scanlin was the person who showed her just how good sex could be. Madeline could feel Trevor's finger sliding slowly in and out of her pussy, and she kept bearing down to squeeze it the way Mr. Scanlin had taught her. She slid one of her hands down to cup Trevor's balls, rolling them gently. She pushed her lips down further until she felt the head touch the back of her throat. She slid her hand from his balls to the base of his shaft, feeling about two inches of cock between her lips and his belly. She slowly turned her head, feeling the big spongy head pressing against the opening of her throat. She felt her pussy clench as she remembered feeling Mr. Scanlin force his cock into her throat. Taking a quick breath through her nose, she willed herself to relax and pushed her face down. She could feel Trevor's cockhead fill the entire back of her mouth as it tried to breach the narrow opening to her throat. She suddenly felt it slip forward, and with a liquid 'glurp', her throat surrendered and the fat head popped in. She heard Trevor gasp as her lips mashed against Trevor's belly. Madeline swallowed by reflex, feeling the big knob completely stuffing the top of her throat.

"Ohmygod, Madeline! I'm gonna cum!!" Trevor couldn't believe the amazing sensations rocketing from his crotch. He felt his balls lurch, and a thick blast of cum shot straight down her throat into her belly.

Madeline quickly raised up, feeling his cockhead pop free of her throat even as another blast of cum filled her mouth. She swallowed, then sealed her lips around the fat crown as several more ropes of jizz coated her tongue. With one hand cupping his balls and the other milking his shaft, Madeline kept his cock in her mouth until she had extracted every drop of cum. When she finally raised up and swallowed the last bit of cum in her mouth, Trevor was looking down at her in awe. Madeline grinned as she saw the look in his eyes, knowing she had given him the thrill of his life.

"That was amazing!" He gushed. "Mrs. Boykin was great, but I have never felt anything like that in my life. Thank you!"

"You're welcome." Madeline smiled at him, licking her lips as she kept her grip on his softening shaft. "I told you I like the taste of cum, and yours was delicious."

She looked down and saw a last drop of cum bubbling out of his slit. Leaning over, she pursed her lips and sucked it in, flicking her tongue over the super sensitive crown. "Mmm," she grinned up at him, then stood and handed him his shorts. "Let's go back to the game room and check on Dan before we eat. Then we can come back here and fuck, OK?"

Trevor nodded and grinned as he put on his shorts and shirt. He never imagined that Madeline would be so casual about sex. He still wanted to make sure that Dan was OK with everything. He hoped so, because the idea of getting to fuck Madeline all summer sounded too good to be true.

Dan was still in the chair where they had left him a few minutes earlier. His mind had been going a hundred miles an hour thinking about Madeline sucking Trevor's dick. His cock was so hard it ached, but he knew Madeline didn't want him to jerk off. When Madeline walked in and saw Dan in the same spot as when she and Trevor left, she smiled and walked over to him. His eyes roamed her now naked body as she approached him. Trevor stepped into the room just as Madeline leaned over and kissed Dan. He saw Madeline reach down and squeeze the lump in Dan's shorts, causing him to moan into her mouth. She broke the kiss and gave Dan a smile.

"Trevor's cum tastes good, doesn't it sweetie?" She said as she looked from Dan to Trevor.

"Y-yeah, I guess," Dan was blushing as he answered her with Trevor watching.

"Let's go eat. The two loads of cum I had as an appetizer have me hungry!" She slipped her dress on, tugging the top to show off the top slopes of her young tits.

When she saw Trevor looking quizzically at her she grinned. "Oh, I didn't mention that I gave Dan's dad a blow job when I went upstairs to change? He has been so nice to me since Dan and I started dating, I told him I would suck his cock any time he wants."

Trevor's eyes went wide, then he just laughed and shook his head. As wild as Mrs. Boykin had proved to be, he shouldn't be surprised that Mr. Boykin knew everything that was going on in his house.

The three went to the dining room, and over dinner Dan's parents asked Trevor about his summer plans, acting completely normal. Trevor noticed that Dan's mom, Sheila, had changed into a sundress similar to Madeline's, and she was showing even more cleavage. Madeline was sitting beside Trevor, with Dan across from them and his parents on either end of the table. Dan watched as Madeline put her hand under the table, and could tell that she had it in Trevor's lap. Trevor looked startled, then relaxed when he realized everyone was ignoring what Madeline was doing.

"Thank you for dinner, Mrs. Boykin," Madeline smiled at Dan's mom. "It was delicious. Trevor, do you have time to hang out a little longer?"

"Uh, yeah, I don't have to be home until eleven." He looked at Dan's mom. "I mean, if it's OK."

"You know you're welcome here any time, Trevor." Sheila smiled at him. "I know how much Dan likes having his friends over to play games. Having Madeline join the group just adds to the fun, doesn't it?"

"Uh-huh, she's fun," Trevor took a deep breath when he felt Madeline squeeze his cock through his pants.

"Just fun?" She teased him as she scooted her seat back from the table. "I guess I'll have to try harder then." She gave Mr. Boykin a wink as she took Trevor's hand and led him away.

Dan started to follow, then stopped when Sheila spoke again, "Dan, would you mind helping me clear the table?"

"Sure, mom," he answered.

Mr. Boykin excused himself and went upstairs, leaving Dan alone with his mom. They quickly had the table cleared, then Sheila motioned for him to sit down.

"Madeline told me how she convinced your friends to go to prom." Sheila reached out and put her hand on Dan's arm. "Are you OK with her having sex with your friends? She said you got very excited watching the D&D scene we did with them."

"Yeah, I don't mind." Dan looked at his mom. "I like Madeline a lot, but I know that I can never keep her satisfied."

"You are right," Sheila agreed. "Seeing how quickly she was able to take Frank, and how she came back for more, I don't think one man will ever be enough for her. Especially one that isn't hung. I also saw how much you liked watching her with Frank, and I think you will like seeing her with your friends just as much. You remind me so much of your father."

Dan felt himself blushing as his mind went back to last weekend when he watched Frank Scanlin take Madeline's virginity. As humiliating as it was, it was the most turned on he had ever been. He nodded as he looked at his mom. Knowing that his mom was pregnant with him when Frank Scanlin first fucked her made him wonder how his dad handled it.

"Do you think they will let me watch?"

"I think Madeline likes having you watch her, and I'm pretty sure those boys will do whatever she asks." Sheila didn't need to add 'as long as she lets them fuck her'.

Dan nodded. He couldn't blame his friends. Madeline was cute, and sexy, and Dan had told them he was OK with them doing whatever they wanted. He wondered if Mr. Scanlin would keep fucking her, or if he would move on to his next conquest.

Sheila saw her son blushing and reached out, putting her hand on his hard little penis. Dan groaned at the feel of his mom's hand on him. Sheila felt him shiver and smiled at him. "You know I sucked all three of your friends' cocks, right?"

Dan nodded as his mom gave his penis another squeeze.

"Would you like for me to help you cum before you go back to the game room? I have a feeling Madeline and Trevor may be busy for a while."

Dan could feel his balls aching. Since Madeline had already sucked Trevor's cock, he would probably be able to fuck her for a long while. Looking over at his mom he shyly nodded. Sheila unbuttoned her sundress and shrugged it off her shoulders, baring herself to the waist. Dan felt his cock lurch when he saw his mom's small boobs with their pierced nipples. Sheila guided him to his feet so that he was standing in front of her. She pushed his shorts and underwear down, exposing his hard little prick.

"Show me how you jerk off, Dan." Sheila looked up at her son. "You can cum on my face if you want."

"Ohgod." Dan gripped his cock between his thumb and index finger, sliding them up and down the skinny shaft.

Sheila teased her nipples as she looked up at Dan, arching her back to let him see how hard her nipples were. When she leaned forward and licked the head of Dan's cock he felt his balls clench.

"I'm gonna cum, mom!" He choked out.

Sheila pursed her lips against the tip of his cock and felt the head expand slightly, then three squirts hit her lips, barely coating them. She reached out and patted Dan's hip, then stood facing him. Dan could see his cum coating her lips, and when she pulled his face down he didn't resist. She mashed her cummy lips against his, her tongue pushing his cum into his mouth.

"You are a good boy, Dan." Sheila whispered as she gave Dan a kiss on the cheek. "If you ever need to talk, I'm here for you."

"Thanks mom," Dan walked out of the dining room and went toward the game room.

He was in the hallway when he heard low voices coming from the guest bedroom. He saw that the door was ajar, and stopped to listen. He couldn't see the futon, but heard Madeline's voice.

"Your cock feels so good in my pussy, Trevor. Fuck me harder! You can fuck me as hard as you want."

"Oh, shit, Madeline!" Trevor's voice sounded ragged to Dan's ear. "I've never felt anything so good."

Dan heard the rhythmic slapping sound of two bodies fucking and felt his cock throbbing as he pictured his girlfriend beneath his friend, her legs spread as he fucked into her. He stood holding his breath, listening to Madeline encouraging Trevor to fuck her harder. After a few minutes, Dan turned and went into the game room. He somehow felt that he shouldn't be spying on Madeline and Trevor. He only hoped that the next time the two fucked he would be invited to watch.

-------------------------

Madeline had wasted little time when the two went back to the bedroom after dinner. They had stripped and laid on the bed, and Trevor's cock was quickly hard as they lay and kissed. When she rolled onto her back and spread her legs, Trevor hesitated.

"I brought condoms..." He looked down at her.

Madeline grinned at him. "I'm on the pill. And I'm sure you are safe. Mr. Scanlin says he gets tested every three months. And I know Dan wants my pussy full of cum."

Trevor licked his lips and nodded, then got between her legs. Madeline found his hard cock and guided it toward her bald pussy. She had been wet all afternoon, so when she guided him in, he slid easily into her hungry pussy. She was happy that she had recovered from Mr. Scanlin's big cock, and her pussy was nice and tight on Trevor's cock. Trevor didn't have anything to compare it to, but to him it felt like heaven, especially when she held him deep and worked her pussy muscles to squeeze him.

"Mmm, you feel amazing, Trevor," Madeline moaned into his ear as she lay beneath him. Her heels were on his ass urging him to keep fucking her. "I love how your fat knob feels in my pussy. It's going to make me cum again."

She pulled his head down for a kiss as she felt her orgasm blossom deep in her belly. She had found from taking Mr. Scanlin's cock so many times on prom night that she loved to cum on a hard cock. Trevor's wasn't nearly as big as Mr. Scanlin's, but his cock head felt amazing forcing her channel open with each thrust. His was the third cock she had fucked, and only her boyfriend had been unable to make her cum. Madeline was happy to find that Trevor's cock stayed hard. They had started in the traditional missionary position, and from there they had moved into the floor where Trevor fucked her from behind. Madeline loved feeling Trevor slamming into her from behind as she encouraged him to fuck her harder. They were now back on the futon, with Madeline on her back and Trevor between her legs, fucking her while looking down at her sexy body.

"I'm getting close, Madeline," Trevor panted as he looked down at her. He never imagined he would be fucking Dan's girl. She was so pretty, her small tits jutting out, and her legs spread wide as she used her thighs to hold him.

"I want you to cum in my pussy, Trevor," she encouraged, smiling up at him. "Dan has only fucked me when my pussy is full of another man's cum, and I plan on keeping it that way."

"Oh fuck. For real? He likes sloppy seconds?" Trevor sped up slightly, slamming harder against Madeline's wide-open crotch.

"Yeah, he likes my pussy stretched and used." Madeline ran her hands down Trevor's sides. "I plan on keeping my pussy full of cum for Dan. You can help me with that, can't you?"

"Hell yeah!" Trevor felt his balls start to contract at the thought of fucking Madeline regularly. "Gonna cum!"

Trevor's body went rigid as he held himself locked deeply in Madeline's tightly clenching pussy. She moaned as she felt his hot cum flooding her inner walls. She had already cum twice on his cock, and while she didn't orgasm from him cumming in her, she felt her pussy throbbing as he filled her. When his orgasm ended she pulled him down, her arms and legs wrapped around him as they kissed for a few minutes. She finally loosened her grip on him and he rolled off her, sighing as he flopped onto his back.

"I always dreamed sex would be good, but never imagined it could be this good!" He smiled over at her. "Thank you for being my first. And if you are serious about doing it again, I am definitely willing!"

Madeline rolled to her side and reached down, finding his sloppy cock with her hand. "I am very serious, Trevor. You have a great cock, and I want to feel it in my pussy and mouth a lot more."

They kissed again, then she sat up. "Why don't you clean up, then join us in the game room. I'm going to give Dan his reward for letting us fuck."

Trevor nodded and rolled off the bed. He walked into the bathroom that joined the guest room with Dan's room, turning to see Madeline walking naked out of the room with her dress in her hand.

Dan had been staring mindlessly at the video screen when he heard a noise and looked toward the door. He saw Madeline walk into the game room naked, carrying her dress. She tossed her dress onto the table and walked over to the love seat where Dan was sitting. Dan glanced at his phone and saw that it was 8:45 PM. Madeline had been alone with Trevor for almost two hours. He looked at her when she stopped in front of him, her hip cocked to the side as she smiled down at him. Her nipples were rock hard, and her hair was mussed. His eyes went to her pussy, and he could see that her outer lips were swollen and dark pink.

Madeline saw him looking at her pussy and stepped closer, moving her legs apart. She reached down and spread herself open. She felt glob of cum slowly ooze out, and ran her finger between her pink lips, dragging it up to her clit.

"Is that what you were looking for, Dan?" She said quietly. "Did you want to make sure that my pussy had a load of cum in it for you?"

Dan licked his lips as he tore his stare from Madeline's just fucked pussy and looked up at her. He nodded slowly.

"Get naked, Dan. I want to feel your cock in my pussy." Madeline was using Trevor's cum as lube on her clit, moaning softly as she looked down at her boyfriend. "I know you like the feel of my pussy after it's already been fucked. Trevor lasted a nice long time. I got to ride his cock while he played with my tits, then I got on my back and spread my legs for him. It felt so good feeling his fat cock head sliding in and out of my pussy. He made me cum twice before he emptied his balls in my pussy. Do you think you will make me cum?"

Dan was beet red as he knew the answer. He had quickly stripped off his clothes and was sitting naked on the love seat. Madeline straddled him and kissed him as she ground her wet pussy against his crotch. She put her hands on his shoulders as they kissed. Her lips moved to his ear.

"Put it in, Dan," she whispered. "We both know I won't be able to cum on your little dick, but after you finish you can lick me clean and make me cum."

Dan's hand went down and held his rock-hard penis, feeling it glide through Madeline's soaked pussy lips. He barely registered what she had said as he felt her gooey hole swallow his cock.

"Oh god, Madeline," he sighed against her neck. "You feel so good. So hot and wet."

Madeline giggled as she leaned back slightly and began to grind on Dan's cock. She couldn't fuck it properly because it was so short it wouldn't stay inside of her pussy. She could only stay still and rock very gently.

"It's super wet because Trevor put a big load of his cum in me," Madeline felt Dan's cock twitch and knew he was cumming, even though she couldn't feel his cock spurting. "You know you're never going to keep a woman satisfied if you always cum so fast. It's a good thing you like sloppy seconds."

Dan grunted as he came, then Madeline covered his mouth with hers once more. After a moment she rolled off of him and scooted down in the love seat, her ass just at the edge and her legs spread wide.

"OK, Dan. Time to make me cum. I know you've been dying to eat my pussy. Now's your chance."

Dan looked down at Madeline's messy crotch. Grinding on him had spread Trevor's cum all over her outer lips and smooth mound, the sticky fluid shining in the low light of the game room.

"I've never..." He looked at Madeline as he knelt between her legs.

"I know you've never eaten pussy. It's OK, just start by licking all over my pussy and cleaning up all of Trevor's cum. See my clit?" She pointed to the pearly nub of her clit jutting out from the top of her peeled back pussy lips. "Lick it a lot. And slide your tongue up inside me some, too."

Dan was inches from Madeline's pussy, her legs spread wide, causing her outer lips to open. He could see how red her inner lips were from fucking Trevor for so long. He knew that Frank Scanlin had eaten her pussy several times already. She had said how good it felt to have her pussy licked, and Dan desperately wanted to make her orgasm. He leaned closer and could smell the pungent mixture of cum and pussy juice.

Dan looked up at Madeline and saw her eyes shining as she looked down at him. He knew this was how he could make her happy. He leaned forward and licked from the base of Madeline's pussy to her clit, gobs of cum collecting on his tongue. He recognized the taste from kissing Madeline after she had given Frank a blow job. He knew the vast majority of cum oozing out of his girlfriend's pussy had come from Trevor's balls. Dan moaned into Madeline's pussy as he swallowed the salty glob before running his tongue all over Madeline's outer lips, cleaning the sticky fluid from her smooth skin.

"Ohhh, Dan!" Madeline had a hand on Dan's head as she watched him lick her slimy pussy. "That feels so good, sweetheart. Do you like how my pussy tastes?"

"Mmm-hmm," Dan answered into Madeline's pussy as he pushed his tongue into her sloppy hole.

He could feel Madeline's swollen pussy lips on his nose and cheeks, smearing cum and pussy juice across his lower face. He realized he loved the taste of his girlfriend's cum filled pussy. His tongue slid through her lips, flicking her clit and causing her to twitch above him.

"He likes your cum, Trevor," Dan heard Madeline speak and glanced to the side, seeing Trevor standing next to the love seat. He was fully dressed, making Dan feel embarrassed as he knelt naked between Madeline's legs licking Trevor's cum from her pussy. "Get your tongue back in my pussy and clean me good, Dan."

Dan did as he was told, pushing his tongue into her and pulling the cum out before swallowing noisily. His tongue followed a trail down toward her asshole, prompting Madeline to lift her legs to give him easier access. After licking her taint and rosebud clean, he moved back up to her pussy, now oozing fresh juice that he lapped at eagerly.

"Ohhh, Dan, your tongue feels good on my asshole. I'm gonna want that a lot more. But I need to cum now, so lick my clit," Madeline urged. "I'm so close!"

Dan's tongue found her clit and he pursed his lips over it, flicking it with his tongue. Madeline groaned and put her hands on his head, holding him there. Her head fell back against the love seat and she smiled over at Trevor, who was watching intently as Dan continued to lick her. Madeline felt her body start to tingle as she and Trevor locked eyes. She loved being watched, and the fact that her boyfriend was willingly licking another's cum from her pussy sent her over the edge.

"Ohhhh, yesss! Suck all of Trevor's cum out of my pussy, baby!" Madeline's pussy spasmed as her orgasm hit, her belly shaking as she came.

Dan continued to lick her clit as she rode out her orgasm. He could feel his face burning, knowing that Trevor was watching him clean Madeline's pussy, but he was so thrilled to make her cum that he didn't care. She finally pushed him back, forcing him away from her clit. He looked up at her naked body and saw her beaming down at him. He smiled back, feeling his face coated with a thin film of pussy juice and cum.

"That felt amazing, Dan," Madeline sighed, looking from him to Trevor. "What time is it, anyway?"

"It's a little after nine," Trevor looked down at his watch.

"Do you want to watch a couple of episodes of Hunter X Hunter before you go home?" She stood and stretched. "I could go for a snack. You guys gave me a good workout!"

Trevor laughed, and Dan couldn't help but join in. He felt good that he made Madeline cum. He realized that she had spent most of her time with Trevor, but he couldn't blame her. Trevor had fucked her for almost two hours, while Dan didn't last more than thirty seconds when he got the chance to slide his cock into her gooey snatch.

"I'll wash up real fast and get us some snacks. Trevor can find the show." Dan suggested. "There are drinks in the fridge."

Trevor nodded, and Dan went to his bathroom and quickly washed his face and crotch, then threw on shorts and a t-shirt. He came back a few minutes later with popcorn. The room was dimly lit by the big screen TV, and he saw Trevor and Madeline sitting in the theater seats. As he walked up, he saw that Madeline was still naked, and she had lifted the arm rest between her seat and Trevor's. She was leaning against Trevor kissing him. When Dan sat down on the other side of Madeline, she turned toward him and leaned in for a kiss. He could see her hard nipples and knew she was still horny.

"Thanks for the snack!" She said as she took the bowl and got a handful of popcorn before offering it to Trevor. "You guys got me hungry."

Madeline put the popcorn bowl in her lap, and the three shared it as they watched the show. Dan noticed that Madeline kept her hand on Trevor's thigh, her fingers lightly teasing his cock through his shorts. Dan couldn't stop looking, and when Madeline caught him, she winked, then unzipped Trevor's shorts and worked her hand inside. Trevor looked at her, then Dan, but didn't stop her. She fished Trevor's hard cock out and worked her small hand from the base to the fat knob.

"See how nice and fat Trevor's cock head is, Dan? I loved feeling it pop into my throat, and when he fucked my pussy he really made me cum hard." Madeline loved the look on Dan's face as she played with Trevor's cock. She looked up at Trevor. "I think we'll have more fun on Saturday, don't you, Trevor?"

"Uh, yeah, sure." Trevor agreed. He would agree to anything Madeline asked at this point.

By the time the video ended Madeline's fingers were coated with the precum she had coaxed out of Trevor's cock. Dan's cock was rock hard also, as he couldn't take his eyes off of his naked girlfriend playing with his friend's cock.

"It's ten thirty. I'm going to clean up, then I better go home. Trevor, can you give me a ride?" Madeline asked as she tucked Trevor's hard cock back into his shorts.

"Yeah, of course," he agreed. His cock was achingly hard, but after getting the amazing blow job and his first fuck, he wasn't going to complain about her teasing him.

"OK. I'll be right back." Madeline walked to the back of the room and retrieved her dress, then went to the bathroom.

Trevor looked over at Dan. "You really like watching, don't you?"

Dan nodded. "Yeah. I know it's crazy, but to me it's wicked hot."

"I kinda get it." Trevor stood up and brushed popcorn off of his shorts, the outline of his hard cock visible. "I mean, it's like your own live porn show. And Madeline is super-hot." Trevor grinned at his friend. "I'm not gonna complain. As long as she wants to do it I'm happy to participate!"

Dan stood and picked up the empty popcorn bowl just as Madeline stepped into the room. She had put her dress and sandals back on and motioned for the two guys to join her. She and Trevor were in front of Dan, and as they walked toward the front of the house Dan couldn't help but look at her sexy ass swaying in the short dress. They could hear the TV from the living room, the room that Frank and Madeline had spent hours in alone over the past months. Madeline stopped in the doorway, and the three could see Dan's parents watching the news. Sheila looked up and smiled at the three teenagers, then stood and walked over.

"Did you have a good time tonight?" Sheila asked. "I understand it was a special one for you, Trevor."

"Yes, ma'am," Trevor blushed. "It was great!"

"I hear you are going on a double date with Dan and Madeline this Friday. You'll have to tell me all about it when you come over Saturday!" Sheila hugged Trevor, giving him a quick kiss on the lips. She did the same to Madeline, then Dan. "I will see you tomorrow, Madeline. I believe Nate is joining us for dinner?"

"Yes." Madeline grinned. "I'm looking forward to it."

"I bet you are." Sheila looked from her to Dan. "I have a feeling you are looking forward to it also, aren't you, sweetheart?"

"Yeah." Dan licked his lips. He was already thinking about eating Madeline's pussy when it was full of Nate's cum.

Trevor and Madeline left, and Dan took the empty bowl to the kitchen. Sheila followed him in and hugged him from behind. She slid a hand down to his crotch and felt his hard cock through his shorts.

"Did Madeline take care of you tonight?" She asked as she squeezed his little cock.

"Y-yeah. After Trevor." Dan gasped as his mom slid her hand into his shorts and teased his drooling cock head.

"Was she nice and sloppy?"

"Uh-huh." Dan had his hands on the counter, closing his eyes as he remembered his girlfriend's gooey pussy.

"Did you clean her up?"

"Yeah."

"Good boy. That is how you let her know you love her. Did she cum on your tongue?"

"Yeah. I, um, I licked her ass a little bit and she really liked it." Dan could feel his balls tingling as his mom massaged his cock.

"Oh, really? That's good. You should do that more. If she's like me she will go crazy with a cock in her pussy and one in her ass. Would you like for me to tell her how good it feels having both holes stuffed?"

"Nngg, yeah, mom. Like Mr. Simpson and Mr. White used to do?" Dan remembered his mom's stories of the two old men who taught her to love double penetration. He groaned at the thought of Madeline giving herself to old men. Ones even older than Frank Scanlin.

"Yes, those two sexy old men loved to make me cum on their cocks." Sheila pulled her hand from Dan's shorts. "You better not cum, sweetie. I'm sure Madeline wants you to save it for her, doesn't she?"

"Yeah," Dan let out a shaky breath that he wasn't aware he had been holding.

Sheila hugged Dan, then stepped away. "Goodnight honey. Sweet dreams."

"G'night, mom," Dan replied as they broke apart.

Sheila went back into the living room, while Dan went to his room. Dan had just climbed into bed when his phone buzzed. He looked and saw a text from Madeline.

Madeline: "Hey babe! I hope you had as much fun tonight as me!! You're ready for more tomorrow, right?"

Dan: "Tonight was great! Yes, more tomorrow. I love watching you."

Madeline: "Good. I love knowing it turns you on. See you tomorrow. Love you! Oh, enjoy the video. I just couldn't leave Trevor hanging..."

"Love you too!" he replied.

A few seconds later Madeline sent a video. The image was blurry, then focused on Trevor, who was sitting in the back seat of his SUV. The image moved, and Dan was looking down Trevor's body, with Madeline crouching between his legs. He was naked from the waist down, his half hard cock lying against his belly. Madeline had one hand on the base of his cock as she looked up at the camera. Dan could see the straps of Madeline's dress pushed off her shoulders, with the top below her tits. Her nipples were rock hard on the small, pale globes.

"Hey Dan. I didn't want Trevor to have blue balls, so I'm going to give him a quick blow job in my driveway. I thought you'd like to watch." Madeline gave a little wave at the camera, then leaned over and ran her tongue the length of Trevor's cock.

She lifted it by the base and licked along its length several times, then caught the head in her mouth and moaned as she sucked on the fat tip. Trevor was quickly hard, and she wasted no time in bobbing her head on his shaft. Dan could hear the liquid sound of her mouth as she sucked Trevor's cock. After she had his cock coated in her drool, she pushed her face down, and Dan saw her blink, her eyes looking up at Trevor. She shifted her head slightly, then Dan heard a soft 'pop' as Trevor's fat knob plugged her throat. She held him there for a long moment before raising up and sucking in a breath before plunging back down. It didn't take long for Trevor to warn her that he was about to cum. She pulled back until just the head was in her mouth, her fist stroking the shaft.

"God, Madeline! I'm cumming!" Trevor lifted his hips slightly, pumping his cock through Madeline's fist as she held the head in her mouth.

She moaned happily, her eyes looking into the camera as Trevor unloaded his balls into her sucking mouth. She kept her lips wrapped around his cock until he was completely spent, then carefully pulled off and swallowed.

"Mmm, I love a nice big load of cum in my tummy!" She winked at the phone, then stopped the recording.

Dan had avoided touching his cock while he watched his girlfriend take Trevor's third load of the night. Dan had only cum once, and he knew his balls would be aching until Madeline let him fuck her again. He hoped it would be tomorrow after Nate filled her up. Dan put his phone on his nightstand and lay down, his mind racing with thoughts of Madeline and his friends.