High School Graduation Family Swap

"Congratulations!" my dad Mike said happily, raising his glass of wine to cheers my girlfriend and me for graduating high school earlier that day. Jen was thrilled when my dad and stepmom had invited us to celebrate at the trendiest restaurant in town.

"I can't believe I'm actually here!" she said, taking pictures to post on social media. For me, the most amazing thing to see was her smiling face. Jen and I had been dating a long time but were of course 18 now. She was drop dead gorgeous, with blonde hair and sparkling blue eyes. Her smile lit up any room, and her ass turned every head. She had perky B cup breasts, but they perfectly fit her tiny frame. She was 5'2", ran track, and had narrow hips, a thinner waste, and a muscular, bubble butt that I couldn't keep my hands off of.

The only thing I could possibly improve about her was that she was saving herself for marriage. Thankfully, her take on that was only her pussy was off limits, so while we had lots of oral and anal, Jen and I both considered ourselves virgins. Of course, that meant all I could think about was sliding my dick into a hot, wet cunt.

"Guys want what they can't have!" my dad often told me, when I complained about my sex life. "Shit, Ben," he said while laughing, "when you're married, you'll never get to fuck your wife in the ass, and you'll have to beg for a blowjob. Enjoy it while you can!"

"I can't believe you'll be headed to college in a couple months," my stepmom Mary said, her hand lingering a bit too long on my back. Mary had just turned forty and was ten years younger than my dad. She had thick, dark red hair and huge breasts, which my dad loved to point out to me.

"I was an ass-man till I met your stepmom," he confided one night after too much wine. "You clearly like a smoking-hot butt more than you care about big tits," he said with a grin, "but we'll see if that changes when you're older."

He wasn't exactly right though. I had noticed Mary's breasts before I saw her face when we first met. Other than finally getting to fuck my girlfriend's pussy, most of my fantasies involved my stepmom, and I swear she tried to encourage my natural desires.

For my eighteenth birthday, when my dad and Mary took me on a beach vacation and we were all lounging at the beach, she insisted my dad get them beers from the hotel pool. As soon as he walked away, she adjusted her bikini top, flashing a nipple. "Oops," she said with a wink. "You've seen Jen's, so I'm not embarrassed." As I nodded and looked away quickly, Mary put her hand on my inner thigh. "Is she bald down here," my stepmom asked, patting her pussy, "like me?"

Even tonight, Mary seemed to touch me more often than I thought was appropriate. Maybe it was her excitement that I'd be out of the house soon, maybe it was the two bottles of wine she and my dad had, or maybe it was just all in my head. But the only thing I could focus on was her hand slowly sliding across my back while I stared across the table at Jen.

When dessert was finished, and the Uber was nearby, we stood to leave. Jen took even more photos as she walked in front of my dad and me to the door. My dad put his arm around me and smiled. "I'm proud of you, son," he said. "High school behind you. College in the Fall. Your future is bright, and you're going to have so many new experiences." He paused as he squeezed my shoulder. "And you'll also have some unexpected misadventures, I promise."

He swung his other arm forward and smacked Jen firmly on the ass. My girlfriend turned around, expecting to need to tell me off, but her eyes shot wide open as my dad walked around her to catch up to my stepmom.

"What the fuck?!" Jen whispered to me.

"He was looking at me and thought Mary was in front of us," I quickly explained, though honestly I was thinking the same thing she was. How did he confuse a petite blonde with a taller red head? "They're both drunk," I added as we walked outside.

As the Uber headed toward my friend's house, where Jen and I were hopping out to join a graduation party, Jen massaged her temples. "Headache?" Mary asked, fishing a bottle out of her purse. "The food was amazing and the people at the restaurant were so hot, but the music was even louder," she said, handing my girlfriend a pill. Mary swallowed one as well.

"Thank you," Jen said. "That place was even better than I heard it was! I can't believe you were able to get a reservation."

"Mike seems to always get whatever he wants," Mary responded, patting Jen's knee, as my dad looked back at us from the passenger seat, grinning.

The party was as expected. Jen brought a joint from the local dispensary, and we smoked it while celebrating or commiserating with our classmates.

"I can't believe you two are going to different colleges," one of our inebriated friends told Jen and me. "Everyone knows long-distance relationships suck."

Jen snuggled into my chest and said, "Well we aren't everyone, are we, Ben?"

I smiled at her and planted a kiss on her full lips. I was really high and my mind wandered, but damn I loved her mouth and she gave a great blowjob, not that I had any frame of reference. My stepmom had complimented Jen's lipstick when we arrived for dinner earlier that night, and as my girlfriend thanked her, I heard my dad mutter under his breath "dick sucking lips."

Now all I could think about was Jen lips sliding down my cock. Fuck, I was horny, and Jen was making my predicament worse.

My girlfriend wasn't usually into public displays of affection, but as we walked around the party, whenever she thought no one was looking, she grabbed my dick through my jeans. Finally, she pushed me against a wall in a dark corner and kissed me passionately. When a group of guys walking by whistled at us, Jen just giggled and then slid her tongue back in my mouth. "I feel amazing right now," she purred. "I've never been this turned on."

"You don't have to be home for three hours," I whispered in her ear. "Let's get out of here."

Jen nodded, and I ordered a car immediately. I'm not sure if the driver enjoyed the show we put on in her back seat, but we basically fucked with our clothes on. I was on top of Jen, grinding my achingly hard dick, that was trapped in my pants, against her pussy. Her skirt was pushed up around her waist, and her lacy, red thong felt soaked when I rubbed my hand down to move her legs further apart. Her moans were loud enough that the driver turned up the radio volume twice. "I can feel the music in my body," Jen whispered in my ear.

She had her hand down the front of my jeans as we stumbled through the front door of my dad and Mary's house. I playfully gestured "shh" for her to be quiet when she grabbed me by the hand and quietly laughed as she led me to the couch in the living room.

"Let's go to my room!" I whispered, but she had my zipper down and was pulling my cock out before I finished the sentence. Jen pushed me onto the couch, then got on her hands and knees beside me. I looked down as she wrapped her lips around my dick, her long, blonde hair cascading down to my lap. "Here's perfect," I muttered as Jen licked circles around the head of my cock. I pulled up the back of her skirt and squeezed her perfect ass.

I rubbed her pussy through her thong, and Jen moaned and looked up at me. "That feels so fucking good," she panted, as she stroked my shaft with her hand.

Just then, the lights turned on, and we both turned toward the stairs. My dad was staring at us and laughing. "Nice panties, Jen!" he shouted, as I tried unsuccessfully to get my cock back in my pants.

"Dad!" I yelled. "Get the fuck out of here!"

Jen's face was scarlet red, as she rushed past my dad, upstairs.

"Goddamn, Ben," my dad said. As he walked toward me, I grabbed two pillows to cover my erection. "I caught a great view of Jen's ass!" he continued, giving me two thumbs up. My dad let out a low whistle and sat down next to me, which was the most awkward moment of my life, up until that point. He leaned in, and I could smell wine and weed. He was more out of it than I had ever seen him.

I pointed upstairs and whispered, "Can you look the other way so I can get up there?!"

"And get in that sexy ass!" my dad said far too loud.

"You're wasted!" I responded quietly.

"Man, you don't even know. And Mary is an animal tonight!" my dad slurred, still loud enough that I knew Jen might hear him in my bedroom. "Listen," he said, waving his finger in my face, "I've got some wisdom to impart. Did I ever tell you about my high school girlfriend?"

"No, dad, I need to..." I started, but he kept talking.

"Crazy girl. Wild in bed," he continued, and I noticed his eyes didn't seem to focus on me. "Don't have a clue what her name was." He patted me on the shoulder. "Jen's great. Looked like she was giving a decent blowjob too. I would do nasty, nasty things to her..."

"Dad!" I interrupted him.

He changed tracks, saying, "Look, you'll break up a week into college, when you bang some girl after a frat party."

I shook my head and harshly whispered, "No, I won't."

"You need to have more experience first, so you wow that girl. She'll tell her friends, and then you're set for four years! Trust me!" my dad said.

As I rolled my eyes, we heard a loud bang upstairs. "Mary's getting impatient," my dad mumbled through a smile. "Can you check on her? I'm supposed to be down here opening a bottle of wine." I jumped at the chance to get out of the conversation, literally, and tucked my dick into my jeans as I darted up the stairs.

Dad's bedroom door was closed, so I quietly knocked. After a few seconds with no response I peeked my head in the door. Techno music played through their speakers, but I couldn't see Mary and figured she might have fallen off the far side of the bed, so I tiptoed inside.

When I was a few feet into their room, I heard my stepmom say, "Your zipper is down," as she giggled. I turned around and saw that she had been hiding behind the door. But what really caught my full attention was that Mary was naked. I had jacked off imaging her body so many times and froze when I actually saw it. Her tits were amazing: large but not saggy, with pink nipples that poked out half an inch. She was about five inches taller than Jen and a few inches shorter than my dad and me. Her breasts curved down into a small waist and then out again into wide hips. Her stomach was flat from years in the gym, and her pussy was indeed completely shaved.

As my eyes trailed down my stepmom's body, she sauntered toward me, giggling again. "You really like what you see," she whispered, grabbing my cock, which had poked out thru my fly again when I got an erection the moment I saw Mary naked.

As I stared at my stepmom's hand wrapped around my throbbing shaft, she pushed me onto the edge of the bed. Before I could react, she knelt between my legs and had my cock in her mouth.

"Wait, what are you..." I started to say but moaned as my stepmom's nose touched my short-trimmed pubes. I watched her deep throat me for a few seconds. Fuck it felt good. Jen couldn't even get halfway down. Then she started moving her head up and down my rod, stopping only to pull my dick out of the fly in my underwear as she slipped them and my pants to the floor.

Mary licked and sucked me while she stroked my shaft with one hand and fondled my balls with the other. "Fuuuuck," I groaned.

My stepmom continued working my dick with her hands as she smiled at me. "I can't believe you're still a virgin!" she whispered. "You've got a really nice cock," she continued as she slid her body up mine.

I could feel Mary's breasts, which I'd dreamed about grabbing, brush around my cock and up my stomach. I raised my head off the bed, expecting the kiss from her I had wanted for so long, but instead she sat up. A loud moan escaped me as I felt warm pressure envelop my dick.

I looked down my body and saw my shaft buried in my stepmom's pussy. She was bouncing up and down on me, her big tits swaying above my chest. Her hands ran down her body, then she stroked my chest with one while the other rubbed her clit. "God, everything feels so amazing tonight. Squeeze my breasts," she whispered, and I immediately did as she asked. I sucked one of her nipples into my mouth, and Mary panted, "That's it, Ben. Just like that," as she held my cock deep inside her and grinded against me.

Mary's eyes closed as she screamed in pleasure and her body trembled, then she smiled down at me at patted me on the chest.

"Are you fucking your stepmom?!" Jen screamed and walked in the room. Mary turned toward her, just as my dad appeared in the doorway, carrying an open bottle of wine and two glasses.

"What the hell?!" my dad stammered, as my stepmom rolled off me and stood next to the bed. Jen stared at my erection, which gleamed in the light, covered in Mary's pussy juice. We all watched as my dad put the bottle and glasses on a dresser and walked toward my stepmom. I honestly had no idea what he was going to do.

"The pills Jen and I took after dinner... I accidentally grabbed the wrong bottle," Mary said, as she looked from my dad to my girlfriend, apologetically. I glanced at Jen, who was lost in thought as she held one arm across her chest, gently running the nails of her other hand down it.

My dad hugged Mary and said, "That explains a lot."

"I'm so sorry, dad," I blurted out. "And Jen. I didn't mean for this..."

My dad cut me off. "Ben, I know it's not your fault. I shouldn't have asked you to check on Mary. I knew she was out of sorts tonight." He hugged my stepmom again and stroked his hands down her back, taking both of her ass cheeks into his hands. "At least he didn't cum in you. That would have made it so much worse. What you two did doesn't really count," he told her, soothingly.

"Doesn't count?!" Jen muttered in disbelief.

Mary approached my girlfriend, nodding calmingly, and embracing her, even though Jen stood icily still. My stepmom whispered, "It was only for a minute or two, and never would have happened except for the pills we're on."

Jen looked up at her, angry and confused. "I could hear him moaning from down the hall in his bedroom, and I saw you have an orgasm while you had sex with my boyfriend!" Jen responded, in a low voice. "He's your stepson!"

Mary squeezed her and took Jen's beautiful face in her hands. "It's ok to be upset, but since Ben didn't cum, he's basically still a virgin, just like you are, even though you let him fuck your ass."

Jen stared daggers at me, mad to hear I had shared details of our sex life. Mary saw her glance and hugged her again, as I continued to lay on the bed, rock hard, staring at my naked stepmom embracing my girlfriend. My dick throbbed when I noticed Mary's breast were resting against Jen's arms.

"Now that you're out of school, you'll learn that people make mistakes, and being an adult is about dealing with the consequences maturely," Mary told Jen, as my stepmom stroked my girlfriend's back.

Jen took a step back, staring angrily at Mary, and hissed at her, "You're honestly going to lecture me about being an adult and dealing with the consequences of my actions right now?!" My girlfriend grabbed my stepmom's breasts in her hands, causing Mary to moan softly, as Jen continued talking. "You love teasing Ben with these things, don't you? He looked so happy to finally get them in his hands and mouth while you fucked him, you old slut!"

Mary put her hands over Jen's and whispered, "You're right, but if you were even half as horny as I am right now..."

Jen cut my stepmom off and pulled her hands back. "I am too, but I was waiting in Ben's room so I could handle that with *my* boyfriend." Jen pointed at me, with a mean smile on her face. "So here's what's going to happen now, since you two ruined my relationship with someone I thought I was going to spend my life with. You're going to lie down on your bed, and he's going to fuck you till he buries his cum deep in your pussy."

"What?!" my dad yelled. "I'm not ok with that."

Jen angrily addressed him, "You thought what they did only half-counted. Well now you and Mary and Ben can deal with the consequences of a full mistake tomorrow. And we're going to watch so you see exactly how they violated our trust. Then you're going to order me an Uber home."

Before my dad could respond, Mary grabbed Jen's ass with both her hands and started lightly massaging. My girlfriend was frozen in shock as my stepmom smiled and asked her, "You want to see what real sex looks like?"

Jen stifled a moan, as Mary kissed her neck then walked to the stereo, cranking the volume up loud and filling the room with booming techno music. My stepmom ran her hand over my dad's groin as she jumped in bed next to me. He reached out to stop her but dropped his arm to his side with a sad look in his eyes, as Mary sucked my cock into her mouth.

Mary's ass was poked in the air, and I stared at Jen as she looked directly at my stepmom's pussy then up at me. My girlfriend stepped forward and slapped Mary's ass so hard I could hear the sound over the loud music. Jen smacked her again, then lifted my stepmom's head off my cock. "I told you to get on your back and let him fuck you, not to suck his dick," my girlfriend growled at her and pushed Mary off of me.

Mary was now on side of king size bed near my dad. She spread her legs and started rubbing her clit. I looked over at my dad, unsure of what to do, and he looked very upset, but when I heard my stepmom moan, "Fuck me, Ben," any resistance I had faded. I crawled between her legs, staring at her clean-shaven pussy and then at her massive tits as I moved up her body. She stroked her hands on my back, and I lined my cock up and slid inside her.

We both moaned loudly, as I started pounding her pussy. "Slower, slower," she whispered to me. We looked each other in the eyes, as I adjusted my pace. God damn she felt good. Her pussy was so wet, and she ran one hands up and down my back. She lifted her head toward me, and I kissed her passionately. "Grab my ass and push in deep," she moaned. "Rub your body against my clit." When I did, she groaned, and an orgasm shook her body. I could feel her pussy gripping my cock as I continued stroking in and out.

I wanted a better view of my dick in my stepmom's pussy and so moved onto my knees. My dick throbbed with pleasure, and I must have had the biggest smile on my face, when I looked down at a view I had fantasized about so many times. Mary's small pussy lips hugged my shaft as it glided in and out of her. She had a large clit, which I rubbed with my thumb as I fucked her. Her large breasts moved up and down, synchronized with my thrusts. I couldn't help but reach down to squeeze her tits and pinch her nipples. My stepmom continued to moan loudly and occasionally bit her bottom lip while looking at me, which was one of the sexiest things I had ever seen.

While I had been solely focused on fucking Mary, my attention was drawn back to Jen when I heard her cry out with pleasure. It was a sound I knew well and meant she was cumming really hard. I looked toward her and saw she was now on her hands and knees on the bed a few feet from me. Her skirt was flipped up, and my dad was eating her out from behind.

"What the..." I mumbled, completely confused by what I was seeing, but Mary pulled my face to hers and kissed me. As we made out, I grabbed her ass with both hands pounded deep and hard into her. I knew I wouldn't last much longer, and when another orgasm wrecked her body and her pussy gripped my cock like I vice, I groaned and exploded deep in her. It felt like I was cumming a really long time, as rope after rope of shot through my dick and into my stepmom's pussy.

Mary and I continued to kiss, as my shaft slowly softened inside of her pussy, when I heard Jen scream. I looked over to see my dad was now standing behind my girlfriend, his hands holding her hips tightly, as his hips moved quickly back and forth behind her. "No!" Jen yelled. "Ben, he's in my pussy!"

My girlfriend later explained to me that while she was beyond pissed off at me, seeing me when I had starting fucking Mary, it made Jen incredibly horny. She had started to feel her stomach then moved her hand into her thong to play with her clit. My dad had stared at Mary and me, but when he noticed what Jen was doing he moved around the bed and started stroking her back. My girlfriend was going to tell him to knock it off, but being touched felt so good. He had started to rub the back of her thighs, and, when she moaned as he started kneading her athletic ass, my dad nudged her forward till she was on her hands and knees on the bed.

Jen said that as she watched Mary have an orgasm, my dad had flipped her skirt up and pulled her thong off. He had knelt behind her, holding her ass cheeks apart, and licked her pussy and asshole until she came hard on his face. Then my dad had stood up behind my girlfriend, and when they both saw me cumming into my stepmom, he had whispered to Jen, "This is your fault," and rammed his cock into her pussy.

My dad slowed his strokes, but continued sliding in and out of Jen, as he looked at my girlfriend, then Mary and me, a smile on his face. "Don't worry," he said with a laugh. "I'm not going to cum in her so it doesn't really count."

"You asshole!" I said angrily, as I pulled out of Mary and grabbed Jen under one arm to pull her away from my dad.

"I told you the three of you I wasn't ok with you cumming in my wife, and Jen's pussy looked too damn good to pass up," he said, sounding nice but being cruel. "But I'll stop now if Jen wants me to."

My girlfriend looked at my dick, which was covered with my stepmom's pussy juice, and then shot me a vindictive look. She lowered her head to the mattress, looking up at me, with her ass high in the air. I loved her in that position, but of course now hated that it was my dad behind -- and inside -- her. Jen purred, "Keep going. Your cock feels so good in my little pussy."

My dad shook his head, with surprise and excitement, as he continued to happily take my girlfriend's virginity. While Mary and I watched, my stepmom took my dick back into her mouth. She was really amazing at giving head, and I was fully erect again in seconds.

When Jen started to moan loudly, and I knew she was close to having another big orgasm, this time on my father's cock, anger welled up inside of me. I was upset that he had made eaten her out, furious that he was fucking her pussy, and really didn't want her first orgasm from vaginal sex with be with him.

I leaned forward, grabbing my girlfriend under both arms, and pulled her forward then rolled her onto her back. My father stood at the side of the bed, erection swinging from side to side, as I moved between Jen's legs. I smiled down at her, and at long last finally got to slide my cock into her pussy.

"Fuck," I gasped, as Jen moaned. Even though she had just taken my dad's dick, she was still incredibly tight, noticeably more so than Mary. I kissed my girlfriend as I slowly moved my dick in and out of her, taking my time to fully enjoy my first time in her pussy.

"I still think you're an asshole," she whispered to me, "But I need you to make me cum right now. Fuck me hard." I kissed her again and started slamming my shaft into her furiously. A few seconds later, I felt her body shaking under me and slowed down. "Don't stop!" she screamed in my ear, and shortly after I picked my pace up again she came a second time.

"Whew!" Jen exclaimed, looking at Mary, "This feels so good!"

"That's because you let Ben fuck your pussy instead of your ass," my stepmom responded, laughing and stroking my girlfriend's hair.

I chuckled too, then rocked back onto my knees, like I had done with Mary, so I could watch my cock sliding into Jen. Unlike my stepmom, she was not shaved clean. Jen liked to keep a neatly-trimmed triangle of hair, three fingers wide at the top. I had always joked that it was an arrow to the place I really wanted to visit. My girlfriend's tits were also a lot smaller than Mary's but were still nice, perky handfuls, and she had much smaller nipples.

It was Jen's pussy lips, though, that drew my attention in that moment. While my stepmom's were barely there, my girlfriend has pussy lips that produced noticeably just under her clit. I loved sucking and nibbling on them when eating her out, and now I was mesmerized by how they hugged my dick and stretched outward a bit when I stroked out, as if they were trying hard to pull me back in.

Jen moaned, and as I looked up my smile vanished. My dad was sliding his cock across my girlfriend's lips, and she was licking along the underside of his shaft. "Hey," he said with a shrug when he noticed me watching, "Mary sucked your dick, so this is only fair." My dad smiled in response to my upset expression and then angled the head of his cock between Jen's lips. "Mmmm," he moaned, "Those thick lips were made for blowjobs."

I returned my focus to Jen's pussy, while she blew my dad. I had never fantasized about sharing my girlfriend, and it made me sick that I was now spit-roasting her with my dad. Things went from bad to worse when he dragged her a few inches closer to the edge of the bed, so her head leaned back over the side. "Her technique needs some work, but she'll get better with more practice," my dad commented, as he moved in front of my girlfriend's upside-down face. "Stick your tongue out, Jen, and try to relax. I'm going to fuck your throat for a while," he continued, as he held the sides of my girlfriend's face.

In the hundreds of times I'd dreamed about having sex with Jen, this scenario had never crossed my mind. I could hear her gagging as she tried to accommodate my dad's cock deep in her mouth, but she was also moaning, especially when she reached down and rubbed her clit while I continued fucking her pussy.

As discomforting as what was happening to her mouth was, Jen's pussy felt amazing. She was definitely tighter than my stepmom, and when my girlfriend's cunt squeezed me as she came again, I knew I couldn't hold out much longer. I wanted to kiss her, but obviously her lips were occupied.

Nonetheless, it felt great to finally cum inside of Jen's pussy. I moaned loudly and shot load after load deep inside her, eventually collapsing back into a seated position and getting a nice view of a trail of my semen leaking out of Jen and down her thigh to the bed below. My dad was smiling and clapping as he pulled his dick out of my girlfriend's mouth. He gave both of her breasts a quick shake and happily said, "Congratulations! Jen is officially no longer a virgin! Well done, son!"

As he said this, he continued, with a very large smile on his face, "It's my turn again now, but you know I want to fuck that ass." He stroked the side of Jen's face and whispered to her, "You've got one of the best asses I've ever seen, and I really need to cum in your asshole."

"Fuck you." I growled at my dad.

"Me? You came in my wife's pussy. I even held off cumming in Jen's little cunt so you could be the first," my dad responded calmly. "But I'm sure as hell not passing up on the opportunity to fuck your girlfriend's ass."

Even though I was disgusted, I couldn't argue that he was being unfair. "Fine," I whispered, "but I get to fuck Mary's ass too."

"Deal!" my dad exclaimed gleefully.

"Wait, no!" Mary said, taken aback by my dad's eager acceptance. "You know I don't like anal," my stepmom continued, as he reached into the drawer of his bedside table.

"Then you'd better use lots of lube," he said to her with a laugh, holding up a bottle.

Mary crossed her arms under her massive tits and huffed. "Yeah," she needled my dad, "especially because Ben's dick is a bigger than yours."

I smiled, and Jen laughed as my dad rolled her onto her hands and knees, with her ass pointing his direction. The prospect of having anal with my stepmom had me hard again, which Mary noticed. "And he came twice already and is up for more," she said to my dad meanly.

"I do wish I had the quick refractory period of an eighteen-year-old still," he said with a sigh, as he smacked Jen on the ass. "Haven't had a view like this though at any age," he continued, as he poured a bit of lube into his hand then threw the bottle to me. "God damn am I going to enjoy this."

"Well, I sure as hell am getting something out of it too then," Mary said, laying down on her back on the bed and moving my girlfriend on top of her in a 69 position. My stepmom stroked her hands down Jen's back and then held her ass cheeks tightly. "You'll like this too Jen," Mary continued, then started licking my girlfriend's clit.

As Jen moaned, I looked down at my girlfriend's long blonde hair, which hung down around my stepmom's thighs as her face hovered over Mary's pussy. "Fuck," I muttered.

"My view is better!" my dad goaded me, as he slipped a finger into Jen's asshole.

I pushed my stepmom's legs back, to give me better access to her anus, and then drizzled lube onto her ass, my cock, and my fingers. Mary tensed up a bit when I put a finger into her ass, so I rubbed her clit with my thumb. "Go slow, Ben," she directed me. "I'm not used to taking a dick there, unlike your girlfriend.

"How does your stepson's cum taste?" Jen verbally punched back. "I can't wait to see his dick stretch out your old asshole."

My stepmom responded by grabbing two fists full of my girlfriend's hair and shoving Jen's face into her pussy, while saying "Lick some of Ben's cum out of me and then tell me how you think it tastes." Jen resisted for a while, but then I could see her tongue slowly start to lick Mary's clit. When I heard my stepmom start to moan, I slowly pushed my cock into her asshole.

"God damn, this eighteen-year-old ass is tight!" my dad chortled. "I mean, her pussy was great, but fuck me is her ass even better!" I stared up, and watched my dad start to pound my girlfriend's anus. He alternated between squeezing her ass cheeks, rubbing them, and slapping them. All the while, he grinned like a kid in a candy store.

Mary and Jen were both moaning. My stepmom had let go of my girlfriend's head and was now playing with both of their breasts, as they continued to eat each other out while my dad and I reamed their assholes. Again, this wasn't something I would have ever imagined, and something I didn't like -- at least the part involving my dad! -- but shit was it hot.

Less than a minute later, my dad moaned loudly and grabbed Jen's hips tightly as he buried his seed deep in her ass. Mary rolled Jen off of her and then shifted my cock out of her.

"I still don't get why women would do that instead of just taking it in the pussy," Mary said, walking to the bathroom and returning with a wet washcloth. After she wiped the lube off her ass, she cleaned by cock, then tossed the towel to my dad. "Freshen up, so I can suck you till you're hard. I need to be fucked so I can cum!" she said to my dad. Then she grabbed my cock and led me to the foot of the bed "Don't worry, Ben, I've got a plan for your hard dick too," my stepmom said with a smile. Mary grabbed Jen and my dad by the hands and moved them next to me, then knelt, pulling my girlfriend to her knees as well.

My stepmom leaned forward and kissed Jen passionately. After an initial reaction of shock, Jen returned the kiss. While they made out, Mary placed Jen's and her hands on my dad's and my cocks, and they both slowly stroked our shafts. As my dad's dick stirred to life, Mary inched our rods closer together and then started alternating licking and sucking us off. Jen followed suit.

Having my stepmom and girlfriend's lips wrapped around my cock at the same time was an incredible turn on. Jen's beautiful blue eyes starting up at me as she licked down my shaft, while Mary's dark eyes also locked with mine, as the head of my dick disappeared between her lips... the image will be in my spank bank forever.

The spell was broken though when my stepmom angled my dad's cock into my girlfriend's mouth, then pulled me closer so both of our dick heads were in Jen's mouth. I immediately wanted to pull away, but Jen's tongue rolling around both of our tips while she moaned momentarily froze me. Then Mary did the same thing.

"OK," my stepmom said to us. "Now I need to see what Jen loves so much about anal." She directed us so that I was lying down on the bed, and Jen was riding my cock in her ass, reverse-cowgirl, but with her feet flat on the bed. While my girlfriend slowly pumped her asshole up and down on my dick, Mary got between her legs for a good view. My dad knelt behind my stepmom and slid his cock into her pussy.

Soon, my stepmom was licking Jen's pussy while fucking her with two fingers. My dad was hammering Mary from behind. All of us were moaning, but Mary was the first to come.

My view was partially blocked by Jen, but when Mary's orgasm subsided, my dad moved her out of the way and lowered Jen backward till her back was lying against my chest. I wasn't quite sure what was going to happen next, till my dad crawled in-between my girlfriend's legs. I could feel the length of his shaft quickly spear deep into Jen's pussy, which made her asshole tighter around my dick.

Jen gasped as he thrust inside her but was soon moaning again when he started fucking her pussy. I was trapped under them, with my dad's weight added to hers. It was a very odd sensation, feeling something sliding up and down the underside of my dick, especially knowing that something was my dad's cock.

"Oooooh," Mary moaned. She was sitting next to us on the bed, fingering her pussy with one hand and playing with Jen's breasts with the other. "Take those dicks, you slut," she whispered to my girlfriend and then kissed her again.

My dad and I found a good rhythm, fucking my girlfriend's holes. Jen was groaning loudly. She had one hand on her clit, and my stepmom and dad were pinching her nipples. "This feels soooooo good," Jen moaned and then had a powerful orgasm.

My dad leaned forward and started making out with my girlfriend, as he continued to fuck her pussy with me pinned underneath, pushing up into her ass. I was trapped in a hell, at least partially of my own making since I started this by fucking my stepmom, but having my dick in my girlfriend's sexy butt did still feel good.

"Your pussy feels so good, Jen," my dad whispered to my girlfriend, only inches away from me. He kissed her ear and her neck and then moved back to her lips. I could hear Mary moaning as she came, but my dad's load groans made me cringe. I felt the cum rushing through his shaft as he squirted shot after shot of hot cum into my girlfriend's cunt. That triggered her to have another orgasm, and the pulsating contractions rolling through her body pushed me over the edge as well.

My dad laughed, and sucked on Jen's breasts as he said, "Ben, I could feel you cumming. That was fucking weird. But also your girlfriend has now officially been fucked by two guys." He lifted Jen off of me, then kissed her deeply again while squeezing her ass with both hands. "My son is a lucky man," he told her, patting her butt.

Mary stood up and kissed my dad. "So are you," she teased him, then slid a finger into Jen's pussy before pulling it out and smearing her fingertip on my girlfriend's lips. Jen didn't seem sure of what to do, so he sucked Mary's finger into her mouth. Mary smiled at her. "That's a good, little slut. Now you've got Mike and Ben's cum in all three of your holes."

"I'll bet your old pussy could take both their cocks at the same time," Jen responded, with a smile.

Mary matched her smile and said, "You're lucky I didn't let them do double anal on you. Knowing how hot my husband thinks your ass is, he could probably get it up again right now if I let him screw your asshole again."

"No," I told her flatly.

"Shit!" Jen screamed. "My curfew is in fifteen minutes!"

"I can text your parents and tell them Ben and you fell asleep on the couch after dinner," my dad helpfully offered, grabbing Jen's ass again.

"My parents would be so pissed," Jen responded.

Mary patted my girlfriend on the shoulder and said, "As an adult, you'd just have to deal with those consequences tomorrow." Then my stepmom took my dad's limp cock in her hand and smiled at Jen, adding "We're still going to be feeling extra good for another hour or so, thanks to those 'aspirin' we took."

My dad turned Jen's ass toward me, spreading her cheeks wide. "You think we could both fit in her asshole at the same time?" he asked me.

"What the fuck, dad?" I said in disbelief.

"I told you I'd do nasty things to her if I ever had a chance," my dad said with a smile.

"No fucking way," I responded harshly, and my dad honestly looked disappointed, which bewildered me. I pulled Jen away from my dad and said, "We all did things tonight we're going to regret." I eyed my stepmom's amazing breasts and continued, "Even if parts of it were amazing." Mary smiled. "But I'm taking Jen back to my room now," I said, leading my girlfriend to the door, where I stopped briefly to check out my naked stepmom one more time.

Jen and I fucked a couple more times before passing out, both completely spent. The next morning was incredibly awkward between us. She told me she was mad at Mary and me, really upset she was no longer a virgin, and super pissed my dad fucked her pussy before I did, but she also said she loved cumming so much and wanted to spend the summer in bed with me. But I knew that things would never be the same between Jen and me, or Mary and me either.

As it turned out, my dad had been correct: Jen and I did break up before going to college. But one thing he didn't predict was that in the two months between graduation and our split, Jen and I had the most insane summer ever. Once her virginity was lost and the possibility of multiple partners had become a reality, we borrowed Mary's "aspirin" prescription and expanded our horizons with our friends, their parents, and even some neighbors. And of course I got to fuck my stepmom again.

But those are stories for another time.

To be continued.