Me [F] and my roommate [F] pretended to be sisters to mess with a guy and ended up having a "sister" threesome [FFM]
Mar 12, 2024
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After college, I moved in with a girl, Amelia, who I had never met. We had a lot in common and ended up getting close. We spent a lot of our spare time together, tended to do all our clubbing and going out to bars together, and eventually wound up in a friends-with-benefits sort of arrangement. You can read about that here. I identify as bi, and she was straight but curious, and it just kind of worked out between us.
We were both naturally sexual people and spent a lot of time flirting, teasing, and talking to each other about sex and our fantasies. Our average night looked like the two of us sprawled out on the couch in t-shirts from past hookups and panties, legs intertwined, watching some Disney movie. These nights often ended up with us asking each other sex questions, trying to dig deeper and deeper into each other's kinks, fetishes, and fantasies.
I always like to give some detail about how we look. I'm brunette, average height, by this point hair past my collarbone, with tan skin, a big ass, and biggish hips and thighs, but a tiny waist, and pretty petite except around my ass. My tits are a little smaller than average but perky with light pink nipples. I have a young-looking face with big lips.
Amelia was a redhead, also about average height, but she looked taller because she was so thin. She had no hips, a-cup tits, but a modelesque physique. Her hair came down past her nipples, and she wore bright makeup. She also had big doe eyes, and an absolutely gorgeous face, plus a great bubble butt you didn't expect on her frame.
We were drinking one the couch, feet rubbing against each other, and she asked me, "If you could only ever pick one kink to do, forever, what would it be? What is your favorite?" I didn't even have to think about it. "Roleplay," I said, "Hands down. Plus, if you have to do it forever, there's variety." "Variety?" she asked. I confessed that I had a few little go-to characters that I liked. I was really into pretending to be an escort, or a homewrecking babysitter, or something else exciting and kinky like that.
I asked her what her one kink would be. "Threesomes," she said without even blinking. I was surprised by her. She was dirty but not super experienced. "Have you ever had a threesome?" I asked. "No," she said, blushing, "But it's definitely my number one fantasy when I'm touching myself. I think it's gonna be a must next time I end up dating a guy. Maybe I'll ask you. Who knows." She was clearly teasing me.
She had a breakup about a half a year before this, and had some hookups, myself included, but was having trouble getting back into serious dating. "Why wait?" I asked, "We're already fucking, and what guy would say no to a threesome. It would be so easy." "Oh my god, you're right," she said. I felt my blood rush to my pussy just thing about this. For all the fantasizing girls do, sometimes it's easy to forget that we can go out and do most of those fantasies whenever we want to.
"Do you wanna have a threesome, though? That's kind of my fantasy," she asked. "I'm into it," I replied. "What if you help me with mine, and I help you with yours" she offered. "Even better," I said, "What if we combined them. What if we picked up a guy for a threesome while roleplaying." "Oh my god, yes!" she said.
I want to take a moment to note I was one hundred percent just fantasizing for fun. That's what we did: we sat on the couch and talked about kinks and sex, and we came up with ideas. Sometimes we followed through on some of the simple ideas, but we had a bunch of super hot, porny, grand schemes like this one. We never followed through on them, though. But there was a look in Amelia's eyes this time; I could tell this plan was turning her on so much.
We kept talking about the threesome, what we wanted to do, things we'd seen in porn that looked fun. And we settled on a roleplay theme. There are a limited number of things we could do going out to a bar, but she had the idea to pretend to be sisters. The second she suggested it, my nipples went hard. The thought of something so taboo and of getting to mess with a guy like that was hot. But the idea of getting to fulfill a guys fantasy like this was also tantalizing.
That Saturday, we got ready to go out to a cool little underground dance bar near us we've wanted to check out. We both put on some slutty little dresses. Mine was black and tan, with a mesh cut-out in the front that went down nearly to the top of my panties, showing off my cleavage and belly. Her dress was flowy and black and made her look like a model, but it also emphasized her ass. She looked beautiful. We came up with our backstory. I was the big sister, and she was here visiting me from college. She put on more blush than she normally would've, and I brought a marker in my purse.
We got to the bar, got in, and then once we were past the door, I proceeded to use my little marker I brought to draw big Xs on her hands, just for effect. I'm always all about those little dramatic flairs. We also put a big suitcase full of clothes in my room for the same reason. At this point, I imagined we would still chicken out. I was pretty sure we would end up having a threesome, don't get me wrong. I'd done that before. But I thought we would end up trying to introduce ourselves as sisters and getting found out, or confessing to the guy before we even left the bar. I didn't think anybody would believe us. It was just a fun little game.
It wasn't long before a guy came up to us. Of course, he had a friend along with him. They bought each of us a drink. "Can you drink?" the first guy asked Amelia, clocking her Xs. "She's fine; she's my sister. I've got an eye on her." I said. There was something hot about having that power dynamic over her, getting to speak for her. I could tell she liked it too. She scooted a little closer to me. We talked to these two for a while as we nursed our first drinks. Then we headed out to the dance floor. I have a habit of making a scene on the dance floor, but I had to behave myself. I couldn't be rubbing my ass all over my "sister."
We made our way back to the bar, and soon another guy came up to Amelia. He started chatting her up and offered to buy her a drink. She showed him her hands and said, "Sorry, I'm actually here hanging out with my sister." I introduced myself. He had messy brown hair but was very well dressed and put together. I thought he was pretty cute. He was polite and offered to buy each of us a drink, then took us aside to a booth. "I'm Matthew," he said.
We hung out with Matthew for an hour, really hitting it off. He was cool and laid back, and didn't seem to be catching feelings or have much of a preference between us. He was just enjoying being with the two of us. We had a few more drinks, danced with him a little, sat back down. "So you guys are actually sisters?" he eventually asked. "Umm, yeah? Why would we lie about that," I said. "No, it's just," he continued, "I suppose you're probably looking to hang out together tonight, not trying to meet anyone." "Which of us are you trying to take home, Matthew," I said, teasing him. "Oh no, no, that's not..." he was scrambling to cover. "I'm kidding," I said, "But no, we're not exactly looking to split up tonight." "Yeah, I mean, I wouldn't want you to," Matthew said, trying to recover.
"Oh, so you would want us together?" Amelia said in a teasing voice. "Nonono, that's not what I meant," he blurted out, embarrassed. "Don't tease him like that," I said, giggling. "I'm game if you are," she said, looking me dead in the eye. I looked over to Matthew. He was staring wide-eyed. "I don't know," I said, playing along. "Matthew," Amelia said, turning to him, "You would have a threesome with us, right?" "Ummm. I can't tell what's happening here." "I'm not fucking with you. I promise. Answer honestly. Would you like to have a threesome with us?" Matthew looked at her, then looked to me, and back to her. He swallowed and said, "Yes?" I felt myself get wet at the idea. I couldn't believe we were pulling this off.
"Come on!" Amelia said, acting all childish and petulant to me, "I know you've had threesomes. Are you just scared to do one with me?" she asked. I feigned embarrassment and looked to Matthew. "Okay, I'm down," I said. "You're sure?" Matthew asked, checking in. "I'm sure."
We finished our drinks and grabbed an Uber back to our place. I'm always pretty insistent about using my apartment for safety when I have random hookups and one night stands. We came in and sat in the living room. "So, how do we wanna start?" Amelia asked. "How about this?" I said, and I scooted up next to Matthew, shooting Amelia a glance, then kissed him. He kissed me back, passionately and hard. His hands worked their way from the small of my back to my ass, and I crawled up onto his lap. "Okay, okay, my turn," Amelia said. I backed off, and she made out with him, sitting on his lap, grinding into him. She had a competitive streak.
"Should you two kiss? Warm-up?" Matthew asked. "Ummm," I said, giggling and pretending to get all embarrassed again. "I'm sorry," he said, "I don't really know what you guys had planned on doing, or if it was going to be one at a time, or how comfortable..." He was rambling another embarrassed apology. "No, no, it's fine," I said, "We're gonna have to get used to that if we wanna both go for this."
Amelia and I looked at each other, pretending to be as nervous and awkward as possible. I leaned in, then pulled back, giggling. "Here," Amelia said, and she put her hands on my cheeks. She slowly moved in, both of us laughing nervously, and gave me a teeny little peck on the lips. Amelia pulled back and looked at me, then let out an excited little squeal. She looked at me again, and I nodded. Then we went in for it. We kissed, and our tongues danced around each other's. We went on for a while, having an incredible time. She reached up and ran her hand down my arm, then gave my breast a quick little squeeze. "Aaah, stop!" I said, giggling, pulling back immediately. I could feel my heart beating between my legs.
We each feigned like we were having trouble catching our breath, smiling as wide as we could. Honestly, we were each giving award-worthy acting performances. I hid my face behind my hands and turned to Matthew. He was staring at us with big dinner-plate eyes, amazed. I giggled for a second. "All three now?"
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We started making out as a group, rotating off who was kissing who constantly, always with an extra little giggle when it was Amelia and me. Our hands were all over each other; it was hard to keep track of whose was whose. "Do you wanna come into my bedroom?" I said.
I kicked Amelia's suitcase out of the way, apologizing for it. It was a nice touch. Then we made it onto the bed. We made out a little bit more, then backed up. Amelia and I undid each other's dresses and let them fall as Matthew took his shirt off, all in a hurry. We were all down to nothing but our underwear, Amelia and I both braless. Amelia stared at me for a second, then blurted out, "Can I feel your boobs?" "Umm, sure," I said, trying to sound hesitant as if we hadn't done this dozens of times before. She cupped them in her hands and bounced them. Then she felt her own. "That's so unfair, how come you got boobs and I got nothing!" she said as she gently massaged my tits. I was blown away by how good of an actress she was. The roleplaying wasn't even her kink. She was just a natural.
"Here, do you want a turn, Matt?" I said, offering myself to him. He made out with me while he felt my tits. "My turn," Amelia said, making out with him and moving his hands to her ass. "I have an idea," I said, "Lay down. How would you like it if Amelia sat on your face?" "I'd like that," he squeaked out. She smiled at me and shoved her ass in his face, letting the little wet spot on her panties sit right over his lips. I mounted him from the other side, straddling him, feeling his cock press up again my pussy lips. The feeling of him against me made me drip. "You're so hard for us," I moaned. I leaned into Amelia, and we made out as I gyrated my hips, and she thrust on to his mouth.
It's worth noting here, my and Amelia's planning included deciding on positions ahead of time, establishing that I would lead, and setting up some safewords. We also tried to be very careful to ask Matt before doing just about anything. Despite our little white lie, we wanted to make sure that we didn't manipulate him into anything. We wanted everybody to feel safe and in control.
"What if we took it all off?" I said. Matt groaned out a, "Please," and Amelia nodded, and we both moved to the side to slip them off our panties, then got back in place. I slipped off Matt's boxer briefs while he got his first taste of Amelia. His cock was about six and a half inches, average girth, but something about it was so pretty and so perfect. I danced up on it, rubbing my lips around. My pussy was soaked, with my juices dripping down my lips all over his cock and my thighs and asshole. "You're so wet," he muttered. "Trade?" I asked Amelia, and we did. She sat on his still soaking wet cock, and I got on his face and grinded his tongue between my lips. He wasn't exactly eating me out, just getting a bit of a taste while I teased him. "Do we taste similar?" I asked. "You actually do," he said. I giggled, then kissed Amelia again while she slid her pussy against his shaft, mixing her wet with mine. Every time the tip of his tongue brushed up against my clit, I let out a little moan.
After a while, both of us were as wet as we could be, and Matt was throbbing. We rolled off. "Here, come here, Amelia," I said. I moved my head down to Matt's cock, and pulled Amelia in close to me. "Have you ever had a threesome?" I asked Matt, realizing I hadn't asked yet. He shook his head. "Wanna start with a double blowjob?" "Yeah," he panted out.
With me on one side and Amelia on the other, we each licked up the length of his cock, her following my lead. We kept doing this, licking and running our lips up one side each, sometimes our lips almost reaching around and touching each other's. Once we got up to the head, we made out for a second, letting it get caught in the crossfire of our lips and tongues. Then we'd do it again and again. "You guys are so hot," Matt blurted out, "This is the hottest thing that's ever happened to me."
Then Amelia wrapped her lips around his head, and after a few passionate kisses, started sucking him. Meanwhile, I licked the base of his shaft and moved my way down, sucking on his balls, taking one in my mouth at a time, and sucking hard enough to create some pressure. After a while, Amelia and I traded places and continued, me shoving hai cock as deep down my throat as I could, letting my spit pour out and drip down all over Amelia. "Oh, that feels good. That feels good. That feels good," Matt moaned, going crazy, but trying to look at us the whole time and save the image in his mind. We made out a little more, his head between our mouths the entire time, then pulled off.
"Matt, how would you feel about fucking us?" I asked. "Umm, absolutely, yeah," he said. "Amelia, do you wanna go first?" I said. Matt laid down on his back, and Amelia crawled up over him. She ran her pussy over him again, and then let him slip inside her. I grabbed her by the hips and guided her up and down, while Matt let his hand wander around my tits. They went for a little bit; then, we switched out. He rubbed his head up and down the length of my pussy, then slipped inside of me, and I looked Amelia in the eyes as I started making a circular motion forward and backward with him inside me. "Oh, don't stop. Harder," I squealed. Amelia held onto my hips and threw me onto his cock harder and faster, smiling wide. I could tell we were starting to compete again. "I have an idea," I said.
I laid down on my back, and moved Amelia on top of me like we were in missionary, she pulled back pretending to hesitate, then went red and gave in. We giggled and pretended to be embarrassed as our tits pressed against each other. "Hi," I giggled out. "Hi," she said back, blushing. I explained to Matt to kneel between our legs and feel free to really grab us and move us up and down, switching between our pussies as much as he wanted. We both spread our legs. He started with Amelia. I could feel her wet dripping down onto me a little as he pushed in and out of her. I looked her in the eye, and we both smiled wide. He began to thrust hard into her. Amelia and I kissed again, and she grabbed onto my tits.
Soon, he switched and immediately thrust deep inside me. He was good at hitting deep and seemed to have endless energy. I think the scenario was filling him with adrenaline. The fact that he had just been inside Amelia was so hot for me. "You both feel so amazing," he said. He went back and forth between the two of us, each of us moaning and melting more and more into one another. After a while, we were both panting, and I told him to use his mouth. He got on all four and went back and forth between our pussies, licking up our excess wet and playing with our clits. "You can get more adventurous," I said as I shifted, throwing my ass into his face. Soon he was rotating between both of our pussies and assholes, all four holes on perfect display for him, while Amelia and I rubbed our tits together, and I licked at her neck.
We sat back up and regrouped, and Amelia proposed a position. "What if you fucked one of us doggy, but one of us was underneath the other and licked you from underneath?" I pretended to hesitate for a second, but we all said yes, and I volunteered to get fucked. I set myself up in doggy, my pussy up over her face and hers right inches under mine, as if we were going to 69. "You're pussy's so pretty, I've never seen it up close," she said, giggling, "I can't believe we're actually doing this." Matt slipped inside of me, kneeling, and started slowly thrusting in and out, getting super deep.
Amelia, meanwhile, began licking at the base of his shaft when he pulled out and sucking on his balls when he was deep inside me. We had to spread our legs and get down lower for this, and I felt her tongue brush up against my pussy a little here and there. I let out an, "Oh fuck," under my breath each time. Meanwhile, my face was right up on her pussy. She smelled so sweet, and I wanted to taste her more than anything. When I was sure Matt had his eyes closed, I gently licked her clit. I was careful not to let him catch us because I thought that would be too extreme for sisters.
As the two of us moaned, Matt thrust in harder, over and over. I got tighter, my legs were shaking, and I felt myself lose control of my breathing. "Oh, I'm gonna cum. Fuck me hard." I began moaning and shrieking, cumming all over his cock, and accidentally let my face fall and bury in Amelia's pussy, whimpering, as Matt looked on. All my cum was dripping out all over Amelia's face. I quickly got up and apologized to her, pretending like it was a big deal. She said it was okay, wiping herself off, feigning embarrassment again, and asked if it was cool if we switched places.
We switched and got back to it. Getting to watch him enter her up close was so incredibly hot. I was having fun with the risk and let my tongue brush up against Amelia's pussy with every lick of Matt's cock I took. She squirted on him a little, and I excitedly lapped it all up off his shaft. In return, she licked my remaining cum off of my thighs when she could sneak it in. Matt closed his eyes and threw his head back. He was clearly about to cum.
He pulled out, and we both got on our knees on the ground in front of him. I told Amelia to follow my lead, and we both opened our mouths wide and stuck out our tongues, pressing right up next to each other, as we each reached up and hand and stroked him. After only about thirty seconds, he stroked himself a few times and moaned out that he was about to cum. "Do you wanna cum for us?" I asked. We both were fingering ourselves like crazy, and he shot more cum than I have ever seen all over both of our faces, with one strand hanging between our tongues. "You taste so good," Amelia moaned. We made out with each other, cleaning the cum off of each other's faces with our tongues as we kept touching ourselves.
I reached up and rubbed Amelia's nipples, and within half a minute, she came, squirting all over both of us and moaning in my mouth. I kept making out with her and rubbed my clit up against her knee and lower thigh. Matt knelt down behind me, and I felt his cock press between my ass cheeks while his hands grabbed my tits. He moved one hand down to my lap to help me out. Amelia crawled into my lap and straddled me, rubbing herself up against his wrist as he fingered me, and soon we both came a second time all over his hand. I crawled back up to the bed and laid down, exhausted.
We all cleaned up, and we each fell asleep on one side of Matt, him in the middle. He woke up early and chatted for a few minutes before heading out. Amelia and I looked at each other right after he left and broke out in squealing and screaming. We couldn't believe we actually pulled this off; we were freaking out. I told her how impressed I was with her acting.
I've sometimes wondered if he truly believed we were sisters or if he was just going along with it because it was a hot idea, but in hindsight, I really think we nailed it and convinced him. We both agreed that it was just about the hottest thing we ever did. It was also really stressful and decided we would need to take a little break before we try something big and crazy like that again. But it still stands out as the absolute kinkiest and wildest sex I ever pulled off.