The Roommate Trifecta

[bigvince]

Part 1

This is a story from my younger, more adventurous years. I always considered myself straight. When I was in my mid-twenties, I was exploring a lot sexually. I guess I was kind of a late bloomer. In high school, I only had one girlfriend and lost my virginity to her senior prom night. I wasn’t the most popular and I was always a little chunky so I was kind of shy around girls. But I started to come out of my shell later in life.


I had this friend named Bryan. We knew each other in high school but weren’t super close until a few years later when we started working together and then going out to bars together at night. He was a horndog and always trying to pick up girls. He wasn’t super attractive or fit. Actually he was a little bit bigger too. He wasn’t as big as me. He just wasn’t fit. I had a belly, he didn’t. But honestly he was a handsome bearded man. After I watched him leave the bar with a few different girls I asked him for some pointers. His advice was simple, “stop being such a pussy and put yourself out there more.” We laughed about it but eventually I stopped be so nervous around women and started hooking up with random people at bars. We kept at this for while where we would go out and see who could get lucky. Sometimes we’d each get a girl, sometimes just one of us, sometimes we’d both score.


A month or so into this we decide to move in with each other. My lease was running up and Bryan hates his current roommate. It’s perfect because Bryan is my best friend and he's hype because now he can take women home without worrying about his weird roommate. The first few months are a blast and I start becoming a real ladies man. We get a good rhythm down of being a wingman for each other. It seemed like every night we are each bringing home women and banging them in our rooms. One night I hear Bryan’s girl moaning from his room so I start pumping my girl harder to get her to moan even louder. Our whole apartment shook as all four of us are moaning and screaming as two headboards bang against two different walls. After we both nut, I throw on a pair of pajama pants and go into the kitchen and see Bryan in there getting a drink. He jumps at me with a big bear hug and we both laugh. I shove him off of me because I’m pretty sweaty.

“Dude, you were fucking her like a CHAMP!” Bryan says. I laugh and that is when I realize that Bryan is wearing nothing but a pair of snug black boxers. He must still be a little hard because there is a massive bulge. I can’t help but look him up and down. He’s still kind of sweaty too and is covered in hair. Like I said before, he’s not ripped or anything but I think he has a nice body. Just slightly curvy. Bryan stops drinking and is like, “Hey you see something you like dude?”


“Oh, my bad.” I’m a little embarrassed but I crack a joke to ease the tension. “Just wondering if you’re as sweaty as I am.”


“Yeah,” he says as he slides his hand down my round belly. “You’re drenched dude” We both laugh. “You’re not really hairy, huh?”


”Not like you” I point out.


“Ah well, Greeks are naturally hairy they say. My girl is passed out.”


“Same.” I say.


“I’m beat. Gunna take a piss and go to bed.” He slaps me on the back as he walks to the bathroom. I open the fridge and look for a drink. I hear Bryan start to take a loud pee. It sounds like a fire hose just opened up but I’m not really paying attention. I grab a juice and close the fridge and I see that he is pissing with the bathroom door open. He’s kind of half awake and the way the door lines up with the kitchen I can only really see his pubes. I could lean over and see what he’s working with but I stop myself and just walk back to my room. I get in bed next to my chick.


She rolls over and says, “hello there.” She’s looking down at my dick. I just realized that it is fully erect. My dick is a nice size. I don’t know if it’s huge or not but it’s pretty thick and about 7 inches long last time I set a ruler on it. So my hard thick dick poked out of my pajama bottoms when I plopped on the bed. She grabs it and starts stroking it softly. I bang her for round two before we both fall asleep.




A few weeks later, Bryan and I are at this bar that we sometimes go to. We are both kind of striking out left and right. We go after the same girl and she ends up going home with me. Bryan says that he’ll hang back and see if he can find someone so the girl and I head home. We’re in my bed rubbing on each other and kissing. I stand up at the foot of the bed and she pulls my dick out of my jeans. She smirks at it and starts to lick it. As I’m starting to enjoy it I hear Bryan come into the apartment outside my closed door. It doesn’t sound like he has anyone with him. Hey, sometimes we strike out. I don’t really focus on it because there is a hot chick slowly sucking on my cock. My pants aren’t pulled all the way down yet so I feel my phone vibrate in the pocket. I pull it out and see that Bryan texted me. “Hey, you home?”


“Yeah” I reply as the girl, I think her name was Tammy, pulls my pants down to the ground.


“Room for one more? LOL” I doubt he is being serious by this text so I just respond quickly.


“LOL” I toss my phone somewhere and get back to business. Tammy had some real good pussy but she was kind of annoying. She wouldn’t shut up after we fucked and honestly her head was only okay. Sometimes girls don’t go that deep because of my thickness which can be kind of annoying. I told her I was going to get us some waters so I could leave her alone. When I get to the kitchen, Bryan comes out of his room to join me.


“Hey man, how’s it going in there?”


“You heard her didn’t you?” I joke.


“Yeah” he laughs.


“Struck out, huh?”


“Yeah. Oh well.” We both don’t say anything as I open the fridge and pull out two water bottles.


“You could always fuck her.” I joke. We both laugh.


“I could be into that.” Tammy says from the kitchen doorway. Neither of us realized she was standing there wearing nothing but my t-shirt.


“Oh yeah?” Bryan says.


“Woah, I was joking.” I walk back to her with the waters and start moving her towards my room.


“No, I’m serious. You guys down for a triple connection?” She offers.


“I don’t, uhhh, I don’t really kn—”


“I’m down if you are.” Bryan interjects.


“What?” I reply.


“C’mon,” Tammy grabs my hand. “It’ll be fun.” She pulls me next to Bryan so we’re both standing in the kitchen next to the fridge. She gets down on her knees in-between us and looks up. “Let’s go, boys. Whip ‘em out.”


“Oh, you’re a little slut, huh?” Bryan says to her. He looks at me and shrugs. I take a second and shrug back then pop my shirt off. He does the same. I throw my pants around my ankles. “Woah.” Bryan says as he looks at my dick then he follows suit and throws his pants down.


Tammy grabs our cocks right away and starts tugging them. Our cocks get hard immediately and I notice how long Bryan’s is. It is so long. It’s about average thickness but, man, his shit looks like a diving board. Like it goes so far out. Tammy starts shoving my dick into her mouth as she keeps jerking on Bryan for a bit. Then she switches and starts deepthroating Bryan as much as she can. She almost gets half of it down. In my head I’m like “wow, now this chick decides she can throat a cock.” So I start rubbing my dick around her face as she sucks on Bryan. Bryan grabs the back of her head and pushes it farther. She gags a bit and pulls off it. We each start rubbing all over her face. She grabs me again and spits on my cock.


“Open wide.” I tell her and she does so I can shove my fat dick into her little mouth. She can’t take it very far at all and gags a little as I take it out of her mouth. She keeps jerking us both off then she starts rubbing them together like two sticks. It feels really good. I try not to think about the fact that my dick is touching my best friends. I just enjoy it. Bryan and I breathe heavily as she sword fights our cocks together. Then she tries to shove them both into her mouth. We help by jamming them together. The heads barely fit in but we play around with her mouth and our dicks as a trifecta for a while until Bryan starts moaning. He pulls back and starts jerking himself. He’s about to pop to I start jerking myself too. Tammy prepares herself for a double facial. Bryan jerks faster and faster until he shoots one thick rope of cum across Tammy’s right cheek and eye. She moans as the hot load hits her. Bryan rubs the cum around her face with his dick and then I start cumming. I shoot 3 big ropes across her lips, cheeks, and eyes. The last shot landed on Bryan’s dick and hand. All three of us moan and I start rubbing the cum around too. We both rub our dicks around the cum and each other and Tammy’s face for a few minutes while we moan and breathe heavily. I rub some cum out of Tammy’s eye and then rub it onto Bryan’s dick. He moans as he feeds it to Tammy who opens her mouth up for it. We play around for a bit until I finally pull away and Bryan does the same.


I hand Tammy a towel that is nearby and we all relax a bit. Tammy cleans herself and stands up.


“You boys are a riot. I have to check my phone!” She scampers off to my room and Bryan and I stand there. I try not to look at him for a second but then we lock eyes.


“That was fun, I guess?” I say.


“Yeah…” Bryan says and he looks down at my dick that is getting softer but still dripping precum. I look down at his. It looks like a tube sock in the wind and is covered in cum. “Is this yours or mine?” We both laugh as he grabs the towel that Tammy left on the counter.


“Hey boys, I have to run.” Tammy comes out of my room with her clothes all on. “My husband wants to know where I am.”


“You’re married?!?” Bryan and I say in unison.


“Did I not tell you that? Either way, I have to head home. You have my number. Byee” She leaves with a bounce in her step and we both crack up as soon as the door closes behind her.

 

[bigvince]

Part 2

A week goes by and Bryan and I don’t really talk about the double blowjob. It just doesn’t come up. I can’t really tell if things are different or not. The week just kind of goes by like normal. The weekend hits and we’re back at the bar scouting for a lady. I start hitting it off with a chick who is pretty hot. She has a belly button ring and let me touch it. I make my way to the bar to get us a drink and find Bryan. I point her out to him.


“Do you think she’s down?” He asks.


“I think so, I was just rubbing on her body.”


“No, like down for a little triple action?” He asks. I laugh and then realize he’s serious.


“Wait…”


“I mean…I had fun. Didn’t you?”


“Yeah, are we finally going to talk about it?” We’re both kind of yelling because it’s a loud bar.


“We can,” he says. “Maybe not here. But I’m down to do it again. Huh??” He asks. I think about it for a second and honestly it was fun. I’ve been wanting to explore things a bit more and I didn’t really think this was gay or anything. Maybe a bit of a gray area honestly. More like bros hanging out. It happens in straight porn all the time so why not, I think. After not saying anything out loud for a minute I finally speak.


“I’m down.” Bryan smiles and I go back to my girl with a drink for each of us. I stand next to her close and hand her a drink. Bryan stands on the other side of her. “This is my roommate Bryan.” She turns and smiles at him and Bryan gets as close as I am to her kind of pressing against her. The smiles disappears from her face and she looks at me in disgust. She walks away immediately.


“What a bitch.” Bryan says in my ear.


“I don’t think this is going to go smoothly, man. Why don’t we try to find our own girls.”


“Nah,” Bryan says. “It’s just a different type of game we’re playing now.” I laugh at his determination. We spend the next hour or so at the bar trying a few different tactics. I’m not trying too hard to push the threesome thing because I’d rather get laid either way. I’m striking out left and right until I see Bryan chatting up a girl across the room. He’s pointing at me and talking in her ear. She smiles as she looks at me and listens to Bryan. He throws me a quick thumbs up behind her back.


“No way.” I think to myself.


Not that long after, the three of us are stumbling into the apartment. This chick is crazy down. She was kissing Bryan and then kissing me the whole way home. Bryan ushers us into his bedroom. She drops onto the bed and sets her purse on the ground. I sit next to her and Bryan goes to grab us a drink. He comes back quickly with something for each of us but the girl and I are already making out. She stops when Bryan walks back in and smirks then taps the other side of her for him to sit down. She swaps back and forth between making out with both of us for a good while and I start taking her clothes off. She slowly lays flat on the bed and Bryan and her keep kissing as I take her panties off. Bryan is playing with her tits as I start playing with her pussy. I undress myself and then start licking her. She moans into Bryan’s mouth and he starts kissing on her nipples. I see Bryan’s clothes get thrown behind me as I swirl my tongue around inside her. I stand up with my cock fully erect in-between her legs. Bryan gets onto his knees on the bed so his hard cock is pointing at her face. She nods at me with anticipation. I look at Bryan who also nods and I start rubbing the head of my dick around her labia.


She grabs Bryan’s long dick and starts stroking and sucking it. She moans as I press into her. Bryan throws his head back as she goes deeper on his cock. After a few hot moments, I’m banging her hard as Bryan rubs her all over while she gobbles on him. I’m jamming my fat cock into her and feeling her pussy stretch around me. She’s gushing the whole time and obviously loving everything that is happening. I feel her cum hard and she pulls Bryan out of her mouth to scream as I give her one big shove. I leave it in there while she cums then slowly pull my dick out of her. I’m still rock hard but I move away so that Bryan can have a turn. As he gets up from the bed I watch his long dick bounce around. I wonder for a second if his long dick is an optical illusion. Like if my belly weren't so big would my dick look as long as Bryan's? I brush off the thought of my buddy's dick and get back to it.


Bryan and I switch positions and she sucks me off while he long strokes her into another hot orgasm. We’re all breathing and sweating and moving for almost an hour. When Bryan pulls out of her he lifts her legs so that he can see her asshole. “Do you want us at the same time?” He asks her.


“Umm, sure.” She says in a cute unsure way. I think she just didn’t want to sound like a slut by agreeing right away. “But, I don’t think you’re going to fit in my ass.” She points at my beer can. We all giggle as she gets up. “Here.” She gestures for me to lay on the bed so I do. My cock points straight up in the air.


“Look at that big boy.” Bryan jokes. We all giggle again.


“I’m the big boy? Look at you!” I point my dick at Bryan’s as a joke and he steps forward and taps my dick with his. We rub them together a bit and I kind of get lost for a second. I like seeing his against mine. We each are grabbing onto each other and softly jerking both cocks at the same time but mostly rubbing them together. I don’t think I’ve ever touched a dick that wasn’t mine before.


“Okay, boys. Don’t forget I’m here.” She jokes as she swings a leg up and straddles me. My hard dick is against her ass as we start kissing again. I don’t even think about the fact that both our cocks were just in her mouth. In fact, it was kind of hot. She lifts herself up and reaches down towards my crotch.


“I got it.” I hear Bryan says as I feel him grab my dick and push it inside her pussy. She moans and then starts kissing me again. She rocks herself onto me and starts bouncing on my dick. I see Bryan walk around to his bedside table, open a drawer, and pull out a bottle of lube. He goes back to the foot of the bed and I feel his heat on us. The way I’m sitting, my feet are off the bed and I'm laying flat while she is riding me on top. We are face to face. So Bryan is standing between my legs lubing up both himself and her asshole. I can’t really see too much but I can tell that he got in because she starts to go crazy.


There isn’t much thrusting I can do, just enjoying myself, while Bryan fucks her ass from behind. Her pussy is gushing all over me as it vibrates up and down onto me. At some point though, Bryan starts fucking her really hard and she hugs me with her head next to mine. This gives me a clear view of Bryan who is pounding her relentlessly while staring into my eyes. We lock into each other as he keeps thrusting both of us up and down for what seems like forever. We moan harder and harder while looking into each other. It almost feels like he’s fucking me. I don’t know how to feel but I’m trying not to overthink it and just keep moaning with Bryan as he pounds us harder and harder into the bed.


Many minutes later we both start to crack and all three of us scream as Bryan and I cum at the same time. We each drop our own load into her as we continue to scream while locking eyes. Bryan pulls out of her but I keep cumming as his load drips out of her and onto me. I shoot a few more into her pussy and left out a sigh. She hangs her head on the bed then I gently get her off of me. As she slides off, even more cum drips down. I’m covered in cum from both of us. She plops onto the bed next to me but Bryan is still standing there in between my legs. His dick is dangling near mine. I'm drenched in sweat and covered in cum and pussy juice. Without moving too much, he reaches over and grabs a nearby towel. He looks at me and then wipes all the cum off of me. He makes sure to clean it all up by lifting my dick up and getting around my balls and wiping the towel under my belly. I just watch him do it all without saying anything. Then he wipes himself off and hands her the towel as he drops down on the bed next to her.

Us three sat there for a long time, catching our breath and not speaking. This is one of the biggest orgasm’s I’ve ever felt. I finally sit up as I feel some of the sweat on me starting to dry. Bryan turns on his TV and puts a movie on. It was a comedy. We sit and laugh for a bit before we all fall asleep.


The next morning, the chick left kind of quickly and I get up to start making us some eggs. Bryan comes into the kitchen while I’m cracking eggs into the pan.


“That was…interesting.” I finally break the silence.


“Yeah…it was fun.” He replies.


“It was little gay though, yeah?” I’m just speaking freely at this point.


“It did feel a little gay.” We both laugh. “But I mean…we were fucking a chick.”


“Right. We fucked her together. I don’t think that’s gay. Is it?” I ask.


“I mean…who cares? To be honest, I think as long as there’s a chick there it’s not gay.” He says.


“Right. But like you said, who cares?”


“I don’t care.”


“I don’t care either I just don’t think I’m into the gay stuff.”


“Well good thing that wasn’t gay then.” He jokes and we both laugh. I keep cooking the eggs. “Your cock is huge, dude.”


“What? Have you seen how long yours is?”


“Girls care about girth more. That’s why you got to fuck her first.”


“I don’t know.” We keep talking about girls and our dicks for the rest of the morning. The rest of the week goes normal except we seem a little closer than usual. During lunch breaks he would run to the store and would bring me something. We didn’t spend much time away from each other. We also stopped wearing as much clothing around the house. Mostly walked around in boxers or pajama bottoms with our dicks on display. I would walk by the bathroom while he was pissing with the door open and make a comment on his long dick. “There’s that diving board.”


We talked a few more times before bed throughout the week. We decided it was fun and we should keep exploring. Personally, I wasn’t sure how to feel about the eye contact thing. It felt like Bryan was pretending that he was fucking me so I was questioning whether he wanted to or not. I didn’t say any of this to him. I think I was afraid of what he’d say. We both did agree that we don’t want to force the guy-on-guy stuff and that it was more about doing a girl together.

 

[bigvince]

Part 3

That weekend Bryan had to go see his parents so it was just me at the bars. I was enjoying my space away from him. I kind of wanted to try sex without him being in the same room again. I meet this insanely hot chick. I find out her name is Sarah. She has the craziest body I’ve ever seen. Huge tits and a real nice ass. She is the perfect girl for me and seems like a freak because it takes me no time to get her home. I tell her we can hang out in the living room because my roommate isn’t home and she is like, “that’s too bad. Could’ve had fun with you both.” I just smirk like if only you knew, girl.


We start making out on the couch and things get real heavy real fast. This chick is crazy. I start eating out her pussy right away and it tastes so good. Like I don’t want to stop, but she pulls me up and tears my clothes off quickly. She takes a look at my beer can and raises an eyebrow.


“That’ll do.” She says and she takes her bra off. She’s now completely naked and I’m looking at one of the sexiest women I’ve ever seen. I reach down to feel her tits and she slaps my hand. “Oh, no. You think you can touch me just yet?”


“What?” I’m not really sure what is happening.


“Oh, you’re being a bad boy.” She responds and I now I’m starting to understand.


“I am a bad boy.” She reaches down into her big purse and pulls out some satin rope. She gets up and pushes me into the couch. My cock and belly both flop around as I land. She ties my hands together so they are above my head.


“I like to punish bad boys who think they can touch me.”


“Uhh, I’m sorry, Sarah?” I’ve never done this kind of thing before but my cock is rock hard.


“SHHH! You call me Mistress.”


“Yes, Mistress.” She smiles approvingly at me. She gets on her knees in front of me and grabs my cock then looks up at me. I’m so excited.


“Oh, no. I don’t think this is going in my pussy.” She slaps my cock in her hand a couple times and I let out an oh. “What did you say?” She barks at me.


“Nothing, Mistress.”


“I only want to hear you moan from now on.”


“Yes, Mistress.”


“NO MORE TALKING!” and she shoves a ballgag into my mouth. She doesn’t strap it behind my head so there’s two leather straps just dangling by my face and I bite down on this stress ball thing as she lowers back down to my dick. “This is a pretty thick cock though.” She looks up at me and spits on it. I moan. She plays with my dick for a while and then starts teasing me by barely sucking on it. I never thought I’d enjoy this so much. She grabs my ankles and lifts them up so I slide on my back. I scootch over so I’m laying fully on the couch and she gets on it too so she’s back between my legs. “Such a big boy with a nice big cock.” I moan into the stress ball as she jerks me off. “You probably want to fuck me don’t you?” I moan even louder but she laughs and lifts my legs up higher. She lowers her head down and starts eating out my ass. I squirm a bit at first but she slaps my thighs and I stop and let her go to town. Her tongue swirls all around my asshole as I get used to the new feeling. She gets up every now and then to ask questions like “you like that?”


“mmmmm” I moan.


“I’m not your slut. You don’t get to fuck me.”


“mmmm”


“You’re my slut.”


“mmmm”


“You’re my slut?”


“mmmmm”


“You’re my slut!!”


“MMMMMMM” I yell into the gag as she slides a lubed up finger into my ass. She starts aggressively fucking me as I keep moaning. It feels so good and she keeps yelling orders at me.


“This isn’t as big as yours,” she pulls out a pink dildo that’s shorter and thinner than my dick, “but it’ll do.”


“ohhh” I’m still muffled from the gag.


“You ready for me to fuck you?”


“mmhm”


“You going to be my little slut tonight?”


“mmhmm” I barely finish responding as she slides the dildo into me. It’s a brand new feeling. All I feel is pressure and it feels…weird? But a few strokes later it feels good. She slowly fucks me until I relax then she starts jerking me off again. We moan together as she starts fucking me faster and faster. I start arching my back and the straps for the ballgag keep dangling around my face. I thrash around as she fucks me aggressively. She finally pulls the dildo out, to be completely honest, as it slides out it kind of feels like I'm taking a shit. I've never had anything but that come out of that hole before. But as soon as the dildo slides out of me I instantly shoot a huge load into the air and it drops onto my belly. She keep jerking me.


“I know you have more for me.” She says as she keeps stroking. I moan louder and louder and she keep stroking until she feels me swell up and holds my cock as four more ropes fly out. The first one hits her in the face so she points my dick towards me and I bust all over my chest and chin. “Good boy.” She says and she rubs my dick against my belly. She takes the cum off her face and says, “Wow, you weren’t allowed to cum on me. Here.” She takes the ballgag out of my mouth. “Open up.” I do what she says and she goes to feed me my cum. I sort of back my face away but she looks at me sternly. I bring my face back to hand and lick the cum off her finger. She closes my mouth and I swallow without thinking. Then she kisses me aggressively with lots of tongue. She lets off and my head drops to the couch. She sits next to me as we both catch our breathe.


“Oh my god.” I finally say.


“Yeah…you did amazing.” I notice her voice changed back to normal.


“You do this often?” I ask as I sit up, realizing I’m no longer taking orders.


“Not as often as I’d like. You?” She starts untying the rope from my hands.


“First time.” A second passes. “Actually, that was all a completely new experience.”


“Wow, I’m glad you’re so open. Hopefully I didn’t push you into something you didn’t want to do. Next time feel free to tell me if you don’t want to do something.”


“No, I wanted to do all that. Thanks though. So…there’s going to be a next time?”


“Don’t be so needy, buddy.” We both laugh as she starts to pack up.


“I’d really love to fuck you next time.”


“Oh well…you gotta earn this pussy.” She gets up and grabs her things.


“I haven’t earned it yet?” I ask. She raises an eyebrow and grabs my phone from the coffee table.


“Call me sometime.” She kisses me on the forehead and leaves. I sit there naked for almost an hour just reliving what just happened before getting up to take a shower.


The next night I’m back at the bar. Bryan is still out of town but I’m enjoying myself. Last night was crazy, it felt like I got to explore myself even more and didn’t have to deal with whatever Bryan was dealing with too. I talked to a few girls but either I wasn’t interested or they weren’t. It gets towards the end of the night and I decide to text Sarah. Not long after, we’re at my place again.


This time she’s got me naked on my bed spread out. She’s wearing a sexy lingerie set and rubbing one of those leather sex paddles all over my body. She’s calling me a bad boy again and I keep agreeing like “Yes, Mistress. I’m a bad boy.” She straddles my chest and I feel her warm pussy on me.


“You want to fuck me so bad, don’t you?”


“Yes, Mistress. Please let me fuck you.” This isn’t just part of the game. I really want to plow her. My dick was so hard too. She stuck her fingers in my mouth and I sucked on them. Then she got up and stepped on my chest. I groaned but she slapped me with the paddle to shut up. She tells me to roll over, which I did and moves me to where I’m on all fours.


“You know, you have a nice ass.” She tells me. Honestly, I never thought of myself as having a nice ass. Never really thought of it before. I had this mirror on my closet door and I looked over and, to be fair, my ass is pretty round. She slaps it and I moan. “Yeah, I’m gunna fuck that ass again.”


“Please, Mistress. Fuck my ass.” I’m doing whatever she wants until I get that pussy.


“You dirty boy.” She spanks me again and then starts rubbing my hole. She lubes up her finger and plays with my hole while I moan. I didn’t even notice her put the strapon on until I looked over at the mirror and saw her behind me with a dildo hanging in front of her pelvis. This one was black and was not at all as small as the last one. She starts rubbing it against my hole and I let myself go. As soon as she presses inside me I grunt. “That’s right.” I feel her hands on my hips and she starts plowing me from behind. I enjoy every moment of it. This time it doesn't just feel like pressure, this time it feels good to get fucked. She fucks me from behind for a long time until she turns me over and starts fucking me missionary.


My head is thrown back just enjoying anything this woman is doing to me. I don’t even know how long it’s been she just keeps on fucking me. She rubs my belly and chest as she rocks the strapon in and out of me and I reach up to feel her tits but she slaps my hands away and grabs onto my face. I remember my place and let my arms fall back down to the bed. She starts fucking me really hard for a few minutes and ends with a final deep push. We both scream and she slowly pulls out. Cum starts gushing from my dick as the dildo drops to the bed.


“Jerk it for me.” She tells me and I grab my cock and start jerking. She grabs my jerking hand and points my dick to my face like last time. I raise my hips and she helps me jerk faster and faster until I unload three shots of hot semen onto my own face. The last one shoots into my mouth on accident but I swallow without even thinking about it. She collapses on the bed next to me. I sit there with my own load on my face until she hands me a towel.


“That was awesome.” I say as I wipe myself.


“Yeah, it was,” and she kisses me. Again, her voice went back to normal. We make out for a moment and then lay there together. She takes off the strap and I look down at her incredible body. I cautiously reach down and put my hand on her stomach. She doesn’t stop me so I rub around a bit but as soon as my hand starts to go towards her crotch she grabs my hand and pulls it away.


“I still haven’t earned it yet?”


“Almost.” She says.


“I really want to fuck you, baby.”


“I know. But you have to earn it.” She tells me and I lean in for another kiss. We hang out for a few hours and watch a movie without leaving my bed. She takes off after the movie ends and I go take a shower.

 

[bigvince]

Part 4 (final)

Bryan was back the next day. I told him about Sarah but didn’t go into details about what we did together. I kind of wanted to keep her to myself so all I said was that things were crazy freaky but she never let me fuck her, just a lot of freaky foreplay and stuff. He bought it but he kept asking for details. He didn’t hook up with anyone while he was away and kept talking about how he needed to fuck something the whole week. I wondered to myself if he even tried to hook with anyone. Like maybe he didn’t want to have sex without me present or something. We usually only go out on the weekend, but Bryan was so horned up he talked me into going out on Wednesday.


We hit this club that was actually kind of packed for a weeknight. There was a DJ there that brought in a crowd I guess. We're working through the crowd. Bryan is talking up some people and I'm not totally feeling it. I have work in the morning so I'm just kind of being chill. Out of nowhere someone jumps on my back, "hey big boy!"

I turn around and it's Sarah. She is looking crazy hot as usual. We're chatting and I found out she doesn't work tomorrow so she's living it up. Bryan sees us eventually and walks over. She sticks out her hand and introduces herself.

"Did you say your name was Sarah? As in the Sarah?" He yells over the music.

"The one and only!" She sips her drink as Bryan shoots me a look. "I take it our guy has been talking about me?"

"He won't shut up about you!" Bryan says I nervously laugh.

"So you must be the roommate?" She shoots a look at me as she asks.

"Bryan, nice to meet you. I'm going to grab another drink." We watch him walk off to the bar.

"Well he might do." She says to me smiling.

"Look," I already know what her freaky ass is thinking. "I don't mind saying tagging along with us, but I'm still trying to earn that pussy of yours."

"I know, sweety." She tugs on my ear playfully. "That is how you can earn it." She points over at Bryan leaning against the bar. I, honestly, wasn't sure if I wanted to get back in bed with Bryan and another girl right away. I had a blast on the weekend without having to worry about all the weird feelings that came with hanging out naked with my roommate and best friend. But this girl was worth whatever she was putting me through. I figured 'fuck it' and went to tell Bryan.

I barely had to tell him anything and he was down. In my head, I was just telling myself that he was excited because Sarah is super hot but I also think he dragged me to this club so we could do a chick together again. Like does he ever want to have sex without me being part of it?

I don't think too much of any of it as the three of us head to Sarah's place. We took an Uber to her small house not far from the club. She tells Bryan and I to relax in her living room while she makes us all some drinks. There is a regular-sized couch and two couch chairs in the room. I sit on the couch and Bryan grabs a chair. Sarah comes out with drinks for all of us and starts some music on her TV.

"So, uhh, is that your bedroom?" I point to the door connected to the living room.

"Yes, but you have to earn the right to go in there." She smiles as she hands me a glass. I look to Bryan and he has a very excited look on his face. Sarah sits down next to me on the couch and I go in for a kiss. She kisses me back. Bryan watches as we softly kiss of a bit. Sarah stops and looks at him. "You're going to need to come closer if you want to have any fun." Bryan takes no time to hop to the other side of her on the couch. She kisses us both and starts rubbing on our cocks. Bryan goes to touch her tits but she slaps them away. "You don't get to touch me."

She slips down to her knees in front of us and starts tugging at our clothes. We take the hint and start undressing. She takes her skimpy top off but keeps her bra on. We both pull our boxers off and our semi-erections pop up next to each other. She grabs them both and starts to gently play with them. "Stand up, you two." She says with a raised eyebrow. We both stand up with our now hard dicks pointing at her.

"You like that, baby?" Bryan asks. Sarah shoots a look at him and then slaps his cock.

"You call me Mistress."

"Yes, Mistress." He responds.

"You want to earn it tonight, big boy?" She asks me.

"Yes, Mistress. Please, Mistress." I plea to hell as she starts to stroke our dicks. She spits on mine and then rubs it against Bryan's. Our dicks are pressed against each other and she finally says, "Kiss for me, boys." We just look at each other. "I want you to kiss."

We look at each other and shrug. This isn't a hard decision. I want to finally fuck her and my dick has touched Bryan's before. I lean and we peck each other on the lips. She tells us to kiss again so we do. She tells us louder until Bryan finally grabs my face and shoves his tongue in my mouth. I shove mine back into his. We start making out and I feel his beard on my face. I can feel Sarah jerk us off harder as we both really get into it. She moans encouragingly for us.

"Okay, you." She points Bryan. "Back in your chair." She points at the couch chair he was originally sitting in.

"Yes, Mistress." He plops back into it. She follows him and pulls out some handcuffs from the back of the chair. They must've been attached to the chair already somehow but she quickly cuffs him to the head. His arms are above him and he's laying slightly reclined, fully nude. I look over at my bud with his slightly curvy but extremely hairy body. I think this is the first time I've seen his hard dick while he was laying down. It went way past his belly button. His balls hanged below looking full and hairy. Sarah ruffles his hair then gives his a good kiss before turning to me beckoning me over with a finger. I get up and start to walk over.

"No, crawl like a good boy." She tells me. I've listened to everything this women has told me so far and I wasn't about to stop so I get down on all fours and crawl over to them. She points toward Bryan's dick so I crawl between his legs and look up at her. She stares at me for a second and I take the hint. I look over at Bryan's towering cock then up at him. Then I look back at Sarah. "Earn it." She says.

I look back at Bryan who is just breathing down at me. He isn't saying yes but he isn't saying no so I grab onto his dick and start jerking it. Sarah makes encouraging noises as Bryan starts to breathe heavier.

"It's looking a little dry." She says so I spit on his dick and keep working on his shaft. Bryan looks like he's fully enjoying himself and I start to get into it by using both hands. I decide to go for it and point the dick at me and start licking the tip. Bryan starts moaning like crazy. I'm working the head around with my tongue and my lips but Sarah shoves me down onto him and a good chunk of cock slides down my throat. I start working my neck while still jerking his shaft. I feel like I'm a natural and suck him off they way I would like to get sucked off. He moans and squirms around. I look up at him with my dick in his mouth then plunge back onto it. I slide the long dick out of my mouth and drool drips all the down the shaft. I lower down and lick it up from the base to the tip and put him back inside me. "Good boy. Good boy." I realize Sarah is behind me now. She starts eating my asshole out and I moan with my roommates dick still in my mouth, making him go crazy.

Sarah works her lubed up fingers and tongue into my asshole for a bit while I get really comfortable sucking off Bryan. I'm doing all the stuff I see him porn like slapping my face with it kissing down the side. I was licking his balls when I feel Sarah start to push for me to stand up. I stand up and my beer can is crossed with Bryan's diving board. We just look at each other and breathe.

"Sit on it for me." She says.

"Oh, yes." Bryan moans.

"You talk too much!" Sarah says and she pulls out a ballgag and shoves it in his mouth. I reach over and tighten the strap around his head. I didn't want it dangling like it was for me. "Sit on it for me." She repeats. I look at her then Bryan who is sweating all over. I get on his lap and sit down so that his dick is against my ass.

I pull down the ballgag and start kissing him. We make out hard while I gyrate my ass against his cock. I don't know what I'm thinking. I raise my ass up enough and I feel Sarah grab Bryan's cock and put it against my hole. Bryan starts to exhale but I slip the ballgag back on him as I push down on the head of his dick. I slowly bounce up and down as I feel the head start to slip in. It doesn't feel as easy as the dildos that Sarah used on me and I am also afraid of doing it wrong so I take it really slow. Once the head is all the way in though I forget to go slow and start bouncing. I wrap my arms around Bryan as I ride his dick. My ass is bouncing as I start to take longer strokes. I slow down but Bryan works his hips to start fucking me and I grab him tighter and let him. He pounds me for a long time until I feel his cock swell up. I drop down as far as I can without too much pain as he shoots a big hot load into me while screaming into the ballgag.

I lift my ass up really high until I feel his cock drop out of me. Mine is still rock hard. I pull down the ballgag down again and kiss him some more. Then I sort of stand up so that my cock is align with his mouth. I rub precum around his lips and he licks all around my head. I get off of him, drop down onto the couch and sigh heavily. My fat cock still fully erect. Sarah unlocks the cuffs from Bryan's hands then comes over and gives me a kiss. "Good job, big boy." She says to me softly and she walks through her bedroom door.

I lay there breathing for what seemed like 10 minutes. Lost in my thoughts about what just happened. I'm trying not to question it too much when I hear Bryan walking over. I look up and he is standing over me. I'm laying on the couch spread out with his cum dripping out of my ass. He lifts my legs and gets on the couch with me. He cock starts to grow in his hand as he presses it back into my ass. It slides in a lot easier this time and he pounds me missionary style. We kiss and rub each other as he gets as deep as he wants. I bite on his ear and rub his beard as he long strokes my asshole like it was a pussy. He slides out of me and I turn over on all fours. He grabs my hips and pounds me from behind. It felt good when he slapped my ass. We both grunt for several more minutes until he shoots another hot load deep into me. I turn around and kiss him aggresively. Our tongues are swirling hard. His dick is deflating while mine is still dripping precum everywhere. I get off of him and he slumps down in esctasy.

For some reason, it feels like my veins are coursing with adrenaline. I'm fully alert. I'm breathing heavy, and I'm rock hard. I walk over to Sarah's bedroom door and go through it. I find her on her bed spread out in a new skimpy outfit. "'bout time you came in here."

"I was taking care of something for you." She smirks and beckons me over. As I walk toward the bed she opens her legs to reveal she's wearing no panties under the lacy skirt. I see her pretty pussy. I go right for it. I press my head against he perfect pink and it gushes immediately for me. It takes me a long time to start fitting my fat head into it. She quivers as I start stroking. I jammed my hog into her for around 40 minutes of some of the best pussy I ever had. The whole time I feel how wet my asshole is. At some point, Bryan walked into the room. We locked eyes but he just sat by the bed and watched. All three of us kept looking at each other as I had some of the best sex I've ever had. I nutted so hard inside of her. Bryan relaxed by the bed while we cuddled.

We had to head home so we can be ready for work in the morning, but that's pretty much the beginning of my sexual adventures. I started dating Sarah after that and Bryan and I kept living together. Bryan stopped taking so many girls home because he would fuck my asshole before I fucked Sarah. Whenever I fucked Sarah at home, Bryan would watch and sometimes jerk off. Sometimes he would suck me before I went in there but Bryan and Sarah never did anything to me. I would be the one to fool around with them but never each other. It was a wild relationship. It ended many years ago. We talk every so often, but things change over time. Sometimes I wish I was back in that apartment getting railed by my best friend while my girlfriend watches. Then railing my girlfriend while my best friend watches. But time waits for no one.

 

[Infamous Hacker]

Such a sexy story! Thank you for sharing it!

 

[bigvince]

Thank you! I'm glad you enjoyed it!