The time I (27M) got drunk and let my roommates (25F) friend (25F) peg me.

This is my second story about my roommate and her friend. Read the first story linked in the comments, and feel free to leave feedback in the comments. I'm not a writer, and I write these on mobile, so please forgive the lack of formatting, but I'll try my best.

This story takes place only a couple of days after my previous story (linked below).  My roommate must have really enjoyed her tinder hookup because only a couple of days later, she invited her back over to the house to have some drinks and play some games.  We're making drinks and playing Xbox in the living room.   Eventually, we decided to switch from Xbox to some drinking games, and we set up the dining room table for beer pong.  Since I'm the reigning household beer pong champion (and the third wheel in this particular hangout situation) we decide we'll play two v. one with my roommate and her friend on one team, and myself on the other team. 

I'm going to briefly interject into the story here to provide descriptions of my roommate and her friend.  My roommate is petite and about 5'4 inches tall. She played a lot of sports in high school and stayed active, so she's extremely slender with perky "A" cup breasts and a toned butt.  She has curly dark hair that she usually keeps up in a messy bun.  Her friend is a bit of a gym rat with a much more athletic muscular build.  She has round "C" cup breasts and an amazing ass.  Her hair is light colored and cropped very short. 

While we're playing beer pong, the conversation drifts to all of our various sexual experiences.  My roommates friend admits that despite identifying herself as a lesbian, she has occasionally had hookups with guys but would never date one.   She also admits that she's long wanted to find a guy to let her peg him.   This piqued my curiosity.  I've never been pegged before, but I do enjoy an occasional finger up the bum, and I have a policy that I'll try just about anything once.   I casually tell my roommates friend over the beer pong table that she can peg me if she wants to.   Her reaction is a bit stunned, and she probably thinks I'm joking.  "Seriously?"  "Yeah." I tell her.  "I'll try anything once, and I've never tried being pegged before."  My roommate offers up that she has a strap-on we can use.   So we gather up our drinks and make our way to my roommates bedroom.  

The whole process starts out very "matter of factly."  We have a mission to accomplish here.  My roommates friend strips down to her panties, exposing her large natural breasts, and begins the process of strapping on my roommates provided (and thankfully much smaller than the one she used a few days ago) dildo.  I get naked as well and lay down on the bed.   I'm starting to get a little bit nervous at this point, my drunken confidence waining slightly.  But I'm also fully erect, and I'm not turning back now.   My roommate takes her shirt off, exposing her small perky tits (neither of them were wearing bras, I noticed.  Free the nipple) and helps her friend tighten the straps around her waist.   The friend takes position at the edge of the bed and hooks my knees over her elbows, spreading my legs.  My roommate squirts a generous helping of lube on the dildo and spreads it around before applying a bit more to my asshole and spreading it around there, too.  My roommate begins fingering my ass and immediately pre-cum starts dripping from the end of my engorged penis.  Her finger feels so good in my ass and gives me a bit of optimism for what's about to happen.  Satisfied with her lube job, my roommate gives me a nod, and I tell her friend, "Okay, gently now."  The friend gently presses the tip of her dildo against my ass hole and slowly rubs it around before gently adding pressure and pushing it into me.   The sensation is hard to describe.  It wasn't unpleasant or painful. She was extremely gentle, and my roommate had done a good job lubing everything up.   But it wasn't until my roommate starting stroking my cock in unison to the dildo entering me that I really started to enjoy it.  It was also extremely bizarre to be on my back with my legs spread, with a girl hooking my legs over her arms and fucking my ass.  Very much a roll reversal.

Shortly after my roommate starts stroking my cock and insane amount of pre-cum starts leaking from the tip of my dick.  More than I've ever seen myself produce before.   The sensation was pure pleasure.  I laid my head back and let the feelings wash over me.   Several minutes later I hear my roommate say something like "do you mind if I get on his dick?" I open my eyes, she's talking to her friend who shakes her head no, she doesn't mind.  I look down at my dick and see it is more engorged than I had ever seen it before, with pre-cum still leaking out and pooling on my stomach.  Strings of it lead back to the tip of my dick and my roommates fingers wrapped around my shaft.  My roommate gets up and pulls her pants and panties off in one fluid motion.  Her pussy is smaller and pink and shaved completely bald.  She straddles me and places her pussy hovering about an inch over my throbbing penis and I notice her pussy is dripping wet.  She gently lowers herself down onto me, and using her hand guides my dick inside of her.   Her pussy is *extremely* tight, and I can feel it stretching around my dick as she lowers herself down onto it.  Once I'm fully inside of her she places her hands on her friends shoulders for support and begins to raise and lower herself on my cock.  The feeling is indescribable, the sensations almost overwhelming.  My cock is in heaven.  After her pussy is well and warmed up she drops from resting on her feet to resting on her knees and begins to quickly rock her hips forwards and back on my dick,  she also begins moaning very loudly.  After only about a minute of this she says "oh fuck,  I'm gonna cum, I'm gonna cum" and quickens her back and forth motion on my dick before her legs tighten against my hips and start shaking as her body is racked by orgasm. 

After my roommate is done cumming she climbs off my dick, and her friend gently removes her dildo from my ass.  "OK, my turn."  The friend states.  "Your turn for what?" I ask her.   "I want some dick too."  "But promise you won't cum inside me, I'm not on birth control."  I promise her I will control myself.   "Can I eat you out?" I ask her.  "Of course!" She replies laughing.  She takes the strapon off and lays down on the bed spreading her legs.  Her pussy is also shaved bald, it's pink and has an almost muscular look to it, surrounded by her athletic legs and big butt.  It's also dripping wet.  I dive in, and as I do so my roommate begins to straddle her friends face, eager to get her pussy eaten too.  I begin by working my tongue over every surface of her pussy, tasting her pussy juice, before working it down to her hole, where I work it in and around her wet hole.   I move my tongue up to her clit and flick my tongue quickly back and forth over her clit for a few moments before plunging it back into her wet hole to taste more of her sweet pussy juice and then returning to her clit.  I can hear her moaning into my roommates pussy,  which is firmly planted over her mouth as my roommate grinds and rides her face.   I feel her hand on the back of my head pressing me into her and she begins to grind her pussy against my tongue.   I push my finger inside her and focus my tongue on her clit while using my finger to apply pressure to her gspot.  Her grinding against my tongue increases in speed and pressure before she finally releases her mouth from roommates pussy and gasps out "please, fuck me, please." 

I sit up straight, her juices dripping off my chin, and position myself between her legs, swollen dick hovering over her juicy pussy.  I rub the tip of my dick up and down her pussy, before pressing myself into her warm wet hole.   Her pussy felt like a welcome embrace on my cock, warm, wet, and inviting.  Gently squeezing me as I pressed deeper inside her.   I press as deep into her as I can, until I can't go any further and I slowly begin to pull out, I hear her moan into my roommates pussy.  As I begin fucking her I quicken my pace until I'm slamming myself into her as fast as I can.  Her moans increasing in volume as I fucked her harder and harder.  Her pussy leaving a ring of cream around the base of my cock with each thrust.  After a few moments she frees her mouth from my roommates pussy again and gasps out "Doggy.  Fuck me doggy!"  

My roommate climbs off of her face and she gets on her hands and knees, arching her back and presenting her round athletic ass and spread wet pussy to me.  I guide my cock back inside of her and grab onto her hips as a begin again to thrust deeper into her.   She presses her face into the bed and moans loudly in time with my thrusts.  My roommate is laying on the bed legs spread open using two fingers to rub her clit as she watches her friend get railed.   Eventually her friends moans turn into "fuck, fuck, fuck" with each thrust into her, "fuck I'm gonna cum, don't stop" She screams into the bed.  I continue to thrust myself into her as hard as I can until her legs start shaking and she moans into the bed "I'm cumming!  I'm cumming!" I can feel her pussy clench against my dick and I press it into her as deep as I can as her orgasm rocks her body.   Eventually her legs stop shaking and I pull out of her as she lays down flat on the bed.   "Fuck that was hot" My roommate says "I'm next" and she hops up on her hands and knees pointing her perky ass and wet little pussy at me.  

My dick still dripping in her friends pussy juice I slowly guide my dick into my roommates dripping pussy.  My roommates pussy is *extremely* tight, and I can feel it stretching around my dick as I press myself deeper inside of her.   I grab onto her hips and start rhythmically thrusting into her, her pussy stretching around me but still squeezing every inch of me.   Her roommate gets on her knees next to us and starts slapping my roommates ass as I fuck her.   Then she reaches between my roommates legs and starts rubbing her clit as my dick glides in and out of her.  Almost immediately my roommate says "holy shit I'm going to cum." And a few seconds later "I'm cumming, I'm cumming, I'm cumming" as her legs begin to shake and she arches her back in ecstacy.

Once her body relaxes I speak up. "Alright it's my turn to cum now" I tell the two of them and without pausing I begin to roughly slam my dick into my roommate.  Selfishly fucking her brains out with the only thought in my head being getting myself to orgasm with her pussy.  Normally with my roommates pussy the problem is *not* immediately cumming but this night I was a bit tipsy so I needed to do some proper *fucking* to get myself there.  But with the combo of her tight pussy squeezing my shaft with every pump and watching her make out with her friend it didn't take me long to get where I needed to go and before too long I was pulling out of her and unloading rope after rope of cum onto her ass and pussy.  Her friend moved back to inspect my handiwork on my roommates ass, "how does it look?" My roommate asks while playfully wiggling her ass.  "Fucking hot" her friend answers.  "Okay you can go now, thanks for the dick" my roommate tells me as she leads her friend to her ensuite bathroom by her hand.  I remove myself to my bedroom and lay in bed, in disbelief at the incredible threesome I just took part in, as I hear my roommates shower start and moments later the sound of her friend moaning in pleasure coming through the wall.  

Thanks so much for the positive reaction and feedback (including my numerous spelling errors) to my first story!  My roommate and I have plenty of other experiences I can share, and I have a few with other people besides her.   Sorry for the long time it took me to write this, but if you made it this far, thanks for reading!