Long post. Skip to *** if you don’t want backstory.
When I was 19 I went to visit my sister for a weekend in the city. She was 23 at the time and was living in an apartment with two of her friends from college. I showed up on Friday night and my sister had a group of friends over. My sister hugged me and showed me where to stash my stuff in her room until everyone left as I’d be sleeping on the couch later that night. When I emerged from my sister’s room, I was met by her roommate, Brianna. Now I’d known Bri since my sister had started college. They’d been randomly assigned as roommates in freshman year and remained friends ever since. She was a total babe on move-in day and nothing had changed since. She was 5’ 5” with long brown hair and a body that showed she lifted weights. She was tight and toned but her ass…it was unreal. She could have easily thrown me over her shoulders and squatted for reps.
Anyway, I dropped my bags in my sister’s room and came back into the hall, bumping into Bri. She was wearing a tight t-shirt and black leggings. She hugged me when she saw me and said, “you made it! Come with me, you have to play catch up!” She took me by the hand and led me to the kitchen where she grabbed me a beer from the fridge. Then she poured us both a shot of vodka and raised her glass to me. I cheersed her and threw back the shot. She immediately poured us another and we took them as well. We joined everyone in the living room and played drinking games for a few hours. Bri was my beer pong partner for a few games and she kept getting close and nudging me playfully. She’d celebrate a win with a hug. I wondered briefly if she was flirting with me but I quickly shook it off because she’d just always been really nice to me.
The party eventually died down and I grabbed my stuff from my sister’s room and posted up on the couch. My sister went to bed and I lit a joint on the couch while I watched tv. Bri came out to get some water from the kitchen. She had on boxer type shorts, a cropped t-shirt, and crew socks. Her legs and ass looked amazing as she crossed the room. She gestured to the joint and asked if she could join me and I said yes.
She sat just a little too close to me on the couch and took the joint from me. She hit it slowly and smoothly. She could do just about anything and make it sexy. She hit it again and passed it back. I hit it one more time before putting it out. I was starting to melt into the couch when Bri leaned forward to sip her water. When she returned to the couch she was sitting even closer to me, almost right up against me. I didn’t know what she was doing so I tried to play it cool. No way was my older sister’s hot friend actually into me.
Bri made small talk about the show on tv, all the while sidling closer to me every now and then. At one point, she was sitting right up against me and draped her leg over my lap, between my legs. She nuzzled against me and said, “mmm, you’re really warm. Is this okay?” I was still a little unsure as to what she might actually want but of course I said yes. I put my arm around her and we cuddled on the couch, feeling high and buzzed from a long night.
I noticed her starting to move her leg back and forth ever so slightly and started to finally be sure of her motives. Her thigh was rubbing against my crotch and I knew she would feel my dick getting hard. “Bri, what are you doing?” I asked. She didn’t break stride and replied, “What? Doesn’t it feel good?” Fuck. I was in trouble. I tried hard to be responsible. “Bri, my sister…” but she cut me off saying, “we don’t have to tell her” as she started to gently kiss my neck.
So now I’m in a real pickle. I have my sister’s hot roommate basically throwing herself at me but I’m trying not to make that situation weird. But on the other hand I’m a horny 19 year old and my older sister’s hot roommate is throwing herself at me so what do you think I did?**********
Bri was nuzzling into my neck and giving me gentle kisses while she rubbed her thigh against my crotch. She looked up at me with her big brown eyes with a face that said “well what are you gonna do?” I leaned down and kissed her. She kissed me back and we made out on the living room couch. She kept rubbing her thigh against my hardening cock while we kissed before she reached down and started rubbing it over my pants. She kissed up my neck as she rubbed my cock and paused to whisper in my ear. “Have you ever fucked while high before?” I had. But I was getting the feeling she was enjoying the whole “older girl, friend’s little brother” trope so I acted innocent and told a white lie and said I hadn’t. I was right. She beamed up at me and whispered, “Oh it’s fun. Everything feels soooo good. Let me show you.”
She swung her leg over so she was straddling me on the couch. As we continued making out she undid my pants and pulled my cock out and up between her legs so she could stroke it as she straddled me. I moaned softly which made her smile and say, “See? I told you it feels good.” We continued to make out as she gently stroked me. After a while she kissed her way down my neck and slid down between my legs so she was kneeling on the floor in front of me.
She looked up at me and said, “Be quiet okay?” before she gently licked my cock from base to tip. She took my cock in her mouth and started sucking and licking slow and gentle. Maybe it was the circumstances but this is honestly still to date one of the best blowjobs I’ve ever had. She was going slow and being quiet so we wouldn’t get caught but she was still making it sloppy, letting her spit run all over, stroking the shaft while she kissed and sucked the head. It was incredible. After a little while she pulled my pants down to my ankles and stood up. Her shorts were gone. She was a pro, I hadn’t even noticed her taking them off while she was kneeling.
She straddled me again and started grinding her pussy along my cock as we made out. Then she reached down and lined herself up with my head and slowly slid down on my cock. She started slow, grinding her hips back and forth and in circles. She had her face buried in my neck as she rode me. She kept kissing my neck between whisper moans. She started to pick up the pace, bouncing up and down as well as grinding now. I started thrusting up to match her movements. She started moaning harder, still keeping her volume to a whisper, so I reached down and started to rub her clit with my thumb. This drove her wild. She gripped the back of my head as she continued riding and I could feel her nails digging in to the nape of my neck. Her hips bucked hard and I could feel her spasm around my cock as she came. She tried to quietly catch her breath, her face still buried in my neck, and she started slowly moving her hips again.
I could feel myself getting close as she kissed me and continued to grind on my cock. I broke the kiss to whisper that I was about to cum. She quickly climbed off and knelt in front of me again. She twisted her hand around my shaft and sucked hard on my head, making my body lock up as I came in her mouth. She swallowed without missing a beat and smiled up at me. She stood up and pulled her shorts back on and then bent down to kiss me. As she pulled away from the kiss she whispered, “See? Didn’t that feel amazing?” I could only nod. She kissed me one more time and said “Goodnight. Don’t tell your sister,” as she walked away to go to sleep. Fuck. That sentence launched me into post-nut clarity and weed-fueled paranoia that my sister was going to find out somehow. It took forever to fall asleep.
I stayed through the weekend and Bri and I ended up hooking up again. I’ll happily share if there’s interest.