Tried Butt Stuff w/ my Best Friend’s Drunk Blonde Sister

I tried anal sex for the first time with my best friend’s drunk sister one night after finding her passed out next to the toilet.

This story and all characters involved are both completely fictional.
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I always had a thing for my best friend’s sister. She was 4 years ahead of us, so when I was just a young freshman, she was a pretty blonde Varsity cheerleader in her senior year. I’d always stay over at my best friend’s house during the weekend and we’d hang out like typical teenagers–stayed up playing video games, pretended we were thugs listening to rap music, we’d even talk about doing dirty things to girls we thought were hot in our class (although I never confessed having any attraction to his sister–I knew our friendship would immediately get weird if I did). He’d typically fall asleep before me and I usually stay up for a couple more hours before feeling tired and falling asleep myself. One night when I couldn’t fall asleep due to the copious amounts of Mountain Dew I had earlier that night, I got up to use the restroom. I noticed the lights were on and figured his sister was inside so I waited until she was finished but ended up standing in front of the bathroom door for almost 15 minutes. I was pacing back and forth–trying to hold in my pee when I finally knocked and asked, “Emma…are you in there?”

No response.

I reached down and jiggled the doorknob only to find it was unlocked, so I slowly pushed it open to peer inside–only to find Emma sprawled out on the floor next to the toilet. The bowl was filled with her vomit as I quickly flushed before finally releasing my stream of pee into the bowl. I sighed and shook my dick as the last few drops splashed and swirled away down the drain.

I couldn’t believe I didn’t think twice about pulling my dick out in front of Emma…even though she was passed out. I picked her up and carried her lifeless body to her bedroom–the scent of her perfume and shampoo started to turn me on being so close to her body.

I’m not the most athletic guy, so carrying her was a bit of a struggle as I toppled back and forth almost dropping her before laying her face down on her belly on the bed.

I laid down next to Emma — my eyes gazing down to the drool seeping from her glittery lips. Not sure what came over me, but I leaned in and licked up her saliva before kissing her soft lips.

Luckily, she gave no response to my kiss as I could detect the faint scent of alcohol still radiating from her pores. She must’ve went a little overboard earlier that night but not surprising since the popular high school seniors seemed to throw the craziest parties every other weekend.

I lifted up Emma’s white tennis skirt to find a cute pink thong covering her beautiful pink rosebud. I spread her ass cheeks apart and gazed at her perfect butthole staring back at me. I had fantasized about sticking my dick in a pretty white girl’s ass for years now and thought about slipping inside Emma for just a quick second….just to see how tight it felt.

I pulled down my shorts and positioned myself behind her hips, spreading her ass cheeks apart as I applied pressure at her anus with the tip of my dick. Emma’s butthole was so incredibly tight, I couldn’t make any progress for quite some time as I fumbled around trying to get it in. Beads of sweat dripped down my forehead as I was ready to give up when I felt my foreskin roll back a little and the warmth of her anal canal hugged the tip of my dick as it popped past her anal sphincter.

I nearly came right then and there–both the tightness and warmth of being inside her butt was the most amazing thing I had ever felt. I just stayed still until I could regain my composure and pressed more of my dick into her tight ass until I was finally balls deep. It felt a bit uncomfortable at first seeing as how I didn’t use any lube and the walls of her rectum clung to my penis as I stretched it out. Not sure if it was pre-cum or maybe a bit of anal mucus lubricating the walls of her anal canal–but after awhile I was able to glide in and out of her butthole more easily.

I gazed down in wonderment–my dick completely engulfed inside a blonde girl’s tight rear end. And the best part was–due to her vegan diet, her asshole was clean as a whistle as I didn’t see any remnants of poop smeared anywhere on my dick.

The sensations I felt surrounding my dick were mind blowing. At the base of my cock felt like there was a tight cock ring securing me in place, while the shaft was gripped on all sides by a velvety soft hug, then the tip of my dick was poking deeper and deeper up her bowels as it almost felt like there was a bit of a suction feeling–her rectum almost trying to pull me further into her body.

I pulled out of her tight ass and put my arms around her body, pulling her up and sitting her onto my lap reverse cowgirl. I leaned her back on my chest and poked around to find my way back into Emma’s tight butt.

Finally, my penis met the entrance of her anus and I slowly slid myself back into my sexy anal sex slave. I rocked her hips back and forth trying to develop a rhythm as I fucked Emma’s ass while she peacefully slept lying back on top of me.

Eventually I felt my balls ready to burst as I drove my tongue into her mouth and came so fucking hard up her ass, I literally was shaking while shooting streams of cum up her butthole.

I laid her face-forward again down on her belly as I laid on top of her, breathing heavily trying to catch my breath. I felt my cock go limp inside her butt and just laid in the stillness of the night as I listened to her breathing beneath me while nibbling on her earlobe.

After a few minutes, I got up and tried to fuck her ass one last time–making the most out of my situation. My semi-limp cock smushed in and out of her ass while I tried to get erect again.

I slipped her panties from her legs and pressed the slimy gusset into my mouth as I tasted her pussy juices. My cock immediately began getting hard again as I kept her dirty panties between my lips and pressed them into her mouth, making out with her while letting her taste her own juices.

I pushed my dick as deep as I could up Emma’s butt and shot my second load up her rectum. I pressed my face into the back of her head, smelling her face and muttering to myself, “I fucking love being inside white girl’s assholes…”

I got up and cleaned Emma up with a warm wet towel making sure she was wiped clean of any residual spunk that had spewed from her butthole when I pulled out. I tossed her panties in the hamper and dug around–pocketing a couple more dirty pairs of thongs before leaving her room and closing the door.

I still jack off to the thought of this incredible night often. The best part was that Emma never even found out about our sexcapades that evening since she woke up dealing with a terrible hangover the next day.

Hope you enjoyed the story!

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