This is pretty vanilla compared to the the usual BDSM stuff I try to go for, but I saw a similar kind of thing posted the other day and it got me thinking back to my own experience with a friend’s sister. I’ve only told one other person this story, so I felt inspired to share it here:
I’ve been best friends with this guy for years. After high school ended, our lives were going our separate ways and we kind of knew it – I had an academic career lined up in another state and he was going career military. So we were hanging out even more than usual before we just wouldn’t see each other for a while, using the time to play video games and work out and such. Usually he would just kind of live at my place, but for this occasion we went and spent the weekend at his house.
His little sister was there, as usual. We’ll call her Erin (not her name, obviously). She was just a bit younger than us – they were “Catholic Twins” and were actually in the same grade due to how the cutoffs worked, which probably had a lot to do with them not getting along very well. She was barely legal and super athletic, always playing sports because their dad made her keep at it in hopes of a scholarship (which worked, and she was getting ready to go play in the NCAA). She had no chest to speak of, but an amazing ass – the constant exercise really paid off when it came to her ass and legs. She was petite, a bit shorter than me, pretty cute face, olive-ish complexion, and a brunette (though I’m pretty sure she had blonde highlights when this happened.)
Erin had always seemed self-conscious about her small breasts and would try to show off her ass whenever I was around. I’m not talking about some subtle hints that totally existed for reals, but moments where she would go “Hey Domviking, how does my butt look today?” and shake it for me. You’d think that might’ve lead to something, but she was actually a really obnoxious person, especially to her brother, and I always had sexier girlfriends, so I wasn’t exactly impressed. I’d just tease my friend about how his sister was acting. But it matters for context, because we both thought she had a crush on me.
Fast forward to that day at my friend’s house, getting on with our lives after high school, and I was surprised to find that Erin had really mellowed out. We struck up a conversation about sports and actually got along for once. Her friend was running late for their own sleepover, so the three of us wound up hanging out and watching a movie. Erin and I sat on my friend’s bed and he sat on his gaming chair nearby. I still have no idea why he thought that was a good setup. It’s basically what enabled this entire thing.
The movie sucked, so my friend turned around and started playing video games before too long. He was really into a certain first-person shooter at the time and actually played it competitively, so he managed to get roped into some ranked match and disappeared into his headset. That left me and Erin sitting on the bed and talking since the movie was so boring. I don’t remember what the conversation started out as – probably sports, or schools – but it wound up turning to sex.
She wanted to gossip about other girls’ sex lives. I remember her seeming really jealous about how much her friends would suck dick, and she wanted to know about all my female friends and the girls who had sucked me off and how often they did it and how good they were. Seemed like signs of an oral fixation brewing. She kept scooting closer as we talked and I kept glancing over at my friend to make sure he was still gaming so that he wasn’t hearing me talk blowjobs with his sister.
Eventually, Erin pulled this stunt where she got up to go make us sandwiches – that’s not a sexist joke, I swear that’s just what happened – but when she came back she sat down right in my lap. I quickly snapped my head over to check if my friend saw anything. I was totally off my game thanks to him being right there, and this being his sister. To this day, I clearly remember exactly what he was doing in the game, on what map, with what weapons, etc. Just burned into my brain.
Since he wasn’t looking, I opened my legs for Erin to slide in between them. She held herself up and slid down real slow, trying her best to be a stripper but actually missing my dick. She wound up sitting in between my legs though, and we continued talking about sexy stuff and eating our sandwiches. I had gotten closer to my usual self by this point, finally convinced that my friend was completely lost inside his game, so I got pretty handsy with Erin as we talked. She liked to wear sporty attire and had on these short shorts and a flimsy tank top, so I could get my hands wherever I wanted.
I had actually done this kind of thing before with two of my girlfriends, fondling them and even getting discreet head and/or sex while this same best friend was busy playing video games in my room (he took competitive matches very seriously). Now that my initial hesitation at getting caught with his sister was largely gone, I was thinking more about just how far I could take things. Eventually, I had her stroking me through my shorts and had my hands all up inside her clothes and our talking had turned more into breathless whispering in her ear – when someone just *appears in the doorway.*
Erin must’ve thought it was their mom for a second (their dad was out of town), because she fucking flew out of my lap so fast I nearly got a burn on my hand as it was yanked out of her shorts. It turned out to be Erin’s friend finally showing up late and unannounced for their sleepover.
After that, nothing happened for a while. I started hanging out with my friend, Erin and her friend locked up in her room, all was normalish. But *late* that night/early morning, my friend went to get a drink and took forever. Like, I was about to start go looking for him and see what was up. When he finally came back, he wore an exasperated expression and said that Erin wanted to know if I liked her. I was panicked for a second that she might’ve said something about earlier, but we talked and it turned out she had just asked him to relay the question – he thought it must be the old crush she had on me finally rearing its head since we were all about to leave town, so I agreed to go let her down easy.
I went to her room and knocked on the door. Erin and her friend were waiting inside. Her friend left to conveniently “find the bathroom” for a while, shutting the door behind her. Erin went and locked it, so I asked her what was going on. After a brief hesitation where she fidgeted around a bit and sat down on her bed, she told me she was too worked up from earlier and just wanted to finish what we started so she lied to her brother to get me alone for a minute.
So I’m standing in the middle of Erin’s bedroom, alone with her. She just lies back sort of reclined on her bed with her legs spread a bit and not looking at me, clearly horny and trying to figure out how much to show it. I’m trying to think of how we could finish things and literally the first thought I had was…you know, this would be a great opportunity to see more of that amazing ass of hers. So I told her to show off her ass for me and she rather obediently got on all fours on her bed, even arching her back correctly so that her ass was spread for me – I find that a lot of girls have to be taught to do that, especially if they’re 18-24, but she had clearly learned from somewhere already. I groped her toned and shapely ass, which was fantastic. Then I pulled her short shorts down to admire the view of her naked holes and play with them a bit – I remember that she had some serious tan lines, so her naked butt was actually quite pale compared to the rest of her olive-toned body. Her holes were completely bare (waxed, I presume) and so close to perfect I wish I had taken a picture. She had her face buried in her blankets, stifling moans as I played with her – I like to think she was biting the blankets but I honestly couldn’t see because her face was literally buried in them.
I was worried about how short we might be on time, so I took my dick out and got in position behind her, rubbing it against her pussy a bit as I checked for consent. Erin got cold feet at this point and flopped down onto her side, torn between being horny and being nervous (turned out she was a virgin, at least with guys – she definitely had experience with other girls). We talked for a second and wound up agreeing on a blowjob. So she got on her knees and started to suck my dick.
This is the part where I’m supposed to describe this mind-blowing experience, but she honestly wasn’t very good. Given how our earlier conversation went, I’d guess it was her first time actually giving head to a guy. I tried to give her some tips and guide her, and it was still thrilling having my friend’s sister sucking me off and everything (especially in their own house, and especially if it was actually her first blowjob), but I was increasingly worried she wouldn’t be able to actually get me off in any reasonable amount of time – we were both getting worried about how it would look if I spent too much time in her room with her. At one point, she popped off my cock to say her friend would probably be back soon and she didn’t want to get caught sucking my dick.
So I grabbed her by the hair and fucked her face. I’m a gentleman, you know, so I did it a few times and checked to see how she was taking it. She looked like she was in Heaven, panting and nodding. So I went with it, absolutely skull fucking my best friend’s little sister into a sloppy mess. It was rough, urgent, and pretty quick. I knew we didn’t have much time so I really went at it and didn’t let her breathe until I was done – it wasn’t as deep or as brutal as I’d do it today, just really aggressive and urgent as I was trying to use her mouth to get off as quickly as I could. Her hands were just clutching and clawing at the bottom of my shirt the entire time as she struggled to take it. I pulled out and held her in place by the hair as I finished on her face, absolutely coating her, at which point I noticed she was crying from the facial abuse. Rather spontaneously, I rubbed my dick on her face and across her tears to clean off the last of the cum. Then I put it away and helped her up and we were just figuring out what came next when her friend knocked at the door and said something about Erin’s mom being awake. This was like 3-4am or something, and even though we were (barely) adults, they lived in a conservative household that would flip its collective shit if I was caught in Erin’s room. So I zipped right on back to my friend’s room as Erin started to clean up.
I told my friend that Erin was upset because I didn’t want to date her long-distance after we moved away and I had needed to spend some time talking her down. He went to check on her like a good brother, and she corroborated my story – the obvious signs of tears from the face fucking actually backed everything up as well lol. According to Erin the next day, the story she told her friend was that we made out and I got a handjob that ended with a surprise facial that had upset her – which in her mind was not nearly as lewd as what actually happened, I guess. Erin also told me that she was so horny after everything that she had masturbated with her friend asleep right next to her, which was pretty hot.
As a coda to the story, I never did anything with Erin again. In fact, the only time I’ve spoken to her since was an out-of-the-blue phone call a few months after this all happened where she asked me if watersports was normal, of all things, because it turned out a college hookup had pissed on her without warning and she actually liked it and that really freaked her out for a bit. She apparently called me because she “knew I was into weird stuff and wouldn’t judge.”
Me and the best friend are still best friends. We have different careers now and get to hang out regularly. I never see his sister anymore – she had a huge falling out with her family over some stupid stuff and moved away to get married without inviting anyone from home. She actually had a championship NCAA career and is a coach now.
The fact that I face fucked her once has never come up, so I think I’m good.
Source: reddit.com/r/gonewildstories/comments/8yu22h/mf_i_face_fucked_my_friends_sister_and_he_has_no
Amazing. I have a very strange fetish for friend’s sisters! Quite a few stories myself but this is a masterpiece
I laughed at the face-fucking tears backing you up. That’s hilarious.
I enjoyed this story, you added good details. Nice writing and thanks.
Do you publish your fiction?
I chuckled a few times at this. Great story, nicely written.
I gotta know though… Which game, what map and what weapon?
Urgh I wish I had done sexual stuff with my friend’s brother
My best friend has not 1 but 2 sisters I’ve been listing after since we were all kids. This brought that all back. Well written and well fucking done!
>she definitely had experience with other girls
Yeeeeaaaahhh…wanna elaborate on that?
I appreciate all the kind words about my writing. Thanks everyone :)