That Time I Had a Threesome with My Best Friend and Her Boyfriend [FFM]

*names changed to protect the not-so-innocent*

Bailey and I became friends the day we met. We were instantly super comfortable around each other and had very similar world-views. We talked about everything together – from nerdy stuff (we both are very into science and engineering) to relationship stuff (families, boyfriends, Bailey’s slow realization of her bisexuality) to sex and kinks. We quickly discovered that we had very similar kinks, but that I had significantly more experience in actually exploring them (thank you college-era Dom who introduced me to everything and helped me figure out what I like).

Not terribly long after we became friends, Bailey started dating Will. Will was attractive but not really my type (a little too preppy for me) and was also into BDSM stuff and she would tell me all the time about all the fun they were having finally exploring her bondage, spanking, etc. kinks. At the time I was single and couldn’t help but be a little bit jealous. But I was happy for her and Will seemed like a nice guy.

Me: 5’1″, on the curvier side, long dark hair, tan skin (I’m Indian/Persian by ancestry), full B-cup breasts, and what I like to think is a pretty nice booty

Bailey: 5’5″, slender/waifish, pale, small-ish A cup breasts (but still so fun to play with and with very pinchable nipples :P)

Little did I know that Bailey and Will apparently talked about me a lot and that Will was super interested in fucking me. In general the more I got to know Will the more flirty we became – all fun and games in my mind.

So then, one night we’re in Will’s apartment, just the three of us, chilling/chatting/drinking. I’m pretty decently drunk when Will suggests a game of truth or dare. Things start out mild, but soon progress to more suggestive questions. At some point, I dare Bailey to get completely naked for one minute. I definitely had had a lot of wine so the details here are very fuzzy. There’s talk of a punishment and suddenly we’re all getting undressed and I’m cuffed to Will’s bedframe, face down, with a ball gag in my mouth, and one of them using the flogger lightly on my ass – I remember wishing they’d go a little harder. I remember Will asking me a question (no idea what) and me nodding yes. They spanked me a little before I felt some fingers in my pussy and realized I was completely soaked. I rolled over, still cuffed to the bed frame while Bailey lowered her pussy onto my face. I remember Will telling me to lick her pussy while he started working his fingers and then dick into mine. Now, I’ve seen some big dicks in my day, but his is literally the biggest I’ve ever seen or been fucked with. It was actually kinda painful at first, but by then I was desperate to have him inside me. He fucked me hard for a little while I went to town on Bailey’s cunt – licking everywhere I could reach and focusing most of my attention on her clit. She had surprisingly plump labia and I remember enjoying messaging them with my tongue.

It’s all a bit hazy from there. But many combinations of sucking and fucking were had. I remember straddling Bailey’s face while Will fucked her, and also fingering his ass and licking his balls while he fucked her harder and harder. Bailey is super into choking and I remember being on top of her squeezing her throat at some point. I remember blowing him while Bailey watched. In the end, I was sitting on his face and he was eating me out while he came in Bailey’s pussy.

I can only hope that it will happen again and I’ll be little less drunk for it!

Source: reddit.com/r/gonewildstories/comments/d73nfy/that_time_i_had_a_threesome_with_my_best_friend