So a bit of back story on this one to start I guess. My brother is 5 years older than me so growing up I had crushes on a couple of his friends but my biggest crush by far was on his best friend. I’m pretty sure that neither of them had any idea since I was super shy about it so I suffered in silence for years lol. I also used to baby sit his younger step brother once in a while when I would visit home during college and I developed a bit of a crush on their dad too (that’s another story, though so stay tuned 😈)
Like 4 years ago I was out with some friends at a bar and posted a few pics and mirror selfie’s m and boomerangs of us doing shots like a basic white girl 😂 and didn’t think much of it. My phone stayed in my purse most of the night but when I was taking my Uber home I pulled it out and noticed a push notification about a new DM from a couple hours ago so I opened it and it was from my brothers best friend! I hadn’t talked to him in a couple of years at that point and, anyway, our conversations had always been been pretty standard with nothing sexual at all. At this point it was after 3 AM but I went and replied just kind of assuming he’d respond the next day when he woke up, but nope, he replied right away and I actually had legit butterflies from that.
We started chatting a bit and I asked him what he was still doing awake at that hour and he replied with “you probably don’t want to know 😅” and I replied with “oh yeah? Try me 😉” which I was hoping would come off as coy and confident because inside I was thinking to myself “omg omg omg omg” like a silly school girl all over again lol. From there it progressed pretty quickly and he started sending me dick pics and vids of him jerking off and as soon as I got back to my place I stripped down and sent him lots of inspiration material including a video of me playing with my vibe and cumming for him and moaning his name which put him over the edge. He sent me a tribute video of him cumming all over my face and even though I hate facials that was incredibly hot to me in that moment and I came again as I watched it on a loop.
Sadly it was a one time deal and we never made anything happen in person since he’s a few states away and now he’s married with a kid. But I still think about it every time any of his posts pop up on social media or when I see his dad or his brother around town when I’m visiting home for a weekend or a holiday or something!
Source: reddit.com/r/gonewildstories/comments/pqnd0q/my_f_brothers_best_friend_slid_inthe_dms