[FM] lost virginity my my brothers friend

I’ve been following this thread for a while so I thought I’d contribute. (Please don’t judge me lol)

Okay so, My brother has had this friend since they started high school (we’ll call him Jack) and I’ve always had the biggest crush on him. Jack comes from a dysfunctional family so he would ALWAYS be at our house. My mom referred to him as her 2nd son, he’d go on family vacations with us etc. The running joke with my brothers friends were always that his sister was “hot” and he’d get super defensive (probably why they joked so much).
My bother HATED when I would hang around them, I think he could feel that there was sexual tension and if I’d even try to sit in the same room as them while they were playing Xbox or watching TV, he’d tell me to leave.
My crush started getting out of control, I’d fantasize about how easy and convenient it’d be to marry him since he already knew the whole family and etc. This is about the same time I started drinking with my friends and every time I’d drink I would snapchat him (even it i was totally sober) and I’d act drunk and be super flirtatious, even though he wouldn’t really reciprocate.
One night when he was spending the night and I knew My brother was sleeping, I decided to sit in my room and drink a couple glasses of wine to build up the confidence to make a move. I was scared to text or Snapchat Jack directly because I didn’t want my brother to see so I blocked everyone from my Snapchat story (except jack) and posted a black screen that said “hey are you up” and then I just sat there refreshing it hoping he’d see it.
He did. No response. Lol.
So I posed another one “yeah you, the only one reading this” and then he saw it and snapped me saying “what’s up lol”
I told him I was drunk and bored and to meet me downstairs to hang out. After a little back and forth of him being too scared to, we met downstairs.
I was wearing a Long T-shirt that covered the skimpy shorts I was wearing and we just sat on the couch for like an hour talking about how ridiculous it is that my brother was so weird about us being friends. We both drank one or two more glasses of wine and I made the first move and kissed him. I could tell he was into it because he started making out with me. I had never had sex at this point but I had made out with my ex boyfriend and given him a blowjob so I wasn’t completely oblivious to what I was doing.
Well we made out for literally an hour and he made no more moves except putting his hand up my shirt. By this point it was getting late so I told him we only had 10 more minutes so he could do whatever he wanted to me.
He pulled my shorts off and moved my panties to the side and started fingering me which felt really good and then he put my hand on his dick. I pulled it out and it was way bigger than my exes which was a little overwhelming. He put his dick on my clit and rubbed it on there for a few seconds before putting it inside of me. I was super nervous that it was going to hurt but it didn’t. It felt good. He thrusted inside me while kissing my neck and saying “you’re so hot” for a good 10 minutes before he had me turn around and fuck me from behind (which hurt a little more). He put his finger in my ass which didn’t feel great but I didn’t want to say anything lol. But after about 5 minutes of that he said to put my mouth on him which i did. I don’t have a gag reflex so I went really deep and gagged on him. He thrusted into my throat and then came in my mouth without a warning. After we put our clothes back on I felt really nervous about getting caught so we went back to bed.
We’ve done it multiple times since and my brother still has no idea.
Except I found out jack is talking to a new girl now and barely talks to me anymore which makes me sad ):
If you read this far thanks (: it felt good to actually put this in writing lol.

Source: reddit.com/r/gonewildstories/comments/fetpjs/fm_lost_virginity_my_my_brothers_friend