I know it sounds bad, but I was young. I’ve never shared this with anyone before. This is such an honest confession.
When I was in my first year of highschool, I quickly became friends with the “weird” quiet guy at the back of the class. We would go on to be best friends, doing everything in school, and out of school together. We will call him J. We were definitely crushing on each other by our second year, but nothing ever happened. In our third year together, we were both in our first serious relationships with other people. (All 18+) I was in a relationship for the first half of the school year, and he was in a relationship for the second half. My boyfriend at the time had taken my virginity the year before. He was older than me, and way more experienced. I broke up with him around spring break time.
But since I was no longer a virgin, I really wanted to try another guy. I still had a crush on J, but he was dating a girl from a different school at the time. We were such good friends, we always listened to all of each others problems. They were having lots of arguments, despite only being together for a few months. He would always tell me about what they were disagreeing about, and she wasn’t making him very happy. She had even told him that she felt she was still “deciding” between J and another guy at her school. It sucked seeing J like this, he was always so happy and fun before he met this girl.
One day, I was [casually] talking about my sexual experiences with J at school, and the topic of giving head came up. My now ex had told me I was “fast learner” when he showed me how to suck his dick. So I was bragging a little to J, and he tells me that his girlfriend has never done that, or anything for that matter. He told me that she would barely kiss him. So being the little slut that I am, I asked if he would like his dick sucked? He looked a little nervous, but intrigued. I assured him I would never tell anybody. He agreed. It was his first time. We went into the photography darkroom, I told him to be as quiet as possible. I pulled down his jeans, and pulled his cock out. I could only see the faintest silhouettes, due to it being dark. He was already hard, and I was surprised at the size; he felt thicker than my ex. (Who swore he was sooo huge) When I started going down on him, I could tell he had his hand clamped over his mouth- I heard muffled moans. It’s been a long time, but I’m pretty sure he came; and quickly. I’ve been a swallower from bj #1, so I’m sure I did that for him too. When we were done, we vowed that that would never happen again, and what happened in the darkroom, stays in the darkroom.
A couple weeks go by, J is still with his gf, and we have not talked about the bj at all. It’s almost like it never happened. One day at lunch, he was telling me about how she still isn’t being intimate with him in any way, but still entertaining that other guy. I’m just sick of hearing about this girl jerking my best friend around at this point. He doesn’t want to leave her, because he wants to see where it goes, but he’s definitely not happy basically being the side dude that gets no action.
So I ask him to walk me home after school that day, (something we already did a a few times a week, platonically) and when we get to my place, I tell him to come in. I already know that my parent is working late that day, so I lead him straight into my room. We didn’t even undress all the way. I was wearing a skirt and a sweater, and he only took off his pants, left on his boxers. I took off my panties, and showed him my pussy. It was his first time seeing one. He told me it looked nice and touched me a little. He was laying on my bed, and I straddled him. I pulled his dick out of his boxers, and I positioned my pussy over him. I let him enter me, and he thrusted into me like a jackhammer for about 1 minute. He came so quickly. It was honestly so hot at the time. When he was done, I put my panties back on, him his pants, and he went home.
The next day at school, everything felt normal. In the coming weeks, he eventually had sex with his gf. She was going around bragging to everyone that she took his virginity. He and I would just side-eye tf out of each other everytime. No one else ever knew about this. We graduated highschool shortly after. J and his gf broke up when school ended. We never spoke of either incident ever again. We are still good friends to this day, 16 years since we first met.
TLDR: I took my friends virginity so that his crappy gf couldn’t
Source: reddit.com/r/gonewildstories/comments/w3rlnl/fm_i_took_my_best_friends_virginity_before_his_gf
Sounds like he was lucky to have a friend like u, first time with someone u can trust is surely better than an unsure relationship
He had the best first time a guy could ask for. It’s so much more meaningful with someone you care about and click with. Great job!
Did he get to go without a condom for his first time? In the 16 years since, have y’all ever thought about each other romantically?
Sounds bad. But with context, you helped make his firsts fun and memorable. Not filled with guilt, turmoil or conflict.
It’s cool you guys are still friends after all that.
Hot and sweet
NGL this story is really hot but also sort of adorable?
Do they still make girls like you?
I’m surprised you never dated but honestly, being friends is the best thing. Sometimes I’d rather have a friend for life than a lover for the moment. I once slept with a friend but we were both single. It’s rare that guys who sleep with me want to stay friends but he’s now expecting his first child with a lovely woman. We keep meaning to meet but Covid etc made it hard to travel.
Pretty outstanding friend!!👌
Wait a blowjob counts as losing your virginity?
🥵
Thats so hot, i mean really. Did he cum in you?