he was the one i lost my virginity to. this was back in high school and i remember he used to have a crush on me since freshman year. it was so cute because he was so shy to talk to me so he got my number by asking his friend to get it from me.
fast forward to senior year, he became more confident so he asked me to prom and we went. he came over while i got dressed. i’m not really the type to get all fancy with makeup, hair, nails, so i had woken up from a nap when he knocked on my door. my parents were out so i told him to come in. he brought us food so we were eating that as i walked around and got ready. i showered and walked around with just a towel wrapped around me like i usually do when i’m home alone. i forgot that he hadn’t seen me like that before so i quickly turn around but he stops me
him: “wait no come back. it’s okay, you can pretend i’m not here.”
me: “oh okay, i just wanted more food…”
him: “okay come here… i’ll feed it to you. but the towel looks good on you. you should just wear that tonight.”
me: laughs “i can’t even use both arms since i have to hold it up with my arm at all times.”
him: quietly says “you don’t have to hold it up at all…”
me: “hm? did you say something?”
him: “yeah… no… yeah… do you think we have enough time before we have to head out? or are we pretty short on time?
me: “no i think we might have time left over… i don’t need that much time to get ready. i just need to put on the dress and i’ll be done. why?”
him: “um… do you want to cuddle before we head out?”
me: i smile “sure, let’s go upstairs to my bedroom”
me in my towel dress take him upstairs to my bedroom. he takes off his jacket and lays on my bed. i try to find some clothes but he grabs me gently to come lay down with him as is with just my towel.
we spoon for awhile and he’s just gently caressing my bare back and giving me kisses occasionally. i could feel him starting to shift his body closer and could feel his bulge getting harder and closer to me. i could sense that he wasn’t the type to make aggressive moves so i get up and get on top of him. of course the towel is completely off at this point and he just stares in amazement at my body. i slowly grind on him and could definitely feel his hard dick through his pants. i go up to make out with him and he slowly takes off his clothes.
he asks me if i was okay with this and i tell him of course and that i trusted him.
i gently lower myself to his dick and there was resistance in the beginning so i went slow. it was quite painful in the beginning but as soon as it was completely in, it was fine.
(also, i’ve ridden horses and bikes all my life so there was no blood shed during my first time.)
we kept going and fell into a better rhythm. that’s when it felt better and i actually felt pleasure. i didn’t know i was vocal but i kept moaning his name and told him that it felt so good. his breathing got very quick and he was moaning a bit more than before. he soon cums and i lie on top of him with his dick still inside me. (yes we used condoms).
after awhile we washed up and i put on my dress to leave. we had a fun night at prom and we were very touchy the entire night.
i was away on vacation throughout summer and we both went to college in different states so we didn’t really talk much after.
i coincidentally found out where he works so we’re in the same city again. not sure if i should reach out or not…
Source: reddit.com/r/gonewildstories/comments/w0c8mq/mf_should_i_text_my_high_school_prom_date_again
Yes you should reach out just be prepared for both acceptance or rejection. It may be a fond memory for him as well he might like to relive it.
Seems to me like y’all are meant to be
I dated a junior when I was a freshman, and ended up going to prom with her as a freshman. We didn’t fuck that night, but we did reconnect years later to see what our chemistry would’ve been like.
I ended up reconnecting with my first some years later, too. It’s funny how things change with experience.