i like to think of my first time happening twice. the first first time, was just so weird and not well thought out. at all. First of all, we planned it for a certain date. (Which is really never a good thing to do.) anyways, here’s what happened:
i arrived at his house on that Friday and it was sort of awkward between us because we both knew what was gonna happen. We were nervous about it also because he was 17 and i was 15, which was illegal. we also had only been dating for a month. he kept on asking me what time i wanted to do it and i kept saying i didn’t know until finally i just picked a time. 7:30. so at 7:30 we awkwardly were standing in his room and he started taking his shirt off and was like “Do you wanna take your shirt off?” and i was like “i guess..” so i did..then he took his pants off and told me to take off mine and i was only in my bra and thong and he was in his boxers and then he told me to get on the bed..which was awkward because, i was still naive about sex and didn’t know much about the actual thing, so i was confused because my thong was still on and bra was still on and to have sex you have to take your underwear off. (well, not necessarily but, you know.) then i took my underwear off while he was awkwardly putting on the condom and he then came really close on top of me and tried to go in me. it hadn’t even occurred to me that there was no foreplay, so he wasn’t even hard..i guess he forgot about it too..and while he was trying to go in me he said i can’t and i said why and he said cuz im not…hard. then i awkwardly tried to get him hard and he got in once or twice and it didn’t really hurt but we stopped after about 5 minutes anyway.
my second first time i like to think of my first time. i was with the same guy, for about 3 months now. we hadn’t had sex since the first first time, because it wasn’t that great. but then one night we were laying in his bed together and we were both really horny. he started fingering me and my pants came off and then his did. our underwear were on but my vagina was aching for his dick and his dick was dripping for my vagina. our underwear was getting soaked with our wet juices and we were just too horny. he said do you want to? i knew exactly what he meant. i thought it would be more fun to be on top this time, and also help him put the condom on. he was surprised at this, but i helped him do both. it turned him on and we had sex for 3 hours after that. it felt amazing.
i never bled either time, and i’m glad because that would’ve been embarrassing for me.