So I’ve been out of approaching women for a while and I wanted to get back into it quickly. So I took a shortcut and went online.

I got two dates and went on them over the weekend. The one girl was 18 and I’m 20 and I went to her the area around her college. Anyway we drink bubble tea (she actually suggest we get drinks near her. I only said we should get coffee and she suggested we go to bar near her college)I pay for her and we talk. I find out she’s not from the country but from Italy.

We left the bubble tea place and just walked around campus and then we went inside a building where it was warmer because it’s been cold in nyc. Anyway I suggest we go somewhere more private and we go to her dorm where her roommate is I small talk it and then she leaves eventually.

I didn’t even realize it was female college so I was probably the only guy in the dorm. I show her some of my tv shows I like on Netflix and this is where I should have known not to escalate so far. Shows like big mouth and paradise police she didn’t seem to like. Anyway we start watching mogli. Never heard of it till that day.

We watch like 2-3 minutes and I put my arm around her and start softly touching her upper arm. She was receptive. Slightly kept escalating till we started making out and I just kept taking off her clothes until we were practically naked.

She just had this weird face and I kept asking her “you good”, “you sure you want to do this”. She said yes and I was like alright and pulled out the condom and started going in.

I think she was a virgin because i think I might have hurt her and she just got really freaked and she seemed nervous and couldn’t talk and kept saying it hurt. She kept stuttering. So she didn’t want penetration anymore so I said blow me and she didn’t want that either and then I said just jack me off. She did but we winded up stopping. Honestly I didn’t even want to continue.

This whole situation made me feel like I took advantage of her even though she okayed the situation. From her face, fact that she wasn’t from the country to what tv show she was showing me she seemed like a kid and here I am grown ass 20yr old .She didn’t even know what I meant when I said jack me off.

We small talked it out and and she said one thing that stuck out which was your a nice guy. Don’t know if she didn’t know what else to say but that or she genuinely thought that and I wasn’t much of an asshole. we hugged when we departed as she walked me out of the dorm.

I kept frame and didn’t lose my cool. Even though that’s just who I am. But inside I’m like shit did I do something wrong. Why wasn’t she into it? She seemed into foreplay but not penetration.

I sent her a message about 2 days later no response. Didn’t expect one though it was mainly for me.

The second date with the other girl was pretty good and we had fun but I didn’t think she was as pretty as her pictures lol. But I could tell she likes me.

Question about the first situation? Do any of you guys feel weird when you take a random girls virginity? This was the first time I had sex without knowing the girl beforehand. I haven’t had relationship sex before but I knew my previous lays for a while before I did anything.

This situation taught me a lot about myself and what I’m capable of but it’s like it makes me feel weird because I felt like I took advantage of her bottom line. Maybe it’s cuz she was a virgin.

I told myself that I may not fuck on the first date anymore unless she’s totally asking for it. Not sure though haha