Should I sleep with him?
I’ve been talking to this guy for a little while(we are in college and met in class), and I’m honestly conflicted about whether I should sleep with him yet. Here’s the full situation:
He’s already taken me on two real dates. The first was a nice dinner at a fancy restaurant where we dressed up, and afterward I met his roommates. We made out for a while after, and I told him I wasn’t interested in having sex since it was a first date. He was definitely annoyed, but seemed to totally understand and wasn’t pushy. The second date was basically all day. We cooked together, went for a walk down the (very public) strip, watched the game, played pickleball, baked cookies, and made out some more (which DID escalate to us doing more). He also has mentioned us doing a bunch of “couple-y” things together like couples costumes for Halloween, going to football games together, and setting our friends up…He’s definitely wanted to go further physically, and I can tell he’s probably getting annoyed. He’s told me he’s willing to “wait to prove he’s serious”, and he said that sex “won’t change where things are going with us.” We get along really well, have a lot of fun, and the chemistry is undeniable. BUT At the same time, I can’t ignore that he does have that player vibe..he’s flirty and sometimes vague over text, and I’ve been hurt before by guys who only wanted one thing SO many times in college. I think another thing to mention is that this is only his second year in college. (I’m a senior and know how crazy the first two years are). He knows I’m only interested in something serious, and he’s told me that’s what he wants too, with me specifically, but I can’t tell if that’s genuine or just a line to get in my pants.
So I’m stuck. Part of me wants to just go for it because I like him and trust him so far. This man is HOT & I DON’T want to lose him. The other part of me worries that sleeping with him too soon might ruin the chance of it becoming a real relationship.
Do you think I should sleep with him now since he’s saying all the right things and putting in effort, or should I keep waiting to make sure his intentions are actually good? My friends are saying to go for it on the third date since he’s so hot, but I don’t want to end up heartbroken.
Posted Sep 3, 2025, 5:02 PM UTC