Several months ago I (23f) hooked up with this guy (22m). It was just a ONS, but we kept talking to one another for a few more weeks and slowly, I started to catch feelings for him. We have a lot of mutual friends and I kept hearing that this guy wasn’t looking to be in a committed relationship at the moment, so I was upfront with him about my feelings and told him it was probably best if we stopped talking if that was the case. He thanked me for my maturity and we parted ways amicably.
Fast forward a couple months later, and he messages out of the blue saying he felt like he didn’t get the chance to know me properly before, but would like to and asked me out for breakfast.
We’ve now been on three dates (all of which he’s initiated and organised) and slept together twice. We also talk everyday. However, he’s still got that ‘player’ reputation and I’ve heard from mutual friends that he’s also talking to another girl he used to hook up with too.
I’ve still got feelings for him and I would really like to know how he feels about me, but we’re yet to have that talk. He’s going on a 2-week holiday to Pattaya in Thailand with his friends – some of which I know – who have all talked about going to Go Go bars, getting happy-ending massages and getting laid. I feel like it would be silly to have that conversation (and potentially discuss exclusivity) right before their trip, but some of my (girl) friends disagree and think I should get it over with now. What should I do?