Give it time or try again?

[digital.love]

I'm a junior in college and at the beginning of this quarter, I've had a thing with this guy who I've known since freshman year. He was abroad last semester and when he came back, our relationship progressed in a way I didn't really expect. He's a very, very friendly social guy, pretty flirtatious with girls in general, so I've never taken my past communications with him seriously.

 

We were both going through a stressful period of trying to find internships for the summer, and he would come to my apartment with wine or food and we would just watch movies and talk. Things happened fast in the sense that he slept over every night for 4 or 5 nights. We didn't do much beyond making out. He took me to a really nice dinner that weekend, but when he brought up what we were doing I told him that since I knew his history (of getting bored with girls or someone better coming along, and him sort of bailing), that I was not very emotionally attached. He said he doesn't do this type of hook-up thing and didn't want to continue what we were doing if there were no emotions involved.

 

We stopped seeing each other to this extent, but would still meet up occasionally to study together, etc. We would still text each other a lot, and he would call me before he goes to sleep to talk. On Valentine's Day he took me out to dinner, but when we came back to my apartment there were a few other people here and because there was a girl there that he used to have a "flirtatious sort of relationship" with, felt awkward. I uninvited him to a dinner that weekend and during a party we were both at later that night, was very blatantly trying to hook up with this other girl. After this, I told him we should just be friends and stop contact. He explained that he took my uninviting him to dinner and being unhappy that I wanted to end things. He said we should do the no contact for a week, instead of permanently. I agreed, but he texted me two days later to ask if I made progress, etc. and asked me to go over. I said no and waited out the week to talk. I said I still didn't know what I wanted and he said we should just be friends. We're both really busy, but he is also running a start-up and hasn't found something for the summer, so is still figuring out a lot of things in his life, which is why he can't do a relationship now. I told him fine, but that I was taking this as an indication he just didn't like me enough to want a relationship. He said that he learned from his past relationships and has because they ended poorly, didn't want that to happen. I told him that I needed a few days to friendzone him and that we could be friends.

 

I hooked up with someone else that weekend and he found out about it. He was unhappy and we talked. During our face-to-face he said it seemed that I had moved on pretty quick. I told him that I still felt differently about him than other guys and that me friendzoning him was probably not permanent. Our relationship went back to normal for a day, but when I didn't really initiate contact the rest of the day, he sent me a clear message that he was over it based on my request of friendzones. We talked on the phone and decided things were done for good. I said I was ready to be friends and just wanted to hang out like normal and have fun. He said he's in, but has not really contacted me since this happened two days ago.

 

We connect very well, but just based on this, it's very hard to have a conventional good relationship I would say even if it were to happen. I don't know what I want, although I do know that I like him. Should I give it time and let him contact me? Or will that just let him close the door on me for good?