Should I go for it?

MarionetteUchiha
So I am talking to this guy I reconnected with at a wedding (ex crush of both of our ironically. Me crush groom and he crushed on the bride). We had so much flirting and crap and we did the deed and such. So recently he admitted that I was his type and I hadn't told him that he was the closest to my type. So recently types were brought up again and he had sent me another one saying the girl he got married so he was getting over her but he recently showed me a screenshot of ours and used my words to "describe her" (me) and I'll admit I was thrown for a loop when he dropped the topic immediately but we still flirt. Some friends are telling me to take a chance and tell him how I feel yet both he and I don't want a relationship mainly because we had some negative experiences regarding our last ones. I don't know what to do but he's headed to another city this weekend and next weekend but he's gonna be staying with a girl he's slept with before so I'm kinda off put by it.
Should I go for it?
Should I go for it?
5 Opinion