Should I even go?

So this might be alarming…this might be dumb idk I have a problem of over thinking this stuff so I just need some help getting my thoughts together.

I left my boyfriend a week ago and ever since we split he’s been making pretty much any effort to get me to feel something towards him. Both times I did let him know I felt like it was best to not get together because I picked up I was throwing my insecurities onto him and ruining our relationship. I didn’t want to keep hurting him so I left. Those issues were basically because he has a past of cheating and I kept thinking he was cheating on me because of staying in contact with a girl me and his friends had camped with. I couldn’t move past it so I decided there was no point. I had made it clear to him that I’m not gonna be able to get over what happened and have been honest about not wanting to get back together but THEN this man decides to send me a message that says “Hey I need you tomorrow no questions no bs. I need you.” So I was trying to figure out what exactly he needed and he said “there’s something I need to do with you” I joked and said I know you said no questions but I have a lot and he was like that’s too bad with a laughing emoji. So yea the only information I’ve gathered is he wants to go and do something and he mentioned that I might get mad at him for something. He wouldn’t specify but he seems awfully worried about making me upset so I have to wonder what it could be. I don’t get upset very easily so that part will be interesting to find out. I told him I hope he’s not planning on this “date” because I don’t even know what’s going on with us and I don’t know any it to be an excuse of why I should get back with him. I guess he’s coming to get me at 8am but what’s throwing me off is he said he’s gonna give me a hint then he started talking about a term for unprotected sex and I was left 😐🤔 until he told me what he was talking about and I have no idea how that correlates to anything about us. Weve never used protection together but he’s talking about raw dogin. Like ok??? I did let him know not to put that on the agenda though because idk about that.

Anywho this feels like a whole ass red flag. He said wear something nice, and don’t get mad at him. 😐