Dejected because of painful sex and bad communication

Please don't judge me too hard for this. :( I'm just feeling terrible and I need some support.

So I had sex with a guy whom I'm really attracted to. I was turned on the entire journey to his house and while I was with him. Everything was nice, but the problem occured when our genitals got involved. Firstly, I couldn't really feel much when he was fingering me because he was a little rough. I expected it was just nervousness on my part, and that I would get used to it, but it didn't. However, it was really good when he went down on me. When we started having intercourse, I was pretty worked up, but for some reason, his thrusts started feeling really uncomfortable. I couldn't figure out why, but later I realised that he was probably hitting my cervix. It was a very dull, weird pressure that made me feel pukey. I told him I was feeling weird the first time, and we stopped. We did try a second time, but it was really uncomfortable and I couldn't even feel pleasure. However, I let him do it because I felt guilty as I could see he wasnt really enjoying himself the first time. So I let him do it. I also wanted him to cum so we could wind the whole thing up as I was pretty exhausted. I feel pretty shit actually, because even though I've had a little trouble communicating/being assertive before, I've been teaching myself to respect myself and say no. I didn't expect to just give up and let it happen. It was a mixture of me wanting so badly to please him and me wanting it to get over because of the discomfort. I just feel very very stupid, because I didn't tell him and I sacrificed my pleasure for a stupid reason. It just feels like all my progress learning to be assertive and focus on my pleasure has resulted in nothing. I feel really dejected and disappointed in myself as I know I want to stand up for myself and be strong, but I didn't.