long story short, I got a girl back to my place after a pretty successful date. We were stood in my room and began kissing fully clothed. I reached down and started feeling her through her tights, massaging her breasts etc. I failed at unclipping her bra and then was stopped pretty finally at this point. I'm still a virgin so I'm not sure how to actually have sex. I'm pretty sure I can get her back and have a second try but before that I'd like pointers on anything from fore play to pillow talk. For example, I slipped my hand under her bra and started feeling her boobs while she still had it on. Probably a stupid move right?

I mean overall it seems like you had it down and could of had sex with her. Something that can make sex a lot better for her is building up a lot of tension before you start to have sex, i guess you would consider that fore-play. (Honestly you don't have to take off her bra to have sex with her, but some girls like to be fully naked, some are insecure and like having a bra or even a shirt on.)

Something i really like to do is to build up a lot of tension before we escalate into touching underneath clothes, but it is to run my hand up and down her leg and each time getting closer and closer to her, well you get it (no need to be vulgar). Then adding in all the other behaviors until you think she could imagine you doing it to her.

Obviously you have an idea about have to have sex, you just want to be good at it. honestly if you like this woman as more than just someone you want to hookup with, maybe you could find someone maybe less appealing just to practice to get better so it becomes second nature for you.

Overall though sex is something you should think about enjoying instead of just trying to impress some woman who might only be worth half the time you put into.