So i've been seeing this guy for 3 weeks now and he's been asking if i have ever done anything with a boy before and asking if i can stay at his house and stuff. We got close once but never actually did anything and after that night i felt really dirty and guilty but i dont know why. Do you think I should just get on with it or take more time. Also how much does it hurt your first tine. People have told me to have a drink first because it is close to unbearable :(

WOW. if you have to question it, don't do it. and don't break under peer pressure.
oh and there is like 100 threads like this open

^Seriously.
If you don't feel comfortable doing things, don't do it. You should wait until you're ready. Don't let him or anyone else pressure you.

As for the pain, it depends on the person. For some it hurt like hell [me] and for others it was painless. I don't think drinking is such a good idea, but that's me.

"WHEN IN DOUBT DONT PUT OUT."

it didn't really hurt for me... but i have massively high pain tolerance.

you know those brick walls around neighborhoods sometimes? i was sitting on them with some guys and we were all trying to push each other off.. i'm by far the lightest, so i fell off after a couple seconds, haha. got up right away