I tried having sex with this one guy but I’m a virgin and it just hurt so freaking bad I made him stp before it was all the way in. Any advice on u kno… Loosening up?

Masturbate. And the next time you have sex, make sure you’ve done a ton of foreplay, have him go down on you, finger you, etc. All of those things will relax your body and open up your channel. If you could orgasm before penetration, that’s the best because you’re body is primed for penetration after the first orgasm.