
Just make sure she is pleasured before you do anything foreplay is very very important make sure she’s wet or if she can’t get super wet then use lube, lube helps a lot especially when you first start, it’s going to hurt still bc it’s ripping skin the first time also known as “popping the cherry” sometimes girls don’t know if they are allergic to latex so if you are going to use a condom use a non-latex condom, I found that out the hard way my first time.
Make sure you finger her and stretch her out a bit first, and make sure she’s really wet. Go slow and listen to her. Also don’t get worried if you can’t get it in at first that’s normal. You can also push her legs back and up (like a dead cockroach) if you’re really big and that will open up the vaginal cavity a little more
Check in with her when you're touching her. Foreplay is super important and if you make it clear you want her to enjoy it, its even more arousing. You can try rubbing her clit to get her wet before fingering her. Everyone's quite different with what they like but I would say start slow and change it up when she asks you to. For me and my gf, hearing each other talk back and forth about what felt good helped us get rids of nervousness as much as helped it feel better. Dont be afraid to mess up.