>>942135903 (OP)
Here's the most important tip I wish someone gave me.
The last thing you want to do your first time is get an STD. I have seen it happen, and it will fuck up the remainder of your life.
Even if you wear a condom, your balls are still going to make contact with shit, and you can catch something. Plus, you're probably going to do oral unprotected anyway.
Assuming she hasn't had an STD test (bitches lie anyway, so ignore it regardless), you want to do your own. This shit is not a meme and it works as an on-the-spot test.
Before you do ANYTHING sexual, you want to find a way to get your fingers into her pussy, which is pretty easy to make happen "naturally" during foreplay. You should probably be doing this anyway.
Take one of the fingers that you got in her pussy. Make sure it's got plenty of juice/slime on it, and put it inside your ear canal.
Yes, your ear. If it starts to burn, she 100% HAS AN STD and you need to find an excuse to gtfo. This also works for eyes, mouth, etc, but it's better to get an ear infection than anything else.
This is the bonafide, guaranteed way to make sure you're not about to have your life ruined. If it doesn't burn, you are good to go. I would still wrap it though, since you're probably going to pre-jac, and you don't want to fail a pullout and get some random whore pregnant.
Good luck.