So he wants to get sexual with you and gets angry and manipulative when you don't consent? That's just shitty and a little rapey.

I didn't meet a girl and have sex until I was 22. I didn't go around to my female friends and concoct some sob story to get them to give me a handy.

We all get attracted to people that are not into us or are unavailable. Those of us that aren't assholes let it go and move on. Your friend is not acting like a good person.

This is one of those opportunities to set a boundary like "don't ask again or I'll stop hanging out". And then stick with it.