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He probably has more of a clue about what happens with dudes than with women. Which you could tell him about.
Oh, one thing. If he's circumcised he probably uses some kind of lube to masturbate. It might not be condom compatible though. So if he has sex and they use lube because they've heard it hurts less then they could break the condom. That's not commonly discussed. I don't think you have to discuss how silicone lubes aren't great with sex toys.
Then you should probably talk to him about hurting during sex. Foreplay should be nice enough that you could do it all the way to orgasm. Whether it's a vagina or a butthole it shouldn't hurt by the time you put an erect penis in there. Taylor Tomlinson has a bit about how growing up Christian was good for her sex life because it meant she did everything up to "the deed". And porn, as others have mentioned, has a tendency to skip those bits. And kissing is also foreplay!
Speaking of comedy, Jerry Springer did a bit about him watching a laundry commercial for a product that could also remove blood. And he jokes about how he isn't a serial killer so why would he need that. So tell your son a bit about sanitary bins, pads that don't always get everything while you are sleeping, stuff like that. It's not scary and he shouldn't be Menstrual Guy ally supreme but he needs to be told things he can't experience himself.