Dude… with trauma like that, the most you can hope for is management. There ain’t no fixing shit.

Why would he only be asking for his needs?

Sounds like you need to decide how comfortable you are with the extreme likelihood that your son gets his dick wet.

If you are comfortable with that, make sure you’ve spoken to him about safety and the potential long-term consequences of doing so. No need to make it more awkward than it has to be, but the conversation is absolutely necessary if you haven’t had it with him before. Nothing like learning in real-time that Tiffany lied about being a virgin when spots show up on his dick, or that his buddies were full of shit when they said she can’t get pregnant if you have sex just once.

Doesn’t hurt to provide the condoms yourself so you know they’re quality, in-date, and not tampered with.

You should also contact Tiffany’s parents yourself before you respond. If they’re unaware, then you have an honesty issue on your hands on top of anything else.