Might be giving more details than needed but I guess I don't know what is and isn't important info. Also typing this helps me think so it's pseudo-therapy

Since I've been on the dating scene I've always been looking for something that could end long-term, and I'm only interested in woman long-term.

That being said, I've nutted to enough pictures on /r/femboys to know I ain't the straightst noodle in the box. And recently I decided to join the Air Force early next year and being in the military isn't great for any LTRs, so I'm finally exploring short-terms and hookups, and therefore exploring the idea of being with another male.

As it is right now I'm only attracted to "femboys" really. Maybe it's because I've been "straight" my whole life and only now trying this. I find TS are hot but honestly something about femboys gets me hard af, don't know what it is. Bigger men do 0 for me. I could see myself trying bottom/sucking dick but definitely not on my first go.

I'm looking for a hole above anything else, but a consistent FWB, cuddle buddy, make-out partner, and maybe discreet date doesn't seem so bad an idea. I'd like to explore that part of me even though I know it won't be a long-term thing.

So question time: where do I start? Grindr seems like the obvious one but maybe there's something better? I know using rubber is the best, but is it normal to ask for papers to see if someone is clean (I'd like to go raw if it's safe)? Any red flags I should be aware of?

Any terminology that describes me or my situation I should be using? Browsing this sub I see a lot of unfamiliar terms which is why I ask.

General advice on anything I missed is great as well.

If you made it this far, thank you for taking the time! :)