Ive hired a few Transmen providers and RESPECT goes a long way. I always do the usual and introduce myself and where you have found the ad and totally explain your interest with trans men. Tell him you never been with one and want to change that.
One way to show respect is:
A.) dont call it vagina intercourse as it usually equates to female genitals and trigger their body dymsmoprhia and don't call him a F! Male pronouns!
B.) ASK WHAT THEY LIKE THEIR FRONT HOLE CALLED and which words are an absolute a no go.
Some trans men , they allow front hole penetration and not anal, vice versa, Or both holes are a go. Some transmen have huge dymorphia and any front hole play is a no go.