Rimming you, massaging your sphincter with his fingers, putting a finger in, then another, etc., maybe using a small dildo, and using lots of lube. Do you ever masturbate yourself anally? If not, you should also try that, to learn what makes you relax, and also to learn what it feels like when he hits your prostate.
Generally, being on your back is said to be better for the first time . . .
And, BTW, some guys just find they're really not into it.
Good luck!!! |