Try it...but always keep in mind that preparation for that act is crucial. Take it slow, no rush. Speak openly about it, even during the act. Clean yourself up down there, relax, and take it slow. Use lots of lube. Let him finger you first, just to relax your sphincter muscle. Once it is relaxed and open, he can use his penis. But again, slow, very slow, and tender. No rush. Take your time and enjoy it:)