I cannot adequately describe how much I enjoy this. Every single aspect of it. From the initial finger insertion, to the small dildo, to my strap on. My favorite position to fuck a guy in is missionary. I love to watch his face and look in his eyes when I talk dirty to him. I love hearing the moans and seeing the pleasure on his face. When all he can say is fuck, oh god or Jenn, I get off like crazy. I have cum countless times with nothing but the strap on fucking him, no vaginal or clitoral stimulation. It is definitely one of my favorite things to do.
A good way to start off is to ask if you can play with his ass. Suck his cock and rub the outside of his hole with your finger. Then, with permission of course, stick the tip of your finger in and fuck him gently, rubbing his prostate from the inside and using your knuckles to press down in between his sack and asshole. Unless the man has done it before, there is no way I would be able to get my big strap on in the first time around.
Sigh, anyone in my area needing his ass made love to???