You come to me a bit shy and embarrassed and explain that you’ve been thinking about exploring anal play. I immediately take you under my wing and agree to take your anal virginity so that you can try it with someone you trust.

First, I get you used to the feeling of anal penetration with a bit of gentle fingering. Once you’re nice and warmed up, I gently slide my cock inside you, talking you through it and encouraging your the whole time. You’re doing such a good job for me! I don’t want to be too hard on your virgin asshole, so we keep things short and sweet and before long, we’v... Show more