We maybe do it once every couple of months. Maybe I'd do it again with the right person if I had a lot of trust in him. Get more from Men's Health. Read on for their informative — and sometimes hilarious — opinions. The guy I was seeing wanted to do it, and I was resistant but eventually gave in.
Vanessa. Age: 25.
He feels bigger than ever and completely fills you up.
Jazlyn. Age: 31.
Is sex painful the first time?
Lots of lube, slow, gentle motions, and patience move it quickly to the next phase, which is an exciting, pleasurable pressure. We maybe do it once every couple of months. Because the anus is, after all, an exit, not an entrance, and so it could really, really hurt. No assholes allowed in the asshole! Maybe I'd do it again with the right person if I had a lot of trust in him. Also, pegging someone with a strap-on can be very pleasurable with an insert-able double-ended dildo, or even just the harness or base of the strap-on grinding up against the clitoris. My high school sweetheart was raised strictly Catholic and was 'saving it for marriage.