I Caught My Guy Watching Pegging Porn – Now I Want To Try

We’ve got another one for you this week, coming from a fan named Grace:

“I caught my boyfriend watching a pegging video online the other day – you know, that kind of porn where the woman wears a strap on and has anal sex with the man. I’m kind of turned on by the idea of doing that to my guy, but I don’t know how to approach it with him. He doesn’t know I caught him. What do you suggest I do to introduce this into our sex life?”

I Caught My Guy Watching Pegging PornWe gathered up our staff members for their two cents, and this is what they suggest based on their own experiences:

“So you already know what he likes – I think the question is more how to approach the subject, right? How about have him ‘catch’ you watching some of your own pegging porn? Maybe leave a web page open on your laptop ‘accidentally’ where he can see it. It might open up the lines of communication a bit more if he knows that you’re into it as well. ”Alana

“When my girlfriend and I are horny, and in the throes of foreplay, we both get the courage to express ourselves in a way that we usually don’t. This might be a good time to say what you’d like to do to him. Maybe describe it in a story – tell him what you want to do, how good it would make you feel, how it would get you off as much as it would him. Make it hot, steamy and dirty.”Anthony

“Have you thought about looking at sex toy web sites together? Maybe sit on the couch and click through various strap on harnesses and dildos together. This will probably be easier if you already have toys, and are comfortable in using them. It could be away to break the ice when he sees you looking for strap ons in your size.”  – Casey

“Just tell him  – who cares?”  – Mike

“While you’re going down on him, start with your finger. Tease his asshole with the tips of your fingers, and if he responds well, slowly start to insert it. Once he becomes aware that you’re up for this sort of play, you can move onto other toys – smaller vibrators, butt plugs, then dildos. This is one of those things that doesn’t really need a full-on conversation – just some well-timed sexual steps.”Sarah