Question: Getting to Pegging?

My wife has recently let me have anal sex with her. Afterwards she said, “It would be cool if I could fuck you in the ass.” I said we could try it and she seemed excited at first. But once we got a strapon she is a little freaked out by the thought of doing that to me. I was actually excited about the thought of my wife pegging me. I am very open about trying new things in the bedroom as long as it is my wife and me. What can I do to get my wife to relax and want to peg me?

It would be helpful to know what about doing it freaked her out. Was it being on top – so to speak – that bugged her out? The mechanics of penetrating, and not knowing what to do? Once you know what it was that concerned her, you can work from there to find a comfortable zone.

It is super cool that you two talked about it and went out to get a strap on! That is further than many couples go when discussing anal play. The next steps (actually doing it, and learning how to do it) can be more difficult. I would highly recommend that you both read books about pegging and anal sex. Here are some books that I would recommend.

  1. ULTIMATE GUIDE TO PROSTATE PLEASURE: EXPLORATION FOR MEN & THEIR PARTNERS
  2. THE ADVENTUROUS COUPLE’S GUIDE TO STRAP-ON SEX
  3. TRISTAN TAORMINO’S EXPERT GUIDE TO PEGGING

These three are written by big names in the sex writing biz. Charlie Glickman, Violet Blue, and Tristan Taormino (who I have recommended plenty of times for general anal sex information.) Knowledge is power, and power is butt sex.

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Some people find anal play to be incredibly intimate, and pushing through to that level of comfort can provide a level of closeness that just having vaginal penetration wouldn’t bring about. In that spirit, some people find anal play to be a bit more gentle and slow.

Others find anal play to be taboo because of the nature of anal sex. This can give you a burst of arousal – but can also be kinda scary if you’re not used to doing things that you feel are taboo.

Others find that anal play fits in nicely with being submissive or dominant, and adding roleplaying to the anal play can help things move along.

Of course, some people try anal play (and/or pegging) and find it’s simply not for them, and that’s cool too.

My advice would be to talk to your wife, work from there depending on what her hesitations are, read some books about pegging, and then find the best way to get that first play going.

One Comment Add yours

  1. “Of course, some people try anal play (and/or pegging) and find it’s simply not for them, and that’s cool too.”
    I totally rate this sentence.
    There seems to be this notion that ‘all women’ do anal now (or is it just the guys that I have encounters with?!).
    I don’t enjoy it; don’t do it (love pegging though – double standard!), so I’m glad you included the ‘not into it’ option on this post; many don’t.
    Much appreciated.

    Like

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