What Made Me Consider Pegging

strapon

So as I said before, I am a heterosexual male and I am considering doing something that, I think, most people would consider very strange for a straight guy to do – I’m considering taking it up the butt.

My wife and I have recently bought a strap on harness but we haven’t used it yet. So why did we buy it? It’s a bit of a long story but here’s why:

Firstly, I’ve always considered the anus to be an erogenous zone. Up till recently, anal play involving my own anus was strictly a private experience, meaning, that while on occasion I enjoyed touching my own asshole during masturbation and even inserting a butt plug while watching porn and jacking off, I had never shared that experience with anyone else.

I think because I know how pleasurable anal stimulation is for me, I have been enthusiastic about pleasuring my wife that way and so cunnilingus is always accompanied with some analingus. When enjoying sex in a doggy-style position I enjoy touching or even putting a finger inside her ass, when she is in the mood for it. Naturally, this had to lead to eventually trying anal sex.

While anal sex isn’t something we do every day, or even every month for that matter, we do have anal sex with my cock in her ass (just to be clear). And the last few times we have had anal sex, she has expressed her desire to return the favor, in a joking way, as if I was subjecting her to something unpleasant. NOTE: While anal sex is intense and there can be an element of pain, we always use lots of lube, go super slow and stop if there is any real pain.

The last time she took me in her butt, afterwards, she got on top of me (I was lying on my stomach) and started thrusting as if dry humping me and saying she wanted to fuck my ass, all with an evil smirk on her face. She was “joking” but as they say, a lot of truth is said in jest. So, a few days later I got online and went to a toy shop, sent her a link of a strap on and asked her if we should buy it.

There were a few emails back and forth, neither of us wanting to seem eager to use a strap on dildo but both of us wanting to try it “for the other person”, so, I ordered it.

When it arrived, we had sex that night but didn’t use the strap on. Just normal sex. However, before we started getting naked she did try it on and she really got into the idea of having a “cock”. More on that later (as is, the next post)… but why didn’t we try it that night? – Just take a look at the uncertainty in the face of the Andy Botwin character from Weeds in the image above!

3 thoughts on “What Made Me Consider Pegging”

  1. My (late) wife and l talked about it. It was her fantasy to see me with another man. Whenever we were having sex she would ask l tell her a fantasy about me and a man and goad me kinto saying l wanted to be fucked.
    One day we went into a sex shop and bought a strap on. As soon as we were naked in bed she strapped it on. She looked soooo sexy with her tits crowned by her stiffening nipples and her cock pointed at my mouth! She told me to suck her and l did. The taste was of rubber but the action turned me on more than l Care to admit.
    She proceeded to act out the fantasies we had told each other but to my regret, l found it far more painful than pleasurable.
    We did not try it again, but we did enjoy spinning out fantasies about it.

    1. Yeah, one of the best things learnt reversing roles is how different sex can be receiving versus giving. Having tried pegging I can much more easily understand that taking something inside you can be harder than putting it in.
      Also, having that amunition for fantasies is well worth trying. When in the mood, my wife likes to talk about fucking me with the strap-on and there is a fire in her eyes that translates to some hot sex, even though in honesty we rarely use it. Still, it’s there and it’s waiting.

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