Monday, August 21, 2017

To Peg or Not to Peg?

I haven't really written much on this subject. Even in my books I didn't go into great depth. So, here is a little information to help get you started, if this is something you think you might enjoy.

First of all, let me be clear for those who might not be aware of it. “Pegging,” as it is often called, is the act of using a strap-on dildo in order to have anal sex with your partner. This is not something that appeals to everyone, but I have been surprised at how many men actually want their wives to engage in this type of activity.

I will not get into the psychological aspects of pegging or what it might represent to certain people. I have found that the reasons men have for enjoying it vary greatly. Women also enjoy in engaging in pegging for a wide variety of reasons. But the best reason I can think of for doing it is that it can be fun for both parties.

Warning: Anal sex of any kind can be painful! Especially at first. Once a man gets used to doing it though, the pain will ease and his enjoyment will increase. 

Here are a few tips for those of you who have never tried pegging, but think you might want to.
  • Always use MORE lubrication than you think you need! I can't emphasize this enough. The general rule is: When you think you have enough lubrication... Double it!
  • Always start off easy. Don't try to use a huge dildo, at least, not at first. Work your way up to the larger ones if you feel the need.
  • Be gentle! Remember, unless you are the cruel type, his anus is not as used to pain as the rest of his butt might be.
  • Enjoy yourself! If you can do it without making him scream for you to stop, chances are, you can both get many years of enjoyment from this type of sexual activity.

There are a number of possible positions you can use while pegging your partner as well. You can bend him over a chair or couch, you can lay him out face-up on a table or the bed. You can use just about any position that can be used for “normal” intercourse. But, of course, the roles are reversed.

As I said at the beginning, I am surprised by the number of men who actually WANT to be pegged. What doesn't surprise me is how many of them are afraid to bring up the subject with their partners. So if it's is something you think you would like to try, by all means, do so. If you think your partner is too embarrassed to tell you that he wants to try it, I suggest that you bring up the subject some time when there is no pressure on wither of you, such while riding in your car together.

Well, there you have it. It isn't that complicated a thing. Nor is it that uncommon. I am sure that it is more common than even I know. So, don't be afraid to give it a try. You can always start out by simply pushing a small dildo or vibrator into his well lubricated bottom to get his reaction. If he enjoys that, he will surely enjoy pegging.

The only major difference is that pegging can give you both the feeling that YOU are definitely the one in charge. Happy pegging...

Mistress Ivey


  1. Great picture. My wife went as far as manual dildos but not a strap on, in spite of lots of asking. Ah well. She's the boss.

  2. That's correct, but it never hurts to ask. Beg even.

  3. Prior to a strap on first she used fingers then butt plugs starting out with small ones then bigger and finally a strap on. Yes it was at my request that she peg me and now it's part of our fun and games as we both enjoy it.

  4. Not to pry Mistress Ivey but I get the impression that pegging is not part of your normal regime with Nemo Ma'am.
    My former wife never embraced it either, she preferred my preforming household chores and oral worship from her submissive.
    As a submissive sissy I did ask, but as was stated above she was the boss.


  5. I LOVE pegging my husband! Very empowering.

  6. When we married, I thought my husband was a manly man; he certainly acted that way when we were dating. I began seeing a definite submissive side to his personality after a few months of being married.

    I explored his willingness for anal play by first lightly fingering his bottom when I was sucking on him; his responses signaled his interest so I moved to lubricated finger full insertion and prostrate pressure.

    He actually initiated anal stimulation during foreplay and intercourse by moving my hand to his bottom. Based on that, I got more explicit with him by teasing him with medium diameter candle; his eyes told me he wanted it. Next step was a small butt plug that didn't look too threatening.

    It didn't take too much work for me to get him working with me to do rhythmic Kegels with it in that added immensely to his pleasure. A few weeks of that and I thought he'd be eager or at least willing to try something more radical. But it took some coaxing.

    It was to both move to a large butt plug and for him to do extended rhythmic Kegels while I watched. In the end, it took me withholding sex for a couple weeks and blindfolding him to get him to try it. The effect was truly amazing.

    As I hoped, this form of anal masturbation was as addictive for him as it had been for me when a previous lover introduced me to anal stimulation and intercourse. We worked on this for several weeks until he got to where the rhythm got to an orgasm-like cadence.

    What I mean by that is that his breathing and muscle movements followed a sequence of arousal, build-up, tension peak, and relaxation. I bought a strapon and decided to use it without showing or telling him what it was.

    I got him blindfolded and lubricated and inserted the butt plug just like usual and told him to begin. After a minute or so of self stimulation, I told him we were going to do something new and that he needed to trust me.

    I removed the plug, turned him on his back and pressed the tip of my well lubricated strapon up against his asshole. By then his instinctive reaction was to bear down, relax his muscles and allow my strapon to penetrate him. I slowly slid it in, then told him to tighten as I slowly slid it out. Then bear down and relax for a second penetration.

    He picked up on the necessary sequential rhythm after several thrusts and we were on the way to our first pegging session. I knew from my own experiences with anal intercourse what his trajectory to an anal orgasm was likely to be.

    I really got into it too and carefully watched his reactions. It was interesting to watch his penis which got fully erect, then flaccid, then kind of partially erect as I pushed him to the edge and he began trembling and then sweating and shaking uncontrollably.

    His orgasm was fascinating to watch. I'd seen him ejaculate many times but this was totally different. There were no spurts; his semen just flowed out of his partially erect penis.