Questions About Pegging

If you have any questions about pegging you want to as, please leave your question as a comment below.

All pegging related questions welcome.

13 thoughts on “Questions About Pegging”

  1. I am 71 years old, one of the things I have never tried is pegging, my wife is 70 and might be shocked if I asked her out of the blue to peg me. Can you help me think of a way to bring up the subject so as not to offend her and get her to agree.

    1. Well Melvin, the thing is, talking about pegging is not something that is very easy to approach slowly, conversation-wise.

      If you think that physically, at 70, you are both capable of trying pegging then I think the best approach is, at some point when your conversation turns to sex, ask her if she has heard of pegging. Then ask her if it’s something she thinks women enjoy. Then ask her if it’s something she thinks she’d enjoy doing to a man. And so on. If you get positive responses, let her know you would be willing to let her do that and see how she responds to that.

      Get to know the type of equipment you’ll need then finally, or rather, eventually, go online and look at some harnesses together and then you’ll see if it’s something you can both really consider trying.

      1. If you both enjoyed adult movies in the past, ask her if she’d like to see one of the oldies. ‘The Opening of Misty Beethoven’ had one of the first pegging scenes in straight adult porn. That would be a perfect way to open discussions. There is a site, online, to watch it for free.

        http://www.xxlxx.org/misty-beethoven-fuck-scenes-from-the-opening-of-misty-beethoven-26.html

        My wife and I had done some swinging when we were much younger, back in the late 70’s, but we didn’t try pegging until years later when I revealed to her my interest in writing erotica myself.

  2. I am 19, in college, and looking for the girl of my dreams. Im not talking about just sex either. I am trying to find someone who will become my wife and best friend. Sex is honestly secondary to me, though I think it is very important in a relationship. I was very fortunate in my first relationship to learn how wonderful soft, sweet sex is with someone you really care about as well as that, while making love’s main purpose is to show the connection between two individuals. However, my ex and I had FUN. We were experimental and learned everything about each other’s bodies. I don’t remember how it happened but we decided on trying pegging. We were so excited and happy to try, but after only two times, she stopped liking it and refused to do it. Which left me in a terrible position. I was scared the first time and put a lot of myself into that to try it only to find out she didn’t like it anymore. I felt used and now I am scared of my sexual future in a couple reasons.

    I know you and your wife are that kind of fun and wild sexy couple I dream of being with my significant other. My questions are:

    1 How did you and your wife meet?
    2 Were you guys always this fun or did you two grow into it.
    3 How can I ask my future girlfriend if she is adventurous in the bedroom without seeming like that is all I care about?

    1. Hi Daniel,

      Wow, I’m amazed to hear you tried pegging so young. My impression is that people usually try it later on in life – 30’s or 40’s. Obviously, you aren’t alone but I think it takes maturity and self-confidence to talk about it and try it. Well done.

      Anyway, to answer your questions:

      1. My wife and I met at a party. Our circle of friends overlapped and one night we met, talked and exchanged numbers. There was nothing overly sexual that would lead either of us to guess the other was exceptionally sexual.
      2. I hope I can say we were always this fun and like you I think fun is about adventure. So for me, I found sex amazing in the beginning, learning about myself and my (few) partners. I think the progression to trying pegging is about not giving up that sense of adventure and willingness to try new things. So, I guess in that sense, we grew into it. As a younger man, there were other things I had fun learning about.
      3. It’s very hard to know if your girlfriend will be adventurous in the bedroom without spending some time in the bedroom. I think that’s why people “date”. Sometimes it can be easier to see if you are sexually compatible first before taking time to see if you can be friends as well. The problem is, good sex can keep you in a relationship a lot longer than is good for you. Also, people change. Both people change. Desire for each other, I think, can come and go. So, basically, I don’t think there’s a way to tell for sure but if from the start you feel a mismatch in sexual adventurism or libido, realize it’s that, along with money and household chores are that account for most relationship problems. Have a go and try to figure it out quickly if she’s the girl for you before you invest too much time and love because as it sounds like you already know, both will change you.
  3. It would be difficult to bring up sexual fetishes when you’re just beginning a relationship. But it is fairly important to be compatible, sexually too. I would think that when you both are considering more than just casual dating that you could begin the dialogue.

    And why not just tell her what you wrote here? Now you don’t have to tell her exactly what you’re referring to but, just say you enjoyed a certain sexual activity with your ex and then she stopped wanting to do it. Admit that this was a part of what ended the relationship and you wouldn’t want that to happen again. Then ask her is she has any unusual desires or fantasies. She just might surprise you.

  4. My favorite toy is our ‘feeldoe’. Now it’s really not that great for pegging because it can slip out. But it’s sure great for foreplay. I love sucking my wife’s ‘cock’ and make it move inside of her.

    I’ve tried to talk her into wearing it under a skirt or dress when we go out so I can cop feels but she’s a bit apprehensive of that.

  5. My wife and I looked at the feeldoe but we decided that even though it looked really good – no straps and all – it probably wouldn’t work so well. We imagined it falling out easily, perhaps being uncomfortable for her and basically a lack of control.
    Glad to hear we weren’t too far off the mark.

  6. ive been tryin to get my girl to fuck my ass for years cuz it makes you cummmmm so good anybody out there with a girl that wants to fuck my ass and make me explode all over pls get ahold of me

  7. I have a question.. I am 55 and my new girlfriend of 31 want to peg me.
    I’m not against it , but my concern is that ass muscles are not the same as vagina muscles and they do not snap back. There are so many men (gays mostly) that wear perminant butt plugs and diapers because their shit falls out of their ass
    How often is pegging OK that it won’t stretch out my ass too much and how big does the dildo have to be to start doing more damage?

    1. Hi Carl,

      I’ve never heard about shit falling out of a well used ass but then again, I’ve never asked anyone about that.

      But I can tell you about my experience and what I’ve noticed.

      It was a while ago but after learning that my ass could provide pleasure I experimented. Soon after that, I farted in a public place as I sneezed. It was pretty embarrassing but these things happen.

      I attributed the sneeze-fart to my solo anal play but it may not have been related at all. In any case, I’ve never experimented with anything above the size of my own penis, which, I think is about the size of a big shit, so I figure the anus should be able to handle that.

      Also, I never push myself into pain territory which is where things go wrong. As long as you avoid pain, avoid anything larger than your own cock I guess you will be fine.

      If you start to use extra large dildos, which I cannot speak about personally, you may have a different experience but I think normal pegging (with average penis sized dildos) once or twice a week (which is way more than my wife and I do it) will be fine and you’ll still be able to hold your shit in.

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