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Femdom Pegging Question

Discussion in 'Female led relationships' started by bigR, Sep 28, 2017.

  1. bigR
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    bigR Member

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    My wife and I over the last year have both made huge strides in our roles that we have chosen in our FLR lifestyle. She (now likes to go by princess in private) has been nice enough to incorporate some of my femdom kinks when she is happy with my service, attitude and actions. She has developed quite a large amount of chores and protocols I am now following in our day to day life and her favorite punishments are corner time, taking privileges and sleeping on the floor, which is the hardest for me to do, usually I get very little sleep.

    It has not always been easy but I have to say we are closer than ever before and I have dreamed about living this lifestyle for as long as I can remember. She is also excited about her new found freedoms, the changes in my attitude about many things and wants to see how far she can push herself as a dominant wife and my submission to her. I am both nervous and excited about where we are headed.

    Over the last few months she has become extremely interested in the feminization part of this lifestyle and had me purchase an array of women’s underwear and even some lingerie that she has me wear sometimes on the weekends. She has been pegging me on the weekends and did some reading about how men can orgasm while being pegged anally. It has been just about 4 weeks since my last orgasm because she said the only way she will let me have an orgasm is when she is using my A@@hole as her pussy.

    As hot as this sounds it has been quite frustrating as she often bounds my hands behind my back and I cannot stimulate myself. No matter how hard I try (quite literally) I cannot seem to have an orgasm this way but I have read online that is definitely possible. She seems fairly relentless about this and keeps telling me I will figure it out. Typically I am not locked up either during this time.
    Just curious, are others able to achieve an orgasm this way without any extra stimulation to their penis?
     
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  2. demale
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    demale Well-Known Member

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    Congratulations on your evolution. It's amazing how dominant a wife will become once she knows that you will submit and how submissive you become in return. What makes our female-controlled marriage work is that I am not allowed to suggest anything at all. I must await and carry out her instructions. Fortunately she is benevolent and wise.
     
  3. gyrator53
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    gyrator53 Member

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    It does take some time and practice to get an orgasm from pegging and even after 18 years I find it is still in no way reliable. Firstly you really need to get comfortable with being filled without having the reflex desire to go to the loo. Using a graded set of butt plugs for an increasing length of time helps with this and you need to aim to be totally comfortable with a butt plug about the diameter of the dildo you will be pegged with and be happy to keep it in for several hours. Even after that the sensation of being penetrated with a dildo is quite different - it holds you open for the duration which adds an anal stretch sensation that again you need to be totally comfortable with.

    Eventually you get to the stage where you can concentrate on the pleasurable feelings of being penetrated. When it occurs concentrate on that sensation that feels a bit like you need to pee. This is the starts of the sensation that will eventually build into an amazing orgasm.

    There are a whole load of things to learn about prep. lubrication and dildo size and style as well as your partners technique to get where you need to with this but it's worth all the trouble.
     
  4. RexVa
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    RexVa Well-Known Member

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    Good advice overall.
     
  5. demale
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    demale Well-Known Member

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    The pleasure comes with time and training. My first gay experience was as a bottom. I was tense, he was sprung and didn't use proper lube. It was years before I would offer my ass to anyone again. But once I began going to bathhouses and getting topped by guys who knew what they were doing I loved having a hard cock up my butt. Eventually I was taking 10" without a whimper.
     
  6. PrincessK
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    PrincessK Keyholder

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    I highly recommend a vibrating double ended dildo. I fucking love my Share Vibe by Funfactory. My slavegirl reaches orgasm without cock stimulation by the time I've had a couple. Be advised that anal orgasms are completely different than the traditional sort you're used to.
     
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  7. demale
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    demale Well-Known Member

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    Really! How so?
     
  8. PrincessK
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    PrincessK Keyholder

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    Heh, I'm not qualified to answer that one. Tagging in @SaraLovesChastity .
     
  9. jshackleton2016
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    jshackleton2016 Obedient When Caged

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    Weekly pegging...you are so lucky : - )

    I find that I am able to achieve orgasm while locked w/o penis stimulation when I am riding a dildo, on top. Maybe it has something to do with the hips gyrating? Also the dildo should have a ridge on it that will stimulate the prostate.

    Good luck! Even if you don't reach your goal right away, it will be fun trying!
     
  10. SaraLovesChastity
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    SaraLovesChastity Collared Chastity Slave

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    Thank you for tagging me for the opportunity to comment. Yes, penetrative orgasms are different from the traditional ejaculative ones. The former are more vibrational in nature when compared to the biochemical overload associated with the latter. The difference is also substantially pronounced as I have been on HRT for over 13 years now. Your mileage may vary. ;)

    I believe that Gyrator53's advice is spot on. Historically, I've had quite a few issues regarding availing myself anally (similar to demale's issues above), but now, with regular training with graduated insertables, and of course, the loving and expert tutelage of my beloved Keyholder, I experience nothing short of ecstasy when penetrated. Being at the business end of PrincessK's ShareVibe dildo is a routine part of my chastity slave duties. It is a deliciously rewarding exemplar of subservience. Recommend.
     
  11. Thatguyontheinternet
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    Thatguyontheinternet Owned by Thatgirl

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    Yes. We do it somewhat often now - like everything else there are periods during which she seems to want to do it a lot, and periods where the added effort involved in making love that way doesn’t seem all that worth it to her, understandably. When she’s in her more dominant modes she does it much much more. And during lock ups when she can’t get to the key to let me out, she does it a lot more too. And if she wants me to cum during those lock ups, that’s how it happens, no other way.

    Like you, it took us what seemed like forever to achieve orgasm totally free of any stimulation to the penis. God we tried for weeks and weeks. But, once she made it happen the first few times, it became much, much easier. It’s mostly a mind thing for the male. It’s an entirely new set of sensations and it takes some time to learn which sensations are indeed the precursors to the prostate O. Once you learn them, then as you feel them you can help make sure that whatever is creating them continues - that’s where the communication has to happen early on: “right there, yep, I think that will do it. Harder, softer, go go go!” Lol. Now that she knows how, she can make it happen very nearly against my will if she chooses. But there’s really no way to shortcut it. Just have to keep at it, try different equipment (different sizes and shapes, materials, etc), but mostly its just keeping at it. Oddly, the positions I find the greatest turn on, happen to be the hardest positions for me to reach the finish line in. So don’t be afraid to try positions that you may not necessarily favor. She’ll learn them as you go and it will come in handy later. When wanting to really express dominance she’ll peg until she’s orgasmed a few times and then just tell me we’re done. I’ve lesrned to be okay with that because it makes me feel super subby, but it’s still crazy frustrating. Anyway - as long as you both enjoy trying, then keep at it and it will just happen one day. Surprised the hell out of us both the first time.
     
  12. RexVa
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    RexVa Well-Known Member

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    Congratulations, @Thatgirl. Your power is inspiring to other women in this forum.
     
  13. gyrator53
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    gyrator53 Member

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    Unfortunately my wife is not into vibrators but we have found the Fun Factory Share XL to be wonderful though like many double-ended dildos a harness is needed to hold it firmly against the wearer's clit for good stimulation and to permit firm thrusting. The receiver's end is fairly large in girth and is contoured which really helps in providing prostate stimulation.

    We think the best part of using a double-ender is that the wearer gets such good feed-back about what they are doing to the receiver and can feel, for example, when the receiver relaxes and opens up for penetration and also when, on approaching orgasm they can no longer stop themselves from gripping down on the dildo.
     
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  14. Cecilia B
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    Cecilia B Well-Known Member

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    The kind of orgasm you describe comes from prostate massaging, which a dildo will do. BF has ejaculated like that, but it's only a small amount and he say the orgasmic feeling is just a little flash. If I want him to orgasm when I'm pegging his sissy hole, I just do reach around. I've been told most men get soft when you first penetrate them, and BF does. A little working back there and some stroking gets him hard again. What's great about it is you can work him a long time before he ejaculates. I have a couple of different ones I use, but my fave is a vibrating Feeldoe. I've had four orgasms with one before he's had his first. One thing you have to do is use a harness if you're going to do anal with a Feeldoe. Almost any harness will work. It will pop out of you, otherwise.

    When BF ejaculates, he does have to eat it. If he's not under discipline, I don''t usually make him eat his ejaculate, but when he's getting pegged, he always has to.
     
  15. dkid13
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    dkid13 Member

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    My wife pegs me on a semi regular basis, it started off as punishment but has now become a regular part of our sex life. Ive asked her a couple times why she does it so frequently now, she has given me a couple different answers. She used to love to watch me squirm because it hurts going in, and now she loves how much of a sissy I become as she thrusts harder and faster, and I moan harder and harder. I used to be able to just take half to three quarters because it was so painful, and now I (embarrassingly) must admit I love taking the whole thing. The wife says I almost cum from penetration alone now, but because we are trying for a baby I only cum piv. She says when she's on her period next, she will show me how much a sissy I am and make me cum, penetration only.

    I once introduced to her the idea of strap on as punishment and since she finds anal so painful, it would definitely be punishment. I legitematly didn't like it to start, and still don't like the idea of being a sissy of any sort, but she seems to have different plans in mind.
     
  16. nikkel
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    nikkel Active Member

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    When locked in chastity for long periods , would prostate massage take the place of a regular orgasm? Provided the massage produces the usual amount of cum ?
     
  17. dkid13
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    dkid13 Member

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    It could. I'm not very experienced in this lifestyle but when I was locked for 1 month (my longest so far), I pleaded with my KH that I was getting severe cramps from all the teasing etc and a prostate massage definely relieved some of the pressure. Not everyone seems to have the same experience though.
     
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  18. lockedup66
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    lockedup66 Mistress. L & slave. L

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    I trained my Liza to orgasm like a woman keeping her locked up
    It took a while for her to relax and climax
    Actually I kept her from having a orgasm for about 30 days so she was so horny and dripping
    I had her give me some oral orgasm first with me wearing my girl cock
    And I was making her suck my cock and pussy at the same time
    And I was talking to her how she will orgasm like me
    The truth is it didn't take long I had her on her back so I could look into her eyes
    And see her as my cock was sliding in her I could see the look in her face I knew
    I was talking to her telling her to let good and let it happen and it did
    WOW I don't think I had ever seen Liza cum so hard
    She was moving like a girl and moaning arching her back asking me to fuck her harder

    I truly believe that moment changed Liza for good
    And me :)
     
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  19. demale
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    demale Well-Known Member

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    That's when I sensed I was evolving from a man into a woman, when I arched my back when the strapon bumped up against my prostate and I had an amazing full body orgasm. Now I'm addicted to anal fulfillment.
     
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