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I Like to Get Pegged

Personal Stories, Advice, and Support 1,628 People

    9" Up My ***

    There really is nothing more humiliating and arousing as being taken by a women wearing a *******. Sam and I both went to the shop together and had the clerk take out the contraption so we could see it. We were able to select the ***** size that attaches and I was looking at...
    sc03 sc03 31-35, M 8 Responses Nov 6, 2011

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    My Pegging

    I finally got my wife to start with a strap-on and make me suck her **** and deepthroat it, then eventually I got a Jeff Stryker ***** for her harness, that she also uses to **********, but she finally gave in and started to **** me with this thick ****, now I get her to peg me...
    HUNGry41 HUNGry41 51-55, M 1 Response Aug 22, 2013

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    Desire Oh Desire

    Married for 30 yrs. now and have a good caring relationship with my wife. We were both recently divorced when we first hooked up at a business conference we were both attending. Our first time included some very hot sex including an anal adventure. I have always had a very strong...
    deleted deleted 26-30 2 Responses Jun 19, 2013

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    Love Being Pegged

    My wife has spanked me for years and a couple of years ago began to experiment with anal play during my otk spanking sessions. She started with her finger, probing deep inside me and she realized that it turned me on. We progressed to using assorted ****** and butt plugs then...
    swhotk swhotk 66-70, M 2 Responses Jun 16, 2013

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    How I Became Pegged At 12

    I can't even believe how young I started....... (12) I had already been sexually active with some neighbor kids, sleepovers, camping stuff like that. I think we did it just because it was wrong, ya know rebel against adults wishes. Ok so for some reason I had stomach problems as...
    deleted deleted 26-30 1 Response Jul 5, 2011

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    Can'T Get Enough

    I'm a woman, and all of my life, since puberty, I have had an obsession with men's a**es. I like to finger them, love to tongue f*** them, and I am dying to f*** my boyfriend's boi p***y with a strap on. We have used glass d****es on his a** before, and once he f***ed himself...
    Buttonbunny Buttonbunny 31-35, F 3 Responses May 30, 2013

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    My First Time

    Can I say that I am so horny and excited I don't know what to do. I am actually siting in the bathroom at the university I attend to write this real quick. Two nights ago when I came to bed my wife was looking at an online adult toy store and had selected some things for us to...
    naughtyloki naughtyloki 31-35, M Feb 5, 2013

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    Brand New Pegger

    Some Im super new to this. I didn't even know there was a term for my fetish until about a week ago. Now I'm finding out this a one of those taboos that alot of people do and nobody really talks about. I finally got my fiancee to peg me about 3 weeks ago. At first it was very...
    upser0520 upser0520 22-25, M Jan 11, 2011

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    Strap-on Play Site

    I've recently been introduced to strap-on play with my boyfriend... he's absolutely LOVES it, which I didn't 100% expect. BUT, the biggest surprise is how much I enjoy it... It gives you a sense of power.. Role reversal is an amazing thing and can be transforming. I found this...
    AllisonChung AllisonChung 22-25 3 Responses Jul 20, 2010

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    There Was A Long Wait....

    Her and I have a very healthy and kinky sex life. But there for about 2 months it had become very mundane do to my medical issue, I had developed an 18 mm kidney stone, so I had 2 surgerys and stents put in, really screwed up the sex life. Anyways, after all that was done. In the...
    truelyhappycouple truelyhappycouple 26-30, M 2 Responses Feb 13, 2013

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    Can You Increased My Humiliation?

    Hello, I'm a french guy so, please, excuse me, for my inglish. I'm 29 and my small penis is less than 4 inches (10 cm). I'm always virgin! I love to be humiliate, embarred, disgrace, humbled, degraded and much more of that. I'm exposed on many webpage with my tiny penis and...
    soumisgre soumisgre 26-30 Oct 14, 2012

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    A Dream That Makes You Hard Just Thinking About It.

    I came home from work one day and to my surprise there you were waiting for me at home with your black robe on in the front room.Our child had spent the night at a friends house for a sleep over from school and it was just you and I.Ii came home took a shower and we had dinner...
    1photoguy4u 1photoguy4u 41-45, M May 24, 2013

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    Wife Is Building Experience…

    Our first time was not something you would call noteworthy. However, i must say that i am very fortunate that my wife agreed to it in the first place. At first she had a real problem with concentration. Obviously women are not meant to have a natural sense of hip thrusting. That...
    steve379 steve379 31-35, M 2 Responses Apr 15, 2013

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    Wife

    Was just about asleep saturday night and the wife crawled in bed and started rubbing me tring to wake me she slowly rubbed my *** then found my rosebud and slowly played around inserting first one finger then two loosening me up and i felt her ***** slowing enter me and oh my...
    tyedyedtwice tyedyedtwice 46-50, M 11 Responses Sep 12, 2011

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    Those Were The Days

    Ealry into my dating my now wife when she was 16 we quickly got into *** play. Not sure but I tend to think that I guess she liked it, our first near disaster was with a Bering cigar cylinder. She had me on my back and she pushed it in and as was her special treat she would lean...
    Darksideofme255 Darksideofme255 56-60, M Jun 18, 2013

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    Monthly Exam

    A few nights ago, I had just got out of the shower when my wife called me into the bedroom. When I got there, I saw that she had lit candles and had towels covering the bed. She told me to get up on the bed on my hands and knees, "...so I can give you a rectal exam." Once she...
    hagfish hagfish 46-50, M 14 Responses Aug 6, 2010

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    My Wife Pegged Me Again After 12 Years

    If you have read my other story about wearing panties. My wife is a very understanding woman. She has known the entire time we have been married (15 years) that I am into getting pegged. She did it to me again a few days ago. Sadly the ***** is a little too long. She stated...
    rew78980 rew78980 41-45, M 6 Responses Apr 29, 2013

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    My First Time

    This girl I dated a few years ago had a huge sexual appetite and loved trying new things. One day she told me she saw on a show where they were discussing women using strap-ons on their men. She said something like "I don't know...that's crazy, right?" and I hesitated and thought...
    peter804 peter804 26-30, M Jun 14, 2013

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    Incredible Experience

    So, last night happened, and it was incredible. She had me on all fours, prepped my backdoor with the probe, which I took almost all 9 inches without too much pressure (but a little bit of that good pain I love), and then she put on the harness and 7'' silicone *****. I put my...
    Tootoomuchmuch Tootoomuchmuch 26-30, M 3 Responses Aug 3, 2012

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    New

    I don't have a story yet.I've been keeping my desires to myself,ready to do something about it
    pegmepink pegmepink 46-50, M Aug 23, 2013

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    Eyes Opened

    About 5 years ago I met a wonderful woman who was 10 years older through work. She was 35 and had just come out of a loveless marriage where she got married to young and her and her partner grew apart. We went out a few times and then became intimate. I used to love to love...
    bond133 bond133 26-30, M 1 Response Jan 30, 2013

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    A Great Experience

    It all started with a former girlfriend who slid her finger in my ******* for fun. I really enjoyed it and soon after that it became a regular thing. Soon after that a need for bigger stuff emerged and we went to sex shops to buy plugs and beads. I would have really liked to...
    YourMotherSucksCocksInHell YourMotherSucksCocksInHell 26-30, M 2 Responses Sep 28, 2012

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    First Time With A Strap On

    I was dating an older woman that was a widow twice.  Both of her husbands died during sex and both were bi swingers like her.   I met her by accident at a function and I offered to make her dinner at her place.  As I cooked, we flirted and kissed as I...
    swartz2007 swartz2007 51-55, M 8 Responses Dec 26, 2009

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    I Get It From My Girlfriend

    I had been suggesting to my GF that I wanted us to try anal sex.  She would let me finger her while I was going down on her and we had gotten to the point of her fingering me while giving me head.  It had gotten to the point of me being able to get three fingers into...
    DeepStorm63 DeepStorm63 61-65, M 7 Responses Oct 4, 2009

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    She Took Me In The *** And I Returned The Favor.

    waking up to a beautiful women rubbing and massaging you all over and as she lays there spooning and rubbing your ****, her breasts against your back making you feel so at home, spreads your *** cheeks and starts rubbing lube into your rose bud and says im gonna give you a...
    munky77 munky77 22-25, M 5 Responses Mar 20, 2011

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    Taking My Husband

    He got home before me, like normal, and was chopping vegis in our kitchen. I walked in and gave him a quick innocent hi and a peck on the cheek then went into the bedroom, put on my black lingerie, stockings, and strap-on, and grabbed a bandana to use as a blindfold. I walked...
    danaej4101 danaej4101 22-25, F 9 Responses Jan 26, 2011

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    Thank You Mister Mail Man:)

    Okay, so me and my best friend (partner) have been throwing around the idea of toying with my *** for a few months now, and after showing her some peg videos she really started warming up to the idea. She has been doing my make up and helping me dress before sex( I cross dress...
    want2be15 want2be15 18-21, M Jan 21, 2013

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    My Deflowering

    was fairly traumatic for me.  I am a 24/7 pantyboy/house-husband/submissive slave to my wife.  She fully endorses my role as her pantyboy & pussywhipped hubby, but wanted to take things to a whole new level of sexual experience for us both. She had known of my...
    PantyPrince PantyPrince 51-55, M 7 Responses Mar 25, 2010

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    Wife Pegging Me

    I have been pegged by my wife she always wanted to I let her and wow love it we now going through the big d and I hope I find another woman that loves to peg
    rorosgreat rorosgreat 36-40 Jun 11, 2013

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    Omg!!!

    Well me and my gf had talked about it awhile so we finally decided to go too the sex shop and get a strap-on at first bent over on the couch it wasn't great then i decide too get on top and ride it and omg i love it i cam all over her and we did it a few more times but now she...
    spviper spviper 18-21, M 1 Response Aug 19, 2012

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    Oh So Good!

    I love being pegged by my wife. Once she starts to suck on my nipples there is nothing that I would not let he do to me. My will pretty much goes out the window. I would much rather have my nipples sucked and/or played with than a BJ anytime. A BJ just does not do much for me...
    Ellefem Ellefem 46-50, T 9 Responses May 12, 2011

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    My Wife Takes Me Hard

    My wife and I had tried some anal play and found that we both liked it. It started with her using one of her small vibrators, working it into my *** with me on my knees, jacking off. I asked to try a larger vibrator, which she did, and discovered that I liked it better when it...
    Snowman4 Snowman4 46-50, M 1 Response Oct 1, 2013

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    I Like Getting Pegged It Is Wonderful

    to submit to that power over you and with my ex the intense orgasams she had and me also some nights she would wait til i was almost asleep and on my side she would start out by pulling my shorts down from behind then go to work on that *** when she would say turn over and give...
    bradley347 bradley347 56-60 5 Responses Feb 8, 2011

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    Her Favorite

    My girl friends favorite way to peg me is with one end of a double headed ***** in me, while she rides the other end. Usually when she wants to do this we are both on all fours *** to *** with her slamming herself back into me while she uses her vibrator on her **** until she...
    jbird77 jbird77 46-50 6 Responses Mar 28, 2011

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    New Pegging Community Looking For Members!

    Our brand new Pegging & Strap On community is online, where people can share videos, images, stories, comics, role play and more! Come check out http://pegging.in and say hi!
    liandrix liandrix 18-21 1 Response Aug 4, 2013

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    You Will Beg Me To Peg You

    I love to PEG men. I am a beautiful black woman who loves to peg white men.I want your *** up in the air with your face down in a pillow.I will pull your panties or boxers down (sorry, can't stand little boy jockey shorts), lube my piece and **** your *** out.I would love to find...
    ladygodiva110 ladygodiva110 41-45, F 1 Response Jun 26, 2011

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    Big Boy

    So tonight I had my friend who I've been ******* for awhile have a chance at my ***. Now I have been scarred because he is massive about 8.5" also pretty girthy and i havent had a **** in my *** for 2 years. But the only one ive had was about 6 and pretty slim so i got all...
    Skydog90 Skydog90 18-21, M Dec 12, 2012

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    Truth Or Dare

    So back in the day I was dating this girl and god she was hot.  Well one night me, her and her room mate were hanging out drinking when they said they wanted to play trth or dare.  I said hell why not.  At first it was alot of just show me your **** show us you...
    bigpapapump bigpapapump 26-30, M 7 Responses Jan 22, 2010

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    Pegged, For The First Time

    Several years ago I bought a strap on for my wife so she could peg me. To be honest, at the time I don't know what my motivations were or what I had expected to accomplish. On two occasions we had attempted pegging but neither were very successful, maybe it was the position, her...
    wetsplatter wetsplatter 26-30 2 Responses Apr 20, 2013

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    Fulfill My Fantasy

    I've always wanted a woman to take control of me and **** me with a strap on. I want to lay on the bed with my legs spread and my *** in the air. You come out in your sexy legging, high heels, and strap on. Grab my hips and start to work my ***...
    deleted deleted 26-30 Oct 24, 2012

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    Housesitting

    My wife and I had a very naughty experience one time when we were house sitting for some friends. I had been expressing to her how much of a fantasy I had for strap-on sex. She was and still is a bit self conscious about it so it took some coaxing, but she played the role for me...
    SilverSurfer457 SilverSurfer457 31-35, M 9 Responses Aug 13, 2010

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    Bob's Gf Pegged Both Of Us!

    Bob is Bi and a great **** sucking friend since my wife made me suck him one night dressed in my sissy **** outfit. I often visit him at his aptmt just to suck his big ****. One afternoon I was enjoying my weekly suck fest with him when the door suddenly opened. This tall blonde...
    robbi95 robbi95 46-50, M Aug 6, 2011

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    I'm Confused

    I always had that fantasy of a hot sexy girl raping me but what do you recommend a tranny or a chick?!
    peggyluv peggyluv 26-30, M 2 Responses Jul 26, 2013

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    Pegging Demonstration Model

    My wonderful wife has a side job selling sex toys.as part of this she regularly hosts parties where she demonstrates various sex toys. I'm really lucky to be married to such a wonderful lady especially when you consider some of nature's jokes at my expense I'm very short (4ft 10...
    afsan afsan 22-25 1 Response Jul 1, 2013

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    Best Sex Ever

    I finally after awhile got my wife to buy a strap on. I got all dressed up in pink longerie, heels, and the works on makeup. She made me strut around like this for almost an hour then she finally gets up and puts her strap-on around her and throws me to the bed and demands me to...
    Jessica1967 Jessica1967 41-45, T 5 Responses Sep 29, 2012

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    Orgasmed Harder With A Full Rectum

    I have known my fiancee for 17 years now and just over a year ago we started dating. I kept it a secret from everyone that I like anal stimulation. When we first started dating I was terrified to talk to her about it but i did. She was very understanding and from her medical...
    wolf1975 wolf1975 36-40, M 8 Responses Nov 10, 2013

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    Just Had My First Time

    Last night after a long wait me and my girlfriend went to a hotel. I went to the bathroom for a shower when I came out she was waiting with our *******. We got into bed and after some oral sex and fingering she pushed my legs up and eased herself inside me. It hurt a little then...
    Tumblepop Tumblepop 31-35, M 2 Responses Nov 2, 2010

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    Corkey!

    Well it had been one of those days when all that could go wrong did. I was about an hour from getting off and called Corky, my girlfreind to let her know that i was running late. Well why would the day change. She let me know that she got called into work and she was about to...
    size7satin size7satin 41-45, T 9 Responses Jun 9, 2011

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    Would Love To Be Pegged Again.

    I'm not going to repeat the same story again. So if you would like to read it see my story's and comment please. Would love for a women to peg me again and again..
    sdlittlee sdlittlee 36-40, M Sep 8, 2013

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    *** Up

    27 yo sub male in chastity 1st time hated it was scared i have now goton use to it my gf loves it
    intrestinchastity1985 intrestinchastity1985 26-30, M 3 Responses Nov 7, 2012

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    As Close As I've ***...

    I had an ex girl friend who would try and slip a pinkie into my *** every now then. I would always let her do it because she would let me stick my thumb, ****, toys, and some times random objects in hers. I was fine with the pinkie, or middle finger, and it made me *** like a...
    Stxrocker Stxrocker 26-30, M 2 Responses Mar 22, 2012

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