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I Pegging

Personal Stories, Advice, and Support 1,649 People

    My Ex We Had Toys

    we had toys but it was ok then she took one a a ace bandge and mde a ******* it allmost wored but we bought one and it was fun then she was like i dont like doing it oh well looking for a new one it hard to find someone thats in to that
    twin71446 twin71446 31-35, M Sep 5, 2013

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    New Adventures

    Well like most guys i guess it started with my gf using her finger as she gave me oral.i had been separated a while and my wife hadnt been very adventurous,but my new gf was so we got talking about it and ended up firstly buying a vibe that we both liked.When we were in the mood...
    splashbeach splashbeach 46-50, M 4 Responses Aug 27, 2011

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    Well it finally happened.

    My wife and I have been together since we met back in the early eighties. She asked what I thought a straight couple could do with a two headed *****. I responded with a "I don't know". She let it drop. Well thirty years later, I figured it out. My wife wanted to use it on me...
    krammac1 krammac1 56-60, M 4 Responses Nov 29, 2013

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    My wife reluctant pegged me

    and is not into it what can I do since I am fond of it
    plumber7 plumber7 56-60, M 2 Responses Jun 9

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    Bent Over And Used

    Just hours before leaving for Vegas to meet with Mistress's new lover, she decided to use me. She ordered me to the shower were she made me face the shower wall. As I complied with her orders I felt her hands caress me working their way to my ***. Mistress quickly slipped her...
    TinnyTim TinnyTim 46-50, M 2 Responses Dec 2, 2013

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    I really want to be pegged.

    A few nights ago my wife was teasing me with her vibrator and she rubbed it against my *******. It felt so good I asked her to keep doing it. Then I asked her to press harder. I kept begging her to put more pressure on the vibrator because it felt so incredible. Soon she...
    mcCoopDiddy mcCoopDiddy 31-35, M 4 Responses Dec 29, 2013

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    Developing Additional Pegging Situations . . . .

    A few days ago I wrote my first pegging story. I also said that my wife and I had additional stuff that I would post. Well, here we go.A long time passed and my wife had an affair with a Lesbian. I knew that she wanted this affair for some time. I also knew that there would...
    ednadd1 ednadd1 41-45 2 Responses Jan 23, 2012

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    Boy Toy

    One of the true losses of my life will be later this week when Sean moves away. Sean is a student nurse who I met when he came to the hospital where I work to complete his practicals. He is an extremely talented nurse, but also has a great personality, a great body, and is...
    Marcette88 Marcette88 26-30, F 20 Responses Jul 16, 2013

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    Anybody know where to get a 1 inch thick by 6

    to 7 inch silicone *****? It's hard to find the length and width I like together. Think something like the Tantus Silk medium with another inch or two. The Charm by Pleasureworks looks like it might fit the bill, but with all the sites I normally order from having different...
    Butts4Fun Butts4Fun 31-35, M 1 Response Jan 4

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    Size Does Matter

    I know it is mean, but my ******* has always to be significantly bigger than my boyfriends/lovers ****. That is why I work with plugs and fingers long before using the ******* the first time. However, I am wearing it right from the start, love to look into his eyes and tell him...
    Alexatoy Alexatoy 31-35, F 12 Responses Jan 25, 2013

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    Pegging, Strap-On Fun Filled Weekend.

    I really enjoy my wife pegging me. It's so sensual making out with her as she enters me with her strap- on. I'm lucky enough to have a wife who also enjoys *******. She'll usually start by licking my balls and mouthing my **** than slowly work her way down to my hole. Last...
    Denverpeg Denverpeg 31-35, M 1 Response Nov 10, 2013

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    I Got ****** By A Woman

    Hiii eveyone. My name is rahul I am sharing my true experience with you all. I have been into crossdressing since the age of 14. I used to wear my moms bra, panty, saree etc. Nobody knows about my fetish. I had this fetish but I was a domintant man in bed and was always...
    sissycrossdresser sissycrossdresser 18-21, M 5 Responses Aug 30, 2012

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    I fantasize constantly about being pegged,

    dressed in sexy women's clothing/lingirie/wigs/makeup the works. However I'm only motivated when I'm on "medications" that make me hypersexual. My fiance wants me to be motivated sober but I feel ashamed and paranoid then. How do I find the courage to be the sissy I am at any...
    conflicted36 conflicted36 36-40, M Jul 19

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    I'm seriously looking

    for a woman to peg me.
    Bettis9987 Bettis9987 31-35, M 1 Response Jan 25

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    Pegged My Exhusband, While We Were Married

    I like to try things new, and after I have had anal sex with my husband, and I told him, let me use my beads, and strap-on on you this time, I promise to be slow and easy, and when you tell me to stop I will, and if you want it hard and fast, let me know I will do it.So one night...
    blue62dragon blue62dragon 51-55, F 69 Responses Nov 17, 2012

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    Wants to be your c*m sl*t to use

    as you please. Yahoo antonverwey@rocketmail.com
    cumslutforyou cumslutforyou 41-45, M Mar 13

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    Looking At That Picture....

    Looking at that picture of that female wearing the strap-on really gives me a hard on. I just love thinking of that small strap-on being lubricated with some KY and the girl who is wearing it, and lubricating it is looking at me because I am on all fours and waiting for her to...
    Gus448 Gus448 41-45, M Mar 25, 2012

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    London *******

    I'm certainly going to do this some time. You're only young once eh!? Although I'm fairly sure my GF won't be up for it :-(
    spartacusxiv spartacusxiv 36-40, M 1 Response Nov 21, 2013

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    To avoid certain blockages of stories,

    I posted a 3some sex confession. Let me know what you think.
    davedog001 davedog001 36-40, M Aug 10

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    She is taking a nap, we are

    both equally exhausted from last night..... As she was closing her eyes , she tells me , don't forget to mention you took 8 inches... It all started the usual... Numerous messages back and forth on this subject and about the evening ahead....we came home and decompressed with...
    2luv2peg 2luv2peg 36-40 3 Responses Jul 29

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    Whole New Thing....

    I was married at the young age of 21 to a woman that had ZERO sexual adventure in her. I was married to this woman for 15 years and didn't discover till after our divorce that there was much more to pleasure than the Missionary position on Saturday nights...... After my Divorce...
    Ben812 Ben812 41-45, M Aug 21, 2013

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    Pegging, Where To Start And Where It Leads.

    When I find myself with a nice smooth ***** up my arse, apart from the pleasure, I think what makes a 100% hetro want to be filled with something solid? My own way was almost from childhood, due to illness I had to have regular suppositries and enemas, after a time I used to...
    littlenis littlenis 56-60, M 1 Response Sep 7, 2013

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    My Pegging Story

    One day I had the brilliant idea to tell my wife that I wanted to try pegging. Before I go into her answer I must say that my wife has been the greatest sex partner I would have dreamed of. She went into our sex with passion and a lot of enthusiasm. She was also willing to try...
    ednadd1 ednadd1 41-45 4 Responses Jan 17, 2012

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    A Nice Surprise

    I had been seeing Finn for 3 months and really enjoyed our time together as well as sex. One evening we had retired and as we caressed one another I could feel his hardness against my belly. I began to slide down between his legs enveloping him with my mouth. I slid my mouth up...
    1irish 1irish 51-55 10 Responses Jan 1, 2011

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    How My Weird Fetishes Took Birth

    I am going to tell you how my fetishes took birth I was overweight earlier later I lost my weight and slimmed down but my un-toned chest remained which are popularly known as male boobs and I am a virgin. I didn't like them much, to have some sexual pleasure I used to go on...
    murtagh1012 murtagh1012 22-25, M Oct 25, 2013

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    This all happened very quick very fast.

    ... Usually she sticks a few fingers up my ***.... This is mutual.... Then she got her nails done... So the *** play stopped... Then a few weeks pass and one of us starts the subject... With that the flood gates burst... I had been out of town at this time... Or else we would...
    2luv2peg 2luv2peg 36-40 1 Response Jul 30

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    For those interested,

    some pics of me in panties... http://content-img.epcdn.net/image_attachments/d35/igxw7rmppf.jpg http://content-img.epcdn.net/image_attachments/d91/ot0k4vdkmc.jpg http://content-img.epcdn.net/image_attachments/d15/yrbofzke3o.jpg http://content-img.epcdn.net/image_attachments...
    cumslutforyou cumslutforyou 41-45, M 1 Response Mar 26

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    Feeldoe harness. Does anyone know of a harness

    designed to accommodate the Feeldoe? My wife gets so wet when she is pegging me that the feeldoe will not stay in place.
    realguyseattle realguyseattle 46-50, M Aug 9

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    More More And ,more Please

    well It took her about three monthes to fully harrness the idea after we had a few trail runs.My wife and I were going at it, and she tells me she wants to be my ******* wife all the time!!tells me how much she has thought about it since the last time and how wet it makes her to...
    tonkier101 tonkier101 26-30, M 5 Responses Dec 31, 2012

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    Self Pegging

    I like to take my wife's ***** and stick it to the toilet seat, it has a suction cup so it sticks. I'll then go and put on her garter belt and stockings, borrow one of her black skirts, button up a crisp white tuxedo shirt, tie a tight bow tie and finish it off with a wool tuxedo...
    CbArpeggio CbArpeggio 22-25 7 Responses Mar 3, 2012

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    Happy Birthday, Or Was It?

    The only time I have been pegged with a strap on was at the back end of my cuckold period. If I had'nt had a job to escape to I really don't know what I would have done, my life was a big mess, living somewhere I hatd being, if I had moved out I would have lost what little money...
    littlenis littlenis 56-60, M 1 Response Sep 10, 2013

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    Pegged In A 3 Way

    after Thanksgiving dinner my girlfreind our new housemate Melanie and I,had many drinks and some party favors.Tracey and I retired to the bedroom to do our thing,After doing our usual 69 with me doing some serious ***** and *** licking and sucking.my **** was rock hard.If I can...
    chaloooots chaloooots 41-45 2 Responses Dec 4, 2011

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    I would like to try. However it has been

    difficult to find someone to play with.
    intoit1975 intoit1975 36-40, M 1 Response Jan 30

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    Role Play

    My girlfriend and I like to come up with some kinky scenarios for pegging. My favorite is a butler/maid fetish. I am dressed in a 3 piece suit with a tight necktie and black stockings underneath l, she is dressed as a maid with black stockings. We role play anyway a maid can...
    CbArpeggio CbArpeggio 22-25 3 Responses Feb 25, 2012

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    Which Is Better?

    Which do you find better? A normal strap on or the feeldoe style device? I have a normal strap on but I think my wife might be more into pegging if she used a feeldoe on me. Think she might enjoy the vaginal stimulation and possibly ****** with me using this.
    desire71677 desire71677 36-40 1 Response Sep 4, 2013

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    Getting Pegged

    Just out of curosity I'm wondering how many guys out there have ever been pegged by the GF or wife? I think some guys may be to afraid to even approach the subject with their women. Would like to know I think it's an interesting topic.
    breathless38 breathless38 36-40 263 Responses Aug 3, 2010

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    My God I Love It!

    I am a married man. I have a great wife and a good sex life with her. I wanted to share with you my first time I was pegged. I am a dominant male. Thats just the way it is. So what I am about to tell you came as such a supprise to me that I was totally caught off guard as to my...
    funman56 funman56 46-50, M 8 Responses May 18, 2012

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    1st Time With A Proper Strap On.

    My wife and i have a very open and therefore enjoyable sexual relasionship, based on this we have always discussed our fetishes and desires and played them out.  pegging has always been on the table and we have always had some form of anal fun and stimulation.  a while ago we...
    Pebbles1984 Pebbles1984 26-30, M 3 Responses Mar 15, 2012

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    How I Got Pegged!

    My wife was reading where massaging the prosate helped in not getting prostate cancer. She's a nurse and wanted to make sure I would not get that cancer. She kept nagging me about it till one night I said OK damn it go ahead! Well she did and wow what a feeling. I got hooked and...
    happycowboy happycowboy 56-60 14 Responses Mar 27, 2012

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    Well folks I am on to bigger

    and better things. Hopefully the bigger May make it better. I am meeting my first friend today at 10 a.m. How great is that. We are going to talk of fondle I mean fond memories we have and we are going to fondle as well. So exciting!!!! It's really hard no pun intended to meet...
    plumber7 plumber7 56-60, M 2 Responses Jun 11

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    Was Feeling Dirty The Other Night

    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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    I have this fantasy of wifey using a strap-on,

    read about it in my confessions.
    davedog001 davedog001 36-40, M Jul 17

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    Continuation of an earlier post.

    As I was telling you all, it was my first time being pegged by a strap-on. What an awesome feeling, to be filled up like that. I mentioned fireworks, but it was than that. It was as powerful as a bolt of lightning followed closely by the roar of thunder. And then it was quite...
    krammac1 krammac1 56-60, M 4 Responses Nov 30, 2013

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    Want It More

    My wife is only pegged me twice in about a years time. She said she was into it when I bought the strap on, and she said she enjoyed it after she did it the first time, but the second time took some convincing. She hasn't come out and said it directly but I think she feels...
    desire71677 desire71677 36-40 1 Response Sep 4, 2013

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    New To Pegging

    A little over a year ago,our son moved out of the house and the first time in over 20 years we were on our own again. We have always been sexually active but not very adventurous. We decided to change that. We went to a nudist resort and we loved it! We also decided to go...
    zenith800 zenith800 51-55 5 Responses Oct 12, 2012

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    My First Pegging Experience

    I have always been excited by butt play and had bought many butt plugs by the time of my first Pegging. I was playing with the woman who was my Mistress at the time. Licking, eating, and sucking on her ***** and having a blast as I brought her to several *******. Finally after...
    solid853 solid853 31-35, M 3 Responses Nov 18, 2012

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    My Wifes New ****

    my wife crawled into bed on sat night and started to rub my back with some lotion and got into spooning me and then started to hump my ***. it felt real good. everytime i pushed back on her she pushed foward . i asked her to get the "toy". when she got back into bed she had...
    NJBuddy NJBuddy 56-60, M 18 Responses Jan 16, 2012

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    As the name says, within the past 5 days

    when this subject first came up , we both found this equally a turn on and have delved deeper in this new level of intimacy... Numerous trips for new toys, our trial and error.... Thanks to technology .. we did our research....Via internet.. days and days of messages and...
    2luv2peg 2luv2peg 36-40 1 Response Jul 28

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    Curious

    I am not gay. I am not bi. I am not a crossdresser. I am not a sissy. I am not a cuckold. I have no urge to wear panties. However... ....I love it when a girl plays with my ***. Be it her tongue, her fingers or both it really turns me on. I have often thought about how I would...
    scot21 scot21 41-45, M 12 Responses Feb 1, 2013

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    My First Time

    This storie starts the night before the event, my and my partner were having sex she was on top and loving it she mush have come at least three times up there. We were both covered in ***** juice and I guess abit of pee. Out of the blue she asks me if I want to **** her *** we...
    Cum4you2 Cum4you2 22-25, M 3 Responses Oct 24, 2012

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    Last night I had the most woderful experience

    in all my 37 years. My wife had one hell of a night planned for me. First of all I was tied up with my hands straight up in the air, and then she blind folded me. Oh yay! We had been experimenting with pegging a few times before tonight, so the first thing my wife did after...
    bigfat7 bigfat7 36-40, M 4 Responses Dec 29, 2013

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    I have a double ended ***** the Share XL.

    There's nothing quite like my woman bending me over and sliding it into me as she moans with pleasure. For all comfortable couples I HIGHLY recommend that you try this! Use lots of lube and enjoy!
    Happysomeone Happysomeone 22-25 4 Responses Mar 8

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    I love knowing that other people love pegging.

    My SO and I are getting more into when I get home from my army stuff. We are getting our first strap on. We have used her toys in the past but I want to feel her **** me and grab my hips while I ride her ****. She also likes it when I clean up after I *** she says it turns her...
    gmcrzynrd gmcrzynrd 26-30, M 1 Response Apr 7

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    Growing

    recently i