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I Need a Strap-on Pounding My Ass

Personal Stories, Advice, and Support 881 People

    Strapped By a Beautiful Black Mistress

    I met her online and we met in Orlando at a motel where she used her 8 inch ******* on me until I orgasmed. It was the first time I really felt like I was doing what I was supposed to do. Submitting to a Superior and wanting to please her by doing anything she wanted.
    threeinches4u threeinches4u 51-55, M 2 Responses Sep 23, 2009

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    How Does It Happen?

    I find myself stroking my **** at the thought of a strap on going really deep in my *** and pressing on my prostate as it goes in and out. Now, having that ******* up my *** while I play vids would be capitol. More about that later...
    IstrokeUmassage IstrokeUmassage 26-30, M 1 Response Jun 16, 2011

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    My First Time Receiving A Strap On

    The first time a woman took me with a strap on was back when i was 30 years old. She knew and enjoyed forcing me to dress and then taking me outside to embarress me, usually at night though. One evening, she had me dress in panties, and full body girdle with garters, and...
    AlisonLynn AlisonLynn 51-55, T 3 Responses Sep 15, 2011

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    Roommate ****

    almost every night i got back to my apartment my roommate/ **** buddy would be waiting with a big smile, and greeting me with a big welcome home, she would let me walk in and get comfy, and would then ask if i was ready for my daily ritual, truth be told i was waiting all day for...
    munky77 munky77 22-25, M 2 Responses Jan 20, 2011

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    She Had To Do Me First.

    Well I had started with a T-girl while in the service. My First wife & I were swingers. One night with a group of her female friends. I was having a hard time finding a way to break the ice with my wife about my loving to have anal sex. Well talk of anal sex came up. One lady...
    Vikingleg Vikingleg 51-55, M May 13, 2011

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    Mistress Has Her Way With Me

    It was mid August 2012. Long hot dry summer and work was getting to be a *****. i asked my Mistress, "if i got a room in Sioux Falls could we play on Thursday night?" (we live 2.5 hours apart, both work long hours and She has a roommate) She said, "yes, bring your *******, toys...
    tinythingy63 tinythingy63 46-50, M Sep 9, 2012

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    "i Need A Strap-on Pounding My ***"

    "I Need a Strap-on Pounding My ***" it feels so good to be ****** by a strap on that can keep pounding my sissy ***** for as longer as my Mistress wants!!!!!!!!1
    mandiejune mandiejune 51-55, M Oct 13, 2009

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    Wife Strap On

    I would absolutely love it if my wife would use a strap on and lots of lub on me. O my God, it would feel so GOOD
    hotdiaper hotdiaper 51-55, M 3 Responses Sep 7, 2009

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    Once Apon A Time

    I had a female frand that use to love to take with her *******, She move way a few years ago, I really miss her and him,
    deleted deleted 26-30 Apr 26, 2010

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    I've got a steel butt plug holding my anus in a

    lovely gape. I would love for a women to take advantage of my gaping hole, and **** me hard and deep with a strap on.
    deviant87 deviant87 26-30, M 2 Responses Aug 6

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    I like to feel my *** filled

    and make my woman feel like she could dominate me too make her happy.
    jecht3000 jecht3000 22-25, M May 2

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    Bigger Then Mine

    My wife and I started roll playing a while back.I was even Darth Vader.I came home one night after work and she said that she was watching her programs.She said one of them was about making sex better in a marriage.I told her that what ever it takes I would do.She smiled and...
    Berrney Berrney 56-60, M 5 Responses Aug 30, 2009

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    Take Me

    Got home from bar one night .The wife was in the mood.She told me to get cleaned up.I headed to the bathroom.I hooked a hose to the bathtub so it's easy to clean out my hole.Then we went to the bed and she tied my hands to the post.I knew then I was in for one...
    Berrney Berrney 56-60, M 6 Responses Jul 24, 2009

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    San Diego

    I am searching for a strap-on mistress to treat me like I deserve. I am a sissy boy, panty **** in need of a good *** pounding.
    Frillylacy Frillylacy 31-35, M 1 Response Dec 17, 2010

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    THE Cat

    i had come home from work and was really tired. i was in a bitchy mood and didn't see i was getting on my wife's (Mandy) nerves. she had a beautiful ceramic cat that her father had given her. as a gift i would have thought something more practical would have been better. Mandy...
    mielcaliente mielcaliente 61-65, M 1 Response Oct 6, 2009

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    Tammy

    About five years agoi hade a girl friend she was very nasty i love her a lot she liked me to **** her in the *** then she would suck my **** till all the *** was out then one day she got her toy and ****** my *** with it hard wow it was great she made me *** a lot and she layed...
    cushy8 cushy8 46-50, M 1 Response Sep 21, 2009

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    Shes In the Mood

    When I got home from work tonight.My wife was already drinking and her mind set on taking me. When I walked in the door she had some things set out.I noticed that the lube was on the Coffey table.She was on the couch in her nightie.Have you been a good boy today she asked?I've...
    Berrney Berrney 56-60, M 3 Responses Sep 17, 2009

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    ****

    After pounding another guys ***, what I love most is to have his wife return the favor and pound mine with a strap on.  My wife's juices can lube it up quick as they play. God a woman with a strap on can **** me to an ****** too fast! But I still *** back for more! I guess...
    zorch2kx zorch2kx 56-60, M 1 Response Apr 5, 2010

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    Need It Want It Where Do I Get It ?

    live near liverpool england need a lady with a strap-on to stretch my tight virgin arse.
    janus4u2 janus4u2 46-50, T Nov 16, 2009

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    First Time

    The first time i was taken i was not actually willing. we had a couple of drinks. we started playing bondage games and i was tied face down on the bed.first she started spanking me. Then she picked up my hips and put a pillow under me. she started rubbing my *** and back.i...
    sub092661 sub092661 46-50, M 1 Response May 9, 2011

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    Recently Bought A *******

    Recently, my wife and I went to an adult store and bought a strap-on. We went to the hotel we were staying at, showered, and cleaned the toy. I got on my stomach and she lay down behind me. I was doing the things I usually do to her, just teasing things. After that, I performed...
    pantiescouple pantiescouple 26-30 1 Response Jul 20, 2010

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    Wild Night

    after a wild night and some not down drag out sex,my partner decides it been too long since I took it like a man. So after what seemed like an hour of sex everything from *** licking to *** ******* she decides its my turn, To my surprise she whips put a puple ***** attacted to...
    chaloooots chaloooots 41-45 1 Response Nov 2, 2011

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    I Want To Be Forced To Take The Strap-on As My Only Sexual Outlet

    I am a straight well hung man with an active normal sex life. But.... ...now I have admitted to my wife that I fantasize about crossdressing and I am aroused by forced feminization and humiliation....so... My sissy bottom is now for her pounding pleasure. She is considering...
    carligirl carligirl 31-35, M Jul 15, 2011

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    Dreaming

    I dream about being dressed in sexy lingerie black lingerie, stockings, red mini dress and heels while bent over the arm of a couch as my wife pounds my *** long, deep and hard with a large strap-on penis. She has made me *** without any stimulation other than a ***** roughly...
    LoniCD LoniCD 46-50 8 Responses Jul 7, 2010

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    I Need It Some More

    I have been pegged by two different partners. What I find amazing, is that I have a hard time finding someone to do this. I travel a lot and am in many different areas, and I would love to find a partner to have some NSA fun with. I even have my own toy that a woman could use...
    wilrob7104 wilrob7104 36-40, M Feb 20, 2013

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    She Pound Me Gooood!

    Finally She did! After we played with Her ***** and a new vibrator She bought, last weekend my Wife approached me and told me to undress and go to bedroom. After some minutes of waiting, She enter the room, wearing a nice 6 inch *******. I was amazed, amused and shocked, all...
    SlutAi SlutAi 31-35, M 5 Responses Nov 25, 2010

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    Horny

    I am so hot and horny right now! I have seen some pictures and read some stories too! My panties are dripping and my *** is itching for some hard *******! I want a woman with a strap on to bend me over, pull down my panties, and shove her hard rubber **** deep in my horny ***! I...
    w2bdonna w2bdonna 51-55, M 1 Response Nov 6, 2011

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    I Need a Strap-on In My *** Desperately.

    I need my wife to rnter the bedroomsporting a strap-on that is 4-6 inches long and 2.0-2.5 inches wide. I want her to lube it up in front of me the direct me to get on my knees with my *** in the air. She would then lube up my *** and insert 2 fingers to relax my man *****. She...
    Snookybear Snookybear 36-40, M 3 Responses Aug 4, 2009

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    Related Experiences

    Nothing better then letting the women take control and go to town on you from behind with a strap on best feeling is when they wrap there had in your panties and use them to force...
    tcarter16 tcarter16 18-21, M 2 Responses a week ago

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    Do you think you're Uninterested in combating your son or daughter's ADHD? Have you tried out every single remedy around but absolutely nothing will work?By definition the signs...
    Carriele83 Carriele83 31-35, M 1 Response 1 day ago

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    I need help So I just moved up to my dads house and on the first day of school I meet this guy ~B.J.~ who just instantly talked to me like we had known each other before, but he...
    AllyCat1412 AllyCat1412 13-15, F 4 days ago

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    Ok, I need advice or something. I'm afraid of where this is going. I've been in a relationship with this wonderful woman, we've had a lot of great times and very few bad times. The...
    matt0030 matt0030 22-25, M 5 Responses Jul 25

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    Hi, so let me throw down this scenario to you guys the best way possible. I love my boyfriend, been together and lived together for over a year and a half. Since week 2 of our...
    kolo1463 kolo1463 22-25, F 4 Responses Jul 27

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    I don't know how I feel about this guy anymore. The whole thing is really pretty tragic. In the beginning I thought I had a lot to learn from him, literally on a pupil level, but...
    hazelwoodd hazelwoodd 26-30, F 1 Response Aug 13

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    9 days til I get married Honestly I need advice idk if I really am going crazy but recently I found out my fiancé had lied to me a lot about going out with his friends I didn't...
    Osiris5694 Osiris5694 18-21, F 6 Responses Aug 2

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    What's up guys I really need your help.. I work at American apparel the factory. I saw this beautiful lady that works in the sewing department. I can't describe how beautiful she...
    tomhelmy tomhelmy 18-21, M 1 Response Aug 3

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    Ive had a turbulent relationship with a boy for about a year. He was always there with when we were together back in sydney. Even when i was suicidal and unstable. He was there...
    jumpingoffthecliff jumpingoffthecliff 26-30, F 2 Responses Jul 24

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    Since my break up with the girl I was dating I feel real empty and alone...especially working away from family and friends...haven't felt like this in such a long time..been up all...
    Ruckuss77 Ruckuss77 36-40, M 2 Responses Jul 25

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    Ok. ..this is driving me crazy the girl I was madly in love with I caught cheating with numerous guys, she left her FB on my phone and I came across these messages. So things ended...
    Ruckuss77 Ruckuss77 36-40, M 5 Responses Jul 25

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    Ok, so I must say that this is a little odd to say. Like, sex should be engraved in our brains right? We should already know immediately how to do it, how to make it more exciting...
    eanchantedeyes eanchantedeyes 18-21, F 2 Responses Jul 25

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    So my boyfriend wants to have sex soon and I'm ok with that. But the thing is he wants to have sex with out a condom each time and he wants me on birth control. I'm kinda scared...
    hennyforyourthoughts hennyforyourthoughts 18-21, F 5 Responses Jul 27

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    Should I confront my ex on apparently saying that he 'hates me and I'm throwing myself at other guys' when we broke up a year ago and he hasn't spoke to me since? I don't know why...
    Jennnaaa Jennnaaa 13-15, F 4 Responses Jul 28

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    From now on I'm not going to fuss over or pine for my husband's attention. He is totally distant, ignore's me. I'm going to focus on Me! He ain't worth the brain power I'm wasting...
    Chelba Chelba 41-45, F 3 Responses Aug 7

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    I'm in a long distance relationship. We see each other once in a month or two for a few days. He always comes to my place because I'm in collegue and don't have the time or money...
    Naginii Naginii 18-21, F 2 Responses Aug 12

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    I'm in a long term relationship and I have a cancerous brain tumour. I am very happy with my life and the love I have for others and myself. I have decided to shave my head for...
    xxEMOtionalxx xxEMOtionalxx 13-15, F 2 Responses Aug 13

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    So this guy had a girlfriend & led me on, but then pushed me away. I found out they dated for 3 years. What I don't get is why approach me? If you obviously Love her like I don't...
    presseve presseve 18-21, F 5 Responses 3 days ago

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    There's this one man that I cannot take off my mind for like two years. And it's frustrating and hurting me. I wanted to forget him. I want to forget him but I don't know, I can't...
    Samwan Samwan 26-30, F 2 Responses 3 days ago

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    Im writing this in hopes it helps clear my mind. Hopefully someone would be able to help me understand why life and love works the way it does... Years ago i met a man who truly...
    sinistergirl sinistergirl 26-30, F 1 Response 3 days ago

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    I hate it so much men should do women this way not women doing men
    bendoverman1972 bendoverman1972 41-45, M 1 Response Aug 3

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