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I Need a Strap-on Pounding My Ass

Personal Stories, Advice, and Support 875 People

    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 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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    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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    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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    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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    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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    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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    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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    ****

    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Related Experiences

    I love when I watch my girl put on her strap on.. ;) It means things are about to get all hot and bothered ;). Anyone have any stories about taking a strap on that they would like...
    LoveCures09 LoveCures09 22-25, F 3 Responses Sep 10

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    Finally ordered a strapless strap on today, arrives on sat. We spent last two hours in bed, talking about what shes planning on doing to me . Ive never felt so horny and cant wait...
    Uk30couple Uk30couple 26-30, M 3 Responses Sep 11

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    Something I wrote to him, although I didn't send it. Thank you. I have a lot of things to thank you for. Thank you for showing me how to love and supposedly be "loved". Thank...
    weightingforhappiness weightingforhappiness 18-21, F 1 hr ago

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    Long story here. My boyfriend told me last night that he kissed another girl who came onto him when they were drunk a few weeks ago. Now comes the long part. We have been together...
    ManagerMom82 ManagerMom82 31-35, F 2 Responses Sep 4

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    Well, this is my problem from the beginning of my "adult life"-I meet a girl and have a need to help her, in every way, if she has unpaid bills, I'll pay her bills and won't pay...
    Zpirit1978 Zpirit1978 36-40, M 3 Responses Sep 5

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    Hello, Id like an opinion, me and my ex have dated and we broke up and didnt talk for months, until one day i was outside with some friends, and i see her sitting down on a bench...
    Robert33A Robert33A 18-21, M 4 days ago

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    I dated a girl last year, and we broke it off soon after. We really liked each other and the break up was for stupid reasons. Anyway, we started talking again this Summer, and I...
    INeedAdviceASAP INeedAdviceASAP 16-17, M Sep 7

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    So I'm a 17 year old guy, I dated this girl who's 19 around this time last year and fell completely in love with her last Christmas and New Years, around late January lots of...
    lano1996 lano1996 18-21, M Sep 4

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    Older guys on here? Advice?
    Tigerlily53 Tigerlily53 18-21, F 1 Response Sep 5

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    I like to make friends on PS3. Even tho I'm shy. I like video games even tho I'm bad at it. I'm a noob on level 5. Lol. My username is poopie-noodle_96
    PoopieNoodle PoopieNoodle 18-21, F 1 Response Sep 15

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    when you feel like you meet the person thats right for you and it's a long distance relationship what would any of you people do about it? like would you wait for them and try to...
    Zoned1 Zoned1 22-25, M 2 Responses Sep 23

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    I am laying down currently high and tipsy. And I just got home and my night is over.. I was with a few friends but I thought I had to babysit and turns I didn't. And while I'm...
    parjae parjae 16-17, F 1 Response 4 days ago

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    To make it short and simple my girlfriend and i had a friend over and things turned very adult very quick well he stayed the night and i slept on the floor while he slept in bed...
    KoriFuyuOkami KoriFuyuOkami 18-21, M 5 Responses 3 days ago

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    I have three different sizes ask my hubby about them bendoverman1972
    honey2828 honey2828 26-30, F 1 Response Sep 8

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    I have never experienced this type of sex, but i have been fantasizing about it for a while now.
    tmiller1000 tmiller1000 41-45, M a week ago

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    Today I'm a junior in high school and my boyfriend graduated last year I'm 16 and he's 18 i love him a lot a lot we have so much fun together I can't picture myself with anyone...
    Sydneybean24 Sydneybean24 16-17, F 2 Responses Sep 3

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    I'm thinking about telling the guy that I like and he likes me that someone is interested in me and wants to spend time w/me something he doesn't do but I really want it to be him...
    kellycookies kellycookies 31-35, F 1 Response Sep 3

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    my boyfriend has an almost 5 year old. she falls asleep in his bed and moves her to her bed. but she always ends up in our bed every night. Am I the terrible girlfriend because I...
    dental27 dental27 26-30, F 3 Responses Sep 4

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    omg!im going to my aunt's hpuse.idk what to wera.purple shirt with jeans or white shirt and black skirt?? (its so important bcz we are in diffrent contries and i go there once a...
    00roshana00 00roshana00 18-21, F 5 Responses Sep 5

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    http://m.huffpost.com/us/entry/4768010 It's a good article to read. I don't know who it will help, but surely it will be an eye opener to some of you.
    YouBeTheAnchor YouBeTheAnchor 22-25, F 2 Responses Sep 5

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    There is this woman who I am friends with that I want to pursue a relationship with. I finally asked her out and she said yes but I won't be able to see her for the next 2 weeks...
    Ajax2221 Ajax2221 22-25, M 4 Responses Sep 7

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    I have been in two relationships thus far. Repeatedly, I found that the guy would freak out about naming the relationship. We'd have everything going. But what's the fear? Isn't it...
    mridulaharihar mridulaharihar 22-25, F 1 Response Sep 9

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