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I Want To Make Love With A Man While Wearing Lingerie

Personal Stories, Advice, and Support 659 People

    I had the chance a few times,

    funny how I chicken out at the last minute. How the person I'm suppose to meet all have same like come on lines.. I know down sweep that I'm not ready, I don't know if I ever will be ready. I keep myself entertained by dressing up when I have the home to myself.
    daysleeper2 daysleeper2 46-50, M 2 Responses Jan 13

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    I Want To Have Sex Wit A Man While Im Dressed As A Girl!!!

    I am a bi male I love crossdressing I often wear panties bra dress and heels around the house and I am to shy to go out in it or tell anyone. I do want to have sex or atleast fool around with a guy while dressed up. Any pointers???
    Doubledeesnutz Doubledeesnutz 18-21, M 5 Responses May 5, 2012

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    Hot!

    I'd love ot too. I love to dress in pantyhose and stockings especially with painted toes. Love stocking legs and feet!
    deleted deleted 26-30 Apr 2, 2012

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    Last Night

    What I Did Last Night. I dressed up for hours last night! Black nylons, heels, a red and black baske/corset. Wig (cheap halloween type). I got my dummy (lover) down from it's hiding spot in my garage rafters. Attached my homemade *****. Made that a few years ago with a large...
    nylonblack nylonblack 36-40 2 Responses Oct 5, 2012

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    I Finaly Did IT

    Iposted an ad as a CD and a picture, I am not at all passable, but I have nice latex mask and chest, with a nice set of 42 DDD **** on it and their soft and pliable, anyway, I got allot of responses, I chose a nice guy that is fit and clean, a closet gay. I made arrangements for...
    deleted deleted 26-30 2 Responses Mar 14, 2013

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    Sissy Husbands Making Out!

    I have this fantasy a lot when I'm ************. I am locked in a chastity belt, and my keyholder, Kathy, has had me locked up for 14 days, with no relief. Finally, she says, you said you would do anything for a cummie., are you ready to prove it? I replied, oooh yes mam. She...
    sissyrachel48 sissyrachel48 61-65, M 36 Responses Apr 28, 2012

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    I asked Ken to do a little rolling,

    he said OK, brother & sister. I would dress, completely, and be in bed, (it was fun to do) pretending to be a sleep he would sneak in and feel me up and then I would let him **** me. I spent the early part of the evening cleaning up, shaving and putting lotion all over my body...
    deleted deleted 26-30 1 Response Dec 15, 2013

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    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

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    Ok I'M A ****

    Mr. Wonderful called me and asked me if he and his friend could **** me. I thought about it for like 1 second and said Yes.... I spent the early part of the evening getting ready, and wore my Black Baby Doll, mask and chest, same as before, He has never seen my face, They should...
    deleted deleted 26-30 Mar 23, 2013

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    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

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    Tranny Loving

    Yesterday I decided to see a Tgirl I had not seen in about 3 years. She is a provider so yes I pay for it. The first time I saw here it was incredible. She is a bit older but wears it well. I called her and she did remember me. Maybe she keeps records. Anyhow she seemed a bit...
    sissykristin sissykristin 56-60, M 7 Responses Aug 27, 2012

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    My Fantasy

    I'm wearing pink and black satin panties, stockigns with a garter belt, denim mini skirt with a white sleeaveless blouse, wig and rub red lipstick. He meets me in the hotel, after drinks and small talk i unzip his pants and go to town on his gorgeous large ****. He kissed my...
    deleted deleted 26-30 4 Responses May 15, 2012

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    Crossdressed Love

    I was always a heterosexual crossdresser before, never into men until about 10 years ago. I finally acted on my desires a few years ago and enjoy it immensely. It's difficult as I am still married but it's what I am. I will say that making love to a man while you are dressed is...
    MonicaCD MonicaCD 51-55, T 11 Responses May 27, 2012

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    My Story

    I am a married bi guy. I'm versital, but primarily a top. If the mood is right I do like being submissive and being used as a **** toy. I had a few M2M adventures before this happened. I had met Bill online. I had gone to his place a few times for a quick blow and go or to...
    swinger8166 swinger8166 46-50, M 2 Responses Jul 26, 2012

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    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 1 Response Jun 21, 2012

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    I Am Woman (For 10 Minutes)

    I opened the door fully dressed, Ken pushed me back to the couch, pushed me down in the couch, he on his knees opened my robe, pulled up my silky, pulled my **** out of my panties, and then kissed the head of my **** then sucked my **** in his warm mouth, I laid my head back, one...
    deleted deleted 26-30 Jul 9, 2013

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    I Am A Girl To Him

    Hi I usually cross dress and watch **** videos, **********. One day no one in my home. I locked doors but it was not closed correctly. I was surfing **** web. I was wearing bra and mini skirt a think transparent jacket. door was at back of me. When I was excited, some one...
    deleted deleted 26-30 Jun 21, 2012

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    Sissyland

    So I think we sissy's should have a place to enjoy ourselves. I would like to build a theme park named Sissyland!!!!! This park would only accept sissy's, transvestites, gays, lesbians and transsexuals. I grew up in Kansas City and they had an amusement park named Fairy Land many...
    sissykristin sissykristin 56-60, M 11 Responses Aug 20, 2012

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    Cowgurl

    On Top I wanted to ride my lover, so I asked Ken to come over for some sex, he asked me what i wanted to do, I told him i wanted to ride him, I love the feeling of a hard **** in me, deeper the better, I dressed in black this time, stockings, Bra and panties, heels and a silky...
    deleted deleted 26-30 Nov 30, 2013

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