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I Want To Make Love With A Man While Wearing Lingerie

Personal Stories, Advice, and Support 660 People

    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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    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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    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 34 Responses Apr 28, 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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    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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    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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    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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    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 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 51-55, M 5 Responses Jan 13

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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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    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 10 Responses Aug 20, 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 Jun 21, 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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    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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    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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    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 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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    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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    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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    Related Experiences

    The term "make love" implies that you can't really love someone until you've meshed with them, become part of them. I think that's very beautiful if you think about it.
    Augusttonic Augusttonic 16-17, F 1 Response Jul 20

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    Sorry I'm ranting so much about my feelings I just have moments of clarity that I like to share. Remember a time you got hurt? (I'm talking emotionally). Or embarrassed, let down...
    emelon12 emelon12 18-21, F 1 Response Jul 7

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    My aunty massage me like first she keep my panties on and put paper so it not get oil on but not no more sometime it feel so nice
    tanyadeboga tanyadeboga 13-15, F 2 Responses Jul 6

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    Mmmm my body is craving it. I need it soo bad! I don't want just someone to chat with. I want someone to make love with over and over and over again. Until our body's give out and...
    Smileeboo Smileeboo 16-17, F 2 Responses Jul 19

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    This post is devoted to all of you teacher lovers out there. I have some phisophical/psychological questions to make to you and to myself... questions: 1) since we love them and...
    sparkydream sparkydream 18-21, F 3 Responses 15 hrs ago

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    I want to make friends with people who have kids text me at 781-202-6188
    silentpeanut silentpeanut 26-30, F 1 Response 3 hrs ago

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    Part 106 ... 2 parts in one night huh?! I can't tell you all in just one story. :D So after I talked to Mr.R we had few days free nearly a week. But then it was time for us to...
    singingthestoryofmylife singingthestoryofmylife 18-21, F Jul 16

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    Well, i just added my crush ex-teacher on facebook, i discovered he has a girlfriend (****) but i found out we have many things in common and that he is very funny and outgoing...
    Mynameistooweird Mynameistooweird 16-17, F 22 hrs ago

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    my story is weird I know, but I really need help and advice cause no one that knows this story really gets what I'm going through...I hope you guys will :) I've been single for...
    Storyteller1234567 Storyteller1234567 16-17, F 2 Responses Jul 2

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    I never knew what love was until I fell in it with him, did I ever really love my husband? I love him now yes but was I ever in love with him? I dont think I was and it couldn't...
    katharine8891 katharine8891 22-25, F 1 Response 4 hrs ago

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    hey guys I am going to send him this letter when he gets back in 28th of july …. Thanks for sparkydream <3 for helping me writing this letter .. love you gurll <333...
    InLove000 InLove000 18-21, F 3 Responses a week ago

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    O yes. I love a feminine lady. I love a lady who loves being a lady. The make up, the danglies, the hand in the air, the purse, the sweet perfumes, the way she give you a look of...
    lonesojourner lonesojourner 46-50, M 2 Responses 3 hrs ago

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    I will start this by saying I consider myself to be a rational, sane man with my feet planted firmly on the ground. I think logically and generally live in the world of reality...
    lasergraph lasergraph 61-65, M 3 Responses 5 days ago

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    I met this girl when I was 12..I was too young to understand what is love.she was 17..I remember clearly how beautiful her back was and the way she walks. I never seen anthing...
    9thguy 9thguy 26-30, M 7 Responses Jul 4

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    Here I am in love with you; You're everything and more. This is the way it's supposed to be; There's nothing I want for. But she was in my heart before, The embers there still...
    chewyconor chewyconor 22-25, M 1 Response 6 hrs ago

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    The last moment I want to share with you all was the time that I had died my hair a super bright red like cherry red and It was a pretty non-washed out red that had black frosted...
    Dpreukssiya Dpreukssiya 18-21, F Jul 20

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    I love gaming. I've always found it easier to hang around guys and I had grown up gaming since I was a kid. I made a Steam account a few months ago and I game on it almost everyday...
    skylasting skylasting 13-15, F 3 Responses Jul 2

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    My husband had an affair and I left him. I was not looking for anyone, I knew I was vulnerable and probably not a good idea. I made the mistake of communicating and eventually...
    RayMizae RayMizae 26-30, F 1 Response Jul 8

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    I am still in love with you. I still see you, everyday. Walking past me like nothing happened. No emotion, just nothing... It all started when we first got together it was the...
    ConfusedBritishGirl ConfusedBritishGirl 18-21, F Jul 11

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    I said I'd post the story with my teacher, so here it is: Last month, I went to visit my former eighth grade Spanish teacher (Mr. C). It was during the week of final exams so our...
    purpleemandem purpleemandem 13-15, F 2 Responses Jul 14

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    It was an accident, really. Nobody plans to fall in love with their physics teacher. I met my second year physics teacher (we'll call him Mr. K) last year, before he taught me...
    MaiChan MaiChan 18-21, F 1 Response Jul 17

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    I edited this a little bit, I didn't know if I wanted you guys to know everything that had happened afterwards but I'm not as nervous as I was before. So I'm bi and yes I fell in...
    jacithepanda jacithepanda 13-15, F 1 Response 6 days ago

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    (The following 'Connection Tips' post was originally posted by Yalanda, but her account was deleted for whatever reason. I wanted to share this information in the hopes that others...
    joshwilburn1017 joshwilburn1017 18-21, M 4 Responses 6 days ago

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    My best friend was Jordan and I meet her when I was like 7 believe it or not we first met in a church which was ironic cause she's an atheist and I'm undefined now. Anyway we got...
    DarkRun421 DarkRun421 16-17, F 1 Response 6 days ago

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    What I learned: Be your own hero. Reflect and apply what you’ve learned to your life, today. Work at forgiving yourself and others for being flawed human beings who must learn...
    AppleJacks10 AppleJacks10 26-30, F 2 days ago

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    I want to runaway with someone and just do all the things i ever wanted to , we could go like backpackers around the world or just go and hike for some hours ... It would be nice...
    nati900 nati900 16-17, F 13 hrs ago

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    So I met this girl a few weeks ago and everything I do I want to be with her. I've known about her for a while, but we didn't actually meet till a few weeks ago. She is bisexual...
    BallerNgo13 BallerNgo13 13-15, F Jul 2

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    It was late last night. Bored, out of my mind and wanting to have a good chat I got on omegle , turning to the video side of the site . I skipped through a few people at first them...
    DentalNexus DentalNexus 18-21, F 1 Response Jul 2

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    So It was during my Junior year that I discovered I had a huge crush on my teacher... It was after we where reading a play (He read the part of the man my character was in love...
    Dpreukssiya Dpreukssiya 18-21, F 5 Responses Jul 12

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