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I Want To Make Love With A Man While Wearing Lingerie

Personal Stories, Advice, and Support 660 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 51-55, M 6 Responses Jan 13

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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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    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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    The only way I love it the sexier the lingerie

    the better and any that lets easy access to the right spot
    alexiswcd alexiswcd 56-60, T 4 days ago

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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 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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    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 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 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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    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 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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    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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    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 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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    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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    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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    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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    Related Experiences

    I have so much love to give and I just want to love with all I got. I want to love like there's a no tomorrow. Hope I will get the chance to love someone like that one day.
    wanderingheart237 wanderingheart237 26-30, F 1 Response Aug 1

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    I love giving massages while having any sexual experience. I massage ppl while they sleep lol I'm constantly touching things.
    RainbowLoveFire RainbowLoveFire 26-30, F 2 Responses 3 days ago

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    Come into my arms let me hold you softly close.Let me gaze into your eyes,let me tell you,you're the most.You're such a perfect woman,you're what I desire and crave.Let my first...
    bignatbreastluver bignatbreastluver 46-50, M Aug 7

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    I love really hard & deep tissue massages to relieve all the muscle soreness. I would love to have all my muscles relaxed and at the end of the massage if there's only "one body...
    roadsterusa roadsterusa 18-21, M 3 Responses 6 days ago

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    This happened about a week ago. I wanted to go run an errand an shopping. I put on my light colored hose with shorts. I have really been wanting to do this a long time. I...
    pappie60 pappie60 61-65, M Aug 10

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    I sent him a message..he hasn't seen it yet. But I feel great! :) finally I act beyond fear and now my head is clean! and I can focus on MY life! :) No matter what the result is...
    sparkydream sparkydream 18-21, F 5 Responses Aug 9

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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 Jul 22

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    The Reasons of Older Men Younger Women Dating . Older men date younger women for many reasons. It does not depends on age most of the time as much as depend on Passion, love and...
    caitlincc11 caitlincc11 22-25, F Aug 7

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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 Jul 24

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    Internet is full of stories of people falling in love with someone else while married to their husband or wife's. Most of the stories proclaim that their husbands or wives were...
    arwhap13 arwhap13 31-35, M 4 Responses Jul 31

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    We've first met when I was a Grade IV student and since he's one year younger than me, he was Grade III at that time. I'll just call him V. Our families had been close since then...
    undeniablyMe28 undeniablyMe28 18-21, F Aug 9

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    I am 19 years old. Two years ago, when I was 17, I met someone who would end up completely altering who I thought I was. I was a happy girl. I enjoyed being single and flirting...
    sheonlysighs sheonlysighs 18-21, F 3 Responses Jul 30

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    I spoke to him today just to say "Hi" as a friend. He told me he was happily in love. Those words felt like a bullet in my heart, as if my heart had been stabbed to death...
    NiteOwlet NiteOwlet 22-25, F 2 Responses Aug 9

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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 Jul 23

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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 Jul 23

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    In its place most critical outcomes take place in the event of employing abusive tactics built to govern search engines like google: extreme consecutive repetition of the identical...
    Joshua950z5kh8 Joshua950z5kh8 31-35, M 1 Response Aug 9

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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 Jul 23

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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 Jul 27

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    3 months ago I found videos & pictures of my husband having sex with another woman. I was devastated, as he had been emotionally abusing me for a year & telling me he wanted a...
    RayRoMac RayRoMac 26-30 1 Response Jul 28

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    Because I think I've finally started to realize that maybe I fell in love with the idea of you. I fell for the kind of person I knew you could be. But you didn't want to be that...
    Jenuinely Jenuinely 18-21, F 1 Response Aug 12

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    Last night I was freaking out, thinking I may be reaching that point where I either need to say good-bye to my best friend or I'm going to make a huge mistake. Today though, I feel...
    saundra04 saundra04 26-30, F 2 Responses Jul 29

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    It's hard to just walk away from a person you've spent five almost six years of your life with. There's been so many firsts with that person.. So many memories. But what if things...
    tayf tayf 18-21, F Aug 11

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    Bicycles can be found without cost for Checking out the island. On top of that, a one particular-hour hobie cat sail is complimentary also, and among the sailing captains will...
    Stephanzt506 Stephanzt506 31-35, M 1 Response Aug 12

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    I met the man of my dreams while he's in prision. I didn't intend to fall in love. But I did. Now I'm wondering how do I do this? How do I sit here and wait for 2-4 years knowing...
    withouthim2026 withouthim2026 18-21, F a week ago

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    I feel terrible. We have always had this weird tension...I've only been married for a couple years (we will call my husband A and his friend D) A and I had a good relationship at...
    voicelessallure voicelessallure 22-25, F 1 Response 6 days ago

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    I am A God fearing woman, but right now I am so confused. I have been married for 18 years. My husband has beat me, cheated on me and put me threw hell. I have a daughter that's...
    Sweetestrose Sweetestrose 41-45, F 5 Responses 2 days ago

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    I am in love with a man I never met it's hard to know that yeah he loves me but not in that way I'll never get to meet him I'll never get to see his gorgeous brown eyes...
    xriiccii xriiccii 13-15, F 2 Responses Jul 26

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    This is a long story so please bear with me if you can. I met a man back in 2008 through his sister who was a good friend of mine at the time. I knew he was married from the start...
    plmagnet29 plmagnet29 36-40, F 4 Responses Jul 28

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    Sometimes I feel like cupid. Capable of making two people fall in love with each other but not able to make someone fall in love me. Everyday I ask myself, is true love worth the...
    ImWithJesus ImWithJesus 22-25, F Jul 28

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