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I Want To Go On A Date Dressed As A Women

Personal Stories, Advice, and Support 533 People

    The Wish To Show Them

    I have been going out dressed as a women a couple of times now and it was great fun. It only was a visit to good friends who knows about me and it was dark allready, so we drove up to their place and got out of the car and in to the house. Not much up to it I guess, but, for it...
    laikagirl laikagirl 51-55, M Aug 23, 2012

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    I Have Already Been Doing This For Many Years.

    I go on dates with men and we are just like a man and woman out on a date. Even though I have passed in public as a woman many times my date usually takes me out to a gay TG friendly nightclub or bar. Sometimes we even go to a straight nightclub or bar and also may go to a movie...
    JulieLisa JulieLisa 61-65, T Aug 29, 2013

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    This Would Really Be Great!

    OK, it isn't easy for me to even convince myself that it is OK to just go out in public dressed as a woman. I haven't really done it yet. But I've always thought that it would be a lot easier in the company of another CD. But it would be so much easier and more fun to have a man...
    RayanneA RayanneA 56-60, M Sep 30, 2013

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    I would love to do this,

    it has always been a fantasy of mine. I want to be treated as the women I am trying to be. Wined and dined and made love to.
    Michelle1976 Michelle1976 36-40, T 3 Responses Mar 23

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    I really want a cute boy to take me out on a

    date and i can wear a cute dress then after the date we can back to his place☺️
    Girlyboyrachel Girlyboyrachel 18-21, M 2 Responses Jul 14

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    Not A Real Date But Close Enough

    Recently I had made plans to go out to a very late night lunch/dinner whatever you want to call it with a very good friend of mine from school. What makes this worth telling is that she knows that im a crossdresser and that she wanted me to dress up when we went out. What makes...
    glasscitycd90 glasscitycd90 22-25 11 Responses May 1, 2013

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    How I'd Do It

    It would be senior prom with a dreamy guy I'd had a crush on forever. I'd spend the morning at the salon tanning and getting my hair nails and makeup done. I would have the dress picked out forever a pink halter top dress that flairs out slightly at the waist and comes down to my...
    MadisonElizabethTG MadisonElizabethTG 18-21, T 7 Responses Sep 9, 2012

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    My First Date As A Woman

    I have been fantasizing for a long time about going on a date as a woman. I have been going out dressed for many years. But dating was just a fantasy. I met a guy online and chatted for a few months. He asked me to go on a date. I was apprehensive at first because we are never...
    ka851 ka851 51-55, T 1 Response Dec 16, 2012

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    Sort Of Have Already, Sort Of Haven't Too...

    well technically my friend and I are not dating, yet... but we've gone on two, I guess "pre-dates" you could call them and I've been partially dressed but eventually as I work on completing my work and as I make progress with my friend and we perhaps start actual dating soon...
    STLCD STLCD 22-25, M Jul 29, 2012

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    I Do Date While Dressed

    I am usually asked out on dates a couple of times a month where I go out all dressed up and the last time was September 21st. All of my friends know I love going out all dressed up and if they are the one who takes me out they are the ones who are going to get to do what ever...
    ChristinaLynn ChristinaLynn 36-40, T 7 Responses Oct 2, 2012

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    I've Been Doing That For Years

    When I came back out quite a few years ago after a hiatus it took me awhile to get used to being out in public... but I kept doing it, going out daytimes most often because that's when I had the opportunity. And I was also online a lot and lots of guys kept wanting to get...
    deleted deleted 26-30 2 Responses Oct 6, 2012

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    I Want To Date A Certain Boy Who Might Tell Stories.

    I think this guy named Steve is full of bull, he's always bragging about his dates being so aggressive towards him that he has to put his foot down to control the passion displayed, I imagine on our date how I'd turn him on,and make simple gestures, then advances, and finally...
    Chrysanthe Chrysanthe 18-21, M 2 Responses Feb 16, 2013

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    It Could Go Either Way

    I DID ONCE AND IT WASN'T ALL THAT GREAT, LETS JUST SAY HE WAS A BIT SELF CONSCIOUS
    trans1 trans1 26-30, T Sep 1, 2012

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    An Erotic Date.

    I have often wanted to go out dressed as a woman on a date with a bi guy, we both know it was going to end up in bed.  I think about sucking **** and having mine sucked. 
    amysatinpants amysatinpants 56-60, M 3 Responses Nov 30, 2012

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    Can I Take You Out?

    This is one of the few fantasies that I have that I haven't acted on. I am a bisexual male and love both men and women. I have dated plenty of women but never dated a man. My fantasy date would involve a guy that wears very feminine clothing, fixes his hair, wears makeup, etc...
    rhouse rhouse 41-45 9 Responses Sep 12, 2012

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    Treat Me Good

    i would love to go on a date dressed as a women. i would wear soft sexy lingerie with stockings, 5 inch heels and a sexy dress but not too short. my face would be made up along with my toe and fingernails being painted and put on a nice wig. i would then go out to meet my date...
    badanbald badanbald 36-40 4 Responses Jan 1, 2013

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    Out With Wife Dressed

    My wife loves that I crossdress and we often go out in public dressed, to movies, bars, parks and even to dinner. We try and stick to the places that are usually not lighted the best, like bars, movie theaters, and walking around a park at night. Sticking to these places lets me...
    pantiescouple pantiescouple 26-30 Jan 28, 2013

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    Related Experiences

    I would love to date a pregnant women as they are big and beautiful and need someone to care for them
    goonteam goonteam 16-17, M 4 days ago

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    I havnt but id like to meet an older woman to date. i remember i use to have a crush on my friends grandmother. she was in her 50's i was 15 so noting happened but from then ive...
    Keanu1991 Keanu1991 22-25, M 2 Responses Jul 29

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    Sugar Momma Dating on SugarMommaWebsite.com Dating sugar mommies can be a very exciting experience for young men nowadays. It can also get quite intimidating if you are not fully...
    sugarmommawebsite sugarmommawebsite 31-35, F Aug 5

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    I would love to meet and have an ongoing thing with a pregnant woman... It's a fetish I want to indulge.
    Amazonium Amazonium 36-40, M 1 Response 4 days ago

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    I'm 29. Single. About 4 months pregnant with twins. I'm looking for a man who wants to pamper me and take care of all my needs during my pregnancy. I would love to find a man who...
    prissy1012588 prissy1012588 26-30, F 4 Responses 3 days ago

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    Looking for a new woman or maybe a few women to breed! Anyone interested?
    Illyriaa Illyriaa 22-25, M 1 Response 6 days ago

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    I'm pregnant and living with a friend no job or life ... What can I do
    PrototypeBri PrototypeBri 18-21, F 11 Responses Aug 7

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    i like woman atleast 15yrs older then me. my last relationship was with a woman who was 45 but had to break it off cause of her family
    Keanu1991 Keanu1991 22-25, M 3 days ago

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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 3 Responses Aug 7

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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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    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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    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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    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 2 Responses Aug 7

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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 1 Response Aug 7

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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 1 Response Aug 7

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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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    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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    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 2 Responses Aug 7

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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 1 Response Aug 7

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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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    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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    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 2 Responses Aug 7

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    I tell ya, as I hit 50 things are better than ever, I have dated younger women too, but women up to 11 years older and have loved their company and the sex is great too! Finally I...
    mrrabbitdigital mrrabbitdigital 46-50, M 1 Response Aug 11

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    I dated a women who turned out to be bat-**** crazy. Originally I loved her since of humor and the fact she was smokin hot too. By the third date I started to see some red flags...
    marquedose marquedose 41-45, M 4 Responses Jul 26

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    I believe about purety of love. I want to have virgin partner. I am personally still virgin even i never kissed anyone. People said i am attractive,nice,polite. Its so hard know i...
    myselfhere myselfhere 22-25, F 14 hrs ago

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    I think I'm in love with my straight best friend. We've known each other for 8 years and have stayed at each other's homes multiple times. We live in different countries but we...
    Confusedami7 Confusedami7 26-30, F 2 Responses 3 hrs ago

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    Every boy and man should be a feminist to undo all the wrong we have done to girls and women from the dawn of age.A woman is the creator or life and as such has always attracted...
    cucksome cucksome 26-30, M 6 hrs ago

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    Fabulous date last night I felt so feminine.I decided to wear my new dress after thinking about wearing a pvc pencil skirt so I rang my sister up and she offered to do my hair...
    girlynicole girlynicole 36-40, T 3 Responses 2 days ago

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    I sent this to my SOS. What do you think if you got it ? Just curious ... Good night babe. You're on my mind. I was thinking... Do you think I write you here too much? To you...
    dsuzy dsuzy 36-40, F 7 hrs ago

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    The New Equal Rights Law (A Dream I Have) Part 5 Janice introduced me to the president of the company (Paul). [P] Karen, I've talked with HR and Janice and I understand that...
    slipgirl274 slipgirl274 61-65, T 3 Responses 2 days ago

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    Hey..i want your honest advice..i'm a guy & going to be 24 in next few days, & about to complete my masters next year in Medical & Psychiatric SW...few months back we had an new...
    ImAWeirdKid ImAWeirdKid 22-25, M 1 Response 1 day ago

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