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I Want To Go On A Date Dressed As A Women

Personal Stories, Advice, and Support 531 People

    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 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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Related Experiences

    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 2 days ago

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    Some of the best times i had was with an older women, they are a lot of fun indeed. Of course people will stare and wonder because of the obvious age difference but it doesnt...
    TheVisualist TheVisualist 18-21, M 1 day ago

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    I have no experience .bit I really want rich women ..coz my finencly condition 0.
    yash333 yash333 26-30, M 1 Response Jul 7

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    I understand women's struggle and need for freedom and independence, but I would like to know there are a few left who like cuddling and massages without competitions.
    jerseystitch jerseystitch 51-55, M Jul 8

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    I understand women's struggle and need for freedom and independence, but I would like to know there are a few left who like cuddling and massages without competitions.
    jerseystitch jerseystitch 51-55, M Jul 8

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    I understand women's struggle and need for freedom and independence, but I would like to know there are a few left who like cuddling and massages without competitions.
    jerseystitch jerseystitch 51-55, M Jul 8

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    Love breeding! Wanting to do it more often. Summer months seem to be a bit slow though. Any takers?
    Illyriaa Illyriaa 22-25, M 1 Response Jul 20

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    don't ask.I like someone in command,someone who would punish me for being a bad girl....please Message me
    AruraRose AruraRose 16-17, F 2 Responses Jul 1

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    I don't know if anybody else (gay of course) has had this problem...I am gay and had been dating MtF transgender for about a year. I always felt the gay community looked down on...
    Tazzarina Tazzarina 41-45 6 Responses Jul 3

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    ARE YOU AN OLDER MAN SEEKING A YOUNG GiRL? "Datingayounerwoman.com is a newly launched unique dating service, which helps young girls looking for older men or vice-versa...
    datingayoungerwoman datingayoungerwoman 22-25, F Jul 2

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    ARE YOU AN OLDER MAN SEEKING A YOUNG GiRL? "Datingayounerwoman.com is a newly launched unique dating service, which helps young girls looking for older men or vice-versa...
    datingayoungerwoman datingayoungerwoman 22-25, F Jul 2

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    ARE YOU AN OLDER MAN SEEKING A YOUNG WOMAN? "Datingayounerwoman.com is a newly launched unique dating service, which helps young girls looking for older men or vice-versa...
    datingayoungerwoman datingayoungerwoman 22-25, F 1 Response Jul 2

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    ARE YOU AN OLDER MAN SEEKING A YOUNG WOMAN? "Datingayounerwoman.com is a newly launched unique dating service, which helps young girls looking for older men or vice-versa...
    datingayoungerwoman datingayoungerwoman 22-25, F 1 Response Jul 2

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    Not true. But not every white woman likes Asians, its all about an individual's preference. I know because I'm asian, specifically Korean and I've dated white women before...
    RichardHertz RichardHertz 36-40, M Jul 4

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    Sure having a woman showing her goodies off its nice to look at. But there's a different attention paid to that and a woman who dresses feminine and is attractive from the inside...
    LivingControversy LivingControversy 51-55, M Jul 5

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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 5 days ago

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    However I wish to date a women who can accept my defect. Hanging out together as women will be very interesting
    SisiNanda SisiNanda 31-35, T 8 Responses Jul 6

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    I want an older women that needs it bad I could really make you love it I'm handsome and a good person I just love s
    Dloveski Dloveski 36-40, M Jul 4

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    Want to find women who love bigger men !!!!
    pedrochef pedrochef 31-35, M 1 Response Jul 7

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    I want to meet women who want a polyamorous relationship. I am English, but I live in Krakow, Poland. I know I'll have to travel, most likely, but where do I start looking for her...
    nicolato nicolato 46-50, M 1 Response Jul 8

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    We serve, respect and obey our wives because we love them. Last night i learned why we must serve, respect and obey other women. Because women are all equal and we must serve them...
    Humblesissy Humblesissy 46-50, M 1 Response 6 hrs ago

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    i love absolutely love women and only women... thats what i prefer... women are made for men
    kinkprime kinkprime 22-25, M 6 Responses 8 hrs ago

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    It started at school when, for some reason, the girls would be the ones challenging the boys to a match (and at age 8, usually winning) although I used to win most, they were...
    zoomer316 zoomer316 36-40, M 5 hrs ago

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    I've always dated outside of my religion. I'm Christian. My boyfriends have all been non-religious or Wiccan. Was this the reason it never worked? Most of I've guys I've fallen for...
    DarkwingGoslyn DarkwingGoslyn 31-35 7 hrs ago

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    i like matured women, i am attracted to them... women who know how to carry sex appeal in the matured age are the ones i am like
    kinkprime kinkprime 22-25, M 8 hrs ago

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    Here's an up- to date photo of me . I'm honestly just wondering.
    Eugenie97 Eugenie97 16-17, F 12 Responses 9 hrs ago

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    Yessss rn now would great.. Suicide date is in...10 days bye
    MichaelOKBurns MichaelOKBurns 13-15, M 5 hrs ago

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    i like older women, i dont know exactly why... but i am very much attracted to them
    kinkprime kinkprime 22-25, M 1 Response 8 hrs ago

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    I really Like Older women who can do everything by her past experience
    Jimmy365 Jimmy365 26-30, M 1 Response 5 hrs ago

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    Get angry when they see white women with black men. I have heard countless times that white women are stealing their men. I wasn't aware that they belonged to just one race. Last I...
    babycakes814 babycakes814 36-40, F 3 Responses 3 days ago

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    Sales Clerk Reactions... Many times I have left a store with my purchases just chock full of exhilaration. The cause for these bubbly feelings was a direct result of comments...
    janusatv janusatv 61-65, T 1 Response Jul 6

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