This experience may contain mature content, as flagged by the community.
Please click away if you do not want to see this content.
To report inappropriate content, please email us.

I Would Love 2 B Crossdressed In A Room Full Of Women

Personal Stories, Advice, and Support 1,023 People

    Embarrased When Caught

    I love wearing girls dresses and when dressed I often imagine being caught and dragged out infront of group of girls and women who would laugh and make fun of me. The thought of being caught is very scarry and I do what I can not to be caught but wish it would happen so that I...
    Karentg Karentg
    46-50, M
    1 Response Aug 26, 2012


    This is my greatest fantasy I really want to go into a room as a guy and come out a gurl letting them femm me up and make me just like them
    mazzz77 mazzz77
    18-21, M
    Nov 10, 2010

    Tonight's The Big Night!

    OK tonight is the big night. Tonight I’m going out with my wife to a huge party in Houston. I’ll be in my panties, stockings, petticoat, heels and this cute little lady bug costume. I’ll have in my fake ****. The world will finally see me as the sissy boy I really am...
    2muchexp 2muchexp
    51-55, M
    Oct 26, 2013


    I dream about the day when a group of women will take me under their wing and transform me into the most feminine girl that I could possibly be. Dressing me in sexy lingerie,stockings ,skirt and heels. Helping me out with my makeup and ready to party with them. We all go to a bar...
    kathyr61 kathyr61
    56-60, M
    Jan 11, 2013

    Were Talking About Heaven Here!

    New neighbors moved in next door, 2 middle aged women. One is a great baker and came over to borrow a cup of sugar. Well, I was downstairs "dressing up" and didn't hear someone was at the door. "Hello?!?!"    I freaked because I am in the closet! OMG, no one knows I crossdress...
    CandyKowal CandyKowal
    46-50, T
    6 Responses Sep 18, 2011

    I Am Very Tempted To Go Out With A Group Of Women, Dressed "en Femme"

    Here, in Christchurch, New Zealand, we have a major event each year........The New Zealand Trotting Cup.  Trotting is Harness Horse Racing, for you people who don't understand.      It has become quite an event, where men would go along all dressed...
    redbow25 redbow25
    56-60, M
    May 19, 2010

    I have been before ex wife held lingerie party

    and all guests in lingerie. I was in lingerie or camie and matching panties also Nothing sexual happened but we did buy some great stuff and I was acceapted granted was 90s I was ok. I enjoyed the night sitting with 10 women in lingerie and I only guy in lingerie. Was a great...
    deleted deleted
    Aug 14, 2015

    Not A Room But A Patio ??

    I have crossdressed for years and am now sub to my Mistress J. We only ever play at work after hours or on business trips ( I`m the boss, she is my P.A.) Please note this is merely a sex thing & not lifestyle. A few months ago, on one of the few hot days this summer, I had a...
    ronkey02 ronkey02
    56-60, M
    1 Response May 4, 2011

    I Was!

    I used to belong to a group of guys who would cross dress. One time we orginized a formal dress ball. in attenance was life partners ,ladies who were involved in providing necessary items to us,cosmetics,clothes,wigs shoes and even emotional support. We rented a banquet hall at a...
    deleted deleted
    4 Responses Feb 15, 2011

    Oh Yes- Girdles

    I love wearing a good fitting longleg panty girdle with sleek full fashioned nylons..Same story-discovered that "cared for" feeling during early adolescence and have loved it ever since. It's wonderful to be held like that. That's all for now. Don't get me started!
    blart blart
    66-70, M
    2 Responses Jul 11, 2011

    Unfortunate? Experience

    my earliest sexual experience was when I went over to my friends and to my surprise when she left the room and came back, she was undressed. She then told me that if I dd not undress as well that she would say I forced her to undress. After I undressed, she made me put on her...
    asmethious asmethious
    36-40, M
    1 Response Sep 18, 2010

    The Nurses Party!

    So when I was about 20, shortly after leaving college and starting work, I lived in a shared house. Two of the residents were student nurses (both female), and 1 was a female architect. So it was a bit of heaven being amongst these lovely young ladies all the time. It was common...
    sissifyme sissifyme
    46-50, M
    3 Responses Dec 12, 2012

    Id Love To

    I think I'd love to be dressed in my prettiest things and then be fussed over by a room full of women Kisses Dennis / Denise
    deleted deleted
    1 Response Nov 18, 2010

    Make A Day Of It!

    Apparently 21st June is the day for all of us boys to throw away our trousers and put on a skirt! You could use it to fundraise too, as a dare, 'If I raise over £100 I'll wear a skirt for the day!' Anyone interested in getting men into skirts, join this group on Yahoo! http...
    deleted deleted
    1 Response Apr 21, 2011

    It Would Be Great!

    I would love to have them all dress me up and pamper me. and then take me to the bedroom and let me orally service them all as they take turns ******* my ***!
    allwrappedupinit allwrappedupinit
    51-55, M
    1 Response Jul 14, 2011

    Exciting Thoughts About Being In Front Of Women

    Just the thought of being dressed in front of a room full of women is such a turn on. To realize that they look at you in a different way because you are dressed like a sissy. That you probably will never be able to satisfy them like a real man. That you want to pleasure a...
    Cristine3030 Cristine3030
    41-45, T
    Jul 1, 2012

    The Nearest I Have Been

    The nearest I have been to this is when I went to a brothel a few years ago. I dressed as a **** in pink satin corset, pink satin panties, black stockings, high heels and a maids outfit. The lady played with me on my own for a while and then made me suck off a guy she had in...
    satinslutlouise satinslutlouise
    41-45, M
    1 Response Apr 12, 2010

    Did It! (Follow Up To: Tonight’S The Big Night)

    The deed is done. I did it. WE did it. First my wife shaved every body hair I had from the neck down not including my arms. Shower and then perfume she picked out. Next was the see through g-string and fishnet pantyhose. Then the cute little lady bug costume. Finally I put on...
    2muchexp 2muchexp
    51-55, M
    Oct 28, 2013


    my Mistress dressed me up as a pink sissybitch in a short pink sissy dress with a stiff petticoat pushing it up pink bra,panties and garter belt with pink stockings and 4" heels on then she invited her girlfriends over. i had to service their wishes all evening...
    mandiejune mandiejune
    51-55, M
    2 Responses Mar 27, 2010

    Going To A All Girl Event

    I wanted to go to this Devonshire tea event that was in aid of breast cancer research. So I rang my friend who new that I was a cross dresser . H er name is Lisa. She found out through my stupidity with a computer and I invited her to be friends on face book as Abigail .any way...
    Abigail590 Abigail590
    41-45, T
    Aug 14, 2010

    What A Fantasy Come True

    Imagine being in a room full of women to cross dress you? It would be a dream come true. It hasn't happened. I did have a few opportunities to dress as a woman with only one woman present so so many years ago. The adrenaline really kicks in. It is lots of fun to dress and...
    jml2000 jml2000
    61-65, M
    1 Response Mar 16, 2013

    Crossdressing With Wife

    I’m a male who likes to crossdress and my wife knows about this and gets so turned on seeing me dressed. My wife loves to use toys on me and we have a *******, she also helps me go shopping and picks out women’s clothes that will look good on me. I love wearing sexy undies...
    pantiescouple pantiescouple
    Jul 19, 2010

    Not Sure A Room Full

    I would love to be crossdressed in a room with a couple women, just not a room full.I would love for them to pamper me, and show me lots of attention.
    happilymarriedguy happilymarriedguy
    51-55, M
    1 Response May 23, 2012

    Oh My, , I Wish X

    That has to be an all time fantasy. To be dressed by a room full of hot sexy seductively dressed females all wanting to touch and stroke your silk and lace clad body, all wanting a taste of your clitty. I'd certainly need milking then !!!! oooooooo
    silkysissyprincess silkysissyprincess
    1 Response Mar 28, 2012

    Would Be So Much Fun

    I've often fantasized about being so nicely dressed that I'd fit in with a room full of women, girls who would accept me as one of them, so we could talk about guys (I'm gay, so that would be easy), about girly things. We'd go shopping, go out to eat, and I wouldn't be treated as...
    NathanielPantied NathanielPantied
    46-50, M
    Nov 14, 2011

    Prissy Sissy Coming Out Party

    Until recently this sissy thought she was a transgendered person who loved being extremely feminine. However after being on the net for some time I came to the conclusion that I was in fact a sissy. I showed what I had found to Mother and she totaly agrees. She has made me take...
    janetkotex janetkotex
    22-25, T
    5 Responses Apr 19, 2011

    As a French maid at an all female party I have

    been! As a person at a party it is fun when the ladies accept you as one of them.
    amandatrane1 amandatrane1
    51-55, T
    2 Responses Dec 12, 2015

    Washing Dishes

    Last night while my wife was out with the girls I had the house all to myself and decided it was time to let Jessica out to play a little bit. I had a sink full of dishes to do and figured why not bring Jessica out to do them, it would make it more enjoyable. So I went upstairs...
    51-55, T
    2 Responses Jul 15, 2010

    I Have Done This

    I have dressed up in the company of females and it was so much fun. Lots of woman are cool with this, I have found.
    RobynTheBeautiful RobynTheBeautiful
    1 Response Jan 1, 2012

    3 Little Wishes!!!! If Only Dreams Came True! I Have Posted This In Another Group But Think It Fits Here Perfectly Also.

    I was feeling very low i had lost my job, my wife was very angry and was not holding back with her humiliating comments, normally i would be in heaven being belittled by her since she had discovered my overwhelming need to wear wonderful female clothing but losing my job just...
    carolesweetie carolesweetie
    36-40, T
    1 Response Jan 6, 2012

    Lovely Soft, Silky Gown

    I would like to be wearing a long, silky, lacy nightgown in a room full of beautiful girls also dressed in pretty nighties. They would caress me and tell me how pretty my gown was, and as a climax (pun intended) one of the them would give me a blow job while we were both wearing...
    gown1000 gown1000
    66-70, M
    Sep 21, 2013

    Was Crossdressed By Two Women

        The year was 1988, it was nearly halloween.  My brothers children wanted to go out trick or treating but couldn't take them due to work commitments I volunteered to take them.   My Sister-in-law was ecstatic, finally the three kids would get to...
    bobbie13 bobbie13
    56-60, T
    7 Responses Aug 3, 2010
More Stories