I Love To Dress As A Woman In High Heels Dresses And Makeup

Personal Stories, Advice, and Support 3,482 People

    Dont know what it is,

    but I feel so at peace and so fulfilled when dressed. Right now I have on a black knee length skirt with a white and black knit top. Nails are Revlon Red, have matching lipstick. Wearing black pumps with beige stockings and garter. Hoop earings and silver bracelets with red...
    ta61 ta61
    51-55, T
    8 Responses Jan 28, 2015

    My favourite summer outfit Love Summer time

    here in Australia! Thinking of wearing my bikini by the pool when I get home but I do need someone to put on suntan lotion on my back?
    deleted deleted
    2 Responses Jan 26
    laplay420 laplay420
    18-21, T
    Aug 25, 2015

    Dressed For The Day!

    I went on a shopping spree this morning and got new heels, stockings, garter belt, bra and a dress. Been in them all day and finding it real hard to take them off. I feel so comfortable and so sexy that I can hardly stand it.
    LuvHighHeels LuvHighHeels
    61-65, M
    7 Responses Aug 3, 2013

    I dress as often as I can get away with it.

    Yes I can pass but everyone knows who belongs where in RV park. Have had to leave a park once where I was seen by neighbors. I was fully dressed not drawing extra atten. Just the same neighbor complained to mgr and our stay there was over. Now I dress before Wife and I check in...
    tvcandi tvcandi
    4 Responses Jan 24, 2014

    I love the confidence I carry in femininity,

    the smiles I receive and the respect along the way and how I get to have my way easier. it is certainly a thing, to admire. The power of a woman.
    DarknessDepth DarknessDepth
    22-25, F
    2 Responses Jan 2

    this is all new to me I been hidden from every

    one I no I have been dressing in womaning clothing for about 15 year and yes it fantastic feeling ever hand up i love playing with my self when I'm dress up and I do think about someone else tuch me but I have not got that fare that not saying I would go for it . I have not try...
    deleted deleted
    4 Responses Jun 7, 2015

    Caught By My Mum

    I was 17 years old and had been dressing up a few years in my mums clothes. I'd got a job and finally had money to by some of my own clothes. I used to work the early shift and was home from work regulary by midday. My mum never slept well and would always have a sleep around...
    Suziecrouts Suziecrouts
    36-40, M
    14 Responses Jan 14, 2012

    I want a relationship with a crossdresser,

    sissyboy, ladyboy, shenail or just a girl that would go shopping with me dress me and just love me for me. If there is anyone that would want that message me.
    Ryan050606 Ryan050606
    13-15, M
    Jan 26

    I want a girl to dress me

    and do all my makeup
    duprey101 duprey101
    18-21, M
    2 Responses Feb 8, 2015

    I'm not real proficient at it yet

    and I haven't ventured out in public but I sure would like to
    deleted deleted
    7 Responses Nov 25, 2014

    Dresses And Heels

    My favorite outfit to wear, a pretty dress and heels. I love to wear dresses, I feel more femme in one and myself think dresses are sexy. I wear dresses most of the time, I find them comfortable and fashionable. Add a nice pair of heels, a little makeup, and a girl is dressed...
    Raeka Raeka
    36-40, T
    15 Responses Oct 15, 2010

    While Out Walking...

    I was visiting out of state. i took some of my girl things. At the motel i shaved put on my makeup, wig and got all pretty. i really didnt have any plans to go out or think i had the courage to do so. after a bit just had to push the boundaries. See if i could walk down the hall...
    Savannah907 Savannah907
    5 Responses Feb 29, 2012

    I to love to dress like a female away from work

    in a short pencil skirt sexy blouse high heels with a 7 inch heel full makeup and ecrtto me this is a real thrillfor me
    wissers wissers
    Apr 16, 2015

    The really great thing about EP is

    that most people on this site accept each other for who they are. I m a guy who loves to crossdress and I am typing this wearing a dress, heels, lacy underwear and nude pantyhose. Its a great feeling to be able to share and be who we are without ridicule. Thank you EP
    deleted deleted
    2 Responses Mar 13

    There has always been something wonderful about

    not only crossdressing but being completely crossdressed. Hair styled perfectly, nails polished, body hair shaved off so I am smooth, make up done and of course frilly lingerie and a short dress with at least four inch heels. When I am dressed like that I feel so special and...
    amandatrane1 amandatrane1
    51-55, T
    5 Responses Jul 17, 2015

    I to love to dress as a woman

    and wear high heels with a 7 inch high heel and makeup and go out in public
    wissers wissers
    1 Response Apr 16, 2015

    Not as much as I use to,

    but Iwould venture out fully dressed 2-3 times a month.
    51-55, M
    4 Responses Apr 1, 2014

    How It All Started

    It all started with a pair of mums stilettos, i was 9 at the time, i found them in the bottom of the wardrobe, i felt so good parading up and down the landing in them, over the following years i used to rummage in old clothes in mum n dads bedroom, dresses, swimsuits, knickers...
    jaquilinerose jaquilinerose
    41-45, M
    9 Responses Sep 8, 2010

    I love going out to gay bars wearing a dress.

    I like to get very drunk, because I want gay men to take advantage of me.
    stefanifaye stefanifaye
    56-60, T
    3 Responses Jul 15, 2015

    Working Girl

    Because of where I work, I'm required to wear a skirt suitor pant suit everyday. The menhave to wear suits and ties. This was the greatest day of my life when they offered me a job. The owner of the galleries was well aware of my being a transexual, so when he said I would have...
    rachelbgoodman rachelbgoodman
    41-45, T
    15 Responses Apr 26, 2011

    I need 2 hold a couple breasts of a female 2

    set free the stress I’m not have. If I wasn’t that lazy I’ll get 2 the green bench on Bloodmountain by the Fleshhouse 2 make my needs of holding a couple femal breasts real. I know many places like the Green bench on Bloodmountain here in the heart of the most beautiful...
    Egolikeme69 Egolikeme69
    46-50, M
    Nov 30, 2015

    So today, do I wear my bridal gown,

    maids outfit or become little red riding hood? The voting is now open!!
    deleted deleted
    7 Responses Jan 22

    In The Last 2 Years..

    In the last 2 years... I started exploring the Savannah side of me. First I met a woman as things developed between us i decided i would tell her about my feelings. and desire to show the feminine side of me. I figured if she wasn't receptive it would be she would run away...
    Savannah907 Savannah907
    7 Responses Feb 8, 2012

    It all started as fun.

    i work all days and weekends stay at home. My wife one day asked me if I can be a model for her to perfect her skill in doing make up. I agreed and it all started from there. Now every weekend she dress me as a bride and she like me to be a fully dressed bride at home. Initially...
    Bell1990 Bell1990
    26-30, M
    1 Response Mar 29
    TheTrollinator TheTrollinator
    16-17, M
    Aug 7, 2014

    I'm dressed up right now.

    I have on bra,panties,pantyhose,a zip in back skirt,a string strap top,and high heels. I put on lipstick,eye liner,eye shadow,and I'm looking for the mascara. glitter nail polish.
    deleted deleted
    2 Responses Jul 15, 2015

    I really love dressing

    as a woman so far it's just been in the privacy of my home and a occasional hotel room but here is my dilemma I am engaged and she doesn't know how or what is the best way to tell her cause I would really love to have a girls night out with her
    Peggy491 Peggy491
    46-50, T
    3 Responses Nov 10, 2015

    I don't wear makeup every day,

    but I do wear feminine clothing everyday, and have since I was about 16 years old.
    femininityforme femininityforme
    46-50, T
    1 Response Feb 27, 2014

    I Like It To!

    I am 15 years old at the moment. From time to time (when my parents are gone) im putting on my moms lingerie and dresses, it makes me feel verry comfy. one day my mom caught ne wearing one of her tights under my pants, she didnt mind but the doesnt want me to tell dad about that...
    GirlyBoyy GirlyBoyy
    18-21, F
    1 Response Mar 11, 2013

    Is der any kind open minded ladies/ girls dat

    are throwing away clothes in dublin. Wud be interested in takin them of ur hands. Iv began to dress up in ladies clothes. Especially sexy lingerie nd night dress. Love the feel of them. 0858430347
    neary2016 neary2016
    26-30, T
    Nov 12, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    1 Response Nov 24, 2015

    There is nothing more exciting

    as getting all dressed up and just prancing around the house. I love being being girly in all ways.
    Jessica76 Jessica76
    31-35, T
    4 Responses May 17, 2015
    harnnes harnnes
    31-35, M
    1 Response Apr 16, 2015

    I Am Right Now!

    I love doing the whole thing: tucking away the problem, slicking on the hose, pulling up the panties, hooking up the bra, lacing up the corset (especially this!), pulling on the skirt, buttoning up the blouse, slipping on the heels (as high as I can get), and then the make-up...
    jessicatv99 jessicatv99
    41-45, M
    8 Responses Jun 18, 2013

    Now Mum Knows

    Last night I showed my mother my female side(Joanne). First I dressed in my French maids outfit, black and white very mini skirt and petticoat, black fishnets, black patent heels, auburn wig and full make up. Very nice ,was her first comment, you have lovely legs...
    JoanneTV2 JoanneTV2
    61-65, M
    12 Responses Sep 29, 2013

    Her And I

    My experience starts with a confession to the one I love. My apprehension to approach the subject burned at my consciousness for weeks until I finally could take it no more. Sometime around 3 am my restlessness had awoken her, softly she asked" what's going on baby?" I hesitated...
    free2bFreya free2bFreya
    31-35, M
    3 Responses Jul 9, 2013

    love to dress in women's clothing

    and under wear it is so existing for me and such a turn on I have not tried make up yet but love to try it it would be fantastic to share this experience with someone else I'm in Cambridgeshire uk
    janetjanet janetjanet
    51-55, T
    3 Responses Jan 22

    I'm attracted to men !

    My feminine side wakes up when I think being with a man!
    Girlylu Girlylu
    56-60, M
    3 Responses Mar 29

    Part Of Feeling Feminine

    I love dresses and high heels. Today I indulged myself and bought three dresses and three pair of high heels. Even though I wasnt going anywhere, I did my hair, curled it up, and feel very happy just with it :D.
    Calipri Calipri
    22-25, F
    7 Responses Jun 23, 2012

    I Did It For My Birthday

    As I get older, I find it easier to go out en femme. For my 67th birthday, I took the day off and dressed nicely as a woman of my age might. I wore a purple print top that looked like it was two pieces with a black cami under a jacket. My trousers were black with a side zip and...
    PatriciaAllen PatriciaAllen
    61-65, T
    1 Response Apr 1, 2012
    Masterlicks Masterlicks
    31-35, M
    Oct 14, 2014

    i looking for a big hard ****

    for suck it and ****.me all day :)
    laplay420 laplay420
    18-21, T
    1 Response Oct 20, 2015

    Volunteer Day This past Saturday was probably

    the most feminine day of my life. I was wearing my favorite brown plaid jumper with a black turtle neck, black patterned tights and black wedges. This particular jumper is a bit shorter than usual and ties in back . It feels so pretty. My hair and makeup came out very nice, and...
    1SarahAnn 1SarahAnn
    51-55, M
    4 Responses Feb 19, 2014

    Oh, What A Nite

    this is the followup of my first nite out as Michele. I met my c/d friend at a motel that was close to the bar we were going to. we had plenty of time to get ready as we did not want to get there till around 8;00pm I arrived underdressed , then proceeded to get ready with...
    deleted deleted
    7 Responses Sep 2, 2012
    deleted deleted
    1 Response May 25, 2015
    deleted deleted
    2 Responses Mar 14, 2014

    As a real woman or lady,

    I love dressing up in a nice short dress or in a skirt with a nice looking blouse, appropriate and matching underwear, hose, and in my 4 inch high heels.
    businesswomanathome businesswomanathome
    36-40, F
    1 Response Feb 15, 2015

    I'm a 15 year old sissyboy

    who secretly wears his 17 year old sisters bra panties bikini lingirie tights leggings dresses skirts tank tops gowns heels lipstick skinny jeans heels and definetly make up and I also secretly am attracted to masculine tough and hairy men
    deleted deleted
    Nov 17, 2015

    What A Feminine Experience

    When I was 13, a year after I started crossdressing, my mom decided to dress me elegantly as a girl. She let me wear a black cocktail dress with all feminine underwear underneath. She applied my make up and she let me wear a garter belt for the first time. She gave me a black...
    sharinep sharinep
    26-30, T
    12 Responses Jul 26, 2013
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