Post
Experience Project iOS Android Apps | Download EP for your Mobile Device
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 Love to Crossdress

Personal Stories, Advice, and Support 4,149 People

    This morning I was having my usual Sunday

    morning coffee with a group of guys. They are all about my age, and we just happened to see each other every Sunday morning, so we have become an ersatz group. It's been interesting watching their reactions to my growing feminization. So far, it's been universally...not really...
    PennySterling PennySterling 51-55, T 10 Responses Jul 13

    Your Response

    Cancel

    On Vacation

    My name is Sammi and my wife of ten years is Sue. I have been interested in cross dressing since about 10 years old when I would try on my mother’s panties when she was not home. I remember when I was younger than that when I was 3 or 4 and my mother would be sitting at the...
    sammi11 sammi11 41-45, T 44 Responses Apr 6, 2011

    Your Response

    Cancel

    Omg!!!

    My heart is ready to beat out f my chest!!!! I just got done shooing at Ross and I bought my first nightie!! I am so excited, but on top of that I also bout two really cute skirt panties! I was doing pretty good walking through the aisles and looking for what I wanted, I even...
    NvPantieLVR NvPantieLVR 26-30, M 16 Responses Feb 7, 2013

    Your Response

    Cancel

    My Ultimate Crossdressed Fantasy

    I have had this fantasy for some time now so here it is! Hope it doesnt offend anyone, but after all it is just a fantasy! I go to my gf's house and she is waiting for me, she has a wicked smile and tells me she has a great idea. First of all she tells me i must dress in...
    michellecd michellecd 22-25 12 Responses Dec 12, 2008

    Your Response

    Cancel

    Skirted Weekend Warrior?

    I have had the extreme good fortune to have retained the same assistant for over 27 years. We have a great relationship and are good friends- nothing more.For those of you who have been nice enough to read either Mixed Emotions or They Don't Bite (the same story with a different...
    Kim1girl Kim1girl 56-60, T 20 Responses Jul 17, 2013

    Your Response

    Cancel

    I have been dressing up

    and getting better at it for a while now. I have a sizable wardrobe of clothes, lingerie, Heels, makeup and of course toys. On my days off I usually dress up and go about my day at home, I go out occasionally in the evening...either I take walks, gone to a few bars and a few...
    chase6069 chase6069 31-35, T 6 Responses Mar 22

    Your Response

    Cancel

    My First Female Shopping Experience

    I haven't written about a new experience in a while because I haven't had too much time to do anything, like dress or go out. At least until a week ago (hence the new story). So I had been looking for some new clothes and didn't really know where to go. I've ordered clothes...
    iheartdressing iheartdressing 26-30, M 26 Responses Jul 28, 2013

    Your Response

    Cancel

    I have a passion. And it's wearing women's

    cloths. I love it. I especially love house sitting for friends and sneaking around their house and trying on other women's cloths. The rush is amazing and finding so many different sexy cloths is amazing. Anyone else do the same?
    Zoe24 Zoe24 22-25, M 4 Responses Mar 1

    Your Response

    Cancel

    I have cross-dressed in secret

    for a long time, but finally stumbled out of the closet. I had a semi-serious head injury and was in day care at an assisted living place. One evening I got into the mood to put on a massive African tribal bracelet made of brass. There were two parts that hammered together and...
    Robertredlips Robertredlips 56-60, M 4 Responses Dec 18, 2013

    Your Response

    Cancel

    Making My Day A Sexy One

    I have just been shopping. Weather was awful. Bought myself a sexy new black and white mini skirt some new panties and gorgeous sheer nylons. Charlotte time lol
    Charlotte59 Charlotte59 51-55, M 8 Responses Dec 29, 2012

    Your Response

    Cancel

    My New Roommate!

    The second semester of my freshman year, a good friend of mine had a roommate conflict and she asked me if i wanted to take over the lease. I decided i needed out of the dorms and signed the lease with her. (She does not know that I am a crossdresser) The first weekend she...
    imadeafakename imadeafakename 22-25, M 13 Responses Sep 12, 2012

    Your Response

    Cancel

    Love to Cd

    It is a part of my nature since I remember when I was very young to enjoy and love crossdressing , it is a second nature of mine since I feel there exists in me another woman ready to show her self to the world and excited to be existing along that narrow thread line of life . i...
    lilianne lilianne 46-50, M 8 Responses Oct 22, 2008

    Your Response

    Cancel

    Always love this little amusing song.

    ...Sing it to the tune of "WINTER WONDERLAND (Sleigh bells Ring, Are you Listening) Wish I knew who wrote it....All I can say is thanks. "Lacey things, the wife is missing. Didn't ask, for her permission I'm wearing her clothes, her silk panty hose. Walking around in...
    dondi9 dondi9 56-60, T 5 Responses Dec 9, 2013

    Your Response

    Cancel

    So I'm home alone all day today.

    Able to dress comfortably in a pretty blue skirt and sweater. A slip and bra complete the outfit along with a little lipstick.
    sharonwoods sharonwoods 51-55, M 2 Responses Nov 19

    Your Response

    Cancel

    And losing my virginity to a man

    A few weeks ago on a weekend My Neighbour lady asked me to go to her parents' home and stay there for a day to clean their home and do some other works. She is like a domme to me and as I had gone there ib past I decided to go there. On Saturday I reached there before lunch. Her...
    Deep4u Deep4u 18-21, M 16 Responses Aug 17, 2013

    Your Response

    Cancel

    I love crossdressing!

    Uploaded some new photos to members area - check them out and let me know your thoughts
    michelletrans michelletrans 51-55, T 3 Responses Mar 1

    Your Response

    Cancel

    It is really nothing,

    but I have worn panties under my male clothes for 6 days. My wife does not approve. She is homophobic. I have never had any sort of a bi relationship. Not interested. I am frustrated. .
    Goose1963 Goose1963 51-55, M 4 Responses Jul 24

    Your Response

    Cancel

    I Love wearing pantys.

    I like being manly actually, I can protect and take care of my girlfriend, do hard work, and feel good about it. And yet, I was incomplete. Since I was a kid, I used to imagine my self wearing pantys, they look so cute, so girly... But didn't do it. At the beginning of this...
    John27bl John27bl 22-25, M 3 Responses Mar 31

    Your Response

    Cancel

    Schoolgirl Dressed Me In Her Clothes Part 1

    How I became a cross dresser with a fetish for schoolgirl uniform,humiliation,small **** humiliation..Cardigan button fetish. all because of one dominant schoolgirl. my mother used to work just past home time from school so i would spend an hour or so with lady next door and her...
    rachelusissy rachelusissy 31-35, M 11 Responses Nov 6, 2010

    Your Response

    Cancel

    Last Night!

    So last night after having a few cocktails, some dancing, and fun, my wife and I came home and it was time to have some fun!! We started to fool around and she asked me what I was thinking about, now of course "you" is te right answer, but I also said, I wanna dress up! She...
    NvPantieLVR NvPantieLVR 26-30, M 12 Responses Feb 21, 2013

    Your Response

    Cancel

    Hey, ive been doing this

    for a while, but never with someone else. I really want to, if anyone else in NYC does, please message me.
    mangera mangera 26-30, M 1 Response Apr 9

    Your Response

    Cancel

    Fingers crossed gurls tommorow 1-1-14 im

    finally gonna have some quality Tammi time Ive been working double shifts since dec 22 and between sleeping and the little family holiday time ive had i have had no chance to dress up So with luck tomm the phone wont ring and i can get up early shower, shave and dress full en...
    Tammi5157 Tammi5157 46-50, M 5 Responses Dec 31, 2013

    Your Response

    Cancel

    Love to crossdress and reached the stage

    where dressing fully as a woman and frightened to take the next step passing. It can be alarming venturing out and I hope these few tips help. 1 Women are different but we can close the gap. Moisturise lots to keep skin soft and if possible wax all body hair, better than...
    Carol1206 Carol1206 56-60, T 3 Responses Dec 8, 2013

    Your Response

    Cancel

    Can't wait to get home to my wife I just got a

    new wig and breasts so I'm stoked but truly she is the best wants me to have a new fashion sexy punk girl so I'm changing my visas and probly hiten the town
    abillawolf abillawolf 26-30, T 5 Responses Aug 11

    Your Response

    Cancel

    Got so much nice feedback from last set of

    photos have uploaded another set of cross-dressing fun - enjoy!
    michelletrans michelletrans 51-55, T 1 Response Mar 2

    Your Response

    Cancel

    I suppose I am more fortunate

    than most crossdressers in that for as long as I can remember I have had girls wanting to do my hair or dress me up. I have been a play doll, a cosmetology practice model, a sissy girl and a maid. Wow! Just writing that seems amazing now that I look back. Why is this? I suppose...
    eric2maid eric2maid 31-35, M 5 Responses Oct 7

    Your Response

    Cancel

    Avon Calling

    There I was reading some EP stories with my man clothes on with a pair of black panties and matching bra when the door bell rang. I answered the door. There was a nice middle age women asking for the women of the house. I told her that she was gone and would not be home until...
    cdjo cdjo 41-45, M 9 Responses Mar 15, 2013

    Your Response

    Cancel

    I am just like every other cross dresser out

    there. I 'm married, father of grown children, transform myself whenever I can and although my spouse has known about my "second self" for nearly 35 years, she has never really accepted my hobby, or need to feminize myself from time to time. I wish it was different.
    MCTV MCTV 61-65, M 9 Responses Aug 10

    Your Response

    Cancel

    I'm going to the doctor this morning

    and having a checkup. As any self respecting gurl would, I'm taking a scented bath and shaving smooth all over. When I'm getting dressed I'll apply scented body lotion all over to add to the feminization of my skin. Before I put on my panties and bra, I'll tie a little pink...
    Bellringer2c Bellringer2c 56-60, T 6 Responses Mar 24

    Your Response

    Cancel

    As I have written previously,

    I have had the same wonderful assistant for 28 years now. Today was sweltering, and I had to walk ten blocks for a meeting. When I returned, hot and miserable, she looked at me and said I should be wearing a cute summer dress and then I would have felt better. Really. I...
    Kim1girl Kim1girl 56-60, T 39 Responses May 28

    Your Response

    Cancel

    So for many years now,

    I have crossdressed on and off. It started off at a very young age that when I would go shopping with my mom I found a yurning to wear girls clothing, dresses in particular. As I got older, as I got an allowance, I started to purchase panties to wear and hid them in my room...
    cricket88 cricket88 26-30, M 1 Response Nov 20

    Your Response

    Cancel

    You'D Fit Better In These!

    Last night my girlfriend commented on how female I've become even though I dress as a guy everyday. Guess my hormones worked well enough to make her take action. I never go out dressed as her but only play inside. Last night my gf decided I should risk more after she said I can...
    Shyguycd Shyguycd 51-55 12 Responses Apr 19, 2013

    Your Response

    Cancel

    The Dress

    Before we were married, my girlfriend and I were invited to a mutual friend's wedding. My girlfriend decided to make her own dress. Since a lot of her work friends would be there she decided that the dress had to be spectacular! I think that she must have spent about two week's...
    Jaimee101 Jaimee101 56-60, M 4 Responses Aug 26, 2013

    Your Response

    Cancel

    I've realized I want to meet a good guy like me

    who is the same age ish and build. I think it could be fun
    abillawolf abillawolf 26-30, T 4 Responses Aug 30

    Your Response

    Cancel

    Winner or Loser? Last night my wife

    and I went out with our friends. Had dinner and drinks at a local bar. After dinner some how the discussion changed and we were talking about clothes people wear. Katie said that if a man would walk around in a women's shirt in this bar people would stare however if a women...
    cdjo cdjo 41-45, M 16 Responses May 4

    Your Response

    Cancel

    Dress Shopping

    The biggest problem with taking four dresses into the fitting room is the danger that you will adore more than one of them! Never even tried on the men's dress shirt I took in there with the four dresses. I picked the largest fitting room at H&M, and if there were security...
    GirlieSpirit GirlieSpirit 41-45, T 14 Responses May 23, 2012

    Your Response

    Cancel

    Accepting My Crossdressing

    Like many who cross dress I had struggled with this for many years. I started as a teen wearing my mom's things then whenever I had the house to myself for extended period of time I would dress in her things. Tho I really enjoyed it I still felt guilty after. When I was...
    glorialamuse glorialamuse 56-60 30 Responses Apr 25, 2010

    Your Response

    Cancel

    Why I Enjoy Crossdressing

    I have to say I am a part-time gurl. I've been dressing most of my life and truly enjoy my feminine side. I find dressing like a woman to be so pleasurable. One reason is that it allows me to escape the need to act manly or ‘macho’. It is a real escape, to abandon the...
    Kathy2U Kathy2U 46-50 13 Responses Oct 25, 2012

    Your Response

    Cancel

    I love to dress up in women's clothes.

    I haven't worn male underwear in years. At night I'm always in a nightgown and sometimes I sleep with a bra on. That is probably stupid, but it makes me feel more feminine. I have a very loving wife that wishes I didn't dress but is understanding enough to allow me. I'm...
    julieann3 julieann3 51-55 5 Responses Jan 20

    Your Response

    Cancel

    just realized I have more skirts

    than pairs of pants and then I have my dresses! Out of control and loving it :)
    michelletrans michelletrans 51-55, T 8 Responses Jun 16

    Your Response

    Cancel

    Shopping Adventure With Mistress

    Thought I would share this story in here as well. My Mistress/wife and I decided we would go to another town to do a little girlie shopping for me. A well known store for bigger girls was where we were heading and I can't describe how nervous I was, just driving over. The...
    sissyhubby12 sissyhubby12 46-50, T 10 Responses May 18, 2013

    Your Response

    Cancel

    I Got To Dress And Feel What It Was Like To Be A Real Girl

    I finally had time alone to dress. I put on one of my first pair of pantyhose that I bought for myself and got some clothes from mom's and sisterr's closet and spike heel slides and went to the park where there was a gay section. I dressed and got picked up and went to his...
    NylonsNClogs NylonsNClogs 41-45, T 7 Responses May 14, 2011

    Your Response

    Cancel
    Hunter99 Hunter99 18-21 4 Responses Dec 4

    Your Response

    Cancel

    Love To Crossdress

    I have been wearing womens panties ect since age 9 i only wear panties now unless going to the doctors. I would love to meet local crossdressers for freindship and maybe more. hopefully one day will meet the one that i truly want to be with.........
    deleted deleted 26-30 Nov 18, 2013

    Your Response

    Cancel

    Dressing Up

    I wear panties every day, when I am alone I get dressed up and do my chores around the house and take photos. I do not have any more male underwear, in fact I have more panties than my girl has. I have been crossdressing on and off for years, but now I have a women that enjoys...
    majellastgerard2 majellastgerard2 46-50, M 9 Responses Apr 12, 2012

    Your Response

    Cancel

    The past week I have been house sitting

    for the most attractive girl and her family. I have liked this girl for a very long time. And I entered her room to the strong smell of her perfume. It was so arousing. I was shocked to find a whole basket of unwashed cloths. Panties fresh with discharge. Tasted so good. Then I...
    Zoe24 Zoe24 22-25, M 5 Responses Jun 24

    Your Response

    Cancel

    Lucky To Be Male

    Although plenty of us on EP do yearn to be physically female it seems to me that crossdressing and the heavenly thrills of wearing womens clothing is only possible as males. If we were born female then where would the sexual thrills of our activities come from? There is no...
    briefencounter briefencounter 46-50, M 5 Responses Nov 9, 2013

    Your Response

    Cancel

    An Accidental Meeting At My Hotel

    I always dress when I travel. I finish my work, maybe pick up some dinner and return to my hotel room. I immediately take off my drab male clothes, clean up, and slip on a bra, my wonderful silicone forms, and a pair of panties. Then I do my makeup. After that, I usually slip on...
    LizWisconsin LizWisconsin 56-60, T 5 Responses Jul 13, 2011

    Your Response

    Cancel

    since I was 5 I have had a love of all things

    girly from the panties to high heels. this started with my sisters panties and built from there to wearing dresses and skirts as often as I can. still trying to master make up but not bad noe
    jamie172 jamie172 46-50, T 5 Responses Jul 20

    Your Response

    Cancel

    I love wearing lingerie

    and feeling like a woman.
    DennisNatalie DennisNatalie 51-55, M 1 Response Feb 11

    Your Response

    Cancel

    Midnight Driving &Amp; Walking...

    It was about summer a year ago, I dared myself to go outside fully cross dressed. I live in a college town and summer time made the campus area quiet empty at night. I wore a purple push-up bra with matching thong panty, a black top, a short skirt, and a pair of heels. I drove...
    VSaddict VSaddict 26-30, M 7 Responses Jun 24, 2013

    Your Response

    Cancel