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I Damn I Love Crossdressing

Personal Stories, Advice, and Support 1,008 People

    I Love Dressing.

    I have been cross dressing since I was 6 y/o. In the military I would rent a motel room on weekends, go shopping for some fem clothes and food then back to the roomfor the weekend of dressing fun. I purged when I got married, the purge didn't last but for the honeymoon. My...
    sherrynpantyhose2k4 sherrynpantyhose2k4
    51-55, T
    Mar 27, 2011

    Going To Toot My Horn...

    I'm pretty sure I actually started this group last January and SO glad that so many have chimed in. Like many CDs..I had a purging moment..(including EP) and left everything behind. When will I finally learn that CDing is something that cannot be denied!!! And yes...I do love...
    deleted deleted
    26-30
    2 Responses Nov 20, 2011

    Damn! I Love Crossdressing

    My story: I am a closet crossdresser and have been since I was 11. I am now in my 60′s and still enjoy dressing up as I dress at home everyday and dress up as a girl and watch TV or browse the internet in a long wig , stockings, panties, bra and hi heels, and always wear a...
    jamiesissycd jamiesissycd
    61-65, M
    4 Responses Dec 20, 2011

    Cross Dress Me

    I love to crossdress it fells so go to do it i feel like a real woman when i go out all dressed up and it feels amazing i love the way it makes me feel to look like a woman a were there clothes i love everything about crossdressing i think that if could i would be a woman all the...
    stacyhopes stacyhopes
    31-35, M
    5 Responses Jan 17, 2011

    I Love Being A Crossdresser.

    to me crossdressing has been part of me forever.i still love getting dressed in the morning in my lingerie and i cant wait for thursday as thats when i get dressed up to go out and meet all my girlfriends in our meetup group.
    phylisanne phylisanne
    70+, F
    1 Response Mar 7, 2011

    Yea,- Why ?

    I just love dressing up.! Like, showing myself, as something different, which is what I am. Aren't we all ? The whole world is nambe- pambe, I waana be me. Fuckem all, I say ! Cheers, darlings Moddle
    Moddle Moddle
    66-70, M
    Jan 8, 2011

    Sam To Samantha

    They say that the best looking apple always has the biggest worm, and that was the way that summer was. It started about two weeks before I was to get out of school when my mother told me that I would be spending the summer at my Aunt Nora's while she was going to Europe buying...
    subjaye subjaye
    61-65, M
    Jan 8, 2012

    Dressing Up.

    i love to wear stockings and suspenders,a nice short skirt and over the knee boots. feels so right when im dressed.even better when im with another guy and my wife.
    kirk63 kirk63
    46-50, M
    Jan 17, 2011

    I Love Crossdessing

    My wife buys lingerie for me and I get some from Ebay. She has be good about figuring out my taste and knowing what fits well. I only wear panties, and nylon night gowns to bed. On weekend I spend the mornings full dress with girdle, bra, boobs, nylon nightgown, and stockings in...
    jamiesissycd jamiesissycd
    61-65, M
    4 Responses Jan 4, 2012

    Brotherly Love

    The light brown hair slid down off of Sondra's back, a little more with every thrust. Her white blouse contrasted with the hair but it was so nice to see as it slid off of her back and shoulders exposing more of her white blouse. Now it just hung on the right side of her head...
    subjaye subjaye
    61-65, M
    Jan 2, 2012

    I Would Like To Cross Dress Again

    I've been wearing stockings and pantyhose since I was 4. My mom was Ok with it and would give me the pantyhose. I was allowed to wear my pantyhose openly in the house but I had to keep my "private parts" covered up. Most of the time I would wear a shirt that was long enough to...
    allsheerguy allsheerguy
    46-50, M
    8 Responses Apr 18, 2011

    I Cannot Figure....

    it out, but I do love to be dressed. I feel very comfortable when I have my panties, hose, bra, and skirt on. It feels so natural to wear my womens clothes. The nylon panties feel so great caressing my bottom with a fabalous feeling. The lace band looks so good, sometimes I put...
    tinacd51 tinacd51
    56-60, T
    6 Responses Jan 12, 2011

    Petticoated Bully

    I knew I was in trouble when Mrs. Mathews the assistant principal at my middle school came out of her office and said I got a hold of your mother and she will be down to pick you up soon. I was very mad about that and I was sure that she would give me one of her good talking to's...
    subjaye subjaye
    61-65, M
    Jan 2, 2012

    It's Like Going On Holidays

    For me it's like I go on holidays. A time out and having all the fun. Being not yourself, but someone else. It's a good stress relief and kinda addictive!
    Kadya Kadya
    41-45
    2 Responses Aug 16, 2011

    Crossdressing Feels So Good

    I enjoy crossdressing and wear all types of panties, pantyhose, stockings, lingerie, costumes, skirts, jeans, and love short skirts that show just the bottom of my butt cheeks. My wife loves me teasing her and bending over and posing in sexy or naughty positions as I am wearing...
    pantiescouple pantiescouple
    26-30
    1 Response Dec 13, 2011

    I Love Crossdressing

    I love crossdressing so much that since I lost my job 20 months ago I have worn nothing but female clothes while I'm in doors
    xdpaul xdpaul
    56-60, M
    1 Response Jul 7, 2011

    How I Got Started.

    I did not even think about crossdressing when I was young as most CDs have it seems. I always had a fetish for nylon stockings on the girls, and later discovered the thrill of seeing them wearing pantyhose when they became popular in the late 1960s and early 70s. I was busy...
    riversky309 riversky309
    56-60, M
    1 Response Jul 5, 2012

    I Love To Crossdress

    I love to wear Panties AND Bras and dresses and pantyhose. i always wear panties to school(Not caught yet) but i dont wear them if i have gym that day. i am not to fond of make up and thongs but i love evrything else like lingerie and heels and all that other crap. i love to...
    addguy3455 addguy3455
    18-21, M
    Sep 27, 2011

    Good Times

    About to spend an amazing weekend dressed up and clubbing with my beautiful wife. Been a while. It'll be the second time I've been out and about dressed up. Can't wait. Have a new outfit and make-up to try out. Oh yeah!!!!
    JazzMuzee JazzMuzee
    31-35, T
    2 Responses Oct 5, 2012

    The Final Fig Leaf

    Well mother did talk to Mrs. Matthews about it and my two weeks came and went and I was still allowed to be Tonia. About a week later mother told me that she would be at a meeting with my teachers that afternoon at 2PM. I thought about that for a moment and realized that I would...
    subjaye subjaye
    61-65, M
    Nov 15, 2012

    Feels So Good

    I look so forward to those times I can dress (I need to plan when travellling or wife is away). It feels so damn good: so feminine, so sexy, so right. Wish I could dress more often. I'm building a nice collection of clothes now too.
    deleted deleted
    26-30
    2 Responses Jul 21, 2011

    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, 2014

    Hey

    Whenever nobody is at home (it rarely happens), I love cross-dressing wearing my mom outfits.
    faltu7777 faltu7777
    26-30, M
    1 Response Apr 16, 2011

    Crossdressing

    just love being crossdressed it just feels so much better!i try to dress as much as possible and when i can't at least wear panties and pantyhose.currently have on a short white satin dress with matching white bra,white satin parties and white garter belt holding up white...
    mandiejune mandiejune
    51-55, M
    Jan 11, 2011

    Love Crossdresssing

    I get up in the morning, i decide which bra and panty I want to wear. I take off my crotch length nighty pull on my panty and hook my bra and adjust my self in the plunge bra cups. It's so much fun deciding what to wear, I look at several different thing before deciding what to...
    serinalynn serinalynn
    66-70, M
    1 Response Apr 12, 2011

    What Crossdressing Been For Me

    I started to Crossdress when i was somewhere around 9 or 10yrs old. I knew what I was doing was wrong but for some reason it felt right. I would do it more often when I was home alone and I loved it a lot. Then I saw my 1st playboy and saw how a woman was being ******. So I use...
    bottomcd90720 bottomcd90720
    26-30, T
    Jul 23, 2012
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