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I Love Crossdressing

Personal Stories, Advice, and Support 3,877 People

    More details in the comments.

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    wannabepreggers wannabepreggers
    36-40, M
    1 Response Aug 22, 2015

    I put this dress on after my wife left do work

    the other day. I had the day off. I did some laundry, paid some bills and some light cleaning. Then I had to get changed to go mow the lawn. Still had my ladies shorts on.
    mat2Robin43 mat2Robin43
    56-60, M
    6 Responses Aug 26, 2015

    So, I've been a casual reader of this site

    for years, now it's time to share a small bit of my experience. I am a 50 something married male with two amazing and successful children. The kids are out of the house and it is wonderful! I thought it was time to finally come out to my dear wife of 30 years and share my...
    parttimelisa parttimelisa
    56-60, M
    5 Responses Oct 18, 2014

    I test all my mom under wear

    and panties & skirt & dress tooπŸ’‹πŸ‘„πŸ’…πŸΎπŸ‘—πŸ‘ πŸ‘™
    maryamcr maryamcr
    22-25, T
    3 Responses Jul 14, 2015

    Not so much a story but need advice.

    Where can one find some sexy shoes without breaking the bank. I am a size 15 in ladys shoes and it is murder trying to find the bigger sizes that isnt priced at 100.00. Need to find some sexy 4 inch heels so the wife can critique and teach me that oh so sexy glide.
    new2thiscpl new2thiscpl
    41-45, M
    6 Responses Oct 24, 2014

    Sat here tonight all dressed en femme doing my

    paper work, decided my 'sexy secretary' skirt would be appropriate, was just wondering what your all wearing right now? I'm wearing what's in my profile picture x 
    Pedro9132 Pedro9132
    31-35, M
    1 Response Apr 12, 2016

    Hello I am 26 year male.

    . I had a childhood desire to dress like girl... Since then it is now fulfilled .. Today first time I wore panty to my workplace.. I feel awesome and very satisfied ... Usually in night I dress like girl ...!! I just so love it. I am interested in women only.. I am not gay or...
    Samc7 Samc7
    26-30, M
    3 Responses Mar 7, 2015

    Quite Possibly The Best Night Of My CD'Ing Life! Makeover!!!

    So If you've happened to read my previous stories you may know that I found a T-friendly shoppe in Massachusetts. I went there before and found some great things including shoes and breast forms. When I was there the clerk asked me if I'd be interested in a makeover. At the time...
    iheartdressing iheartdressing
    26-30, M
    6 Responses Jun 8, 2013

    Alex And Vanessa

    For the wife of crossdresser perhaps the most difficult thing is to understand that crossdresser feels when he was in the women's. I hear this question all the time from women, the partners of which is crossdresser, and I often asked this question.A few years ago I had a friend...
    Cassandra69 Cassandra69
    22-25, T
    11 Responses Jul 28, 2012

    I'm a crossdresser and I love to wear short

    skirts and stocking with high heels
    cdden4 cdden4
    56-60, M
    8 Responses Oct 5, 2014

    Could Never Give It Up

    Cross Dressing is something i could never give up. I feel so much more comfortable dressed in womens clothing than mens. Β I started wearing panties every day about 3 years ago when my wife found out about my cross dressing, and i no longer own any mens underwear. Β I also love...
    AmberRosecd AmberRosecd
    36-40, T
    5 Responses Apr 27, 2013

    Having Fun

    I think I realized why I love to put things up my butt! It all starts with how it feels. It feels sooo good! I also realized my favorite part of this process: when it first goes in. I don't know about you, but sometimes it takes many tries to get what I want to go up my butt to...
    Cassie153351 Cassie153351
    18-21, M
    14 Responses Nov 6, 2012

    Lovely Night

    I had a long day today and couldnt wait till i got home.  First thing i did was run a hot  bath.  I soaked in the tub and sipped on a glass of wine while i let all my tension and maleness go.  I shaved my legs, slipped into a pair of heels...
    vanessacarr vanessacarr
    36-40, T
    13 Responses Jun 24, 2008

    I Love It !!

    I just love all the different things you can wear. It's really a turn on when i slip on a pair if panties, then a bra and everything else. I love going through draws and looking for boy shorts and thongs. I love the smell to ! It's just a joy getting dressed up and walking around...
    pantynhose pantynhose
    6 Responses Apr 27, 2013

    My wife just left to work

    now I have all her clothes to myself. I'm about to have a fun day fulla crossdressing and sissy fun. I took a pic of her panty drawer
    deleted deleted
    6 Responses Feb 12, 2016

    I love dressing up as a woman.

    After a long stressful week at work, it is relaxing to just kick back and feel feminine, dressing sexy for my womam, or man, depending on the mood I'm in. It also gives me an escape from my responsibilities fpr a little while. Sometimes I dress for some sexual release, but...
    Tonyanal Tonyanal
    41-45, M
    5 Responses Oct 1, 2015

    Crossdressing won't stop.

    . I'm loving this sissy life
    deleted deleted
    3 Responses Feb 12, 2016

    NEW TWITTER follow @lifeasacd

    for relatible girly crossdressing tweets. no dirty stuff just girly posts us guys can relate to.
    Lovevspink Lovevspink
    18-21, T
    Dec 26, 2014

    How Crosdressing Improved My Understanding Of My Male Ego

    I wrote this as a reply to an old thread, and since I think it is a valuable experience to share I thought it may see more light as a new story/topic. Plus I am too lazy to re-type it. Enjoy! Though I do crossdress for pleasure, meaning it does heighten my sexual appetite, that...
    SecksKitten SecksKitten
    31-35, T
    7 Responses Aug 2, 2012

    I Love To Dress Up

    I started crossdressing at a young age. It all began when my parents went out and my 3 older sisters would dress me up in their clothes, at first I hated it, as they would make fun of me, but the more they done it the more I liked it, I would always protest to them that I didn't...
    2wzh7i1t0h 2wzh7i1t0h
    56-60, M
    1 Response Dec 16, 2011
    sndpv05ss143 sndpv05ss143
    26-30, M
    Mar 30, 2016

    I'm home alone and going to put on bra panties

    and pantyhose. high heels and a dress.
    deleted deleted
    Jul 15, 2015

    A Short Trip With My Wife.

    I had an opportunity to go away with my wife for a couple of days and be free to dress the way I wanted to. It was exhilarating ! My wife was so supportive of me the entire time. The first night we went to a casino, had a few drinks and did some gambling. We never really won...
    SissyErinn SissyErinn
    41-45, M
    19 Responses Nov 24, 2013

    The Bra!

    The bra. I feel so femine when I put on a bra. I love to wear a bra.
    CindyLinda CindyLinda
    56-60, M
    11 Responses Nov 11, 2012
    Bmac7 Bmac7
    18-21, M
    5 Responses Dec 9, 2015

    So today was a huge step

    for me. It started out very innocent. I was home alone and I dressed up. Then I put on some jeans but kept my thigh highs on and garter belt and nice lace thong. I then went to some sex shops and while I talked to people I played with the garter straps. it was so much fun...
    DillonSmith DillonSmith
    36-40, M
    2 Responses Aug 20, 2015

    Must Read For Crossdressers

    Like many people on E P we long to be understood. We are not freaks and our hearts are always true. Like many Crossdressers I can't explain why I do this , but I can say, I have always loved it. I have a different personality when I am a girl. I am much sweeter and I...
    LisaMichaels LisaMichaels
    41-45, M
    14 Responses Nov 18, 2008

    Today after a long day at work I Came home had

    a shower and got dressed in my girly clothes. First I put on my satin pink panties, carefully pull on my black tights I then I got my favourite black top put it on I choose my favourite calf length satin floral skirt slipped it on. I'm now sitting here totally relaxed all...
    johnny1505 johnny1505
    46-50, M
    5 Responses Oct 13, 2015

    Crossdressing In Your Senior Years.

    I have found that as I get older my love for cross dressing grows stronger. I have been dressing for years, from a boy of 15, and have found as the years progress my urge to cross dress increases. Since retirement I am cross dressed every day, with my wife accepting this part...
    deleted deleted
    4 Responses Jul 27, 2013
    nygax nygax
    18-21, T
    Jan 31, 2015

    Caught Crossdressing By Sister

    I have been secretly wearing my sister's clothes since my early teens, and have always had the thought of what a thrill it would be to get caught! Well a recent summer saw my parents go away for a couple of weeks on holiday. Me and my sister stayed at home, however she was dog...
    20nik 20nik
    18-21, M
    6 Responses May 1, 2012

    I love when I get the chance to dress up in a

    beautiful dress and feel pretty. I don't do it very often but it makes me happy when I do. I am a man that likes girly things.
    deleted deleted
    2 Responses Jan 24, 2016

    Love It!

    i wear as little male's clothing as i can get by with anymore. i always wear at least panties and camisole. Lately i've been wearing Female shorts, cami, socks, shoes, bracelet, dangly ear rings, lipstick, eyeliner and mascara. i love knowing i don't have any men's clothing on me...
    sissyslavejamie sissyslavejamie
    51-55, T
    13 Responses Jun 17, 2008

    Confusion Sets In

    I spent the night tossing and turning and wondering what I had done. I had just revealed my lifelong secret to my friend of many years. He is now fully aware the I am a bisexual cross dresser. To complicate matters further, I performed ******* on him. I'm not going to say I...
    deleted deleted
    9 Responses May 2, 2011

    Traveling for business this week.

    Great opportunity to dress and shopfor cclothes. Wore my black heels into Lane Bryant. Tried on a few things. Found a pair of black leggings and brown riding boots. Red top as well. Paid for them decided to ask if I could change into my new outfit as I walked out. Sales...
    cdjo cdjo
    41-45, M
    7 Responses Jan 28, 2015
    Medicalfetish Medicalfetish
    18-21, M
    4 Responses Mar 24, 2015

    My wife and I went to a fabric store today

    where she bought some pink polyester-cotton for pajama pants, and some pretty ruffled cotton eyelet for the leg hems. I can' wait till they''re made and I can wear them!
    zetayoni zetayoni
    70+, M
    2 Responses Sep 21, 2015

    My ultimate dream is finally coming true.

    I am house sitting for this unbelaibeiblely hot girls family while they are on a two week vacation. I have fanatasized about cross dressing in her cloths for years and the time has come now that they have left. I can only imagine what a sexy young girl will have in store for me...
    Zoe24 Zoe24
    26-30, M
    3 Responses Jun 7, 2014

    My First

    Im bisexual and my first time cross dressing was when i was 17 i put on a g string pantyhose lace bra tight cocktail dress and high heels luckily i wasnt walking long my bf tied me up and ****** me so hard
    Aaronxdress21x Aaronxdress21x
    31-35, M
    8 Responses Oct 24, 2012

    My wife and I went shopping

    for nighties and panties last night. She is becoming more accepting each day. I have a renewed love for her, as she understands me and allows my Femme side to share our lives. It's taken over 30 years to get this far!!! Don't give up.
    parttimelisa parttimelisa
    56-60, M
    5 Responses Jul 4, 2015

    Ive been dressing since i was 13 yrs.

    Old. I was the only male in a house of 7 women. Only one was younger than me and that was my little sister. I had 2 aunts 2 cousins my mom and my mom's friend. My mom her friend and my older aunt wore that sexy vintage lingerie. Girdles and slips and garter belts and stockings...
    Letshavefun70 Letshavefun70
    46-50, M
    1 Response Oct 22, 2015

    Good, But Not As Great As

    I've used ****** and plugs on several ocassions and those are just fine for those special solo times. But nothing in this world compares with the feeling of a guy behind you, or on top, sliding in and out. That first push as your opened up, that tiny hint of pain, just awakens...
    PaperDollCD PaperDollCD
    51-55, T
    9 Responses Aug 8, 2012

    Wish all ladies a great begining to.

    .. "Twenty Sixteen (2016)".... Feel Twenty & Look Sixteen....??
    kamyani kamyani
    Dec 31, 2015

    Thank u gurls for all your responses.

    My wish is that we could all be together in a house for a day filled with vintage lovely silky panties lingerie makeup perfumes lotions sissy pink and pastel bedrooms . A weekend bed and breakfast staffed by sexy transgenders in maid and schoolgurl outfits with one mother in all...
    Cassiegurl Cassiegurl
    Sep 18, 2015

    I always wear silk lingerie under my Male

    clothes but when I get home I slip into a knee length dress. Underneath my dress I wear silk French Knickers stockings and suspenders. I love wearing dresses.
    timothy1994 timothy1994
    22-25, M
    1 Response May 27, 2015

    Evening stroll Just took a great walk around

    our condo complex with Kelly and Jennifer enough femme and it was AMAZING to be dressed in public. Jenn did my makeup fairly light and i had my light brown wig on with some pink earrings and pink sunglasses. Rather than overdo my outfit i had just shaved my legs this morning so...
    playfulanddaring playfulanddaring
    46-50, T
    7 Responses Aug 26, 2015

    My wife has always told me

    that I have the tiniest and most unmanliest looking penis she has ever seen and that in fact it looks more feminine than masculine and she tells me that guys like me should wear lingerie and women's skirts etc, we always go out on a Friday night and under my jacket and jeans I...
    deleted deleted
    Nov 27, 2015

    Dress-Up To Undressing Pic'S

    I love playing dress-up and making videos. I feel like a naughty girl. These videos usually end up being X rated. Just can't control the excitement I get out of it.Β 
    silkydrawers silkydrawers
    3 Responses Mar 5, 2013

    First experiences who can ever forget.

    The exhilaration and anxiety of that first time alone as a child slipping those silky sweet nylon material brief panties from the hamper. The feeling between my fingers the softness against my cheek.The immediate rise in my shorts that surprised me.These were mommys lovely...
    Cassiegurl Cassiegurl
    8 Responses Oct 10, 2014

    Open Bottom Girdles

    I love wearing an open bottom clutches my midriff so nicely, exposes by clitty and my butt to view, looks so 60's, straightens me out up & down, pushes my breasts up....and makes me think erotic thoughts. I have a pink one, a black, and a white one. I got all of...
    deleted deleted
    9 Responses Nov 30, 2012

    How I First Realised Who I Am

    hi im amy and i am a crossdresser. i first wore girls clothes when i was at a friends house and we decided to play dress up. i was about 11 or so my best mate and his sister decided to pretend we were at school. she was to be the teacher and me and my mate were to be the...
    xdsubamy xdsubamy
    26-30, T
    6 Responses May 9, 2013

    I got up early this morning

    and put on all fem clothes. Panties, bra, tights and a dress. A went to the store and picked up some donuts for everyone at work. I am now at a hotel down the street from my work setting in the lobby in my dress. I just love to be in a dress.
    mat2Robin43 mat2Robin43
    56-60, M
    3 Responses Dec 24, 2014

    I am currently sitting at home fully dressed

    as a woman. I feel so relaxed ,comfortable, and Right this way. I am always amazed at how different i look and feel when i am a woman. I have on full makeup ,nail polish, and perfume. I am wearing panties ,bra, suntan pantyhose, a bodyshaper , and silicone breast enhancers...
    MichelleG444 MichelleG444
    46-50, M
    4 Responses Dec 3, 2014
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