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, or if you are not of age. To report inappropriate content, please email us.

I Love Wearing Sissy Dresses

Anyone else like to dress in pretty sissy dresses? 722 People

    Caught And Petticoated

    I was alone for the first time in awhile  my wife had gone shopping hich usually means hours.  Just as I had finished Pulling the pink cashmere sweater over my head   I heard the click of the camera.   I spun around and click again,  I had...
    SissyLisaMiddleton SissyLisaMiddleton 61-65, M 13 Responses Jan 16, 2010

    Your Response

    Cancel

    Bending Over In Front Of Mirror

    I have been crossdressing since a young age. I got married, I told her before we were married and she loved the idea of seeing me in panties and lingerie. She recently bought me a tight skirt and I walked around the house and bent over in front of the mirror to see the tight...
    pantiescouple pantiescouple 26-30 1 Response Jul 20, 2010

    Your Response

    Cancel

    Dressing Pretty

    I have been collecting dresses from various sources for more than ten years!  I find myself favoring little-girl styles, and love to wear petticoats, tights and patent mary janes with the dresses.
    kiersten kiersten 41-45, M 1 Response Apr 29, 2010

    Your Response

    Cancel

    My First Sissy Dress

    I finally got my own cute frilly sissy dress. I ordered it from the sissy store online. I got the pink baby bows dress with full pink petticoats and the super high-heel pink serving shoes. I am wearing my new sissy dress right now! I feel so cute and girlie and feminine in this...
    bethanngirl bethanngirl 56-60, M 7 Responses May 31, 2013

    Your Response

    Cancel

    Virgin Sissy Let Loose On The World!!!

    In the past month I have decided to live my fantasy rather than just dream about it. I have decided that life is just to short to sit and wonder what if. I am now the proud owner of four beautiful sissy dresses and accessories. I am having a fab time playing dress up, i just need...
    siswendy siswendy 46-50, M 2 Responses Jul 4, 2010

    Your Response

    Cancel

    Sissy Maid

    I enjoy wearing my maids uniforms and have a friend who becams my master and buts into my sissy dresses or one of my uniforms and keeps me in each room to clean. I am also there to show off my sissy dresses.
    sarahtmaid sarahtmaid 51-55, M Sep 5, 2011

    Your Response

    Cancel

    How I Became My Grandmother;s Special Granddaughter

    My grandmother helped, and guided me into the world of femininity, that  I will never forget and will always be grateful to her for seeing the pretty girl that was insde me. She passed away many years ago, but is always with me,. She discovered my girlish desires...
    missprettypinktoes missprettypinktoes 61-65, M 4 Responses Jan 17, 2010

    Your Response

    Cancel

    I Soooo Love Warring Sissy Dresses

    Im most comfortable in a pretty dress.  The sissier the better and I love pretty shoes to match.   Kisses Denise
    deleted deleted 26-30 3 Responses Nov 18, 2009

    Your Response

    Cancel

    One Of My Turn-ons

    Ohhhh yes, wearing a sissy dress will definately make me feel like the fem sissy that I love to be!  My favorites are the very short mini dresses that show off my panties when I bend over or sit down.  I usually wear crotchless panties with them so that more shows that...
    SissyGena SissyGena 31-35, T 1 Response Jan 22, 2010

    Your Response

    Cancel

    Fantasy Wear

    I love playing dressup lol! I have 4 french maids outfits, 2 princess outfits a goldilocks outfit and a snowhite dress. I just love the really sissy fairytale looking dresses, wear panties all the time (all pink) trying to save up for the dress in my profile pic, i think...
    tonto1 tonto1 26-30, M 3 Responses Mar 4, 2010

    Your Response

    Cancel

    Expect The Unexpected

    I am a 19 year old boy going to college, living in an aparment near campus. This semester i took a class that was taugh by 2 young beautiful hot girls with decent boob, awesome ab, and dress very sexy, their name is Abi and Jennifer. They are so close to each other i dont know...
    a009 a009 18-21, M Mar 5, 2010

    Your Response

    Cancel

    I Like to Dress Like a Girl

    I enjoy wearing sissy clothes. I have Since I was 10 or 11 years old. They make me feel more pretty. When I was young I could get away with being a girl, but now that I am older I look like a guy in a dress. I still like to dress like a young woman. It makes me feel like a sissy...
    sisypwimp sisypwimp 41-45, M 5 Responses Oct 4, 2009

    Your Response

    Cancel

    Ryoko From Catgirl Florida

    Hello; Yes, I have lived my life as a boy but I am really a girl.  Sorry for all you to heae this, but, it is true that boys want to be girls.  Yes. Too bad for all you homophobes out there. Get over it.  I  am a boy but I FEEL female. There you have it. I...
    Ryoko123 Ryoko123 46-50, M 6 Responses Oct 27, 2009

    Your Response

    Cancel

    Made Into A Sissy

    In my teens i got caught spying on my friends sister and her friends at a sleepover. Her mom as punishment gave me a perm as she was a hairdresser. Thinking that was the end of it she told me they needed a ballet dancer in her daughters dance class. I was embrassed but had to go...
    userwn8543 userwn8543 46-50 3 Responses Apr 1, 2012

    Your Response

    Cancel

    So...

    where do you all get your sissy dresses from? I get mine from birchplaceshop.com but i'm always looking for alternatives :)
    sissyamelia sissyamelia 18-21, M Jul 21, 2011

    Your Response

    Cancel

    Sissy Baby Wedding

    I remember the first time I got to war a sissy dress in public. We went to a sissy AB wedding at a Holiday Inn and I was asked to be best man, well maybe I should say the Maid of Honor. The groom was a sissy baby and was in his prettiest sissy dress, so I was to wear mine. It...
    babybearjean babybearjean 56-60, M 16 Responses Aug 19, 2009

    Your Response

    Cancel

    Love To Wear A Sissy Dress

    hi all i am looking to buy a sissy dress. But i don't know where to buy one if some one can help me. I live in Alberta Canada me email is alexandra166@hotmail.com
    alexandra166 alexandra166 41-45 2 Responses Nov 8, 2010

    Your Response

    Cancel

    i have a sissy little girl trapped inside

    Im a man split in two.  On the outside im the "normal" (as society would have me) man, but inside there is a sissy little girl tryng to get out.   Unfortunately ive never managed to find a way to actually get chance to dress as I want so it stays a...
    SissyGirlJessica SissyGirlJessica 41-45, T 4 Responses Nov 11, 2009

    Your Response

    Cancel

    I Am A Real Sissy!

         From the first time that I tried my sister's clothing on, I was hooked!  This was back in the 60's.  The panties were 100% nylon.  She had a baby pink play dress, that I wore more than she did!
    OhioSissy OhioSissy 51-55, M 4 Responses Dec 3, 2010

    Your Response

    Cancel

    Sissy Dresser

    Hi, I love to wear sissy dresses. I have a maids dress & a satin party dress. (Plus lots of other dresses too). I love to wear sissy panties, suspender belt & stockings with my sissy dresses.
    zymack zymack 56-60, M Mar 5, 2010

    Your Response

    Cancel

    Mature Sissy

    Am a "mature" sissy and so love my pretty pink satin sissy dress's,mmm oh feel so good. I dress as the sissy i am every chance I get.Course as a sissy I do love to please,every sissy should. darling
    Darlinggurl Darlinggurl 70+, M 5 Responses Oct 15, 2011

    Your Response

    Cancel

    Sissy Dresses

    i love wearing sissy dresses being a sissybitch its a turn on and indicates my sissy status! My Mistress likes to take me out in public in a sissy dress its such a turn on and so sexy but so humiliating too soo very good!it so good to be dressed the way you want to be able to...
    mandiejune mandiejune 51-55, M Jun 5, 2010

    Your Response

    Cancel

    I Vote For ...

    Those wonderful satin 'sissy' dresses are for all of those virgins (or born-again virgins) who love the swish and thrill of satin dresses.     As well as one like these:   A question of personal style and expression maybe. Also considered passe or...
    Josie06 Josie06 56-60, F 7 Responses May 4, 2010

    Your Response

    Cancel

    Being A Sissy Littel Gilry Girl

    Yes me to i would love nothing better then to dress in cute pretty little girly gilr cloths all of the time i love the very thought of being a little gilry girl in feminine cloths 
    eleventhdr eleventhdr 51-55, M 9 Responses Oct 25, 2009

    Your Response

    Cancel

    A Pretty Sissy Girl

    I've been dressing for ages now and love the sissy little girl look so much with all the pretty silky frilly things they get to wear. Nothing is more fem then frilly sissy panties, nylons with pretty ankle socks in my pink Mary Jane shoes. Then a full petticoat, a satin sissy...
    frillysissy frillysissy 56-60, M 16 Responses Jul 23, 2011

    Your Response

    Cancel

    Little Girl Sissy Dresses

    I love to wear pretty dresses. As an adult little girl, any dress with Peter Pan style collar, short puff sleeves and a very full skirt with a petticoat will melt my heart! I have so many pretty dresses to choose from but pink satin party dresses are my favourite! Pink is such a...
    sissylittlegirlkatie sissylittlegirlkatie 26-30 1 Response Nov 21, 2013

    Your Response

    Cancel

    How I Became My Grandmother;s Special Granddaughter

    My grandmother helped, and guided me into the world of femininity, that  I will never forget and will always be grateful to her for seeing the pretty girl that was insde me. She passed away many years ago, but is always with me,. She discovered my girlish desires...
    missprettypinktoes missprettypinktoes 61-65, M 6 Responses Jan 17, 2010

    Your Response

    Cancel

    Related Experiences

    When I come home from high school my parents come home late from work everyday I always go into my mums room and wear her clothes. I simply love wearing girls clothes because they...
    girlyliam17 girlyliam17 16-17, M 4 Responses Oct 5

    Your Response

    Cancel
    I love wearing hats that are black
    IloveAj2345 IloveAj2345 18-21, F 2 Responses Sep 30

    Your Response

    Cancel
    I love wearing high heels, but **** they don't love me.
    bombchu bombchu 22-25, F 5 Responses Oct 2

    Your Response

    Cancel
    Love wearing them and have an addiction to buying them !
    FallenAngel0 FallenAngel0 31-35, F 6 Responses Oct 2

    Your Response

    Cancel
    I love wearing my bikini bottoms to the water park, beach and to the pool. I have so many pairs in white, dark purple, red, black and blue. I love the way the feel and look on me.
    swimguy0812 swimguy0812 22-25, M Oct 3

    Your Response

    Cancel
    I love wearing my fat suit, i wish fat suits were normal 
    fatsuiter fatsuiter 22-25, M Oct 9

    Your Response

    Cancel
    i love wearing a fat suit, is my fat suit big???
    fatsuiter fatsuiter 22-25, M 1 Response 6 days ago

    Your Response

    Cancel
    Hi love wearing my mini/micro skirts, the fact they are so short and when sit down they always ride up and you find have to keep pulling down.
    naughtyamykevin naughtyamykevin 41-45, M 3 Responses 1 day ago

    Your Response

    Cancel
    My wife insists I wear kilts for reasons I cannot disclose now and I am required to wear school knickers underneath. The knickers she purchases match the main colour of the kilt...
    kiltiepansy kiltiepansy 61-65, M 1 Response 1 day ago

    Your Response

    Cancel
    Having been in panties since I was five, I have found that I have differing responses to differing kinds of panties. For example, I love the constant reminder of the narrow back...
    cdsubalice cdsubalice 56-60, M 2 Responses Oct 2

    Your Response

    Cancel
    I'm almost exclusively living in women's clothes, now. I have a job where I can work from home a lot, so I only have to put on menswear when I have to go to the office. And...
    KatieTreat KatieTreat 51-55, T 5 Responses Sep 22

    Your Response

    Cancel
    I'm just back from a morning of shopping, I came back with 3 new dresses. I got a Green skater dress, a blue below the knee dress and a beautiful short black dress. I also went a...
    LisaTG LisaTG 26-30, T 2 Responses Oct 11

    Your Response

    Cancel
    Ok guys so hey first off, I wanna say that english isn't my mother language, but any way so yeah, Im a man that like to wear tights, I just wanna say, tights are the only women...
    pvpvohtgt123 pvpvohtgt123 31-35, M Sep 30

    Your Response

    Cancel
    Today is my first day wearing women's yoga pants and so far, I love it. I love how snug they are everywhere and I would love to find a girlfriend who doesn't mind me wearing yoga...
    Mikayla2rose Mikayla2rose 18-21, M Oct 2

    Your Response

    Cancel
    I just got my first skirt! Right now I'm sitting in my room doing homework wearing a skirt and panties, with my legs freshly shaven and a nice new coat of a royal purple nail...
    jjthom jjthom 22-25, M 2 Responses Sep 20

    Your Response

    Cancel
    I have become so used to wearing 5" heels that I generally prefer them to regular men's shoes. When I am going around town doing regular things like grocery shopping, a movie...
    Robertredlips Robertredlips 56-60, M 4 Responses Oct 1

    Your Response

    Cancel
    I went to a shoe store dressed in spandex from head to toe. I went in wearing sneakers but tried on like a dozen pair of heels. I brot a camera with me for pix. I posed in each...
    ChrissieSisssy ChrissieSisssy 41-45, T Oct 11

    Your Response

    Cancel
    I just love it when I show my body off to other people, most of the time they come up to me and start talking to me even girls who I think are much prettier than me, I'm still...
    Smexyshannonxo Smexyshannonxo 13-15, F 2 Responses Sep 21

    Your Response

    Cancel
    My new all day underwear! I just started wearing panties almost a month ago, and I'm proud to say that there hasn't been a day when I wished to go back to my old men's briefs. I...
    Cmoor007 Cmoor007 18-21, M Sep 26

    Your Response

    Cancel
    I love sexy underwear... Yes, I know others can't see it but just knowing what I've got on makes me walk a little slower. Feel a bit more seductive and choose a top that enhances...
    kissablecurvez kissablecurvez 41-45, F 2 Responses Oct 7

    Your Response

    Cancel
    Since I am 12 I wear swimsuits and I love it ! I started with my mom's one piece swimsuit which is verry tight and I felt incredibly good on it. Since, I bought two one piece...
    loveonepieceswimsuit loveonepieceswimsuit 18-21, M 1 Response 6 days ago

    Your Response

    Cancel
    Well I would. After waiting for my delivery of some nice new knee high boots, found that they don't fit!Imagine waiting for weeks just to be able to afford them, they looked...
    blindfoldstacy blindfoldstacy 41-45, T 5 Responses Sep 30

    Your Response

    Cancel
    Adding to my collection - I've been able to purchase complete uniforms for 2 major grocery store chains in the U.S. and another complete uniform for one of the worlds largest food...
    tucker69 tucker69 46-50, M Oct 2

    Your Response

    Cancel