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I Boys Protesting Trousers And Shorts By Wearing Dresses

Personal Stories, Advice, and Support 27 People

    I do like wearing dresses but also shorts now that it's so warm out. Next it's the beach.
    jusleaving jusleaving 16-17, F 2 Responses May 12

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    I just loves every single thing about wearing a dress. Girls grow up wearing dresses as a a formality that turns many women off to wearing a dress, but I can't see how anyone would...
    CDcarly CDcarly 22-25, T 2 Responses a week ago

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    omg...... I live at home with my brothers and mum and I like wearing my school dress witch I brought online at home and no one knows I sometimes walk out in public wearing it and...
    imcool2002 imcool2002 13-15, M 2 Responses May 9

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    Do you love wearing dresses and skirts and what color are they do you haveLong or really long hair and do you wear plain or fancy hair clips hair barrettes bobby pins flowers and...
    PonyTailsGirl24 PonyTailsGirl24 46-50, F 7 Responses May 15

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    talk to me anyone who likes wearing cute or sexy dresses ;)
    ilikepugs ilikepugs 13-15, M 10 Responses Apr 24

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    I also wear dresses & skirts, I'm sat in hotel room, wearing red skirt, stockings and panties. Tomorrow I intend going into town and buying a LBD.
    simonsteane simonsteane 46-50, M 3 Responses a week ago

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    None of them fit me properly and when I go shopping for dresses it makes me feel terrible about the way I look.
    23fly41 23fly41 16-17, F 1 Response 3 days ago

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    I'm a 52 year old man and have been crossdressing since I was about 7. I would much rather wear a dress that pants and a belt. Like most men my age I've got a bit of a "belly" and...
    hotgarters hotgarters 46-50, M 5 Responses Apr 26

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    I do. Call it old fashioned. Or girly. Or a desire to be just a little sexy, but I like wearing them. I am so glad spring is here!
    pinkcorsetgirl pinkcorsetgirl 41-45, F 17 Responses Apr 30

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    My first time wearing a dress was when I was 14. I put on a black dress with stockings. I knew then I was different and had a female side. I enjoyed more and more as I started...
    bmg1kel bmg1kel 61-65, T 3 Responses 4 days ago

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    So tomorrow was going to be a day out with a dressing service. and like a small child at Christmas , i was counting the sleeps till it happened . And wot? Today I get a message...
    donnaka donnaka 36-40 8 Responses Apr 27

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    So I made myself pretty , and went to the library:- new photos , friends only.
    donnaka donnaka 36-40 1 Response Apr 29

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    If anyone want to give me advice I want to start dressing like a girl
    deleted deleted 26-30 4 Responses May 5

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    for those of you who have noticed I've been asking for cross-dressing challenges, today(i) had coffee and a ciabatta in a cafe(ii) then went to a ticket office , where the "thing...
    donnaka donnaka 36-40 14 Responses May 6

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    Look at my dress 😍😍😍...I'm sorry but when it comes to a cute dress. I will buy it no matter how short it is.
    ANNI3PI3 ANNI3PI3 16-17, F 10 Responses May 8

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    I don't think many are open minded. Sometimes I just want to give it all up. It gets so tiring fighting the pregudices
    beyerswede beyerswede 61-65, M 11 Responses May 16

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    Just some more new stuff, love my new clothes, I need more clothes and sone make up also a wig
    ArejayakaRegina ArejayakaRegina 22-25 6 Responses 6 days ago

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    The second my house is empty I put on my gaff, then some sexy lingerie and a dress. I'm at my happiest when I'm walking around in a tight sexy dress. X
    HaileyPenny HaileyPenny 18-21, M 4 Responses 3 days ago

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    When I am at work I am usually wearing a skirt and a blouse. I love wearing dresses when at work too. I include hose and high heels. When not at work I am very casually...
    mominoffice mominoffice 26-30, F 2 Responses May 3

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    When I go out always use dresses or skirts (except for a few days every 28 days haha:c) I love wearing jeans and high heels,but what I love the most is feeling super girly and...
    HappyWife16 HappyWife16 18-21, F 2 Responses May 5

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    How I wish that the classic Beckenbauer shorts by Adidas would come back! The seventies and eighties when shorts were really short and all men and boys were wearing then. Back then...
    Michi62 Michi62 46-50, M 6 Responses May 1

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    Hi to all my Pals - and Nate - recently joined... HORROR! DISCUST! BISSARE! STRANGE! not normal. I admit, my friends and readers..... today; I wore trousers. ugg. First time in...
    dambust3r dambust3r 46-50, M 1 Response Apr 24

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    UPON CONSIDERATION... Thanks to all my readers and especially 'Sheerdesire' for the reflections. I'm back in my 12" Mini's and tights (pantyhose)...... I have no intention of going...
    dambust3r dambust3r 46-50, M 1 Response Apr 25

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    When I am on vacation, I don't feel the inhibition of wearing short shorts that I do when I am at home.This was from my trip to Miami. I felt so relaxed wearing short shorts. ...
    scrubbe scrubbe 31-35, M 3 Responses May 15

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    I'm too old to fancy them now, but I do think boys in their teens look cute in shorts. There was one boy yesterday I saw whose shorts were a little shorter than the skirt his mum...
    smoothlegs smoothlegs 41-45 May 16

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    Today I went for a road trip to visit some family members, on the way back I decided I would stop at a mall and go dress shopping. I walked into my favorite store, Forever 21. I...
    CDcarly CDcarly 22-25, T 1 Response a week ago

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    You don't start a Protest by doing crime like breaking into stores... Like what will you achieve from this!?!????? That's stupid.... You do a peaceful protest but that's not enough...
    LeahLoveeU LeahLoveeU 13-15, F 2 Responses Apr 28

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    I don't want to sound racist or anything because I know that there are a lot of really nice black boys out there. But something happened to me when I was 10 years old and my...
    beatendownbylife47 beatendownbylife47 13-15, F 1 Response 1 day ago

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    i am a crossdresser. i like wearing female clothes,makeup,jewellery... i wear my moms saree, petticoat, nighty as i dont have a sister ..am really feminine and i like doing...
    Anjanacd Anjanacd 22-25, M 15 hrs ago

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    I love wearing panties. I don't were guys underwear anymore
    schumy schumy 31-35, M 4 Responses 9 hrs ago

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    Starting off my Sunday morning wearing a hot pink Victoria's secret incredible thong. Happy Sunday everyone!
    thongluvr582 thongluvr582 31-35, M 3 Responses 7 hrs ago

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    I bought some of these. Real schoolboy shorts for big boys ?? http://m.ebay.com/itm/120571281530?_mwBanner=1
    poshkid poshkid 41-45, T Apr 26

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    I love seeing women in leggings and I love wearing them myself. Stretchy, glossy black ones are great-- but I'm developing a real thing for 'jeggings' -- leggings that are styled...
    Tightsgirl Tightsgirl 46-50, T 2 Responses Apr 28

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    I don't know if this is the right board or forum to write this in so please excuse me if its not. Since the age of 12 i have required my son who is now 16 to wear girls clothes. At...
    Amywonders Amywonders 41-45, F 3 Responses Apr 30

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    It's really sad that we no longer as a society, embrace guys wearing true shorts, instead of knee huggers
    stilltalksalot stilltalksalot 46-50, M 2 Responses Apr 26

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    Finally sunny enough to wear some shorts ! I'm going clothes shopping tomorrow with my older sister if you want I'll take some change room selfies ! Need some new clothes for my...
    Jusjellybean Jusjellybean 18-21, F 15 Responses May 1

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    As you are contemplating which prom dress to pick, this year you may consider going for short dresses. Short prom dresses are getting stylish day-by-day, in addition they look...
    okbridal okbridal 26-30, M May 6

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    I have this lovely pair of Umbro tack shorts, the fit is perfect and they feel great. I actually enjoy working out in them. And I can't help but smile when people stare as I run by...
    Doonadai Doonadai 31-35, F 1 Response May 13

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    Hey, we needed another story up here. So I was caught wearing pantyhose. Now first off I do love to wear them. If I lived in a colder climate I would wear them all winter long as...
    cdLisas cdLisas 56-60, T 2 Responses 2 days ago

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    Listen up! Ladies I just brought 2 of the cutest doll dress you ever want to see. 1st choice one has multi colors coral, pale blue black and a tab bit of white. I have a coral...
    Babeondwy Babeondwy 41-45, F 2 Responses May 2

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    I'm a straight male and like to wear my shorts really short. I have purchased some, in the past with a 1/2 inch to 1 inch inseam. For a number of years now it has been hard to...
    jeanshorts jeanshorts 66-70, M 5 Responses