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I Boys Protesting Trousers And Shorts By Wearing Dresses

Personal Stories, Advice, and Support 27 People

    Been a long, long time since i was a 'boy' but I remember how much I loved to play after school with the girls in my neighborhood wearing the play dresses my mom made for me. I was...
    AlbertSAT AlbertSAT 66-70, M 3 Responses Apr 12

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    Like many of you I really like wearing dresses. My favorite is an a-line bodice with short sleeves and having a full skirt. I cherish the task of having to zip up the back of my...
    deleted deleted 26-30 9 Responses Apr 5

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    So tonight my parents went out of town so it was a total girls night for me. I've been trying to wear panties everyday for about a week now, so today I was already in my cute...
    CDcarly CDcarly 22-25, M 5 Responses Mar 29

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    No more dresses for me !? Mistress does not want me to wear dresses any more. She wants to be able to see my lingerie, she does like my leather dress, so I am not without a...
    Plugslave Plugslave 31-35 3 Responses a week ago

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    I LOVE dressess. l'm a little dress obsessed :P
    NightOwlGirl NightOwlGirl 18-21, F 4 Responses Mar 28

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    All your sissy's are too much. Girls dont talk about what kind of panties or bra's they are wearing. I think its so funny listening to you all brag about how wonderful it is to...
    jennylee911 jennylee911 41-45, F 2 Responses Apr 9

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    Not always. But sometimes I'd like to dress sexy. Tight short dresses are my favorite, some of them reveal my lingeries. (as you can see below) So I enjoy to see how peoples' react...
    Canaria Canaria 22-25, F 14 Responses Apr 12

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    Just been out for a lovely meal on holiday wearing a dress and heels that cost next to nothing and lots of people wanted to know which designer shop I bought my dress in I haven't...
    girlynicole girlynicole 36-40, F 1 Response Mar 27

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    the most amazing thing is a woman dressed in heels hose and skirt and acting like a woman but that isnt nothing compared to shaving your legs lotion up and paint your toenails then...
    samara11besc samara11besc 51-55 13 Responses Mar 23

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    Went to Sears today and I tried on this dress cause I thought that it looked really cute what do you all think? Please ignore the socks
    highkin highkin 36-40, M 13 Responses Mar 25

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    today is my off I am enjoying my short skirt at home
    girlyboy83 girlyboy83 31-35, T 6 Responses Apr 3

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    The poor country pastor was livid when he confronted his wife with the receipt for a $250 dress she had bought. "How could you do this!" he exclaimed. "I don't know," she wailed...
    jml2000 jml2000 56-60, M 3 Responses Apr 3

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    so in 2 weeks i'm going out again. i've set myself the following tasks to complete whilst hopefully passing as a woman (i) visiting a particular tourist attraction , and having my...
    donnaka donnaka 36-40 6 Responses 5 days ago

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    I wear them all year round, it's my parents decision. I don't mind, even if I am the only boy in my class in shorts wintertime. There is an older boy in school like that but I don...
    erik2000erik200 erik2000erik200 13-15, M 5 Responses Apr 6

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    Is it just me or do the ladies at church wearing dresses look very gorgeous!? Call me old fashion but I think women should dress like that all the time- None of this sweatpants to...
    EngineerGuy777 EngineerGuy777 26-30, M Apr 6

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    The prettiest dresses are worn to be taken off...
    Brunette4U Brunette4U 31-35, F 2 Responses 44 mins ago

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    I Boys dressing nicely in all types of girls shorts pants skirts tops and dresses
    PonyTailsGirl24 PonyTailsGirl24 46-50, F 1 day ago

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    yess I love wearing tights with shorts, I just feel like it gives it a better look than just wearing shorts :D especially tights with some holes on them.
    bloodyzombie19 bloodyzombie19 16-17, F 3 Responses Apr 4

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    I too am a winter shorts wearer. My family don't comment anymore. As a young bloke my parents gave up on encouraging me to wear long pants and came to also understand my preference...
    aussieben aussieben 46-50, M Apr 6

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    Come on guys, think about your environment and life style, go a buy shorts that fit in with that particular part of your life. Can you wear shorts at work? Long shorts? Outside...
    suffolkskin suffolkskin 56-60, M 3 Responses Mar 25

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    I started doing this when I was prob 13 or 14. It's fun because you can already be wearing cheeky shorts then before you get into the pool you pull em off and you have bikini...
    AllyWood AllyWood 22-25, F Apr 1

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    I am a new member. I am a bi male ,very feminine and a nudist. I shave my body everyday, and I paint my toenails. I love wearing girlie short shorts that show my cheeks! I also...
    wgsc wgsc 18-21, M Apr 11

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    I love that the weather is getting warmer and I get to see more women wearing skirts and dresses, showing off their beautiful legs. Makes a man's mind rage with questions and...
    avgjoe71 avgjoe71 41-45, M Apr 6

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    I wear shorts all year round. It's comfy and I got used to the cold.
    erik2000erik200 erik2000erik200 13-15, M 2 Responses Apr 2

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    you know summer time is near when we start wearing short shorts
    BettyLavender BettyLavender 61-65, F 18 Responses Apr 7

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    yes...it's the only thing I am willing to show...I love shorts cause it gets really uncomfortable in summer...
    EternalViolet EternalViolet 26-30, F 2 Responses Apr 10

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    I love dressing up and wearing either a short dress or a short skirt and a beautiful blouse. I love wearing hose and high heel shoes.
    singleredheadfemale singleredheadfemale 41-45, F 5 Responses Apr 10

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    Hats off to any guys who are not afraid to let their feminine side show, and wear their skimpy short shorts in public!
    wgsc wgsc 18-21, M 1 Response Apr 12

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    I am a big fan of short shorts, even though my parents aren't
    delightful18 delightful18 18-21, F 17 Responses 2 days ago

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    I am wearing a black sports bra, striped bikini underwear, short, see through, white top, and short shorts
    heyheynatalie heyheynatalie 18-21, F Mar 30

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    Girls, would you date a boy who is wearing shorts and knee high socks?
    Dokolenica Dokolenica 13-15, M 2 Responses Apr 7

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    Hey there :) I'm a 27 years old guy who would like to talk to girls about crossdressing. I like to wear dresses and skirts when nobody is around. But I also need some advice in how...
    johnthomas12 johnthomas12 26-30, M Apr 10

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    Monday 3/30/2015 I'm wearing silver microfiber boyshorts. They feel so gooood. ? Mandy
    mandywantsit mandywantsit 51-55, M 4 Responses Mar 30

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    On the whole, I prefer a skirt and blouse. I think it's more fun to undress someone you are seducing when there are more garments. I also love the half-dressed look, whether top or...
    tyrihans45 tyrihans45 66-70, M 7 Responses 6 days ago

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    I love wearing blue but the show doesn't quite work for me
    renbuenaventura renbuenaventura 31-35, F 1 Response 5 days ago

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    I got a pair of clip on 4.5 inch chandelier earrings in the mail today. I tried them on. Before I knew it, I was standing in the mirror, applying a dark coat of lipstick. I was...
    jessicavamp jessicavamp 41-45, M 2 Responses 3 days ago

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    My mom is a single parent raising my sister and I. There were times I needed some underwear and my sister give me hers to wear. After couple times I feel attach to the feeling of...
    Sissycolleen Sissycolleen 36-40, T 10 hrs ago

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    Dresses and skirts are the best i believe all girls and women should wear them. I wear dresses and skirts that hide my knees i was raised to the fact that girls must not show too...
    sweetmary14 sweetmary14 13-15, F 1 Response Mar 21

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    Booty Shorts and a Braor maybe i'll sleep naked
    heyheynatalie heyheynatalie 18-21, F 1 Response Mar 31

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    I love dresses just like every girl. I always wear flats because sandals you have to show your feet, I'm not a fan of my own feet. I cover them with flats. I love maxi dresses...
    lorrena19 lorrena19 18-21, F 13 Responses Apr 5

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    I've shopped in shorts & a bikini top (barefoot too!) many times. In the summer that's one of my favorite outfits. When I've been at the beach like in Florida then I've gone...
    MeghanL MeghanL 26-30, F 1 Response Apr 6

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