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I Summer Skirts For Boys

Personal Stories, Advice, and Support 253 People

    Skirts In Summer

    During Junior High and HS I was alone most all days during summer with my Mom and Dad at work. Over a period of time I had amassed a selection of skirts, stealing form clothes lines and my girl cousins. As soon as Mom and Dad left for the day I was in panties and skirts. I kept...
    billbb billbb 51-55, M 3 Responses Oct 31, 2012

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    Skirt Me For Summer

    In the no off limits spirit, I'm going to type a short piece here . I was the dressed as a boy who really hated having to wear dark thick t shirts and especially trousers during the summer months so much so that I'd of given anything for a girl to have tied me to a tree to...
    Joanne0chan Joanne0chan 31-35 6 Responses Sep 20, 2012

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    Related Experiences

    who agrees with me that little boys need to wear night gowns while they go to bed.
    fluk fluk 13-15, M 3 Responses Feb 14

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    I absolutely love the summer months for swimming (skinny dipping), sunbathing nude, skiing, water skiing, boating, and surfing. I love going to baseball games.
    redheadfemale redheadfemale 31-35, F 1 Response Feb 8

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    i believe all mums need to start raising the boys as pretty girls from a young age. have them learn the girls way of life so they can be a girl all the time. teach boys how to do...
    girlyboy1987 girlyboy1987 26-30, M 4 hrs ago

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    Many years ago, I used to live near ‘Windy Wellington’ in New Zealand. One day, I caught the overland rail to town. The city lived up to its nickname – the wind must have...
    Billowingskirts Billowingskirts 51-55, M 1 Response Feb 7

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    I mean being single aint the worst thing in the world, but after a while its gets boring and lonely, and in the times were living in now, I don't see a relationship anywhere in my...
    DessyLove DessyLove 18-21, F 3 Responses 6 hrs ago

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    I had a co worker ask me why I wear dresses and skirts, she actually said to me why are you dressing so girly. I am a woman and I like to wear dresses and skirts, I don't know why...
    Welllaugh Welllaugh 36-40, F 13 Responses Feb 19

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    I don't think I have to admit I like wearing dresses and skirts! I dream, yearn, desire, and want to wear anything that a woman wears, dresses, skirts, skorts or short-shorts. I'm...
    Cassandrajoan Cassandrajoan 61-65, M 3 Responses Feb 6

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    This last summer I started talking to this girl I went to high school with. We talked for a couple weeks about hanging out. Then I brought the topic of us wrestling and this...
    RunDMC7 RunDMC7 18-21, M 2 Responses Feb 3

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    I love to wear either a dress or a skirt when I am heading out to where ever that is. I love feeling and being dressed up in dresses or skirts.
    dianefisher dianefisher 22-25, F 2 Responses Feb 1

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    I love when my wife dresses sexy! I love her in short skirts and revealing tops!
    tbobo1 tbobo1 51-55, M 2 Responses Feb 3

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    Wow. I just experienced a realization. I need to just exude some confidence in myself to feel feminine and comfortable with myself. I've worn skirts, boots and heels in public and...
    shadowplt shadowplt 51-55, M 3 Responses Feb 5

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    It was rather hot today and to be comfortable I wore one of short demin skirts, not that fashionable but comfy
    paula3198 paula3198 46-50, F 2 Responses Feb 7

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    One of the special things I like about skirts and some women's attire, is the diversity of colors, styles and the mix and match possible. I'll NEVER pass as a woman and never want...
    shadowplt shadowplt 51-55, M 2 Responses Feb 11

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    I love women who wear short skirts and no panties and flash at people.
    Hermeister Hermeister 22-25, M Feb 12

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    if you like pleated school skirts inbox me x
    XxChloexXx XxChloexXx 16-17, F 2 Responses Feb 14

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    I've been getting all my step sister's old stuff for over 15 years that includes panties school uniforms mini skirts swimmers both one and two pieces my...
    subsissy1989 subsissy1989 26-30, M 3 Responses Feb 14

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    My newest purchase for wear under skirts and jeans in cold days or just around the house.
    shadowplt shadowplt 51-55, M 1 Response Feb 15

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    I typically wear the right clothes for the right situation, working out, beach wear, etc. But day to day activity in town, at work and about, I only wear dresses and skirts. They...
    freenakedcouple freenakedcouple 26-30, F 5 Responses Feb 21

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    I'm going to the city this weekend to watch my speedy daughter swim against some of the best in the region. It's supposed to snow by Friday afternoon. I'm planning on bringing my...
    shadowplt shadowplt 51-55, M 2 Responses 3 days ago

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    Nothing like spending the summer in NYC!! Whether you're in Soho or in Brooklyn you're guaranteed to have an AMAZING time! You can go to the free shows in Central Park, the Museum...
    BlackBuddafly88 BlackBuddafly88 26-30, F 1 Response 4 days ago

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    i agree with this title as MEN don't lie and play games only boys do. ages means nothing or has anything to do with it. only boys lie.
    youroneandonly34 youroneandonly34 31-35, F 3 Responses Feb 13

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    Summer... Oh I just loveee the idea of summer!!! Lol I graduate right as summer starts and I'm going to the beach!
    KatieDanae KatieDanae 16-17, F Feb 17

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    I am so ready for a change...right now for example I am ready for a change of season (lol) The winter blues are starting to get to me. I normally LOVE winter but this is getting a...
    Ana8939 Ana8939 22-25, F 2 Responses Feb 10

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    editor score 413 users The aggregate score based on the app's score, variety of end users, and a variety of other parameters closely linked to person satisfaction. The best...
    Ethan3088hnz9 Ethan3088hnz9 31-35, M 1 Response Feb 13

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    GBA cartridge assist media - automobile. - Just another of Individuals effects that I do not know the things they ended up before I messed them up.3d renderer - nocash. - The...
    Ethan3088hnz9 Ethan3088hnz9 31-35, M 1 Response Feb 13

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    So... I married my high-school sweet heart, and had two kids with her, and 5 years later she decided that marriage, and being a mom wasn't for her. That was 9 years ago this past...
    Banzai2184 Banzai2184 26-30, M 3 Responses Feb 16

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    Summer is going to be so much fun this year. I'm going to do a lot. Hopefully I will make my state cheerleading squad again. If I don't I'm probably just going to spend most my...
    CheerleaderEm CheerleaderEm 16-17, F 3 Responses Feb 16

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    While sitting here watching the snowflakes fall gently to the ground I feel a longing for the Summer sun, sounds of birds singing, and the laughter of children as they play outside...
    BarefootDreaming BarefootDreaming 51-55, F 2 Responses 5 days ago

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    I love the summer. Not because of the freedom, but I love the heat. The winter is alright, but the summer is my thing.
    moonskull moonskull 16-17, F 2 Responses Feb 8

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    Are you a female that loves seeing boys put on lots of weight? Then you've come to the right place. I'm an 18 year old straight male gainer from Australia who'd love to be fattened...
    jdoe1234567 jdoe1234567 18-21, M 1 Response Feb 4

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    I love them but I love country boys who are a little but of trouble lol. I can't handle "perfectly good guys" no.
    DeterminedToMakeLifeWorthIt DeterminedToMakeLifeWorthIt 16-17, F Feb 4

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    Any boys ages 13-20 want to talk and get dirty? Trade pics
    younggayteen69 younggayteen69 13-15, M 2 Responses Feb 6

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    Its hott AF.i love how the love there look.the express ther look .love it.boys keep up wat u like.
    emo200 emo200 13-15, F Feb 13

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    Any boys want to chat? Message me
    Benny412 Benny412 31-35, M 2 Responses Feb 16

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    I think all little boys should wear they are long long long hair up in HighHighHigh ponytails with a hair bow over each ponytail
    PrincessGirls2448 PrincessGirls2448 46-50, F 4 Responses Feb 19

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    Once, my grandparents took my sister and me to visit my grandmother's family. She had wanted me to take the pajamas along which she had bought me. I didn't. At one point, she told...
    hollywoodlegs hollywoodlegs 56-60, M 2 Responses a week ago

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    Anyone like young boys message me
    God22 God22 18-21, M 5 days ago

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    I love to wear matching bra and panties, miniskirts, blouses, and my high heels when I am out. I want to present a great and approachable look to the guys watching me and...
    dianefisher dianefisher 22-25, F 1 Response Feb 1

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    If you wear dark coloured tights you can have your skirt up a lot shorter without getting punished for it (school uniform).
    LeahUK LeahUK 13-15, F 3 Responses Feb 2

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    Spent the afternoon in my skirt and heels. Did this after taking my daughter to a dr appointment. This evening I'm home alone for a while. Wearing my boots and skirt watching the...
    shadowplt shadowplt 51-55, M 4 Responses Feb 2

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    Well close anyway. In my teens, I wore clothes intended for my sister. My mom's best friend had a daughter the same age as my sister but much bigger. Her good used clothes were...
    AlbertSAT AlbertSAT 66-70, M 8 Responses Feb 5

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    Tonight I was supposed to drive to another city to watch my daughter swim in the regionals swim meet, dang a bug hits me and whamo, I'm stuck dog sitting and nursing a fever. This...
    shadowplt shadowplt 51-55, M Feb 6

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    Martin, 16, Bi. Looking amazing, cute af, sexy af, hot af, whatever you think off. Girls, boys, you're all welcome. Pictures on pm's, prefer boys, curiousity is a killer. I have...
    asap6fm asap6fm 16-17, M Feb 8

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