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I Summer Skirts For Boys

Personal Stories, Advice, and Support 258 People

    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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    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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    Summer Heat And Discomfort

    Here is why boys this summer need to be out of their shorts for skirts. The heat this summer is way too hot for them to be in shorts or thick pants causing overheating. This is so important to have them in loose fitting skirts. How can you send your son outside in dark heavy...
    andreaneejustinfield andreaneejustinfield 41-45, T 8 Responses Jun 27, 2012

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    Related Experiences

    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M Jul 15

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    There are a lot of hot skiddy boys from 15-19 who always have the normal natural skiddies in their boxers, briefs and unders at PE class, swimming, and all sports. It is really...
    waleskinder waleskinder 18-21, M Jul 23

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    I started buying skirts for myself months ago. The problem is that I scored three skirts very quickly of which one of them I'm not thrilled about so that leaves two skirts that I...
    Cetacean Cetacean 36-40, M Jul 15

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    I have just discovered this maker of skirts for men http://www.skirtcraft.com Check it out!
    Prettyjennifer2004 Prettyjennifer2004 51-55, M Jul 15

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    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 2 Responses Jul 15

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    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 15

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    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 15

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    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M Jul 15

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    Check out this maker of skirts for men. http://www.skirtcraft.com
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 1 Response Jul 15

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    I have a summertime tradition. Since I was 8 years old I have made string bracelets in the summer months for family and friends. I remember taking "custom orders" for bracelets of...
    CoffeeBrewin14 CoffeeBrewin14 31-35, F 1 Response Jul 7

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    Skirts are so comfortable - especially when your most sensitive parts hang outside your body! And, really, skirts are as "feminine" as the Roman Army - badass lion fighting...
    steve66oh steve66oh 41-45, M 2 Responses 4 days ago

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    When I grew up I did at least in private and sometimes not so private wear short pleated skirts and the occasional pinafore style dress. This was not a punishment and indeed I am...
    littlegreyshorts littlegreyshorts 51-55, M 2 Responses 21 hrs ago

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    Even though I'm quite masculine looking, I love wearing dresses and skirts. I only wish I had been allowed to do so as a child.
    quearme quearme 56-60, M 2 Responses Jul 15

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    When I was 11 I spent an amazing summer holiday with relatives. My parents were going away on a world trip as part of an anniversary celebration and I had to stay with my aunt and...
    dressboy14 dressboy14 36-40, M Jul 7

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    I have such fond memories of childhood. I was the last of four children, 14 years behind my oldest sister and the only boy in the family. I have only scant memories of a father...
    Varience Varience 70+, M 1 Response Jul 9

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    This is another fat fiction story. It will eventually tie in with the last one I posted. One day, in southern California three teenage boys, around 15 played: frisbee, football...
    banjo64 banjo64 13-15, M Jul 17

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    Hello,my name is jacob but i like to go by zoey. I have spent the last seventeen years of my life alone because I am a girly-boy. Now I have the Internet and sites like this...
    zoey764 zoey764 18-21 1 Response Jul 23

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    I loved the summers in the past because I hated the boys who annoyed me and now I got used to it so it's very different and with my best boyfriend (as in guy friend ) , 23 more...
    bela5562 bela5562 13-15, F 6 days ago

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    I consider it fun attire! Not just for special occasions or going out for drinks, but quite often I do this. Love going out in the summer.
    chrissy1979 chrissy1979 31-35, F 3 Responses Jul 10

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    Now it's so warm sometimes I don't like it. Why you ask yourself? Because every lady can wear very flimsy dresses and wear beautiful tops and skirts if they want. I would love to...
    babyannie57 babyannie57 56-60, M 3 Responses Jul 24

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    So a couple of months ago I told my sister I wanna crossdress ( she thinks this is my first time curiosity) she said she'd help me dress when she came home for the summer... Well...
    Marissatgsissy Marissatgsissy 18-21, T 2 Responses 6 days ago

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    So a couple of months ago I told my sister I wanna crossdress ( she thinks this is my first time curiosity) she said she'd help me dress when she came home for the summer... Well...
    Marissatgsissy Marissatgsissy 18-21, T 5 Responses 5 days ago

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    I think men should wear whatever they want to wear. Skirts are cooler in hot weather. As long as the clothes are well fitting and look nice what does it matter what any one wears...
    renah64 renah64 61-65, T 2 Responses Jul 20

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    Yesterday I decided I would change into my skirt at work. I just happened to have one in my briefcase, well, you do, don't you?! So I walked through the office and out into the car...
    Prettyjennifer2004 Prettyjennifer2004 51-55, M 4 Responses Jul 19

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    I used to wonder why I was never part of the 'cool kids group'. Then I realised that I couldn't care less about following styles like a sheep because that's what the 'in thing' is...
    TheFemaleSimpleton TheFemaleSimpleton 13-15, F 1 Response Jul 16

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    One of my fav counselors for big boys
    HannahHomoky HannahHomoky 13-15, F 1 day ago

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    What a wonderful day. My wife was out of town all day. My son worked and I had the house to myself....besides the dog and cat. Got to wear my skirts and heels all day. Worst part...
    shadowplt shadowplt 46-50, M 1 Response Jul 13

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    I am extremely into to my woman when she wears her skirts, stockings, and high heels. I find it very sexy and turns me on in the worst way to wear I have to ravish her and satisfy...
    cassiescowboy cassiescowboy 26-30, M 2 Responses Jul 13

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    Likes to dress me beautiful. Already as a little girl I liked it, to wear lovely dresses and skirts and that's still the same. Of course I have pants, leggings and sweater but I'd...
    prettysybill prettysybill 22-25, F 5 Responses Jul 24

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    Well the wife and kids are away and I have the place to myself. Time for skirts, boots and a movie!
    shadowplt shadowplt 46-50, M 4 Responses Jul 24

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    I love wearing skirts :) I never wear panties with then though.
    starfire007 starfire007 13-15, F 8 Responses 6 days ago

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    My wife was miffed at me today. I thought it was because I was wearing a skirt last night. Turns out she had a beef with how I was discussing living arrangements with my 23 yr old...
    shadowplt shadowplt 46-50, M 4 days ago

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    When I was young the miniskirt was all the rage and we loved wearing them. We used to get into trouble at school if our skirts were too short but mum was very good about our desire...
    Jilly53 Jilly53 56-60, F 1 day ago

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    I have had an on/off relationship with black leather, as a teenager I loved wearing leather skirts, lost interest fora few years and now I am wearing skirts again. They are a big...
    alisonlefem alisonlefem 36-40, F 4 Responses Jul 5

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    Had to see a Dr today so I can see another Dr tomorrow. I have cancer for the third time. It's a form of skin cancer that's very treatable. Caught early it's not a problem. Does...
    shadowplt shadowplt 46-50, M 4 Responses Jul 23

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    I went to London yesterday to an theme park where a lot of people around my age are there. At home and school, I don't really get any attention from boys. It's not because they...
    SilkyDoughnut SilkyDoughnut 16-17, F 3 days ago

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    I have been banished from the outside realm because of you, Summer. You hit me with your warmth, and I appreciate it, but no more. Why Summer, why? Why must you burn my skin like...
    DinosaurPie DinosaurPie 16-17, F Jul 7

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    Original summer temperature is high, and power bank when using heating is very normal, that summer power bank to say love you really very difficult, if the quality is not good even...
    electricproducts electricproducts 18-21, F Jul 22

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    Summers are carefree; Here are the top 12 things I love about summer Fresh Air Sundresses Flip flops Beach Long days Summer fruits Frozen drinks BBQ Pool party Road trips Water...
    Pinkangel1 Pinkangel1 13-15, F 1 Response 2 days ago

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    It was the summer of 2013 i decided to spend the summer vacation at my friends house my friend only live with his mother and his two older sister Blair and Lisa his father left my...
    BoyGirlie BoyGirlie 18-21, F 1 day ago

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    Are there any other 17/18 year olds on summer break right now with NOTHING to do?! I always said, the summer before university would be full of partying and going out and just...
    RWxo RWxo 18-21, F 1 Response Jul 6

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    I came here to Cancun this summer and I felt embarrassed that I was fat. Some hot girl 8 went on a date with even told me that. Once I went to Ibiza and I got told the same thing...
    Badtimanonymous Badtimanonymous 31-35, M 1 Response Jul 12

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    It's took me 26 years to realise how much I despise summer. The worst thing is your made to feel guilty about it. I love nothing more than getting all wrapped up in the cold and...
    AmzD27 AmzD27 26-30, F 5 days ago

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    I do actually they understand and they ate so gentle and caring. They make u feel special as if u were meant in this world. And they try to hide it and personally I find it cute. I...
    DrowningInPain2 DrowningInPain2 13-15, F