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I Love Wearing Shorts In The Winter

Personal Stories, Advice, and Support 107 People

    Christmas Hike

    It was cold, it was wet, but today I had a long walk wearing black shorts. I could feel the rain running down my bare legs and it was worth it. I try to stay in shorts as much as possible and today looked like a good opportunity.
    jamieq1 jamieq1 26-30 1 Response Dec 25, 2012

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    Walking In Shorts With Friend In The Winter When We Were 13

    We had no uniforms in school. Was allowed to wear shorts to school, but not in the winter. I wore shorts from April or May to October, and was unhappy from October to May. When I was 13, one boy who also liked to wear shorts came to class. Sometimes during winter holidays, while...
    bareknee bareknee 46-50, M 6 Responses May 15, 2012

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    Long Time Shorts Fan.

    I am a freethinker so do not care about conventional dresscodes. It's up to me how I dress, thats freedom of expression. That means it is up to you too. I respect that. It makes me wonder why people judge people who are like us. I would never do anything to offend public decency...
    deleted deleted 26-30 2 Responses Sep 2, 2012

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    It's Not That I Like Shorts

    It's that I just hate pants. They tend to not be too flattering on me. I like to wear shorts or skirts in the cold. It gives me a very awake feeling. I just like it.
    MyUnspokenWord MyUnspokenWord 18-21, F 1 Response Jan 7, 2013

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    I'm In Shorts No Matter How Cold It Is

    Ever since I started working at an amusement park, I've had to wear shorts, it was part of my uniform. I wasn't always open to wearing shorts, most of the time I was in pants. I didn't like showing my legs off, but I had no choice when it was a requirment of the job. I finally...
    speedracer80668 speedracer80668 41-45 1 Response Jan 5, 2012

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    My Friend Wears Shorts All Year

    I know only one person who wears shorts all year: he's my class mate, he came to our class last September. He wears shorts because his parents are strict and they make him wear shorts All other boys wear long trousers after September October. He says he's not cold even when it's...
    isoldaomol isoldaomol 13-15, F 2 Responses Jul 27, 2012

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    Pleasant Surprise At A Zebra Crossing

    Chilly this morning (December 10th) wasn't it? Freezing fog early on: a bit of thin, watery sun by 10 o'clock, but temperatures hardly above zero. So there I was, driving my bus into Stevenage Old Town, when I had to stop at a zebra crossing - to allow a couple of fortysomething...
    xsadidas xsadidas 56-60, M 2 Responses Dec 11, 2012

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    I Love Wearing Shorts In The Winter

    I always wear shorts. I wear them everyday at school and I got a job delivering pizzas and we can wear shorts to work so i do. They are more comfy for me than jeans. In the winter i just thrown on a sweatshirt or jacket. My legs don't get as cold and I like the feeling of the...
    dirkgreer dirkgreer 18-21, M 3 Responses Nov 17, 2013

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    More Attention In The Winter

    I do love wearing shorts in the winter. I do it because I like the sensation of freedom, and the heightened sensations of temperatures and air movement. I also like that it is an expression of my dislike of other people expecting me to confirm to their clothing choices. Of...
    pelerine pelerine 41-45, M 2 Responses Mar 11, 2013

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    Related Experiences

    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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    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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    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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    every morning I look forward to getting dressed like no other woman does because I know that my body gets to be spoiled again you see I love wearing my sexy and body hugging...
    caylafleming caylafleming 31-35, F 1 Response May 4

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    As a dedicated vegetarian I just love wearing dead cow. Some may consider this odd but to me wearing leather is a fantastc experience. I believe once the cow has been slaughtered...
    rockerlinda15 rockerlinda15 22-25, F Apr 29

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    i love wearing bikini briefs by vs there soft and comfortable. i primarily am in diapers all the time. but sometimes i wear those with a thick underpad
    DiaperRD32 DiaperRD32 31-35, T Apr 25

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    ​I love wearing high heels so much, I have an entire collection. And how do you think they look on me?
    sonaydushi sonaydushi 18-21, F 9 Responses May 5

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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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    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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    At least once a week, the day before laundry day, I would either hop in the shower or go for a swim in my backyard pool with my clothes on. Usually I wear a shirt, socks, underwear...
    Caliboyrob Caliboyrob 31-35 May 10

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    I love shorts weather. Tight little short shorts are the best.
    Padrinho Padrinho 51-55, M 1 Response Apr 29

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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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    These shorts are nice, wouldn't mind seeing someone wear these in person.
    Padrinho Padrinho 51-55, M 2 Responses May 4

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    Sometimes I wear these shorts
    Padrinho Padrinho 51-55, M 5 Responses May 5

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    I still remember wearing my mother heels as a little girl, clomping around and wishing I were big and imagining myself being soooo pretty. And how excited I was when I turned 13...
    bunnigirl bunnigirl 46-50, F 4 Responses 5 days ago

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    If I'm not wearing thong or g-string panties during the day, I definitely am wearing them at night. Tonight is a rose pink cosabella soire thong. I love how they feel on my body...
    thongluvr582 thongluvr582 31-35, M 8 Responses Apr 26

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    Being a busy wife and mom, I love dressing up and going out. When I am dressed up, I will always include wearing one of my many pairs of high heels with a pair of hose. I believe...
    oldermaturewife oldermaturewife 46-50, F 8 Responses May 6

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    I joined this site just to share my story. Ever since I was old enough I have loved pantyhose/stockings. I love everything about them the feel, the look, the smell, everything. Up...
    hoseman88 hoseman88 26-30, M May 11

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    The last few years Ive been wearing Hollister jeans and have made them the only jeans I wear Ive worn lots of brands but none have excited me in so many ways they are so feminine...
    caylafleming caylafleming 31-35, F 1 Response Apr 27

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    they feel so right . I love the way it hugs my *** and lifts it
    davidhumble davidhumble 18-21, M 2 Responses May 1

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    I love heels also I have spent the last two days wearing a pair of 4 1/2 heels doing work around the house
    jerbare jerbare 61-65, M 1 Response May 15

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    Such a lovely day here today I just had to get out in the garden to top up my tan :) I'm wearing a nice purple bikini outside and feel amazing, toe nails are being painted while I...
    GirlyLisaTG GirlyLisaTG 26-30, T 9 Responses 21 hrs ago

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    I am going on a road trip from SD to DEGA race wearing a skort and pumps with my son and his GF
    jerbare jerbare 61-65, M 1 Response Apr 29

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    Pink is the ultimate girly color! i am wearing a neon pink minidreas right now with hot pink lipstick! oh it feels so good.
    deleted deleted 26-30 1 Response May 9

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    i put on a cute pink 2 piece once and went to the tanning bed with it in under my clothes. it was so awesome laying in the tanning bed in a bikini!! it was thrilling because i was...
    deleted deleted 26-30 May 9

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    I'm wearing one now! I have it so tight I can nearly breath. I have to fight hard for each breath I take!
    deleted deleted 26-30 2 Responses May 9

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    Always a girl thing. I like wearing wedge shoes and sandals ❤️
    lemongrass09 lemongrass09 46-50, F 23 Responses May 14

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    It feels good wearing heels, it adds to a woman's confidence. There's a kind of sexiness you feel when you're in heels.
    lemongrass09 lemongrass09 46-50, F 8 Responses May 15

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    What do u girls think of a straight male wearing womens swimsuits thongs camis etc? And how many women would like that
    Imgirly14 Imgirly14 41-45, M 1 Response a week ago

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    Oh how i love Pencil Skirts!! the feeling of the material hugging tight to my body. I love how they make me feel almost trapped in them. i love to wear a tight fitting stretch top...
    deleted deleted 26-30 May 9

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    I love it so much, I may be addicted to it. Sometimes I wish I had the option to wear it any time I want to, but am not comfortable doing so in public.
    jessicavamp jessicavamp 41-45, M 2 Responses Apr 25

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    I love to wear girls underwear when I can like right now they feel good
    Masontaylor167 Masontaylor167 18-21, M 1 Response Apr 29

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    Five Reasons I Love to Wear a Garter Belt By Alice, a submissive cross dresser #5 Because you are always aware of it around your middle #4 The way the supporters move with each...
    cdsubalice cdsubalice 56-60, M 7 Responses May 4

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