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I Love Wearing Shorts In The Winter

Personal Stories, Advice, and Support 78 People

    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...
    pelerine pelerine 41-45, M 2 Responses Mar 11, 2013

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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...
    dirkgreer dirkgreer 18-21, M 4 Responses Nov 17, 2013

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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...
    bareknee bareknee 46-50, M 4 Responses May 15, 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...
    MyUnspokenWord MyUnspokenWord 18-21, F 1 Response Jan 7, 2013

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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...
    isoldaomol isoldaomol 13-15, F 2 Responses Jul 27, 2012

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    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...
    jamieq1 jamieq1 26-30 1 Response Dec 25, 2012

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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...
    speedracer80668 speedracer80668 41-45 1 Response Jan 5, 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...
    xsadidas xsadidas 56-60, M 2 Responses Dec 11, 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...
    deleted deleted 26-30 2 Responses Sep 2, 2012

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    Related Experiences

    I love wearing shorts. Out of school I only wear shorts and tights when it is cold, never trousers 😝
    KitKat292 KitKat292 13-15, F 3 Responses Mar 19

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    Most people my age use the toilet, Water closet, bathroom, but me I love wearing diapers, and not having to leave where I am at, or stop what I am doing to go to the bathroom, I...
    makemeababy makemeababy 46-50 8 Responses Mar 29

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    I realise now that I love wearing pantyhose. I'm a straight guy but still love them. Seems weird to some people but would love it if any girls were interested in guys wearing...
    gamer07 gamer07 18-21, M 1 day ago

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    I love wearing my moms leather ballet boots they make me feel so tall and I feel sexy in them
    shelbss shelbss 18-21, F 3 Responses Apr 5

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    I just love wearing thongs so much <3 it's the best
    ThinkDiff ThinkDiff 18-21, M 2 Responses Apr 5

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    It's been just over 6 months that i bought my first panty and i just loved wearing em .. it adds so much of spice...
    kinkyethan kinkyethan 26-30, M 20 hrs ago

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      Been into wellies since I was about 5-6yrs old. Playing with my cousin one summer he loved going into mud, wearing wellies everyday then making me sniff them!!! Odd I know...
    Wellytom Wellytom 51-55, M 2 hrs ago

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    I experienced an awesome thing yesterday :) I let people no that I like wearing pantyhose :) and since doing it I meet this girl on this website and have been messaging her since...
    gamer07 gamer07 18-21, M 3 Responses 3 hrs ago

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    Every since I was in 4th grade I'd occasionally go into my sister's (who's 3.5 years older than me) bathroom to wear her underwear and (training) bras. Then when I was older in...
    BlackHedgehog24 BlackHedgehog24 16-17, M 2 Responses Apr 5

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    Yea, it's not what it sounds like. Don't get me wrong, if I go to the store and see a shirt I like in the guys section, you best believe I'm getting it and I will wear it. I've...
    SylenaEverlasting SylenaEverlasting 13-15, F 4 Responses Apr 7

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    I wear it almost like muslim women wear theirs. I'm not muslim but, I have read the Quran before and think that its a great piece of clothing. I wear it for the same reasons in a...
    reeree2012 reeree2012 22-25, F Mar 24

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    I have gone on several sissy shopping trips. Some have been very short, some very long, some very successful and some wasted, my typical routine is to put on the shortest shorts I...
    LeashedPIGGYY LeashedPIGGYY 18-21, M 3 Responses Mar 19

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    Don't want to shave? Grab a pair of tights! Haha I can save my razor for summertime when I have to wear shorts :)
    AICLover AICLover 13-15, F 2 Responses Mar 21

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    I'm a tomboy and so most of my friends are guys and they all get comfortable with me so when they come to my house they'll mess with me so I steal random articles of clothing...
    ScarletNightmare ScarletNightmare 13-15, F 3 Responses 4 days ago

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    When I was about 7, my brother and I received one gold chain each as a gift from a close family friend. Our parents thought that we were too young to wear something so valuable so...
    deleted deleted 26-30 4 days ago

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    I haven't posted on here in a while but a lot has happened since :). Me and my gf broke up so now I'm stuck wondering if there will be another girl to accept my panties and such...
    pantyboy94 pantyboy94 18-21, M 5 Responses Apr 1

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    A woman really looks supersexy wearing heels. I just love heels and am a heel fanatic. I have quite a collection and I want more. I love the way my butt looks wearing heels. Gimme...
    prettytoes prettytoes 22-25, F 11 Responses Mar 22

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    I have been in love with wearing pantyhose ever since i can remeber. I would sneak and put on my moms hose when she was at work. when i got my drivers license i could go and buy...
    Hoselover2014 Hoselover2014 31-35, M 1 Response Mar 28

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    I got my first jock for 7th grade P.E. class and have loved them ever since. I Freeball as much as I can, but use an old soft jock rather than more finding underwear when I feel I...
    artonthebrain artonthebrain 41-45, M 1 Response Mar 21

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    If I'm not wearing diapers I'm in my bra, and panties!!
    sexual445 sexual445 26-30, M 3 Responses Mar 31

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    I so love summertime bikinis and tanning i used to wait until the neighbors would leave For the day i would put on a skimpy top and Daisy-dukes and a sheer pair of hose and grab...
    jennylace jennylace 56-60, F Mar 31

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    This past weekend I decided to go shopping for shoes. I was dressed in skinny Aztec print jeans with knee high boots with 2.5" heels, a white ruffle blouse and a short black...
    Brandie1960 Brandie1960 41-45, M Apr 2

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    Lately I've been more open about my crossdressing. I'm still subtle about it but I've been going dressed in leggings and yoga pants more and more. I'm still afraid of the looks I...
    pantyboy94 pantyboy94 18-21, M 3 Responses Apr 5

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    This morning I felt the urge to wear my jet black high waist pantyhose and one of my wife's dresses and the brand new black patent leather pair of pumps I just bought, when I had...
    wtbwoman wtbwoman 41-45 3 Responses Apr 7

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    > (these look exactly like my glasses) I love my big, chunky red glasses. Without them, I am completely blind. I have had nights where I wake up, search for my glasses...
    AdelaideHayashi AdelaideHayashi 22-25, F Mar 17

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    Every single day is halloween for me, because I love dressing up so much. I mean there's so many costumes in my wardrobe it's hard to pick just one. If I just had to pick a...
    Monstermaster13 Monstermaster13 22-25, M 1 Response Mar 19

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    I do to . I love support hosiery.
    drivingucrazy drivingucrazy 41-45, M 1 Response Mar 24

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    My favourite pair of high heels are purple suede with one inch platform and five inch stiletto heel and thin ankle strap. They are just gorgeous and I love to wear them out and...
    karenhobbs karenhobbs 26-30, T 5 Responses Mar 25

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    I'm loving the short skater style skirts at the moment. I have several in different colours. They are lovely to wear but also a little risque, especially when it's a bit breezy and...
    karenhobbs karenhobbs 26-30, T 4 Responses Apr 1

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    Having a fantasy like this and willing to come out with your self. I would love to train you :)
    QueenIsabella27 QueenIsabella27 26-30, F 1 Response Apr 2

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    I love High heels I love how they manage my legs look and i love the way my hips sway as I'm walking. They are my number one weakness. I love them think i have over 40 pairs but...
    deleted deleted 26-30 3 Responses Apr 3

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    Im a straight male who has a son and 100 % loves women, but I have this crazy obsession with women's clothing but mainly tights. I hate the fact that I come under the title of a...
    opaquelover100 opaquelover100 31-35, M 5 Responses 4 days ago

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    Those corsets that cinch tight, showing off your curves and leaving your bottom exposed in scantily clad panties. There’s the leather with buckles on the sides and holsters for...
    iridescentgurl iridescentgurl 13-15, F 5 Responses 3 days ago

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    Any body want to trade pic mist be under 26 and thin males plz
    drifterx212 drifterx212 18-21, M 2 Responses Mar 16

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    Just bought new sexy outfits, can't wait to try them on and look sexy. New year means new looks.
    gandl10 gandl10 41-45, T 1 Response Mar 18

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    A different hairstyle and color everyday I think life would be boring if I didn't match clothes with hair styles/color. Men wear hats! We ladies can wear what ever we want .
    crystalkat crystalkat 51-55, F Mar 20

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    Blonde today but tomorrow a different color and style all together
    crystalkat crystalkat 51-55, F Mar 20

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    I like to cross dress. Not in the typical sense. I just like making women's coats and headdresses from the olden times using my bed sheet and then roaming around in them like a...
    Aly1607 Aly1607 16-17, M 2 Responses Mar 20

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    It really does make me feel sassy. My boyfriend hates sexy underwear though, so it sort of discourages me to wear it. After seeing his face wince in disgust over lacy thongs and...
    ateamgirl ateamgirl 26-30, F 14 Responses Mar 20

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    Even though nobody sees them haha
    lexix0 lexix0 16-17, F 2 Responses Mar 23

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    I wear pantyhose not only for work, nut for exercise, running errand. Walking the dogs, doing chores AND especially for sex And when I dominant a submissive or bottom. They get...
    marileixi marileixi 51-55, F 3 Responses Mar 23

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    You really can not beat a nice pair of sexy panties. The feel, look and colour of panties are amazing :) I wear 24/7 and could never go back to men's underwear, far too boring
    LucyTG LucyTG 26-30, T Mar 24