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I Love Short Shorts

Personal Stories, Advice, and Support 1,081 People

    I lost a bet to my sister

    and now i have till the end of the month to find a pair of girls shorts that most girls now would wear from a girl. If i cant get someone to give me a pair that most girls would wear then she gets to dress me up as a girl for the whole summer. Please message me or snapchat me at...
    Manuel000 Manuel000 26-30, M Apr 21

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    you know summer time is near

    when we start wearing short shorts
    BettyLavender BettyLavender 61-65, F 23 Responses Apr 7

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    Has anyone tried these shorts?

    http://www.galaxy-trading.freeserve.co.uk/cooltan.htmThey seem expensive at £40
    Benxyz Benxyz 61-65, M 2 Responses Feb 22

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    My wife has a great pair

    and I'm hoping it warms up soon so she will wear them. We hiked near Las Vegas last year with another couple and my wife sat down on a log in these short shorts (no panties) and the crotch kind of went into hers and there on display one bare lip bulging on each side for everyone...
    dirk34 dirk34 36-40, M 9 Responses Mar 29

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    I love short shorts but my thighs need working

    on. Short shorts r damn so sexy
    jaianna jaianna 36-40 4 Responses Feb 22

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    These shorts are nice,

    wouldn't mind seeing someone wear these in person.
    Padrinho Padrinho 51-55, M 1 Response May 4

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    Lost A Bet, But Still Love It

    So me and my girl friend have the same pe class, on day we were playing basketball were she bit me if i miss the shot, i have to come to pe with short shorts and panties. i said ha, its an easy shot, and them i miss. so i told her, i dont have panties our short shorts, im a...
    norwegianguygirl norwegianguygirl 18-21, M 2 Responses Apr 23, 2010

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    I love wearing short shorts,

    they really don't feel as revealing as they look but whenever I wear them they make me feel sexy. I have not worn them outside because I'm a little self-conscious.Me in short shorts that I made from mens longer shorts. The pockets were the same navy blue color so I bleached them...
    thom2332 thom2332 22-25, M 9 Responses Aug 31, 2014

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    Amazing Freedom

    I have only recently tried short shorts growing up in the 90's and 00's where most of shorts are below the knee length.... but the one or 2 pairs I can find that are short shorts are running shorts.... and they are AMAZING to wear, even more so because I never wear underwear...
    FreeballerForever FreeballerForever 22-25, M 7 Responses Apr 27, 2012

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    Can't wear them though!

    Not the most flattering look for me, but I love seeing that look on the young ladies, it's cute and sassy!
    MrsJoanieBNH MrsJoanieBNH 56-60, T 5 Responses Aug 8

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    I love pink short shorts

    and if I look good in them I don't see why I shouldn't wear them.
    ADF55 ADF55 56-60 15 Responses Mar 31

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    Camo Short Shorts

    I love short shorts so much. When I wear them people do look and nobody ever says anything but I can tell they think they are too short for a guy to wear. But I don't mind. I just love them and I wear them for me. Here is a pair I just bought from Blue Notes.
    0hBrandie 0hBrandie 41-45, M 8 Responses Jul 7, 2013

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    Every since childhood I have loved to wear

    short shorts , being a naturist I only like to wear the minimum clothing when I do have to dress.At school i had the smallest gym shorts and football shorts and on holiday my shorts are always admired.
    skimpyboy skimpyboy 46-50, M 5 Responses Feb 21

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    I wish I could wear short shorts like all the

    girls do!! Why men have to wear shorts to their knees?? It's just Not Right!! Ugh. An I don't know where to buy the short shorts neither. :(
    AsianTransGirl AsianTransGirl 26-30, T 16 Responses Jul 30, 2014

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    my butt is big and i dont like to hide it

    so short shorts is my #1 clothing choice ;-) ;-)
    hellohowareyoudoing hellohowareyoudoing 16-17, F 3 Responses Mar 1

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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. The funny thing was that I noticed more men wearing short shorts in Miami during that trip than I ever would see at...
    scrubbe scrubbe 31-35, M 6 Responses May 15

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    Because girls *** cheeks usually tend to come

    out at the bottom and It makes me get so hard within seconds
    thisistony thisistony 18-21, M 3 Responses May 25, 2014

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    Small or extra small shorts.

    This was a decision I had to make many times last summer. I was going to the barber, and the autoparts store. If I got what I needed at the autoparts store the first time I could work on my hobby car in piece. Otherwise I'd be heading back out. Black with two red stripes and a...
    Thintwink Thintwink 36-40, M 4 Responses Feb 4, 2014

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    I Love Short Shorts

    I am bisexual so cross dressing feels sort of natural to me. It is just the embarrasment of going shopping for girls clothes that bothers me, so I don't go shopping much for that sort of thing. I got the nerve up one day to buy some short shorts. First I bought 3 bikinies, of...
    sisypwimp sisypwimp 41-45, M 3 Responses Jun 6, 2010

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    girlongirltalk girlongirltalk 31-35, F 2 Responses May 31

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    I've been out today on my cycle in these,

    my shortest gym shorts. I bumped into an old nieghbour and she didn't seem to think it was strange, which was great, 
    williamboyson2b williamboyson2b 56-60, M 3 Responses Apr 15

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    I love short shorts. I own several pair.

    I have worn them around the house and just outside the house like to go grab the mail or out to the deck, around the pool and having a barbecue at the house. I just haven't worn them out in public yet. How do I get over my nervousness to wear them in public?
    candicelayla candicelayla 13-15, F 16 Responses May 31

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    Padrinho Padrinho 51-55, M Jul 21

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    I have bought some women's swimsuit shorts to

    wear at the beach or boating.I'll wear a bikini swimsuit under it then take off the shorts at the right time.
    ADF55 ADF55 56-60 2 Responses May 28

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    Short Shorts Last Summer

    Camping in Wales last summer seems a long way away right now with all this cold frosty weather. I like to wear some of my favourite short shorts during my hikes and suspect some think they are a bit too short, but on a warm sunny summer day I'm afraid that shorts...
    shortshorts shortshorts 36-40, M 10 Responses Nov 30, 2010

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    Dresses are cooler to wear

    than shorts but shorts are much sexier..especially if u have tanned legs . And with our usually intemperate summers in uk its nice to b able to put a pair on and head out to the sun for a s long as it stays OUT
    prettyflamingo prettyflamingo 41-45, F 7 Responses Aug 13, 2014

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    My Bare Legs

    I lived in a very rural area. My parent lived here to be close to nature. Here men were men or else. No male would dare wear shorts or even be seen in them. Even in school few guys had shorts for PE class. Some new families moved in and the kids had on colthes different that...
    Awellton Awellton 26-30, M 1 Response Jul 20, 2011

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    I have written in this group before,

    but thought I would share this montage with all - all pictures taken by whoever I was walking with - mainly in Tenerife - where it is always warm enough to wear as little as you dare. I am very comfortable wearing this length short anywhere. There are all womens shorts (size 12...
    Benxyz Benxyz 61-65, M 2 Responses Jan 22

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    100% love them I hate wearing pants

    so this is next best thing lmao
    Angel2345 Angel2345 13-15, F 3 Responses Aug 14, 2014

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    One of the problems for a guy wearing short

    shorts is finding any, but I just got lucky and found these shorts. The good news is they are on sale for 70% off so I got a good deal. The bad news is they are on sale for 70% off which probably means that the company can't sell them, altho they were outrageously expensive...
    bostonspdo bostonspdo 66-70, M 3 Responses Dec 2, 2014

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    lorrena19 lorrena19 18-21, F 2 Responses Feb 27

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    i have a big butt and whats a better way to

    show it off then to wear shorts. whether they're baggy or tight i dont care i will still wear them.
    kissmebabe15 kissmebabe15 16-17, F Feb 22

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    I really love seeing short shorts.

    http://youtu.be/RewiHQjSYWo
    Padrinho Padrinho 51-55, M 1 Response Apr 20

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    I love shorts weather.

    Tight little short shorts are the best.
    Padrinho Padrinho 51-55, M Apr 29

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    teenally teenally 16-17, F 7 Responses Jul 18, 2014

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    Padrinho Padrinho 51-55, M 6 Responses May 5

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    Especially If They Are White Cotton And Tight!

    The looks I get. The comments I get! The look I get (cameltoe). The comfort factor........
    aoutdouze aoutdouze 22-25, F 7 Responses Oct 24, 2013

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    Have you seen those stupid baggy pants

    that basketball teams wear? How can they even play ball with all that baggy fabric flopping around? When I was in high school and college all the teams wore comfortable functional short shorts. Why are they so STUPID today? Note: the word Gymnasium is Greek and means...
    pinetreeguy pinetreeguy 66-70, M 8 Responses Mar 19

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    I love dressing up in skirts and dresses. Which I do 7 days a week. I never wear pants or shorts...ever, never have in my entire life, never will. I celebrated my birthday tonight...
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    I love wearing really short shorts. But where I'm from, people are so damned judgemental. Can't wait until I can move somewhere it's okay to wear short shorts. :(
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