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I Wear Very Short Cutoffs

Personal Stories, Advice, and Support 115 People

    Cut Offs

    I like to wear cut off short shorts, I cut the legs off blue jeans right to the crotch seam that when I bend over and sit in a chair my **** and balls hang out. you defiantly can't wear them out anywhere, because when standing up strait, they barely cover my *** cheeks and the...
    barefootward barefootward 56-60, M Oct 26, 2012

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    On Holiday

    I only really wear cut-offs while on holiday seeing as in england it is rarely hot enough to wear them. My best pair dont show off much bum but i still get some looks and feel happy wearing them because personally i feel sexy while wearing them with a bikini :) check my album for...
    deleted deleted 26-30 1 Response Oct 2, 2013

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    Like It Or Not

    Like it or not I am a middle aged american man who loves to wear short shorts.My wife is use to it and my friends tease me from time to time. But I know how i feel when i see another man in town showing off in short shorts it give me a hard on quick. I do shave my legs from...
    unclebonz unclebonz 41-45 1 Response Jun 5, 2012

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    If Your Legs Are Ok, Show 'em !

    In these days of horrible 3/4 length men's trou. Looking like an aging skateboarder. Buy neat women's cutoffs, everybody accepts them. 'Tis all I wear during summer, even my ex-wife that I love so dearly doesn't moan ! Cheers
    Moddle Moddle 61-65 Sep 28, 2011

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    Cut em up - I used to try on my (at

    that time) girlfriend's cutoff shorts just to see how they feel and look on me. She looked hot in them, so I wondered how they might look on me.I liked the way the cutoffs looked on me even though her shorts were too tight on me. So when some of my jeans became worn, I cut them...
    teenotes teenotes 22-25, M 3 Responses Feb 13

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    Wife Loves Them On Me

    I have worn short cutoff for years.I like them with tight legs.I like wearing them with black or beige tights.The one pair my wife loved on me finally fell apart.
    cindyloulove cindyloulove 56-60, M 1 Response May 30, 2011

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    I have several pairs of cut offs

    which I wear in the summer commando .They are very short .They are cut just below the pockets back and front and all their is holding the back to the front is the crotch seam.When I sit down everything is on show . If I get a hardon there is no hiding it . I love wearing them...
    cookaburrer cookaburrer 41-45, M 2 Responses Dec 28, 2013

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    Related Experiences

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    When I wear boy shorts to work as my outerwear, I don't wear panties underneath. I admit I like getting the looks that I do!
    Paca24 Paca24 18-21, F 8 Responses Jul 24

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    yes just a pair hugging my bare skin is very comfy. Nothing underneath. Got many colors that can last for a week. :)
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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 1 day ago

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    Shorts for guys: Is it a big problem or its just me that: Why are guys/boys shorts 10" and women's/girls 3 1/2 "? Why can't men be accepted in wearing short shorts? Is it accepted...
    TransAsian TransAsian 26-30, T 1 Response 2 days ago

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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...
    TransAsian TransAsian 26-30, T 7 Responses 2 days ago

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    Ever since I was 12 or 13 I've been cross dressing in secret. My mother caught me once when I was about 13 or 14. She was okay with it and asked me if I liked cross dressing. I...
    masspink masspink 18-21, M 4 Responses Jul 2

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    I really don't like to wear them and sometimes I just wear short dresses or skirts without underwear it's more comfortable
    AshleyYoung98 AshleyYoung98 16-17, F 4 Responses 6 days ago

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    It's so unbelivably warm here in Ireland at the moment. We are not used to this kind of intense heat and so I've taken to wearing shorts and a bikini top around the house or...
    nainaii nainaii 18-21, F 14 Responses Jul 22

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    We imagined how we'd dress if there weren't any obligation. What about the clothes that you'd be wearing when you'd go for a walk or jog or may be when you exercise? In the...
    easonzc easonzc 22-25 Jul 6

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    Here's one of my recent experiences. Went to the grocery store in the middle of the day wearing girls khaki shorts (shorter than mens shorts, above mid-thigh), suntan sheer...
    jchose99 jchose99 36-40, M 7 Responses Jul 18

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    I can say that when I grew up I frequently wore Mary Jane shoes, often with white pelerine socks. Not something I was ever forced to wear just something that I was encouraged to...
    littlegreyshorts littlegreyshorts 51-55, M 2 Responses Jul 23

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    So for a few years now I been wearing women's one piece swimsuits under my rash guard and board shorts to help hide some if ex pounds lol my wife does not mind but at the same time...
    Toplp83 Toplp83 26-30 2 Responses 6 days ago

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    I just love wearing pantyhose. How they cling to my legs makes me feel so feminine. I enjoy going out in public wearing my female shorts and pantyhose. Sometimes I get compliments...
    thomas3513 thomas3513 36-40, M 1 Response Jul 5

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    The village stood at the edge of a deep forest. Secluded from the surrounding world Galewood had strong morals, and very little resistance against them. Wearing skirts above the...
    lildragon3333 lildragon3333 16-17, F 1 Response Jul 5

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    I can whine about being short like most short women do but to tell the truth I actually like being 1.52m tall. Don't get me wrong, I may be short but I've taken on a man twice my...
    blommetjies blommetjies 31-35 1 Response Jul 6

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    today july 8th,2014..i am wearing white briefs with outer white shorts,kinda baggy shorts at that.
    lovestheruns lovestheruns 36-40, M Jul 8

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    I loved wearing tight shorts. It used to accentuate my round bums and I love the way people look at me then. With a cute and beautiful boyish face I used to be teased by everyone...
    spankyboy100 spankyboy100 31-35 Jul 9

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    I liked when this particular saying came to the forefront. Hahahaha. I'm 4'8. I was 4'8 3/4, but I shrunk when I was pregnant. I HATE being called a midget. Still makes me...
    Drechavo Drechavo 31-35, F 2 Responses Jul 11

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    I always try to be matching. Well Monday to Friday evening i only wear knickers (different styles of course) and no bra as i don't want people in work to see the bra under my t...
    Madhead79 Madhead79 31-35, M 2 Responses Jul 13

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    Increasingly I am feeling like I was born with a mask on my face... I mean, here I am, this 39 year old lady with a wealth of experience, I speak several languages, am well...
    Hhaawke Hhaawke 36-40, F Jul 21

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     Here's me wearing one of my favorites. That means they're short, which means I like them.
    teenally teenally 13-15, F 1 Response Jul 23

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    People give me odd looks sometimes my "friend" says I pass as a goth 😓 I love wearing black it's one of my favorite colors. I used to be the happy kid that woe the happy colors...
    CatWithScars CatWithScars 13-15, F 2 Responses Jul 20

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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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    The revelation, I've been wearing speedo for a few years now. I have a few beaches I feel comfortable wearing them to and a few friends in comfortable around. But I've never had...
    Ncstr8male Ncstr8male 22-25, M 8 Responses Jul 12

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    I love wearing thongs! I started wearing them shortly after my 16th birthday last year;)
    Smileeboo Smileeboo 16-17, F 1 Response Jul 17

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    If theres anyone else here then I will wear a cute pair of shorts and a light tee. However if im alone (or with an open minded person) then I'll wear a tee shirt and a cute pair of...
    beenbad beenbad 36-40, T Jul 19

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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 2 days ago

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    Mowing the Grass in HeelsI had started mowing our yard Wednesday evening to get things ready for the 4th when several friends come over for the 4th and swim & BBQ. I had taken the...
    jamie50 jamie50 51-55 4 Responses Jul 4

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    I had been wanting to go to a water park all summer, and I finally got the chance. I'm a guy that has a feminine side. I've always worn the typical baggy swim trunks that came down...
    smoothassilk5691 smoothassilk5691 46-50, M 2 Responses Jul 11

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    Not the shortest one, but it is the one I wear the most.
    kathyrice kathyrice 41-45, F 29 Responses 6 days ago

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    I do this sometimes when there is no one else here. Its relaxing. I have about 7 pairs now. A tall plain black pair, a union jack pair, a cow print pair, Peter Stormare's multi...
    Ganner Ganner 22-25, M Jul 2

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    today july 4th,2014..i am wearing my white briefs and a pair of white outer shorts
    lovestheruns lovestheruns 36-40, M 1 Response Jul 4

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    today july 5th,2014..i am wearing black boxers and black outer shorts
    lovestheruns lovestheruns 36-40, M 2 Responses Jul 5

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    today july 7th,2014..i'm wearing black briefs and blue outer shorts
    lovestheruns lovestheruns 36-40, M 2 Responses Jul 7

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    I like to wear it as underwear because I feel free but not nude if y'all know what I mean lol commando haha but I jog in that or my compression shorts.
    LaTeAssassin LaTeAssassin 16-17, M 1 Response Jul 9

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    today july 13,2014..i am wearing white briefs with white outer shorts
    lovestheruns lovestheruns 36-40, M 2 Responses Jul 13

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    In July 1982, the summer that I started high school, I was with my mum on holiday in Paris. We were on a bateau mouche trip on the river, and the boy (about the same age as me...
    yfronts36 yfronts36 41-45, M 1 Response Jul 14

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    So one day I was at a campground and I had just wet my diaper. So I had went on a back side of a camper to check my diaper. So had my shorts all the way down to my angles and a 40...
    diaper1and2 diaper1and2 16-17, M 1 Response Jul 15

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    Until I was 12 or so I owned only one pair of Runners and the rest of my shoes were Mary Janes. Blame it on a mother with too much time on her hands&obsessed with keeping her...
    IsaacofCalgary IsaacofCalgary 22-25, M 1 Response