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I Like Wearing Short Shorts

Personal Stories, Advice, and Support 77 People

    Wearing Short Shorts

    I'm lucky to spend most of the summer in a seaside resort community where I can wear shorts all the time. I try to wear short shorts as much as possible. I don't usually go to extremes of tight and short but I think any shorts with an inseam of more than about 2" are too long. I...
    bostonspdo bostonspdo 66-70, M 2 Responses Mar 17, 2013

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    Hotter

    The hotter it gets, the shorter my shorts get.
    Mirky Mirky 51-55, M 4 Responses Jul 6, 2012

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    Related Experiences

    I like wearing short shorts without panties. Idk why but it makes me horny. Also basketball shorts. Then when I get wet it's amazing cx
    danibabe42069 danibabe42069 13-15, F 5 Responses Oct 4

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    I am a guy who likes wearing women's underwear all the time
    Ajrbruleieneu Ajrbruleieneu 22-25 1 Response a week ago

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    It's been forever! I have always loved wearing shorts, and wear them practically all year. I wear tee shirts because they are so simple (no buttons to come off, no uncomfortable...
    kink54 kink54 56-60, M 2 days ago

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    Perfect for me! I'm a freshman in high school but I don't take any official pe classes I'm in marching band and wearing briefs helps keep everything in line while marching so I do...
    levans14 levans14 13-15, M 2 Responses Sep 25

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    Stripes are my fave, preferably worn w/just panties but w/shorts or a mini skirt has 2 suffice when others around.
    Rapunzel3 Rapunzel3 46-50, F 2 Responses Sep 28

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    I haven't worn pink in ages. So today when I found my pinkish tie dye and pink shorts and put them on I went "woah. I look strange." :D
    Jennnaaa Jennnaaa 13-15, F 2 Responses Sep 29

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    I have to walk over to the next building of my complex to use the laundry facility. In the beginning I would just have some hose on underneath my pants and walk there with no shoes...
    nyloncrush nyloncrush 41-45, M 2 Responses Oct 14

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    None of my friends or family have any idea but when I get home at night and if I have no prior plans the first thing I do is shower shave or wax if I need it then spend a glorious...
    Jimhes Jimhes 31-35, M 6 Responses Sep 30

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    I like thigh high leather boots and knee high boots. I have skinny legs but regardless I think they look sexy with a nice tight short dress. Leather boots also tend to last longer...
    Morenita79 Morenita79 31-35, F Sep 24

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    Okay, no one else know this about me, but I love wearing leggings. (I'm totally straight, btw) I own a few pairs that I ordered to see what it was like to try them on, but now I...
    Stargazer723 Stargazer723 18-21, M 2 Responses Oct 2

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    I grow up wearing white Hanes briefs. Now I wear Calvin Klein briefs a lot. I recently bought a pack of white Hanes briefs and they felt so different than what I had when was...
    kjacks88 kjacks88 31-35, M 4 Responses Sep 30

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    Isn't it just the best? Wearing soft female clothes instead of boring male ones? My favourites are tights, skirts and panties.
    Dannjazz Dannjazz 22-25, M 4 Responses Sep 30

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    I went mountain biking the other day in a wooded area. While biking I rode past a little pond. Since I was wearing a one piece suit under my jersey I stopped and went for a swim...
    speedonike speedonike 46-50, M Sep 30

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    When I was younger I used to steal my older sisters' clothes one was ten years older the other six years older than me. Until I was caught and got the belt and made ashamed by my...
    Hiddensissy69 Hiddensissy69 26-30, M 4 Responses Oct 1

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    I'm s guy in the UK who's addicted to wearing and taking pics of womens boots. Anyone one else share this ? I'd love to chat. Exchange pics, maybe meet up.
    bootsandcatfights bootsandcatfights 41-45, M 2 Responses Oct 2

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    Uh-oh! Someones wearing boots at the office today!
    Travelaire Travelaire 36-40, F 4 Responses Oct 7

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    My thong I'm wearing, took pic in my back garden
    morninglory69 morninglory69 26-30, M 1 Response Oct 9

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    [Photo] I'm wearing them now, just going to go to the shops and no one will realise.
    SirEvilJebus SirEvilJebus 31-35, M 3 Responses Oct 11

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    I started wearing skirts and dresses since I was14 years old. I would pick them out of my moms closet and wear them for some hours. Me personally always liked the blach gothic...
    ChanelleCD ChanelleCD 18-21, T 4 Responses Oct 12

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    What a day! After everyone left the house I put on my girl clothes. Black and white flared skirt, a white pullover sweater and all of the correct under garments. The sweater was...
    mat2Robin43 mat2Robin43 51-55, M 13 Responses Oct 13

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    When I'm wearing leggings. Pantie lines look gross and my mom thinks I'm too young for a thong.
    Somethingcute Somethingcute 18-21, F 11 Responses 6 days ago

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    I first started experimenting with wearing dresses when I was about 6 years old.at first I wasn't sure why I did it fight at the time I enjoyed the experience. When I got older...
    Dora922 Dora922 31-35, T 5 days ago

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    I first started experimenting when I was 6 years old with wearing female clothing. As I reach puberty I started experimenting more with bras and panties and occasionally address...
    Dora922 Dora922 31-35, T 11 Responses 5 days ago

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    Nothing like watching TV and relaxing in leather and Stiletto heel boots!
    LondonGuy1 LondonGuy1 26-30, M 6 Responses Sep 23

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    I don't like high knee socks I don't understand why women wear them Just wear tights or stockings
    lorrena19 lorrena19 18-21, F 4 Responses Sep 28

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    I have always loved cartoon underwear. I like buying underwear with super heroes on them. I think they are fun and sexy.
    joshuaw94 joshuaw94 18-21, M 1 Response Sep 29

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    I haven't tried dresses yet; I'm unsure about my figure. Skirts, though, now we're talkin'! I love the free flowing feel of a long, cotton skirt, or the no-nonsense of denim. Given...
    MollyPetal MollyPetal 41-45, T 4 Responses Sep 22

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    It started when I was about 13 and I would put my nans boots on and walk around in them. Being a boy I knew this was wrong and that's what made it all the more better. I am...
    highhill13 highhill13 46-50, M 2 Responses Sep 22

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    Hey people I want to talk laying here really bored somebody hit me up ladies guys idc come on with it
    carsonking618 carsonking618 22-25, M 2 Responses Sep 22

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    Enjoyed booted fun with my partner!
    LondonGuy1 LondonGuy1 26-30, M 2 Responses Sep 23

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    I mean, what's the purpose of selling the product if you aren't going to wear any?
    levans14 levans14 13-15, M Sep 25

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    Knee High or even better, over the knee length, so hot....
    Rapunzel3 Rapunzel3 46-50, F 5 Responses Sep 28

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    okay so its a new school year im a freshman in high school and i go to a private school 60 kids and 8 kids in my class and should i wear little kids underwear under my boxers let...
    Mike12322xx Mike12322xx 13-15, M 2 Responses Sep 28

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    Anyone wants to add me feel free also if you want to know anything or ask anything just msg me thank you xx
    cutieXtights cutieXtights 22-25, F 3 Responses Sep 29

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    Last night, three of my friends and I went shopping at the mall. I, of course, wore my spandex pants, which the girls are use to. Also one of the girls also wore her spandex pamts...
    swimguy0812 swimguy0812 22-25, M Oct 4

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    Last night, three of my friends and I went shopping at the mall. I, of course, wore my spandex pants, which the girls are use to. They werw my aqua blue pair. Also one of the girls...
    swimguy0812 swimguy0812 22-25, M 1 Response Oct 4

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    I hate panties. I don't wear them. I mean sometimes I have to but not a lot. Only when I wear jeans
    danibabe42069 danibabe42069 13-15, F 1 Response Oct 4

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    I just love to wear my high heels. The way they shape my calfs and lift my butt
    cdden4 cdden4 51-55, M 5 Responses Oct 5

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    Went to the Pumpkin Patch yesterday, it was a gorgeous day and lots of women to look at in yoga pants and leggings. Lots of eye candy all over the place. Plenty of tight tops and...
    urking2013 urking2013 31-35, M Oct 6

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    I hate them, they should all be burned (and have before...) I never wear one.
    creativecat1 creativecat1 18-21, F 4 Responses 6 days ago

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    My friend took me dress shopping this morning , it was the happiest I've been in a long time. I got to twirl and try on several dresses. I picked out an awesome blue dress that's...
    Hiddensissy69 Hiddensissy69 26-30, M 9 Responses 5 days ago

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    Soon as I'm home all mine are off!
    cheyanne1999 cheyanne1999 13-15, F 8 Responses 5 days ago

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    Makes me look slim and pretty yes please
    ColourfulDreams ColourfulDreams 13-15, F 3 Responses 5 days ago

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    I love looking at my aunt in pantyhose
    justin12397 justin12397 13-15, M 4 days ago

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