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I Wear Baseball Hats

Personal Stories, Advice, and Support 69 People

    I Love My Hats.

    I used to hate hats as a kid. I thought they were ugly always got in the way. Plus I remember the old myth that is you wore a hat, your hair would fall out. Yeah, I believed it. So as I got older and grew out of the crazy hairstyles and colors, I searched for a "grown up...
    deleted deleted 26-30 Jul 9, 2009

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    I can usually be found wearing a baseball hat.

    Red sox are my favorite team. As of the last couple of years though I've been frustrated with them to the point of watching more Yankees games than red sox games. Last year excepted. But in 2014 I've been annoyed with the sox. I have 3 Yankees hats now. One standard in blue...
    thongluvr582 thongluvr582 31-35, M Aug 10

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    Love Throwbacks

    I love the old baseball throwbacks. I own 34 of them. My favorite is the 69 oakland A's , The 1969 Seattle Pilots and every single Cincinnati Reds
    deleted deleted 26-30 1 Response Aug 18, 2012

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    My Buddy

    I have a special friend. I don't know what I'd do without him. He's my favorite hat. It's a beat up ten year old hat that I can't live without. It's an ISU hat and without him, I feel naked. I didn't go to school there, I could have, but I chose UNI. But I still love ISU...
    PrayersforRain PrayersforRain 36-40, M Aug 28, 2013

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    Hats

    Ok I love all hats and really love cowboy hats but a baseball hat w/ my ponytail out the back is the best! So cute and so easy!
    mysplitpersonality mysplitpersonality 36-40, F 3 Responses Sep 1, 2007

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    You usually won't find me without a hat on my

    noggin. Due to my job I have vendors always coming in , here have a hat or 12. And being a big sports fan I collect them for various teams. I've been lucky enough to have lived in a few places that have won Super Bowls, World Series , Stanley Cups, I would guess I have a...
    GWolf2 GWolf2 61-65, M Sep 3

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    Padres Vs Yankees

    I wear a Yankees hat, my boyfriend wears a Padres hat.  On a recent outing to the Las Vegas area, we had a bet going.  The premises were this....Yankee fans are not die-hard fans.  They wear the hat or shirt, but their heart is not behind it.  It's a fashion...
    dreamyvelvet dreamyvelvet 41-45, F Sep 22, 2007

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    Related Experiences

    I have a hat. It is graceful and feminine and has a wide brim with a red ribbon around the band. It gives me a certain dignity, as if I were attending a state funeral or...
    SKiesterly SKiesterly 41-45, F 3 Responses Oct 31

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    ..........,,,,.....I ..........love ....hats
    RainbowWolf13 RainbowWolf13 13-15, F Nov 16

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    I am sad to say that I do in fact like to wear skirts. But because I practically grew up with them since my sister liked to cross-dress me and make me wear miniskirts so I've...
    Butterking47 Butterking47 18-21 3 Responses 14 hrs ago

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    I have only worn women's panties once and it turned out to be so terribly embarrassing since I was caught red handed. my wife's parents retired at an early age to a nice older...
    roastedacorn roastedacorn 51-55, M 1 Response 14 hrs ago

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    We'll I've never worn a kilt, but I'll bet its a lot if fun. It sounds comfy too? Do most guys wear nothing under them or just thong underwear?
    bangboy77 bangboy77 36-40, M 13 hrs ago

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    Wore a wellness nappy for good part of the day . Wet several times and went out in public . Was great to know the feeling of wearing a nappy and no one knowing . Was quiet mushy...
    renster renster 36-40, M 2 Responses 11 hrs ago

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    As someone who suffered unsightly, painful acne from my teens to my mid 20's, once my skin cleared up I refused to keep wearing makeup. It's such a relief, not to mention a...
    AirleasAyres AirleasAyres 31-35, F 4 Responses 10 hrs ago

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    I don't usually, but there's one guy who used to get turned on by me wearing women's clothes, so sometimes as a treat I would do my best to dress as a woman for him. We always had...
    bd693 bd693 18-21, M 1 Response 10 hrs ago

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    Oh blouses and skirts how good they feel. There are so any different styles and colors to choose from. I think any man or woman who doesn't like a nice skirt really hasn't worn one...
    Adam59 Adam59 56-60, M 3 hrs ago

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    i just love to wear a nice girly pair of knickers, they are soo much more cumfy than my male underwear
    GirlyAndrea1987 GirlyAndrea1987 26-30, M 2 hrs ago

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    I am a guy who wears tights for warmth and how they feel against me!
    bacon62 bacon62 51-55, M 33 mins ago

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    I have been addicted to pantyhose since adolecence. I can still remember the feeling as my grandmother helped me into a pair of her pantyhose at age 5. She was just having fun...
    hoseluvr7 hoseluvr7 31-35, M 8 Responses Oct 27

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    I love wearing women's shoes, in public too whenever possible. I'm a small guy with US 7,5 feet so I have no trouble when shopping for shoes. At home and other places where I have...
    Amica3 Amica3 36-40, M 2 Responses Nov 6

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    This is a sort of follow up from my last story. I have regularly been wearing the tights my sister gave me (in private of course). I obviously got a pack of three from her but I...
    Kyle2000 Kyle2000 13-15, M 5 days ago

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    I love one pieces and couldn't imagine swimming in anything else, lord knows I dont have the figure for a bikini. I spent some time as a competitive swimmer in high school, so...
    nothingnobodynowhere nothingnobodynowhere 26-30, F 6 Responses Nov 2

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    My friend Mel has asked me to help her to learn how to wear a one-piece swimsuit instead of wearing bikinis.She says that although she has bought a couple of SWIMSUITS, that she...
    Katieiscute Katieiscute 18-21, F 2 Responses Nov 7

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    I like to wear pantyhose and leg-wear sometimes, but otherwise you can easily tell I'm a guy. Tonight I wore pantyhose with grey legwarmers and a black mini skirt in public, at...
    tbegood tbegood 31-35, M 3 Responses Nov 11

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    I am a guy who likes to wear tights. I also find that wearing shorts over tights is not a bad look. I liked this look ever since I was in high school. It was quite common for...
    tightsman88 tightsman88 22-25, M 4 Responses Nov 15

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    A roller-coaster of emotions, and certainly one that has changed me I believe forever. Since my first adventure out, I have had a few smaller experiences, But the other day, again...
    blindfoldstacy blindfoldstacy 41-45, T 7 Responses Nov 17

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    Long short story about me who love wearing high heels.As long as I remember, I always love wearing high heels shoes. I started to "play" with mom's high heels when I was 5 years...
    Dimpantyhose Dimpantyhose 31-35, M 6 Responses a week ago

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    How I became a shorts fanatic Part 3I'd reached the point of no return as my obsession for shorts had begun to have such a hold on me. Most of my waking hours were spent thinking...
    shortsfanatic shortsfanatic 31-35, M 6 days ago

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    It has been a little over a year now since I tossed all of my male underwear with the exception of my socks that I still wear for work. I just love wearing lingerie and how much...
    ultrasheercd ultrasheercd 46-50, M Nov 4

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    Now that the cooler weather has arrived, it is time for my annual fix of tights and leotards. Unlike my work colleagues who usually wear T-shirts and 'Long Johns' under their work...
    leotardboy62 leotardboy62 51-55, M 1 Response Nov 5

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    I never used to like wearing shorts until a few years ago when I started wearing them on very hot summer days. I'm now finding that my shorts wearing season is taking up more and...
    ben1815 ben1815 41-45, M 3 Responses Nov 12

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    I like wear jeans with heels. I don't wear heels anymore because people told me "why you wearing heels? Your already tall". I'm 5'8 I wear heels about 5 inches. Now when I go to...
    lorrena19 lorrena19 18-21, F 3 Responses Nov 13

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    GO ON ! DENY IT ! I 'Expect' You TO; for you see, HARSH REALITY "is like HOT WATER on a HOT DAY. MOST UNPLEASANT!! Somewhere, however, buried Deep inside (you, IF you are A Woman...
    desireindisguise desireindisguise 56-60 2 Responses Nov 16

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    As a man I want to wear skirts all the time. Pants are so boring and can be hot along with being uncomfortable. I think if more men wore skirts in public then society would be more...
    Adam59 Adam59 56-60, M 4 Responses Nov 16

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    Before I moved I used to wear my friends sisters stuff when they weren't home. I would sneak in through a really large window that was always unlocked an make my way to her room. I...
    LexyCD LexyCD 18-21, M Nov 16

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    Yes I do wear women's clothes. Let me be specific. I prefer to dress in panties, pantyhose, bras, slips, dresses, skirts, tops, and pumps. Again these are clothes I prefer, but our...
    Adam59 Adam59 56-60, M 2 Responses 6 days ago

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    Two weeks without be able to wear high heels shoes. It's really a torture! I want to wear high heels so badly... And cross dress myself of course! But, my wife and my children are...
    Dimpantyhose Dimpantyhose 31-35, M 3 Responses 2 days ago

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    hey! my name is karan i am from hyderabad i got a seat in punjub for my graduation so i left for punjab it was the 1st tym i was away from my family everything was new there and i...
    realysweetguy realysweetguy 22-25, M 1 day ago

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    hey! my name is karan i am from hyderabad i got a seat in punjub for my graduation so i left for punjab it was the 1st tym i was away from my family everything was new there and i...
    realysweetguy realysweetguy 22-25, M 1 day ago

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    Confidence is getting stronger and stronger. I recall not being the most confident, in fact scared of what people say or think. But since my first outing out, I'm getting more...
    blindfoldstacy blindfoldstacy 41-45, T 6 Responses Oct 27

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    I know I'm not alone, but my favorite pastime is dressing up in skirts and dresses. I remember at age 4 putting on my mother's black full slip and then later putting on my sister...
    sharonwoods sharonwoods 51-55, M 10 Responses Oct 28

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    when i was in secondary school i was part of the trampolining club as i was athletic and flexible my teacher said i had a competition coming up and was going to take part she then...
    Johnt97 Johnt97 18-21, M 2 Responses Nov 3

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    I have all manner of things in my feminine wardrobe; skirts, panties, tights, some pantyhose, leotards, slips both half and full, Spandex shorts both half thigh to almost no leg...
    wcurnow wcurnow 46-50 Nov 5

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    I wish I could find a woman who was accepting of my love for women's shoes. It just seems like women want to be able to wear what they want and place men in a box. I love my...
    carsheelsandwomen carsheelsandwomen 36-40 4 Responses Nov 11

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    I dont like wearing pants, i wear short pretty much all year round. well today its 20 degree outside, so i thought i would wear pants to work. Im at the train station waiting for...
    boohya boohya 41-45, M Nov 12

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