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I Boys Wearing Girls Swimsuits This Summer

Personal Stories, Advice, and Support 330 People

    My Crossdressing Tales

    For the past 5 years I've been secretly wearing my older sisters clothes. I started of with her panties now I wear short skirts thongs heels dresses and many other things I haven't told anyone except for my grand mother last year because I wanted to try on a girls one piece...
    Marissatgsissy Marissatgsissy 18-21, T 2 Responses Aug 31, 2012

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    It Was Wonderful To Wear A Girls Swimsuit Or Be Left Out Of A Great Time.

    I remember, guess I was around 12 years old, I went downtown (when there were no shopping centers) and bought a blue, spandex type swimsuit for myself. At that time I just like the way it felt on me, tight, and I still love the feeling. So I figure really then, is when I really...
    deleted deleted 26-30 2 Responses Jun 16, 2012

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    He Was About 13

    Yesterday I stopped by the local dairy to pickup up some fresh ice cream. Out front of the store there were a couple of families visiting and enjoying their ice cream.  There was about a 13 year old girl, with short hair, wearing a Speedo swimsuit and a pair of capri pants, or...
    auggie1971 auggie1971 41-45, M 7 Responses Jul 18, 2012

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    Bikini Lounging!

    I really enjoy wearing my bikini by my pool. I have one that is bright lelloe that's so sexy. My neighbor, who is male also, comes over as well wearing his bikini too. She is , oops, he is sexy as he'll and when were in the pool I can't keep my hands off of him . We have so much...
    michael151 michael151 46-50, T 5 Responses Jun 30, 2012

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    Some Of My Experiences

    I was in a swim shop buying a 1 piece and jammers. When I was cashing out the girl asked me if I wanted to try anything on! I wish I would of put the one piece suit on and had her help me find the right fit. The suit ended up being a size too small. What a turn on! While wearing...
    w1piece w1piece 51-55, M 3 Responses Jun 14, 2013

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    Wearing My One Piece At The Lake

    I will be wearing and swimming in my 1 piece this summer. I have been doing it for years. I don't care what people think. I've had a lot of good encounters with with girls, when I'm wearing my suit! Gotta Love It!
    w1piece w1piece 51-55, M Jun 22, 2013

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    Something Nice And Different This Year For Boys

    I feel the time is right for boys to enjoy going to the beaches and pools wearing girls one or two piece swimsuits. It allows for boys to look better while swimming and relaxing. They can show off their slender bodies better in either a one or 2 piece. Some of the suits can be...
    andreaneejustinfield andreaneejustinfield 41-45, T 10 Responses May 6, 2012

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    Some Men Wear Them Too!

    It all started 3 years ago......I was visiting a good friend in Oregon, it was November. She decided that we needed to go down to the RV Park and take advantage of the outdoor heated pool and hot tub, in the snow. Being November I hadn't even thought of packing swim trunks or...
    auggie1971 auggie1971 41-45, M 1 Response May 29, 2012

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    How To Find A Good Swimsuit.

    Yearly, womanhoods have to face the challenge of finding a bathing suit that rattling depends and finds skilful. More significant is how felicitous women find while assuming the wooing. If a womanhood is outwearing a considerably earned case like son shortstops swimwear that...
    lanvinsneakers lanvinsneakers 22-25, F Dec 29, 2012

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    Wrestling In One Piece Swimsuits

    I am lining up a wrestling match with someone that I found online. I am going to be wearing a one piece speedo style suit, and he is going to wear a speedo. I can't wait to make this happen. Hopefully he will wear a one piece as well, but we will see. He says that he wants to...
    Swimsuitwrestler Swimsuitwrestler 26-30 1 Response Jul 13, 2013

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    Visiting A Friend

    my friend is from a small country town where the nerest nehboure is 10 miles down the road and one day he asked me to come over and visit and use the pool so i said ok and when i got there a few friends allready there in the pool and i forgot my swim trunks so he said thats ok...
    fredricton fredricton 18-21, M 2 Responses Aug 23, 2012

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    I Am Wearing Girls Swimsuit

    MY NAME IS MICHAEL I WEAR GIRLS SWIMSUIT
    deleted deleted 26-30 1 Response Jun 2, 2012

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    At My Aunts

    When I was 12 years old we went to visit my aunt in Michigan, across the border from Ontario Canada where we lived. We made this trip often, about once a month as it was only about an hour drive. My aunt had a large above ground pool in the back yard. She also had one daughter...
    kards1979 kards1979 31-35, M 2 Responses Sep 26, 2013

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    Caught In A Girls Swimsuit

    When I was 16 I was one day at my friends house playing video games and just doing what 16 year old boys do. The only difference was I was wearing my little sisters one piece swimsuit under my cloths which I would steal for the day and put it back later very often. But I was...
    Ready4You Ready4You 18-21 9 Responses Nov 12, 2012

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    Sexy Swimsuit Pics

    I've uploaded some very sexy pictures of me in a new racer back swimsuit that I tried on in a dressing room. What a rush it was sneaking it into the dressing room. I did it where no one could see me but I think I secretly wanted someone to see me. And when I left it in there when...
    Ready4You Ready4You 18-21 2 Responses Feb 20, 2013

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    A Guy Wearing Swim Skirt Bottoms

    Swim skirt bottoms feel amazing to me and wear them all the time at home. They all have built in panties and I can hide my package very well one day I hope I can wear the swim skirt bottom to a public swim area DO YOU THINK I COULD WEAR A SWIM SKIRT TO A WATER PARK WITHOUT...
    Multiplex4862 Multiplex4862 26-30, M 2 Responses Oct 3, 2012

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    Related Experiences

    i just love wearing womens swimsuits as they are soo cumfy and make me feel girly and feminine.
    girlyAndrea1987 girlyAndrea1987 26-30, M 1 Response 1 day ago

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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 14 hrs ago

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    What do you guys think of this swimsuit in the cover image? :) Thinking of buying it! Will post a picture if I get it :)
    kaotic9 kaotic9 22-25, M 10 Responses Sep 2

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    I bought the swimsuit ! :) What do you guys think of it? :)
    kaotic9 kaotic9 22-25, M 5 Responses Sep 3

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    I woke up early Slipped into swimsuit and got back to sleep :)
    secretlife88 secretlife88 26-30, M 3 Responses Sep 4

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    My girlfriend leaves her bikini at my house as I have a pool in my back yard. I love putting on the bottom and pulling it up tight enough to were it is laying between my *** cheeks...
    Teege07 Teege07 18-21, M 3 Responses Sep 21

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    I am a guy who loves wearing girls knickers and would love to talk to any girls that like guys wearing knickers
    Knickersboy14 Knickersboy14 18-21, M 1 day ago

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    Can a women try to talk to my wife about me wearing girls clothes?
    thestifmeister thestifmeister 22-25, M 4 Responses Sep 2

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    I have quite a collection of female hydrasuits and more conventional cross-back one piece swimsuits that I wear to relax in around the house or under my clothes (sleep in even...
    swimskin swimskin 36-40, M 3 Responses 1 day ago

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    I've been afraid of straight girls since I was 3 or 4 the reason because of this is because I have been teased and bullied since 3 or 4 they made fun of my curly hair my skinny...
    Angel2345 Angel2345 13-15, F 2 Responses Sep 3

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    I just love it when I show my body off to other people, most of the time they come up to me and start talking to me even girls who I think are much prettier than me, I'm still...
    Smexyshannonxo Smexyshannonxo 13-15, F 2 Responses Sep 21

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    Ok guys so hey first off, I wanna say that english isn't my mother language, but any way so yeah, Im a man that like to wear tights, I just wanna say, tights are the only women...
    pvpvohtgt123 pvpvohtgt123 31-35, M 11 hrs ago

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    It has been quite a few years since I got the courage to openly admit this fact to people, it all started when I was 12. Looking at girls and just being in awe of them. Although It...
    Sighting Sighting 18-21, F 3 Responses Sep 2

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    FOUND EscortS-Chandigarh-09855660911 Mohali-Call-Girls
    jaabara jaabara 26-30, M 3 hrs ago

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    I am a 40 year old male that loves traditional type pyjamas. I feel that i am one of a rare breed. I love Jacket and Pants type Flannel or Brushed cotton. In the Summer lighter...
    PJSON2013 PJSON2013 36-40, M 6 Responses 6 days ago

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    Starting in the spring, I bring out my summer dresses from my closet, and start wearing them until late fall. I normally wear stockings (thigh highs) and heels with them. I feel...
    debbielovescruises debbielovescruises 41-45, F 1 Response 1 day ago

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    I get so tired of some boys looking at girls with curves and calling them fat. And then the best part is that they are usually fat themselves!! Newsflash boys no girl is gonna...
    lilbum97 lilbum97 16-17, F 4 Responses Sep 5

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    Sounds like a *********,no?Truth is,I have no sexual attraction to them,whatsoever.It is just that along with puppies and kittens,I find them to be the most exquisite of creatures...
    UrANUS101 UrANUS101 18-21, F 1 Response Sep 6

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    Any single genuine pinoys out there living in the Philippines? Im looking for a serious relationship :-) No boys pretending to be girls or boys who thinks they can change me or I...
    Ryel004F Ryel004F 18-21, F 2 Responses 22 hrs ago

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    Ive done this three times where i get naked and mast*rbate on skype with girls. One of the girls ive done it twice with while theother girl only once, and she was just watching me...
    sa9417 sa9417 18-21, F 2 Responses Sep 5

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    In order of what I hate most (1 being worst), here's my list: 1. Pedophiles 2. Fake people 3. Slutty girls 4. Perverts Pedophiles are the WORST. And it's an epidemic, you guys...
    YuriXWolfram86 YuriXWolfram86 18-21, F 2 Responses Sep 9

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    I like emo boys I'm sorry or not just to say emo but boys who dress dark I just find it extremely sexy
    Angel2345 Angel2345 13-15, F Sep 7

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    I had an ex-gf and she broke my heart. She was everything to me. She was a Texan Mexican gorgeous chick and I was just an Asian New Yorker who never fell in love with anyone before...
    Awu0225 Awu0225 22-25, F 7 Responses Sep 7

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    I have worn spandex at least five days a week this summer. I have tried something new. I found a place here in town that does what they call shredding. Usually they do t shirts...
    Spandexblue Spandexblue 26-30, M 1 Response Sep 8

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    In the ungodly heat of summer I really suffer, and here in NYC, the streets can be merciless so I opt to wear nothing but light cotton sundresses. No bra, no panties, just an added...
    josilver josilver 56-60 1 Response Sep 10

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    It was my Freshman year at my high school and i got really into the sport of Football i liked playing it and watching it, so around the end of August the football team has their...
    MacMyers MacMyers 13-15, F 1 Response Sep 15

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    The female body is just perfectly gorgeous. The girls with the right attitude and that sexy body rule, tease,taunt and control us, mainly guys. Especially those naughty girls who...
    goofysk8 goofysk8 22-25 Sep 16

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    It was a couple of years ago and it wasn't in school cause they won't let girls join in rugby lessons for some reason so it was a village team and I was the only girl for one whole...
    xemmaammex xemmaammex 18-21, F 1 Response Sep 22

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    Im sorry I just had to get this out there! I hate it when boys think they can show off to girls and the girl will run straight into their arms
    PoppyJones113 PoppyJones113 13-15, F 3 days ago

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    Im soo over Boys they just think about sex not if the beautiful things they aré around then!!!
    melisa010 melisa010 13-15, F 4 Responses 2 days ago

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    i've never had a boyfriend. the only three boys that you could consider a "boyfriend" weren't really that. the first one was more like someone i liked but didn't like me (in fact i...
    sunnypuppy14 sunnypuppy14 13-15, F 3 Responses 2 days ago

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    I love wrestling girls it's a lot of fun. I'm a pretty small guy so usually matches are pretty even. If any girls think they are tough enough to take me down then message away...
    yeahbutimcool yeahbutimcool 18-21, M Sep 5

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    I am NOT a masochist, when girls and boys humiliated me , I SUFFER, I FEEL REAL PAIN, I WANT TO DIE EVERY DAY, but I consider RIGHT TO FEEL PAIN, FEEL REAL PAIN for the fun of all...
    tiziobhhho tiziobhhho 22-25, M 3 Responses