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I Boys Wearing Girls Swimsuits This Summer

Personal Stories, Advice, and Support 330 People

    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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    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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    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 1 Response Jun 22, 2013

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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    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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    Related Experiences

    Since I am 12 I wear swimsuits and I love it ! I started with my mom's one piece swimsuit which is verry tight and I felt incredibly good on it. Since, I bought two one piece...
    loveonepieceswimsuit loveonepieceswimsuit 18-21, M 1 Response 6 days ago

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    My wife insists I wear kilts for reasons I cannot disclose now and I am required to wear school knickers underneath. The knickers she purchases match the main colour of the kilt...
    kiltiepansy kiltiepansy 61-65, 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 Sep 30

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    I love to wear girls clothes. I feel so good in them
    Harryharry123 Harryharry123 22-25, M 5 days ago

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    when I was about 8 years old I invented a dress up game the rules were very simple- you had to bring a box of your clothing to play when everyone who wanted to play was...
    strawberrybutterfly strawberrybutterfly 13-15, M 2 Responses Oct 9

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    I love both vey much just love it all
    Masterlicks Masterlicks 31-35, M 3 days ago

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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 4 Responses Sep 21

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    Well I'm a girl so yeah. I'm a "girly girl" for sure so I love it!
    gardengirl17 gardengirl17 22-25, F 1 Response 5 days ago

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    I want to see cute pics of this add me
    Masterlicks Masterlicks 31-35, M 1 Response 5 days ago

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    Hello everyone!!!! sorry it been so long. Any way im going to tell you the TRUE story on how i started wearing one piece swimsuits instead of some made up one grrrrrr. Anyway i...
    Conzo101 Conzo101 16-17, M 1 Response Oct 9

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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 Sep 29

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    When I come home from high school my parents come home late from work everyday I always go into my mums room and wear her clothes. I simply love wearing girls clothes because they...
    girlyliam17 girlyliam17 16-17, M 4 Responses Oct 5

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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 always liked the feeling of going commando, but since I thought my parents disapproved, I only did it when I wouldn't be caught. One place I wouldn't be caught was away at...
    Triangulate Triangulate 22-25, M Oct 11

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    I always liked the feeling of going commando, but since I thought my parents disapproved, I only did it when I wouldn't be caught. One place I wouldn't be caught was away at...
    Triangulate Triangulate 22-25, M Oct 11

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    i really do think girls clothes are better than boys as from a male point of view i just look at ladies skirts, dresses, coats, etc and think to myself i want to be wearing them as...
    GirlyAndrea1987 GirlyAndrea1987 26-30, M 4 Responses Oct 3

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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 4 Responses Sep 29

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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 Sep 30

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    I always liked the feeling of not wearing underwear, also known as free-balling or going commando. Since I thought my parents disapproved of my free-balling, I only did it when I...
    Triangulate Triangulate 22-25, M 1 Response Oct 11

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    I always liked the feeling of not wearing underwear, also known as free-balling or going commando. Since I thought my parents disapproved of my free-balling, I only did it when I...
    Triangulate Triangulate 22-25, M Oct 11

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    I like to chart horny with other like minded females girls pm if your just like me :)
    MissAtkins MissAtkins 26-30, F 4 hrs ago

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    A figure with curves always offers a lot of interesting angles ! Love Curvy Girls !!!!
    orgasmic27 orgasmic27 26-30, M 1 Response 4 hrs ago

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    Add me girls I need some friends
    Bubblyemma Bubblyemma 18-21, F 32 mins ago

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    There's something about girls that make me smile. Not only their great body, stunning hair and smooth skin, but also their sweet and adorable personalities. Sometimes they are...
    Ariadne11 Ariadne11 18-21, F 4 Responses 29 mins ago

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    Sometimes the modern world seems rather topsy turvy to me and especially as it applies to raising children. There is scarcely a day when one doesn't read of a challenge to how...
    Joanne0chan Joanne0chan 31-35 1 Response 6 days ago

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    Not all boys necessarily , but in general, I think boys should be able to wear skirts and dresses and have it be fine. Girls wear pantsuits and they're perceived as powerful. Boys...
    laracomn laracomn 16-17, F 18 Responses 1 day 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 Sep 24

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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 Sep 29

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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 3 Responses Sep 30

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    Some of my new EP friends have asked me why I like wearing nappies. I’m sure it’s the same for a lot of us who wear them, but I thought I’d try and explain anyway because yes...
    sophiessecret sophiessecret 18-21, F 6 Responses 1 day ago

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    As I've mentioned in my other stories, I've often had girl bullies pin me down. Most of the time this happened, the girl pinning me was bigger then me. But this one time it...
    SmallGuywimp SmallGuywimp 26-30, M 1 Response Oct 8

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    During the summer and at other times of the year, I love going commando when wearing my summer dress with hose and heels.
    olderandmaturefemale olderandmaturefemale 46-50, F 5 Responses