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The Swimsuit

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Posts: 232
Duchess
Topic starter
(@juststevie)
Reputable Member     Michigan, United States of America
Joined: 6 months ago

 I love “first time” stories. I think a lot of us do. This wasn’t exactly a first time, but it was a first for me when I went to live with my father in Las Vegas.

 

 

In June 1987, I flew out to Las Vegas to spend the summer with my father. I was 14. As circumstance would have it, I never left and spent almost 11 years there. I made the decision upon leaving Michigan that I wasn’t going to crossdress anymore (I had been doing it with my mom’s clothes since I was around 8). I would leave it behind and start fresh.

 

Right.

 

My dad had a girlfriend (we’ll call her Kathi) and they were living together in a studio efficiency. Dad confidently said “it’ll only be for a couple weeks”

 

A month later….. We traded the studio for a dumpy one bedroom and spent the rest of the summer there. My father‘s gambling habit created many unfavorable circumstances when I lived with him. This was just the beginning.

 

At least I upgraded from sleeping on the floor, to a thin foam pad on a pull out sofa bed that was likely manufactured when LBJ was president.

 

It sucked. I had absolutely no privacy. Also, because of their opposite work schedules, someone was almost always there. Sure was a good thing I had decided to stop crossdressing! They did have a nice pool though.

 

Kathi was around 27, quite a bit younger than my dad. She had a toddler son who was spending the summer with his own father. We would later share several bedrooms together.

 

She was fair skinned. Tall, kinda heavy and rocked it. D cup, very curvy. Bright blue eyes, high cheekbones and angular pink lips. Pretty white teeth. Her curled dark blonde hair just touched her shoulders, which along with the front of her chest were graced with a delicate spray of brown freckles.

 

In 80’s lingo, she was “fine as hell”.

 

One morning, we went to the pool. My dad was working. I got there down there first. When I heard the gate open, I turned around.

 

I looked at her and EVERY intention I had of not crossdressing again was instantly gone…

 

 

Kathi was wearing the most beautiful bathing suit I had ever seen. It had a crossover wrap top, which was a dark cobalt blue, with a print of black palm leaves all over it. The back dipped into a deliciously deep U shape.

 

The bottom half of the suit was black, the front of it covered by an elegant (tummy hiding) draping belt with the prettiest faux bow detail on the right side that had angled tails that hung down just below the knot. The belt was sewn on with a subtle ruffle effect, making it VERY feminine.

 

I tried really hard not to stare….  I was totally captivated by the look of that beautiful swimsuit clinging to her body. She got in the water after a while.  We were messing around, splashing each other. I managed a few eyefuls close up.

 

Fine. As. Hell. Damn!!

 

I just couldn’t stop thinking about the swimsuit though……

 

A couple days later, I ended up alone in the apartment. A rarity indeed. They had “went to the store” (likely to gamble). I had no idea when they would be back. I needed to use the bathroom, I went in and turned on the light.

 

There, to my absolute surprise, was Kathi’s lovely swimsuit, hanging on the shower door. I involuntarily drew in a sharp breath and felt my heart begin hammering in my chest.

 

I reached out my trembling hands and took it off the door. Guts churning, my mind raced and blood rushed to my head.

 

I held it up to my face and deeply inhaled. It smelled a mixture of Coppertone, chlorine and her. It was intoxicating. I undressed and quickly put it on, slipping the straps over my shoulders.

 

I looked in the mirror and ran my hands down my sides. The classic wrap top, with its bold black print. The back’s deep U shape so graceful and sexy. I couldn’t stop playing with the little bow and caressing the draping fabric of the belt. So very feminine. The way it felt on my body was pure exhilaration.

 

I felt like I had hit the Vegas crossdressing jackpot!

 

It was erotic elation, an adrenaline rush and crushing guilt - all at the same time. Knowing it was something forbidden mingled thrilling euphoria with an icy fear.

 

I was deathly afraid they would suddenly show up and I would get caught.

 

God she would probably be soooo pissed……….. He sure would be!

 

I took it right off and hung it back up. It wasn’t even five minutes later, they came back.

 

Whew…..

 

I never got to wear it again while we lived there. I longingly saw it a few times but the circumstances denied me the opportunity to indulge in its guilty pleasures once more.

 

We finally moved into a real apartment in September and I only saw her wear it maybe a couple times after that. I snooped around a little for it, but no joy.

 

After a while, it became just a memory. One I will always treasure and never forget as long as I live. The details are as sharp as the moment I stood in that bathroom wearing it…. Almost 40 years ago.

 

                          ………………..

 

April 1989 we moved into a small rental house. It would be the first time I actually had my own room and some much appreciated privacy. I would wear Kathi’s clothes whenever I got the chance.

 

During the move, some stuff was getting donated to a thrift store. Among it were three cardboard boxes.

 

Of course, l had to see

 

One box was assorted kitchen stuff. Another, full of books, games and electronic junk.

 

The last box at the bottom was bigger than the other two and felt heavy. I lifted the flaps open and peered inside…..

 

It was packed full of women’s clothes.

 

My pulse rate took off like a rocket. Much of its contents would never make it to Goodwill.

 

Bet you’ll never guess what was on the top of that pile….

 

 

 

 

 

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48 Replies
30 Replies
Lady
(@leslienix)
Joined: 6 months ago

Reputable Member     Southport, Merseyside, United Kingdom
Posts: 164

@juststevie  "I made the decision upon leaving Michigan that I wasn’t going to crossdress anymore"....until next time, This is why the purge, makes no sense, you become a tv with no femme clothes!

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@leslienix Facts! 💯

 

it was comical to think I was “all done doing it”. Of course, when you’re 14, you think you know everything🤣🤣

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Lady
(@leslienix)
Joined: 6 months ago

Reputable Member     Southport, Merseyside, United Kingdom
Posts: 164

@juststevie a great story hun x

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@leslienix Thank you Leslie ❤️😊

Reply
 Lisa
Lady
(@lisagurlll)
Joined: 4 years ago

Estimable Member     Diamond Bar, California, United States of America
Posts: 58

@juststevie you’re so right! We think we can just stop because we know everything!

Reply
 Lisa
Lady
(@lisagurlll)
Joined: 4 years ago

Estimable Member     Diamond Bar, California, United States of America
Posts: 58

@juststevie you’re so right! We think we can just stop because we know everything!

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@lisagurlll Oh, believe me I thought I’ve had it all figured out quite a few times and then realized how little I actually knew🤣

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(@carolinecd306)
Joined: 6 months ago

Estimable Member     Fraser Valley, British Columbia, Canada
Posts: 108

@juststevie Awesome story thanks for sharing!!

 

C💋

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@carolinecd306  Thank you so much Caroline!  I was hoping it would trigger those kind of memories for anyone who reads it. I always love the “first time“ stories because they bring back so many good memories of coming of age as a child.

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(@carolinecd306)
Joined: 6 months ago

Estimable Member     Fraser Valley, British Columbia, Canada
Posts: 108

@juststevie I do too. I need to sit down and write a story about “acquiring” panties during babysitting jobs as a 12-14 yr old. 

 

C💋

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@carolinecd306 Oh, you most definitely do!. I “Borrowed” a pair of my mother-in-law’s cotton Haynes panties once with a cute print on them.

I ended up feeling bad so I brought them back and literally toss them into the dirty clothes while she was downstairs putting laundry in the dryer lol. I was standing there having a conversation with her and she turned away, and I just tossed them into her dirty clothes pile. My first wifes mother was very sweet and quite attractive. Not the most observant person in the world though lol

 

I didn’t feel right about keeping them though. That was kind of a little over the line lol. Now I kind of wished I would have lol

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(@carolinecd306)
Joined: 6 months ago

Estimable Member     Fraser Valley, British Columbia, Canada
Posts: 108

@juststevie My borrowing was had more of a permanent feel to it. I had a nice collection stashed in my room. 

 

C💋

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@carolinecd306 Yea, you definitely need to tell us about this ❤️😁

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(@carolinecd306)
Joined: 6 months ago

Estimable Member     Fraser Valley, British Columbia, Canada
Posts: 108

@juststevie I work at a mine. I’ll be here for a few more days. I’ll try to scratch out a decent account of the fun next time im home. 

 

C💋

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@carolinecd306 I definitely am looking forward to it.

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Lady
(@leslienix)
Joined: 6 months ago

Reputable Member     Southport, Merseyside, United Kingdom
Posts: 164

@carolinecd306 A panty mine? (Oh no it isn't) 🤣 🤣 .

I do remember having a late night encounter with a washing line. I was young and extremely drunk.

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Baroness
(@chrisfp99)
Joined: 2 years ago

Famed Member     London , Kent, United Kingdom
Posts: 1687

@carolinecd306 I'm intrigued Caroline ...

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(@carolinecd306)
Joined: 6 months ago

Estimable Member     Fraser Valley, British Columbia, Canada
Posts: 108

@chrisfp99 I’ll leave it up to your imagination. I’m not sure the moderators will love a story about a pubescent teen boy🥳

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Duchess
(@loneleycd)
Joined: 5 years ago

Famed Member     Roland, Iowa, United States of America
Posts: 2104

@juststevie Great story, couldn't wait I was reading it fast wondering where you were going. I am sure many of us can relate to the times of nearly getting caught. 

Cassie 

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@loneleycd Thanks Cassie! Yea that was an unexpected find for sure that evening. I had been out playing in another apartment complex all day and had no idea she went for a swim and it was hanging up in there. Im not kidding when I said they literally came back minutes after I hung it back up lol.

 

I have some other stories Im going to post up. I was hoping it would be enjoyed 

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Lady
(@sashabennett)
Joined: 1 year ago

Noble Member     Wick, Caithness, United Kingdom
Posts: 705

@juststevie Great story & a narrow escape. I bet that got the adrenaline pumping. So, how is the decision not to crossdress any more going 🤣. Love yourself first & just enjoy it, that's what I always say.

X

Sasha

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@sashabennett Thanks Sasha! My dad walked in on me when I had some of the Lingerie on that actually came out of that box of stuff when I found the swimsuit in it. This was later on that year. He never knocked. He just barged in and forbid me to have a lock on the door. I was laying on my bed and pulled the covers up over me, but I’m sure he saw it.

He never said anything about it. I was pretty shocked to be honest. Maybe he actually didn’t see it. We did not have a good relationship and that kind of stuff definitely wouldn’t have flew with him. It’s hard to say though. I’m just glad I didn’t get caught wearing her swimsuit that evening lol

 

as far as the decision to “stop” cross-dressing……. 🤣🤣🤣🤣🤣

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Lady
(@sashabennett)
Joined: 1 year ago

Noble Member     Wick, Caithness, United Kingdom
Posts: 705

@juststevie Yeah, parents did have a habit of just popping in unannounced didn't they? Having experienced something similar I feel it. Nothing was ever said to me so I'm sure I was never actually "caught out" but it did get the old pulse racing for sure 😀

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@sashabennett  Yeah, I don’t wanna be a crybaby, but I always tell people that 10% of the time he was the coolest dad in the world, which he was. At least in that 10% frame of time lol. The other 90%, he was just a big-time dick and he had little respect for me. In retrospect, I’m quite sure his gambling addiction played into that. It’s sad really because he had the potential to do a lot of great things, but that held him back.

That’s one reason I was so shocked that nothing was said, but maybe he didn’t actually see. He was the kind of guy who would tell you what was on his mind. It’s funny how things go sometimes. I love reading about first time experiences and narrow escapes. It never gets old. We’ve all been there in one way or another.

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Lady
(@tia)
Joined: 8 months ago

Reputable Member     Shady Cove, Oregon, United States of America
Posts: 139

@juststevie I love it when a plan comes together, even if you didn't plan it. :^)

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@tia Oh yes. Especially finding the swimsuit in that box after all that time. Finding it in the bathroom was a surprise enough and it was the last thing I had on my mind that day. I have been gone outside playing and had no idea it was even there lol

I couldn’t believe it lol. I kept that thing probably close to 10 years.

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Lady
(@tia)
Joined: 8 months ago

Reputable Member     Shady Cove, Oregon, United States of America
Posts: 139

@juststevie As I was reading this, a sidebar ad popped up with a one-piece thong bathing suit in beige for $99. Oh, it is gorgeous! I wish I had the money right now to buy it. I really like thongs. Oh well another time.

My sister is taking on a shopping spree at an up-scale yarn shop for my birthday, I do some knitting and weaving.

I have tried on some of my wife's bathing suits. She was shorter than I am and a bit heavier, but they stretch nicely when I wear them. With the end of summer coming there should be some good bargains soon. :^)

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@tia Yeah, some of those damn things can be pretty expensive lol. I will always take a look at the rack when I’m in the thrift store and if I see something I like I’ll buy it.  

You can’t beat the way a nice fitting swimsuit feels on your body for sure.☺️

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Lady
(@arrevolution)
Joined: 4 years ago

Reputable Member     Bradenton, Florida, United States of America
Posts: 277

@juststevie Now that is a story.

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@arrevolution  . I’m working on a companion piece to it of another event that happened involving the swimsuit a few months after I found it in the Donation box. I Was hoping it would be enjoyed😊

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Posts: 1687
Baroness
(@chrisfp99)
Famed Member     London , Kent, United Kingdom
Joined: 2 years ago

It can't have been that nice Stephanie, I mean it's not as if you can even remember the finer details of the swimsuit 😂 xx. 

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@chrisfp99 🤣🤣🤣🤣

Oh yes, indeed I can😆😆😆

 

I probably kept that swimsuit for close to 10 years. It was very well loved in the time that I had it. It wasn’t the only item of her clothing that I had. The other piece I straight up took it lol. I’ll have to write a story about that.

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Posts: 3248
Hostess
(@ab123)
Illustrious Member     Surrey, United Kingdom
Joined: 4 years ago

It's lovely to think back in time to those first experiences of dressing and what it meant to a child of an unforgiving age.

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@ab123 Yeah, things were definitely different back then. I have some other stories involving my dad‘s girlfriend’s clothes. I will definitely write about them.

 

to this day, I have looked and looked for that particular swimsuit or something similar to it. I’ve tried searching under different brand names as well as general searches on Poshmark and eBay. No joy at least not yet lol

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Posts: 1995
Hostess
(@cdsue)
Famed Member     Delaware, United States of America
Joined: 5 years ago

Stephanie -

Thank you for sharing such a wonderful story. It is fun to think back on our early experiences in dressing. I always borrowed my mother's tings when I was home alone making sure to replace them exactly as I found them. Throughout my life I would borrow from my wife's things and after they left (I've been married 5x) I would find something they left behind and wear it for awhile before getting rid of it. I never equated my desire to wear those things with an inner femininity - if only I had my life would have been so much different. Of course back then crosssdressing was seen as a perversion and there was a lot of guilt, shame and fear that went along with it. I'm very glad that I have come to accept this part of me. I'm looking forward to reading more of your stories.

XOXO
Suzanne

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@cdsue Yeah, I remember being so very careful whenever I wore something of my mom’s or Kathi’s when I lived with my dad. I was always terrified of getting caught. After Kathi realized that I was going to be staying out there with them permanently, our relationship deteriorated quickly. If she would’ve found me fooling around with her clothes, she probably would have went ballistic lol

 

i’m glad you enjoyed the story, and I’m even more glad that you have found self acceptance. That took awhile for me. One thing I have always believed since coming to respect and accept myself is that many people spend their lives, looking for the key to happiness and fulfillment. Many fail to realize that they hold it within their own hand and that it’s been there the entire time.

 

I will definitely write more stories. I have loads of little anecdotes and experiences. I tried to add a little comedy and dramatic flare to make it interesting.😊❤️

 

Thanks 😊

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Posts: 232
Lady
(@coloradog1)
Reputable Member     California, United States of America
Joined: 2 years ago

Hahah the story reminds me of how I was when I was younger as well. the donation pile was a treasure trove! And after my many purges I remember there was always a time where I had the opportunity to slip into a skirt or bra I had found after months of resisting the urge. My heart would be racing and once it was on the purge was over! It was back down the rabbit hole once again 

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@coloradog1 Yeah, I don’t think there’s very many things that can touch the rush that comes from doing it. Especially if you stopped for a while for whatever reason. That first time “jumping back into the pool“ so to speak, is a lot like those first times when you were a kid and you were just discovering, the wonderful world of wearing women’s clothing. 

  • I was going to respond to your comment with another experience, but I almost think I might save it for a standalone story. I definitely have enough material. Thank you so much, Natalie.☺️

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Posts: 1093
Lady
(@wendyswift)
Noble Member     Alberta, Canada
Joined: 5 years ago

What a wonderful story, really enjoyed reading it.

Brings back memories on how I discovered women's swimsuits.  My mom had 2 suits, one was a 2 piece (top was kinda like an apron with a granny pantie style bottom) and the other was a purple Montgomery Ward one piece, it had a partial swim dress attached.

I favoured the purple one alot as it had a nice feel to it, the smooth spandex vs. the 2 piecer which felt like a burlap sack.

My parents worked alot so I had quite abit of alone time.  When I discovered the swimsuit, I had to try it on and from there on out was hooked. 

As time progressed, I've tried on alot more one piece suits from different sources, and I just couldn't get enough of it.  One such incident was at work.  A place I used to work at allowed flexible start times, so I began my shift at 6:30 am.  At that hour, I was always the first one there until 7:30 - 8.  One morning, I get in, and noticed my co worker left what looked like a swimsuit strap in a bag on her table in her office.  Upon closer inspection, it was !  It was a red one piece competitve swimsuit.  Mind you, she was somewhat svelte but I didn't care I had to try it on.  Since I knew no one would be there for another hour, I quickly did try it on.  I remember it was rather snug, (like your experience) smelled like the pool (chlorine and all), and was still somewhat damp.  It felt so good I didn't want to take it off.  I only wore it for a very short period of time before changing back and putting the suit back as best I could.

Now, I have over 160 one piece swimsuits in my collection.

 

 

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2 Replies
Lady
(@leslienix)
Joined: 6 months ago

Reputable Member     Southport, Merseyside, United Kingdom
Posts: 164

@wendyswift You have no problem diving into that collection hun

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Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@wendyswift  OMG! That would be an experience to die for. Sneaking a piece of someone’s clothing on the sly, at work.

That is so awesome. I bet you have some lovely swimsuits. I love the kind that have a little swim dress on the bottom of them and anything that has a pretty ruffle on it.

 

You could write a story about your experience with your coworker swimsuit. The fact that it was still damp is like🤯🫠🫠🫠🫠🫠

 

Yea, I can only imagine how that was. But I bet it was pretty damn nice thanks so much for sharing that Wendy.

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Posts: 2072
 J J
Lady
(@jjandme)
Famed Member     California, United States of America
Joined: 5 years ago

Ahhhh, the swimsuit, one of my favorite things to wear. Now, but not always.

In fact I had never really thought about it, even though I always loved seeing women in swimsuits, especially one piece, competitive suits from my high school days playing water polo. While I had been wearing panties and other lingerie for years, I had minimal.experiwnce with outerwear or swimsuits until one day I barrowed one of my wife's bikinis that happened to fit quite well. I wore in on a local beach away from the crowds and was hooked. I picked up a couple bikinis at thrift stores, always gambling on fit. In fact once at check out the SA commeted, "are you sure they will fit". I just said yeah, they should. Well, they didn't.

Soon after that I just happened to be walking by a surf shop and went in and saw some amazing bikinis and had to try some one. I found one that fit perfectly and went to the register with it. Behind the counter was your typical SoCal surfer dude. He just apologized for being busy and not being able to help, and I just said no worries I.found what I wanted as he rang up my new bikini. We chated a bit about how the surf was firing and just had a normal.comversation. It was nice that he was totally unfazed about me trying on and buying a bikini. I have since bought several more in person and the SAs have been totally unfazed by it.

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@jjandme That’s a great story and a wonderful experience, JJ! My favorite kind of swimsuits are one piece that are really feminine with ruffles, bows, and of course swishy little skirts Attached to the bottom that make it look like a dress.

 

when I lived in that efficiency apartment with my dad and his girlfriend, I had a buddy that lived in the next complex over and he had an older sister who was like 18. She was straight up hot. Long, dark brown hair and dark brown eyes. average height, well figured but slender. 

 

She had the most beautiful pink bikini and top that had black polkadots all over it. Little ones. The bikini had a black trimmed pink ruffle, and the top had a ruffle that went across the breast cups.

 

I stayed over at his house and I was hoping so badly that swimsuit might be hanging up in the bathroom like Kathi’s was. No joy I’m afraid lol. I never forgot how pretty that bikini was though and I would’ve loved to have gotten my Little 14 year old hands on it lol

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Posts: 2072
 J J
Lady
(@jjandme)
Famed Member     California, United States of America
Joined: 5 years ago

BTW, I still have not bought a competivie style one piece, but after watching the Olympic swimming I am motivated to do just that.

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@jjandme I would definitely do that!

I saw a beautiful animal print one piece from somersault a couple years back and almost bought it. I just couldn’t bring myself to spend 100 bucks on it though lol

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Posts: 2072
 J J
Lady
(@jjandme)
Famed Member     California, United States of America
Joined: 5 years ago

I like my bikinis simple, though prints and patterns are okay. I wear the bottoms frequently at the beach, and occasionally the tops as wekl, but a bikini top tanline is harder to explain. Simply cut bottoms are easier to pass off as Speedos, though my curresnt favorite does have the tiniest ruffle sew into each side of the front, but are barely noticable. I do sport a cute bikini bottom tan though.

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1 Reply
Duchess
(@juststevie)
Joined: 6 months ago

Reputable Member     Michigan, United States of America
Posts: 232

@jjandme  Yeah, it’s different for everyone. It’s like nightwear. For me, I collect Olga nightgowns and I have quite a few of them. I tend to go overboard when it comes to women’s clothes with just about everything lol. All kinds of different colors and even some floral prints.

My two favorites, though, are my black one and my white one lol. Out of all the pretty colors and I would say my white one gets worn more than any of the rest of them put together.

 

Kind of funny how things like that works sometimes isn’t it?

 

Cute ruffles all the way polkadots for the win always! 😁☺️☺️☺️

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Posts: 277
Lady
(@arrevolution)
Reputable Member     Bradenton, Florida, United States of America
Joined: 4 years ago

I'll take a 2 piece bikini over any swimsuit any day.

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