Swim Meet

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
Buckaroo
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Swim Meet

Post by Buckaroo »

Swim Meet

This story is fiction, and it is writing in a hybrid format of mostly first person with some separate narration that will be written in brackets.

This story is written with almost no knowledge of swim meets and competitions. It is totally written to fit the story line.


When I was in Jr. High, 8th grade, my parents owned a house on the edge of a small city, with a couple larger cities about 40 miles away. We lived on a cul-de-sac in a lightly forested area. There were six other houses nearby on the same road, all fenced in with wooden privacy fences. The neighbor next door would pay me to stop by and service their swimming pool and hot tub twice a week.

Half way down the road towards the larger city 40 miles away was an old abandoned/closed down resort/campground with a small lake a couple miles down the road. I was told that it had been closed down for over 20 years.

I started developing interest in girls back in the 5th grade, but I was too shy to ask any of them to be my steady girlfriend, but I did talk to them every chance I could get the nerve too. In 8th grade I was about 5 foot 4 inches tall and very skinny, with approx. 24-inch hips. My hands and feet seemed large compared to the other kids. I believe I was average looking, but teased about being so skinny. I’m not sure why, but I was very shy around everyone. I didn’t have a speech impediment, but I was apprehensive talking to anyone with the exception of a few friends.

On the days I went to the neighbor’s house to clean their pool, I’d wear my swim trunks to make it easier to clean the pool and allow me time to practice my swimming. On many occasions, they’d be away on business trips or vacation.

I learned how to swim when I was young, and was pretty good at it and while the neighbors were away, I’d practice swimming in their pool. On one occasion, while the neighbors were away on a business trip and I was cleaning their pool I found several pool toys at the bottom of the pool and realized I’d have to get into the water to get them out. Because I had plans to go to my friend’s house after cleaning the pool, I was in a hurry, I hadn’t switched into my swim trunks before coming over. I was wearing my jeans and t-shirt.

Although I was a little apprehensive, but I knew no one was around, the thought of getting into the pool wearing only my underwear made me a little nervous. It’s something I’d never done before. I looked around again to make sure no one was around, and stripped down to my boxers, and stepped into the pool at the shallow end, and walked out towards the items in the pool. I swam down into the water at the deep end to retrieve the pool toys and put them up onto the edge of the pool. I swam around for a half hour and got out of the pool and dived into the pool from the deep end. When I dived into the water, my boxers slipped down to my ankles exposing my bare penis to the flowing water. By the time I got to the other end of the pool I quickly pulled my boxers up before I stood up out of the water. I started to feel some odd feelings I’d never felt before. I wasn’t sure what it was and ignored it for now. I practiced swimming for a little while and eventually I climbed out of the pool and quickly slipped my pants back on and finished cleaning up. After a few minutes, I realized that my water-soaked boxers had soaked into my pants, so I ran home and changed to dry clothes.

Later than night, I had a strange dream about the odd feelings that I was experiencing in the pool. I couldn’t figure out what the feelings were about, but it seemed to be pleasurable. The next morning my penis was harder than normal.
Last edited by Buckaroo on Mon Feb 17, 2025 2:34 am, edited 1 time in total.
My Stories here at Pantsing and stripping Forums:

Swim Meet viewtopic.php?t=4967

Closed Pool viewtopic.php?t=1383

Richard, Accidental Nudist viewtopic.php?t=1934
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Jeepman89
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Re: Swim Meet

Post by Jeepman89 »

Great! Please continue.
NudeBaG
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Re: Swim Meet

Post by NudeBaG »

Great start!
Wondering where this is going
Buckaroo
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Re: Swim Meet

Post by Buckaroo »

There is one other characteristic about myself that I was embarrassed about and I didn’t want anyone to ever see, my penis was huge, flacid, it hung down past my knees and was very thick. To hide it I often wore boxer’s underwear. My swim trunks were made of material that had a lot of wrinkles, blended colors and a brief style liner to help hide my penis by wrapping around my left waist.

Two weeks later when the neighbors were gone and while preparing to go to clean their pool, I had the strangest feeling and decided to wear my boxers under my swim trunks. After cleaning the pool filters and looking around making sure no one was around, I took off my t-shirt and swim trunks and with only my boxer underwear, I walked to the deep end of the pool and nervously hesitated and had this strange desire to duplicate the last time I dived into the pool with my boxer underwear. I dived in and like the last time I dived in, my boxer shorts slipped down my legs exposing my bare penis to the water flow, giving me extreme pleasure. By the time I reached the other end of the pool, I realized my underwear had slipped completely off me, leaving me completely naked. The feeling of being naked in the pool was different and I was enjoying it. I looked around and found my underwear and slipped them back on, climbed out of the pool and again dived into the water. Again, my underwear slipped off me leaving me naked. But the most enjoyable pleasure was the feeling of the water flowing past my penis. I swam around naked for at least an hour before I put my underwear back on and finished cleaning the pool and put my swim trunks back on and left.

The next time the neighbors weren’t around, again I’d dive into the pool with only my underwear. But for the first time I wanted to make it more daring and I climbed out of the pool naked and quickly walked around the pool deck with my penis flopping around.

From that point on, every time the neighbors weren’t around, I’d spend as much time naked in the pool as I could. I especially enjoyed diving into the pool losing my underwear and feeling the water flowing over my penis.



Other times I looked for other places I could skinny dip. I rode my bicycle down to the old abandoned/closed down resort/campground and found a small lake. I explored enough to discover that there was no one there, and enjoyed skinning dipping every chance I could. The most important thing was, I was extremely shy, and didn’t want anyone to see me naked.
My Stories here at Pantsing and stripping Forums:

Swim Meet viewtopic.php?t=4967

Closed Pool viewtopic.php?t=1383

Richard, Accidental Nudist viewtopic.php?t=1934
Themarble
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Re: Swim Meet

Post by Themarble »

He doesn't want to be seen naked? I wonder how long that will last? I can't wait for more!
TeenFan
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Re: Swim Meet

Post by TeenFan »

Be careful when swimming in that small lake.
A catfish might think that long dong is an easy dinner.
Buckaroo
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Re: Swim Meet

Post by Buckaroo »

During my 9th grade year, since I enjoyed swimming and seemed to be pretty fast swimmer, I decided to join the swim team. Our school had a pool that was built many years ago. It had 8 swimming lanes and 25 yards long. It was actually an addition to the school with a long hallway that led to the natatorium. Many years ago, swimming was an important sport at the school, but lost popularity in the last 20 years. This year there were only two groups of swimmers, The High School freshman/sophomore group and the junior/senior group.

Swimming was my first class of the day followed by Art. The school year started on a Tuesday and the first day was school familiarization in the main gym and then we spent 20 minutes in each class for familiarization. Wednesday was our first day of class, and we spent that day in classroom going over basic swimming techniques, safety and swim meet schedules. Our first in house practice meet was going to be in approx. two weeks, and our first meet with the other school 40 miles away would be in about a month.

We had a small team of only 12 swimmers, and the male coach was busy with football, basketball PE and other activities, so our swimming coach was Miss Johnson. She was an experienced swimmer and very cute, but very strict and demanding. We had a young assistant coach Tina that would spend most of her time teaching us swimming one on one swimming styles, etc. Tina was pretty and voluptuous.

Thursday was our first day to go into the pool. There were three boys and nine girls. As instructed, the day before, we would dive off the diving mount in two groups of six. I was in group two. We all met in the pool area and the teacher told us our assigned locker number and gave us a manila envelope, explaining that our swimsuit uniform was inside the envelope. Miss Johnson told us all to go into the changing rooms and change into our swimming uniform.

All three of us boys went into the boys changing room. I found my locker over near a corner away from the other boys. When I signed up for swimming, I didn’t expect to have to wear a school swimsuit and I had worn my own boxer style swim trunks with liner under my pants. I opened the locker and took off my shoes, socks, shirt and pants and put them into the locker. I hesitated opening the envelope, but decided I needed see what the school swim uniform looked like. I removed the swim suit from the envelope and was surprised to find a very skimpy low waist speedo style that was so skimpy it was almost like a bikini. Oh crap, this was way too small, the front and back panel was connected with a strip of elastic material that narrowed along the side to approx. one and a half inch wide, and there was no space up front for my penis.

I was so relieved that I wore my own personal boxer swimsuit, because this skimpy thing wasn’t going to work for me. I glanced around and noticed that the other three boys had their swimsuit uniform on and it appeared as though it was a little skimpy, but they were able to fit.
My Stories here at Pantsing and stripping Forums:

Swim Meet viewtopic.php?t=4967

Closed Pool viewtopic.php?t=1383

Richard, Accidental Nudist viewtopic.php?t=1934
Themarble
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Re: Swim Meet

Post by Themarble »

You are on a roll buckaroo, hopefully we see him in that skimpy swimsuit!
Buckaroo
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Re: Swim Meet

Post by Buckaroo »

I asked the other boys,” is that going to work for you?”

Jim replied, “it’s a little skimpy but it’ll work.” He commented, “I don’t understand why they made them so small.” He looked at me and asked, “aren’t you going to put yours on?”

I replied, “these aren’t going to work for me. I’m going to wear my own.”

As I put my things into the locker the two of them walked out into the hallway that led to the pool area. After closing my locker, I followed about 30 feet behind them. As I walked out into the pool area, I looked for Coach Miss Johnson and as soon as I found her, I walked over to her and before I could say anything she yelled, “where is your uniform?”

I nervously tried to answer, “they won’t . . . fit . . . m . . .”

Before I could say anymore, she angrily yelled, “I don’t want to hear any excuses, you need to go and change into your uniform NOW!”

I could feel her anger and tried to reply, “but, but, they won’t . . .”

She interrupted me with an even louder and angrier, “I don’t want to hear it, go NOW, and change into your school uniform, otherwise you go without. These uniforms were ordered by the county district manager.”

I was very shaken and nervous and slowly turned around and walked back to the changing room. As I got to my locker and opened it, I picked up the swimsuit stared at for a several seconds and thought this isn’t going to work.

The school speedo swimsuit was all white with the schools red and blue vertical stripe on the right side. The top elastic band was less than one inch wide and the bottom leg opening elastic band was less than a ¼ inch wide.

After a minute, I glanced around the changing room to make sure no one else was in the room. All I could think of was this is not going to work.

I slipped my boxer style swim trunks off, positioned the speedo into my hands and stepped into the swimsuit and pulled them up to my waist. My balls in the small almost nonexistent front pouch and my huge penis drooped over the front edge pointing towards the floor. I was trying to figure out what to do next. After adjusting the swimsuit slightly, I decided to try to slip my penis under the material towards the left side of my body, tucking my penis under the material around my left side, and tucking the last four inches of my penis and head into the back panel of the swimsuit. I adjusted the swimsuit material along the side so that it covered the side of my penis, but from the front, all along the side to the back seat panel, my penis was clearly exposed on the top and the bottom of my penis was exposed along the side. The swimsuit material narrowed down to one and a half inches along the side. My fat penis [over 6.5+ inches circumference] was clearly exposed on the sides and because the speedo material wasn’t that thick, my penis caused a huge bulge in the front and back panels.

I closed my locker and picked up my towel and walked over to the mirror to get a better look at the fit. On my sides, I could clearly see the top and bottom, actually, the one and a half inches along the side didn’t even cover all of the side of my penis, there was a little more than just the top and bottom of my penis exposed. I wrapped my towel around my waist and hoped that Coach Johnson would change her mind as soon as I showed her my problem.

I walked out to of the changing room, down the hallway, into the natatorium and walked over to Coach Johnson. She was just finishing up a conversation with all the other swimmers. I walked between her and the other students sitting on the benches at the end of the pool.
My Stories here at Pantsing and stripping Forums:

Swim Meet viewtopic.php?t=4967

Closed Pool viewtopic.php?t=1383

Richard, Accidental Nudist viewtopic.php?t=1934
Themarble
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Re: Swim Meet

Post by Themarble »

He is hoping for coach to let him off, I as a reader am hoping she doesn't let him off at all! Or perhaps even have him go naked...

I can't wait for more, buckaroo you are on a roll.
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