Playground Challenge
Posted: Mon Oct 26, 2026 12:26 am
The following is a work of fiction. It contains some adult themes.
Grove Hill Elementary. The stately brick building stood in the center of the small village as it had for many years. Kids came through these halls and then went on to Junior High and high school.
Outside, stood the playground. A gathering place for many boys over the years. They would come to ride their bikes around the school or test their various abilities. The metal slide had caused countless knee scrapes, nose grinds, and butt slides. The old Merry go Round where you could shove it around and then hop on. Then there were the monkey bars. Nothing seemed to attract like they did.
Boys would test their strength to see who could hold on the longest. The loser usually had to strip, and the other boys would hide his clothes then watch gleefully as the naked boy rummaged desperately for his clothing in the nearby woods.
Girls did not come around the playground much, but that changed. Mary Lou loved coming around the playground. She loved teasing the boys. Mary Lou was a big girl for her age. At 15, she had unusually large breasts. She also had a robust figure that she liked to show off in tight clothes.
The gang of boys, all 14 and 15, were more than happy to see her come by. They would get her to play on the rides and watch her boobs bounce and jiggle or watch her ass bounce around.
Less enthusiastic were Pamela and Meg. To them, Mary Lou was a flirt, hogging all the boy’s attention.
It was a warm day for the fall of the year. The regular crowd had gathered at the playground. Pamela and Meg were sitting on the front steps waiting for Mary Lou.
“There she comes,” Meg snorted.
“I wonder if she accepted your challenge,” Pamela asked as she looked at Meg.
“We will find out in a minute,” Meg quipped.
Mary Lou strutted proudly towards the playground, her blonde hair waving in the breeze and her breasts jiggling under the thin white top she had on.
Stopping at the steps she stood looking at Pamela and Meg.
“You wear it?” Meg asked.
“Green bikini underneath.”
“Let’s see it,” Meg snapped.
The boys all scurried around as Meg began to undress. Moments later the robust girl stood in a green bikini, her girlish charms on full display to bug eyed boys.
“So, here are the rules,” Pamela spoke up. “Boys go first. Meg will time how long you can hold onto the monkey bars before you let go. Mary Lou then must beat the highest time. If she does not, she must strip naked, hand her bathing suit to Meg and myself and meet a challenge to get dressed again.
Roucous cheers and hoops went up from the boys.
One by one the boys lined up. Stiff arms held on as long as they could. One minute. One Minute 20 seconds. Two minutes. Two and half minutes, then Bobby Miller stayed up for three and half minutes before dropping to the ground.
“Well Mary Lou. You must stay up for over three and half minutes, or we are all going to see exactly what you got under that suit,” Meg snapped.
“Piece of cake,” Mary Lou remarked confidently. She blew on her open palms and grabbed the overhead bar, pulling herself upwards until her feet were a few inches off the ground. Everyone watched with bated breath as Meg studied the time.
Just at two and a half minutes, Mary Lou began to struggle. Her legs were moving back and forth trying to find a footing and her arms were getting tired.
“Gee Mary Lou. Looks like you may not make it,” Pamela teased.
The look of confidence in Mary Lou had now the look of desperation. Her face was contorted with worry. The aching in her arms worsened.
“Mary Lou, are you going to let a bunch of boys beat you?” Meg chimed in. “You know you have to take all your clothes off it you do.”
A faint whine escaped Mary Lou’s lips as her hands began to slip. She hit the ground with a thud, causing her big breasts to almost jump out of the bikini top she was wearing.
“Ohhhh, poor Mary,” Meg chimed. “Two minutes and 58 seconds. You lose dear. Time to strip!”
Mary Lou stood up looking around for any sign of sympathy but there was nothing but lustful looks. They wanted to see her naked. She had walked into a lion’s den.
“Top. Let’s have it!” Meg snapped as she reached out her hand.
Mary Lou’s face turned red as she slowly reached behind her and undid the snap of her bra. When the bra fell down her massive tits jutted forward in all their glory. She sheepishly handed the top to Meg then put her hands over her breasts.
“No, no,” Pamela scolded. We agreed. No covering up. If you lose you show them everything. Now move those hands.”
Mary Lou lowered her hands to her side and stood as the boys gawked at the largest pair of tits, they had probably ever seen.
“Bottoms,” Meg called and held out her hand.
This was the real deal for the boys. They wanted to see Mary Lou’s pussy; they wanted to see her big ass. They all jockeyed for closer positions and sat with mouths wide open waiting.
Mary Lou whimpered a bit as she put her hands in the bands of the bottoms and began to snake them down her body. As the bottoms slipped past her vagina, they all noticed that the girl was completely bald.
As she stepped out of her bottoms and handed them to Pamela, she lowered her head shamefully.
“Come on now, none of that poor little me shit,” Meg snapped. You agreed to this bitch, so deal with it. Turn around. Show them that big ass of yours.”
Mary Lou slowly turned around. The big mounds of her shapely bottom were on full display.
“Alright boys. I hope you have been thinking. The deal was that if Mary Lou lost and had to be naked, she had to do two things that boys have never seen girls do to get her clothes back. So, who is first?”
“Pee. We want to see her pee,” Bobby Joe spat.
“Yea, we have never seen a girl pee,” Johnny piped up.
“You heard em,” Meg said as she looked at Mary Lou. Squat and pee. Make sure you spread your legs so they can see it good.
“Please, no. This is so humiliating. Don’t make me pee in front of the boys,” she pleaded.
“Rules Mary Lou. You pee or you walk home naked. Choice is yours,” Meg snorted.
“You are wasting time,” Pamela snapped. “Piss!”
Fresh tears filled her eyes as she squatted down and spread her legs. It took a few moments, but soon a small trickle was seen between her legs,
then the stream grew more powerful and began flowing out from her to the sheer delight of thrilled boys.
When the stream subsided, Mary Lou slowly rose, her face blushing new shame.
“One more guys. Who is next?” Pameal asked.
“Make her play with herself. We have never seen a girl do that.”
A look of sheer horror filled Mary Lou’s face. “No, no, please no,” Mary Lou pleaded as she looked at Meg and Pamela.
“Sorry, you agreed. It’s not like you have never played with your pussy. You are just doing it with an audience now,” Pamela teased.
Mary sat down, spread her legs and slowly began the humiliating act of pleasuring herself to the drooling stares of a handful of horny boys and the delighted eyes of two jealous females.
Mary came with a shuddering climax that made her legs and body tremble. Meg and Pamela tossed her bikini back to her and Mary Lou slowly dressed and walked away, disappearing into the evening darkness.
For the boys, it was a night they never forgot.
Grove Hill Elementary. The stately brick building stood in the center of the small village as it had for many years. Kids came through these halls and then went on to Junior High and high school.
Outside, stood the playground. A gathering place for many boys over the years. They would come to ride their bikes around the school or test their various abilities. The metal slide had caused countless knee scrapes, nose grinds, and butt slides. The old Merry go Round where you could shove it around and then hop on. Then there were the monkey bars. Nothing seemed to attract like they did.
Boys would test their strength to see who could hold on the longest. The loser usually had to strip, and the other boys would hide his clothes then watch gleefully as the naked boy rummaged desperately for his clothing in the nearby woods.
Girls did not come around the playground much, but that changed. Mary Lou loved coming around the playground. She loved teasing the boys. Mary Lou was a big girl for her age. At 15, she had unusually large breasts. She also had a robust figure that she liked to show off in tight clothes.
The gang of boys, all 14 and 15, were more than happy to see her come by. They would get her to play on the rides and watch her boobs bounce and jiggle or watch her ass bounce around.
Less enthusiastic were Pamela and Meg. To them, Mary Lou was a flirt, hogging all the boy’s attention.
It was a warm day for the fall of the year. The regular crowd had gathered at the playground. Pamela and Meg were sitting on the front steps waiting for Mary Lou.
“There she comes,” Meg snorted.
“I wonder if she accepted your challenge,” Pamela asked as she looked at Meg.
“We will find out in a minute,” Meg quipped.
Mary Lou strutted proudly towards the playground, her blonde hair waving in the breeze and her breasts jiggling under the thin white top she had on.
Stopping at the steps she stood looking at Pamela and Meg.
“You wear it?” Meg asked.
“Green bikini underneath.”
“Let’s see it,” Meg snapped.
The boys all scurried around as Meg began to undress. Moments later the robust girl stood in a green bikini, her girlish charms on full display to bug eyed boys.
“So, here are the rules,” Pamela spoke up. “Boys go first. Meg will time how long you can hold onto the monkey bars before you let go. Mary Lou then must beat the highest time. If she does not, she must strip naked, hand her bathing suit to Meg and myself and meet a challenge to get dressed again.
Roucous cheers and hoops went up from the boys.
One by one the boys lined up. Stiff arms held on as long as they could. One minute. One Minute 20 seconds. Two minutes. Two and half minutes, then Bobby Miller stayed up for three and half minutes before dropping to the ground.
“Well Mary Lou. You must stay up for over three and half minutes, or we are all going to see exactly what you got under that suit,” Meg snapped.
“Piece of cake,” Mary Lou remarked confidently. She blew on her open palms and grabbed the overhead bar, pulling herself upwards until her feet were a few inches off the ground. Everyone watched with bated breath as Meg studied the time.
Just at two and a half minutes, Mary Lou began to struggle. Her legs were moving back and forth trying to find a footing and her arms were getting tired.
“Gee Mary Lou. Looks like you may not make it,” Pamela teased.
The look of confidence in Mary Lou had now the look of desperation. Her face was contorted with worry. The aching in her arms worsened.
“Mary Lou, are you going to let a bunch of boys beat you?” Meg chimed in. “You know you have to take all your clothes off it you do.”
A faint whine escaped Mary Lou’s lips as her hands began to slip. She hit the ground with a thud, causing her big breasts to almost jump out of the bikini top she was wearing.
“Ohhhh, poor Mary,” Meg chimed. “Two minutes and 58 seconds. You lose dear. Time to strip!”
Mary Lou stood up looking around for any sign of sympathy but there was nothing but lustful looks. They wanted to see her naked. She had walked into a lion’s den.
“Top. Let’s have it!” Meg snapped as she reached out her hand.
Mary Lou’s face turned red as she slowly reached behind her and undid the snap of her bra. When the bra fell down her massive tits jutted forward in all their glory. She sheepishly handed the top to Meg then put her hands over her breasts.
“No, no,” Pamela scolded. We agreed. No covering up. If you lose you show them everything. Now move those hands.”
Mary Lou lowered her hands to her side and stood as the boys gawked at the largest pair of tits, they had probably ever seen.
“Bottoms,” Meg called and held out her hand.
This was the real deal for the boys. They wanted to see Mary Lou’s pussy; they wanted to see her big ass. They all jockeyed for closer positions and sat with mouths wide open waiting.
Mary Lou whimpered a bit as she put her hands in the bands of the bottoms and began to snake them down her body. As the bottoms slipped past her vagina, they all noticed that the girl was completely bald.
As she stepped out of her bottoms and handed them to Pamela, she lowered her head shamefully.
“Come on now, none of that poor little me shit,” Meg snapped. You agreed to this bitch, so deal with it. Turn around. Show them that big ass of yours.”
Mary Lou slowly turned around. The big mounds of her shapely bottom were on full display.
“Alright boys. I hope you have been thinking. The deal was that if Mary Lou lost and had to be naked, she had to do two things that boys have never seen girls do to get her clothes back. So, who is first?”
“Pee. We want to see her pee,” Bobby Joe spat.
“Yea, we have never seen a girl pee,” Johnny piped up.
“You heard em,” Meg said as she looked at Mary Lou. Squat and pee. Make sure you spread your legs so they can see it good.
“Please, no. This is so humiliating. Don’t make me pee in front of the boys,” she pleaded.
“Rules Mary Lou. You pee or you walk home naked. Choice is yours,” Meg snorted.
“You are wasting time,” Pamela snapped. “Piss!”
Fresh tears filled her eyes as she squatted down and spread her legs. It took a few moments, but soon a small trickle was seen between her legs,
then the stream grew more powerful and began flowing out from her to the sheer delight of thrilled boys.
When the stream subsided, Mary Lou slowly rose, her face blushing new shame.
“One more guys. Who is next?” Pameal asked.
“Make her play with herself. We have never seen a girl do that.”
A look of sheer horror filled Mary Lou’s face. “No, no, please no,” Mary Lou pleaded as she looked at Meg and Pamela.
“Sorry, you agreed. It’s not like you have never played with your pussy. You are just doing it with an audience now,” Pamela teased.
Mary sat down, spread her legs and slowly began the humiliating act of pleasuring herself to the drooling stares of a handful of horny boys and the delighted eyes of two jealous females.
Mary came with a shuddering climax that made her legs and body tremble. Meg and Pamela tossed her bikini back to her and Mary Lou slowly dressed and walked away, disappearing into the evening darkness.
For the boys, it was a night they never forgot.