Unfortunate swim

Milton woke up late, later than usual.
Sunlight from the window illuminated his closed eyelids.
His hotel bed felt really nice, then he remembered.
He wasn't in the hotel, he was in Helen's house.
He opened his eyes and looked around.
He was in a big bed in a very nice room.
After he stood from the bed He felt a fluffy rug under his bare feet.
When he looked down he saw his morning wood.
Usually he would take care of it.
But he promised Helen he wouldn't masturbate.
Maybe if he found her she would help him.
Milton left the room, painfully aware of his naked state.
Even when he spent the last five days basically naked, he still cannot get used to it.
As he carefully walked over Helen's house he thought about his new life.
Which makes him aroused.
The house was unusually quiet.
“Helen! Are you home?”
No answer, just silence.
After he found the bathroom and washed, he went downstairs.
In the living room.
Memory of what happened yesterday makes his penis twitch.
Because he couldn't do anything about his situation he decided to use the pool.

The water was awesome.
He dived in and made a few laps.
As he was swimming his bare butt was popping over the water.
Two pale buttcheeks glistening under the sun.
After a few laps he decided to dive, and see how long he could hold his breath.
During his second attempt he saw someone stand on the edge of the pool.
Because of water distorsion he couldn't see clearly.
But it must be Helen or maybe her neighbor Edna.
He surfaced and as he was wiping water from his eyes he wanted to say hello.
But before he managed to do that, pain exploded in his ear.
“I GOT YOU, YOU PERV.” Angry voice said and someone was pulling him from the pool.
Milton struggled as the unknown tormentor pulled him by his ear from the water.
With water still in his eyes, he didn't see who exactly was holding him.
Based on the voice he guessed that it was a woman.
Then he saw something on her chest.
It was a name tag, no not a name tag.
It was a badge.
With name “SHARON”
“Sharon wouldn't arrest you, she would spank your bare bottom until your cheeks would be red as this towell.”
Memory flashed through Milton's mind.
“Please don't spank me.” He begged.
That seems to intrigue officer Sharon.
She slightly released Milton's ear.
“I am not going to spank you. She said with shock in her voice.
But then something changed in her expression.
“On the other hand, that is not a bad idea. Perv like you deserve a long painful spanking.”
She dragged poor Milton to the nearest beach chair.
She sat on it and put a towel over her lap, then she lowered the naked boy over it.
When Sharon saw the two cute wett globes.
She remembered how she sometimes spanked her boyfrends.
Unfortunetly her last boyfrend didn't like it.
So now, when she gets the chance to get her hands on this butt, she is going to enjoy it.
The boy in her lap was trying to stand, but she was holding him in place without a problem.

She couped his buttcheek and he froze.
“Listen you perv, I am going to spank you. Until I decided you had enough.”
With that said, she squeezed his wet buttcheek and then without a warning, she delivered the first slap.
Milton was caught off guard, still enjoying her fondling and suddenly, stinging pain exploded on his cheek.
He gasped and yelped.
Sharon didn't give him time to adjust and immediately spanked his other buttcheek.
Quickly continuing with another slap.
She was switching between his buttcheeks.
Left,right,left,right.
Thanks to the water the spanking must have felt especially painful.
But Sheron didn't care, she wanted to see that cute butt nice and red.
The yelps and sobs of the poor boy were music to her ears.
She continued the spanking for several minutes.
Until the skin had a nice deep red color. Then she stopped, resting her hand on the one of the buttcheek.
It felt incredibly warm.
At that moment the boy was just gasping and sobbing incoherently.
Sharon waited for a minute til the boy calmed.
Then she standed him up.
He was like a puppet in her hands, resigned to his fate.
His eyes were red and tears were running down.
Sharon put her hands on his hips.
He slightly jerked, when her fingers touched the side of his blistered buttcheeks.
“Shss,” she shushed him.
“Now it is over, you get what you deserve. I must say you took it like a champ.”
Sharon smiled at the boy, now when she turned his butt red and he was just a sobbing mess.
She started to pity him, she looked over his slender body.
His soft penis right in front of her face.
During the spanking she felt it was hard but it didn't last.
But it tells her the boy enjoyed the situation to some degree.
“Now you just need to stand in the corner and it will be over.”
She standed and took his hand, leading him to the house and put him in the nearest corner.
“Stand here until I tell you otherwise and hands behind your head.”
Milton obeyed, even if he wanted to touch his butt to ease pain, he feared that it would cause another spanking.
So he just stands there, his red butt facing the backyard.
He could hear officer Sharon moving somewhere behind him.

First thing Edna saw was Officer Sharon standing in Helen's back yard.
“Sharon, what are you doing here? Is Helen all right?”
“Oh, good day Edna, everything is ok. I just caught some pervert skinny dipping in Helen's pool. I take care of him”
Explained Sharon her presence to Helen's neighbor.
“A pervert?!” Asked Edna with shock in her voice.
“Yeah, but don't worry, I dealt with him. The boy will think about trespassing in our neighborhood.”
Edna looked at Sharon, confused.
“A boy?”
Sharon noded and pointed behind her.
Edna gasped when she noticed naked boy with a red butt standing in the corner.
She made a few steps closer.
“Oh my, Milton is that you?” Edna asked.
“Milton??” Wanted Sharon to know. “ You know him?”
Edna approached Milton, still obediently standing in the corner.
She gently touched his red buttcheek.
He flinched but stayed in place.
“Sharon did, did you spanked him?” Asked Edna with amusement.
“Well, he practically asked me to, and it was a good punishment for his transgression.”
Answered Sharon.
“So did you know him?” She wanted to know.
Enda looked at her.
“Yes, this is Milton, Helen's new friend. It is a long story. And I think Helen should be the one to explain it to you.”
Officer Sharon was looking at Edna with an open mount.
Slightly shocked with what she just heard.
Meantime Edna observed Milton's spanked butt.
“Damn she got you good.” She smirked.
And very gently patted his red buttcheek.
“Honey, where is Helen?”
“I don't know,” said Milton with a trembling voice.
“When I woke up, the house was empty so I just waited and went swimming to kill time.”
He explained, still facing the corner.
However Edna noticed that tension fell from his body, as she started to play with his bottom.
His shoulders slightly lowered and he moved his feet slightly apart.
“Now honey you can turn. Don't worry it is over.”
Milton slowly turned and looked at Edna.
She continued to fondle his butt.
Her warm smile makes him feel better but he still seems frightened.
“It looks like I should apologize.” Sharon said, looking at Milton.
“It's ok, you didn't know.” He said.
“Still, I need to.” Sharon started saying and then she noticed his erection. “I have an idea, I give you pain, now it's time for a pleasure.”
Milton looked at her, not sure what exactly she meant by that.
But Edna clearly did because she said.
“That's a great idea, wait here I need to grab something.”
With that she disappeared in Helen's house.
Meanwhile Sharon led Milton to the deck chair.
“Now lay here at your belly.”
She arranged a pillow in the middle of the chair.
When Milton lay over it, his butt was elevated.
The deck chair was made from stripes of fabric, with gaps between them.
His penis and balls fell into one of these gaps.
If someone would look under the chair, he would see one hard throbbing penis pointing to the ground.

Edna comes back with some dose in her hand.
“This cream will help with that sore butt.” She said and kneeled next to the deck chair.
Sharon was kneeling on the opposite site.
Both women applied globs of the cream on their palms and then they started to apply it on Milton's butt.
He flinched when the cream first touched his skin.
But immediately he felt a nice cold sensation on his spanked butt.
As the soft palms smeared the cream over his buttocks.
“Mmmm.”
He moaned and closed his eyes.
Sharon and Edna looked at each other and smiled.
Then they continued massaging Milton's butt.
Sharon tried to move her fingers between his tights.
To her surprise, Milton put his legs apart to allow her better access.
She put the cream over his asshole.
He clenched his buttcheek when cold cream touched him there.
Edna gently patted his buttcheek and quietly said.
“Shhh, it's alright honey, just enjoy it.”
And continued applying the cream.
When he opened his legs, Sharon noticed his penis was in the gap between two fabric stripes.
She reached under the chair and carefully enveloped his throbbing penis.
Which caused Milton to moan again.
But he stayed laying, enjoying the attention.
As Edna played with his butt, fondling, squeezing and patting it.
Sharon started to masturbate him.
It didn't take long for Milton to start leaking precum.
Sharon continued.
“That's it,” she said, “ these hands can bring pain but they can bring pleasure too.”
Milton was lost in it, and soon he clenched his cheeks and cum into Sharon palm.
“That's a good boy,” she cooed as she felt his seme in her hand.
Edna fondled his butt watching it flexing.
“Yes, cum for us, like a good boy.” She whispered.

When Helen came home, she found both women sitting on her deck chair.
Watching Milton sleeping.
When she saw his red butt she looked at the two women.
“Long story, explain later.” Sharon quietly said.
Helen joined them and three of them watched one cute naked boy with a freshly spanked butt, sleeping near them.