After the movie

Helen walked with Milton through the shopping mall.
After they finished the movie, she was thinking what to do now.
Milton was oddly quiet, he walked beside her holding her hand.
With his other hand he holds the hem of his shirt down.
Except for flip-flops, that shirt was the only piece of clothing he had.
He didn't even have underwear hence the hem holding.
The shirt reached just under his butt, so he did all he could to hide his naughty parts.
It looks like he was wearing really short shorts.
Like girls do.
Helen noticed some people giving them
strange looks.
But she didn't think much of it.
”Curious what he is thinking now. Probably how I make him cum in the cinema hall.” Helen thought.
“Are you hungry, lamb?” She asked.
Milton just nodded.
Helen led him into a small diner, she knew it would be mostly empty.
And she was right.
When they arrived the only guest there, just finished his meal and was leaving.
Helen led Milton into the back and let him sit first.
He gladly did, using the table as additional cover.
Helen sat next to him.
Blocking his way from the box.
“Good day, what will I bring you?” greeted them waitress.
She was the same age as Helen.
Helen ordered just fries.
“And for your son?” Waitress asked.
“OH he is not my son,” corrected Helen. “He is a friend.”
And same as with the cashier in the cinema, both women exchanged knowing looks.
“Milton, honey, what do you want?”
“Burger please.” Milton ordered meekly.
Waitress smirked and left.
“Honey, are you alright,” asked Helen with concern.
“You are oddly quiet.”
“I am ok. I just.” Started Milton explaining.
Helen put her hand around his shoulder and second on his knee.
“What? Lamb, you can tell me everything.” assured him Helen.
“I, I never did something like this.” He started to talk.
Helen listened and from time to time she gently squeezed his knee.
To assure him it is alright.
“I mean I did that thing you did in the cinema.” He continued.
“But never with someone. Or in public.
It was nice, scary but nice.”
“OH honey, I am glad you liked it. I like it too. All of it. As I said, you are really beautiful.” Helen said.
“Especially without your clothes.”
Milton blushed and looked down.
“Would you like to continue?” Helen asked.
“Maybee.” Milton answered.
“You know what, think about it. And after we finish our meal, you will tell me if you want to continue.”
Then she leaned to his ear and whispered.
“There are so many things we can do together. Naughty things.”
She licked his earlobe and moved her hand from his knee to his crotch.
She felt his penis through the shirt fabric.
She gently squeezed it and said.
“Really naughty things.”
Milton gasped and shivered.

As they waited for the food, Helen started to ask questions.
“I don't know almost nothing about you. Well, except for how you look without your clothes.”
She said, with a smirk.
“So tell me, who is Milton under all this clothes.”,
Blushing Milton started talking.
He told Helen about his family situation, that this is the first time he is alone without his mother.
He told her about his new job.
She noticed he was really excited about it.
As he was talking, she played with his shirt.
Adjusted his collar, which was slightly stretched. So she positioned it, in a way, that half of his shoulders were showing.
She then traced her finger on his collarbone.
Milton trembles and stops in the middle of the sentence.
“It must be difficult to leav all your friends behind.”
Said Helen with sympathy in voice.
“I didn't have many friends.” Confessed Milton.
“Only one actualy, my neighbor Jessica.”
Helen looked at him with a suprise look.
“OH a girlfriend, should I be jealous.”
“No, no we ware just good friends.”
Clerified Milton.
“Nothing like this.” He added and gestured at Helen and him.
The he continued interupted only by the weitres when she brings them drinks.
“I am glad you tell me all of this.” Praised him Helen, and again put her hand on his knee.
When the food arrived they eat it silently.
Helen stil watching him.
He seams more relaxed.
”Poor boy he just needs friend, someone to talk too. And do other things. He is lucky we met.”
Helen thought mischievously.
When she finished her fries, she noticed two small stains on his shirt.
Probably from the burger. The meat looks juicy.
She let him finish it and when the waitres come to take the empty plates.
Helen strikes.
“Milton honey, you soiled your shirt.” She said and pointed at two small stains.
Milton's reaction was excelent.
“Pleas don't take my shirt, don't strip me.”
He pleaded with trembling voice.
Waitres looked ad him with supries look.
Helen laughed and said.
“Boys, they think you are gona strip them naked just because they can keep thier clothes clean longer than day.”
Waitres smiled and said.
“That is not the worst idea. If you want he can take it off and I will clean it back in kitchen.”
She offered, thinking that he will be only shirtles.
Helen looked as if she was considering the offer.
But the look of total dread on Milton face changed her mind.
“No need for that, we are heading home so he can change there.”
Helen thanked the waitress, she then paid and left with Milton.

In the underground garage she led him to her car.
There she gives him his phone and wallet.
“It was lovely date, I enjoyed it immensely. If you want, we can part our ways here. Or you can go with me.”
Helen said and waited for Milton's reaction.
He was looking at his phone and wallet.
Finally he was not at her mercy, he could go back to the hotel and forget about it..
But what he did with Helen was something he never experienced.
And even if he felt embarrassed, part of him wanted to experience more.
Especially one part which started making a tent from his shirt.
He exhaled and gave his things back to Helen.
She nodded with a smile, put them in her purse and opened the door for him.
When he was seated she put a safety belt around him, gently creasing his erect penis through the shirt in the process.
“OH, my bad.” She giggled, watching Milton blushing again.
Then she sat behind the wheel and drove them to her home.

Helen lived in a nice rich suburb.
When she parked in front of her house, Milton looked around with awe.
“Here we are, my humble home.” Helen joked and stepped outside.
She waited for Milton and together they walked to the front door.
“Before we go inside, there is one rule. You must to be naked in my house.”
Milton hesitated, he didn't want to lose his shirt.
But Helen already saw him so he nodded.
“Perfect, take it off.”
Helen said with one hand on the door handle.
“Here?” Squeaked Milton. “What if someone sees me?”
“Don't worry, most of my neighbors are old women like me. They would like to see a fit young boy naked.”
Helen said.
Milton nervously looked around, they were far away from the main road.
But he still feared someone could see him.
However the neighborhood looked deserted.
So he took the shirt off and gave it to Helen.
She opened the door and invited him inside.
When he walked through the door, Helen slaped his buttcheek.
And closed behind them.
“Put your shoes here,” Helen pointed at the door on the left.
Behind them Milton found a shoe rack.
He put the flip-flops there and followed Helen deeper inside the house.
When his bare feet sinked into a fluffy rug in the hallway.
He immediately got that feeling he doesn't belong there.
And not just because he was naked.
It was clear that Helen was rich.
When he reached the end of the hall, he could see a big kitchen with a bar counter on one side and a big living room on the other.
In front of him there was a glass door into the backyard.
Through the glass he could see a pool.
“You have a private pool?”
Milton asked in disbelief.
“Go try it.” Helen said from the kitchen.
“I will prepare some cold drinks.”
“I can't, “ protested Milton, “I don't have swim trunks.”
Then he realized what nonsense he just said.
He spent the last two hours naked or nearly naked.
And now he didn't want to swim because he wasn't wearing swim trunks.

Helen watched as his jiggling butt disappeared in the garden and then she heard water splash.
Milton jumped into the pool, without thinking.
It was another new experience for him.
He never was skinny dipping.
He enjoyed the water enveloping his body.
Moving between his balls and buttcrack.
His soft penis was moving on its own, thanks to the water.
After a few minutes of shenanigans in the pool he climbed off.

“HEY! You, what are you doing in my neighbor's pool? Stay where you are. I am calling the police.”
Somebody yelled at him.
Shocked, Milton looked at the direction from where the yeleing came.
And there she was.
Behind a really small fence standed old woman.
She looked over sixty years old, wearing a gray pants suit.
She had an aura of authority.
Milton froze, he only managed to cover his crotch.
“What is this ruckus?” Asked Helen when she came out from the house.
Holding a tray with drinks.
“Edna is that you?”
“Helen, you are home. I thought some pervert is skinny dipping in your pool.”
Explained Edna.
Helen meanwhile put the tray down and stood next to Milton.
“Don't worry, this is Milton. My new friend, we met today and he took me on a lovely date.”
Edna after hearing that just raised her eyebrow.
“Come Milton, come say hi to my neighbor Edna.”
Helen said, put her hand on Milton's neck and led him closer to the fence.
“No, covering.” She whispered, and Milton reluctantly obeyed.
He put his hands to his side, revealing his shrinked penis to Edna.
When they stood just one meter from each other.
Edna's eyes scanned him from head to toe.
She stopped for a few seconds on his penis.
“You should warm your pool more.”
Edna remarked and both women laughed.
Helen moved her hand from Milton's neck on his butt.
One squeez and patt and she could see his penis is starting to grow.
Edna noticed it too and smirked.
“Tell me will Milton be a regular visitor.”
Asked Edna, and moved her gaze from Milton's crotch to his eyes.
He immediately lowered his head and blushed.
“He definitely would be.” Answered Helen, with her hand stil fondling Milton's buttcheek.
“Excellent, I need to go now, I am already late.”
Explained Edna.
“See you later.” She said to Milton with emphasis on word see, and left.

Helen led Milton back to the pool.
She sat on the deck chair and positioned Milton so he stood between her legs.
His half erect penis right front her eyes.
“So, what do you think about Edna?”
“She scared me, what if she call the cops? They could arrest me.”
Said trembling Milton.
“OH, don't worry. This neighborhood has its own private police. Officer Sharon wouldn't arrest you.”
Helen explained.
When she saw how Milton's tense shoulders calmed, she decided to mess with him.
“Sharon wouldn't arrest you, she would spank your bare bottom until your cheeks would be red as this towell.”
She said and pointed at the red towel next to her.
Milton's chin fell down in shock, and his penis twitched, when Helen mentioned spanking.
She made a mental note about it.
Then she put the towel over his head and started to dry him.
After they drank the drinks Helen drove him back to his hotel.
Before she let him go inside his room.
She insisted he take off his shirt and hand it to her.
When he did it she let him stand there naked and left.
Milton watched as she disappeared in the elevator and then he darted into his room.
He collapsed on the bed and started contemplating his day.
After some time.
His thoughts were interrupted by his phone.
He took it and saw he had a message. From Helen.
She must put her number into his phone.
He opened the message, it was a heart and kissing emoji and selfie of Helen.
He was looking at it when he noticed something behind her.
He zoomed at it.
It was a boy leaning on a wall, completely naked.
Milton could see that boy's bare butt.
And in that moment it hit him.
He was that naked boy.