Under the shirt.

[Qwerto1232]

Note.1:
Be aware this story had an ENM element.
But it is not like other stories here. Where the protagonist is a boy and younger girls. In my story the protagonist is a young man, young girl and an older woman.
Which may not be ideal for this site. But I hope some people will be interested.
If not, I will delete it.
Note.2: this story will contains ENM, CFNM, SPANKING. Main theme of this story will be a young man wearing only a shirt reaching just barely under his butt.
He will not have access to any other clothes.
Women and girls will have easy access to his butt and to his other naughty parts.


Characters: Milton, 26 years old. Smaller statue. New in town.
Helen, 45 years old, widow, likes younger men. She likes to embarrass them.
Emily, 20 years old, occasionally meets with Helen and Milton.

Hope you will like it. Pleasant reading.



Milton leaned on the door into a cinema hall.
In an attempt to open it, without using his hands.
In which he was carrying a cup of big soda and big nachos.
Suddenly the door behind him disappeared, and he fell backwards.
Milton gasped when he hit the floor.
He felt something wet on his belly.
As he felt, the drink and food mixed together and soiled his clothes.
“OH, god. Are you alright?” Asked a concerned woman's voice.
Milton looked up, leaning over him he saw an older woman, probably in her forties closer to fifties.
She was still holding the door opened with one hand.
So she was the reason for his fall.
Milton carefully stood up, he felt as the mix of cola and nachos moved from his shirt to his pants.
“Great, now I ruined my pants too” Milton thought.
“I am alright,” he started to explain “I just need to go back to the hotel and change.”
“You can't go like this.” The unknown woman said.
“Let me help you.”
“That's not necessary. ''
Milton started explaining.
He wasn't very comfortable when he received attention from women.
Especially when he was looking like a young boy with his dirty clothes.
“Nonsens, it was my fault.” the woman said.
“Let's go.”
She authoritatively took his hand, and led him into the back corridor.
“We need to clean you, before you can go anywhere.”
She explained as they passed the section with the toilets.
Milton must have looked confused when they left the mens toilet behind.
Because the women said.
“We need something more private. Don't worry honey we are here.”
And she stopped.
“I can't..” Milton started.
But she just dragged him inside the room for mothers with small childrens.
Inside there was a sink, toilet and table for changing diapers.
It was surprisingly spacious.
“Now let's clean you.”
The woman said after she locked the door.
“I am Helen by the way.” She introduced herself.
“Milton.”
“Lovely, name.” Helen said and smiled at him.
“Now, take that shirt off.” She said with one hand stretched in front of her.
Milton looked at her hand and then to her eyes.
He wanted to say that is not necessary. But her expression tells him she is serious about it.
He reluctantly took his shirt off, and gave it to Helen.
She turned around and started to wash it in the sink.
With her back to him, she was still watching him in the mirror.
He was hugging himself.
In an attempt to hide his naked torso.
“Shy one, good” Helen thought.
“So you are not local?” She casually asked.
“You mentioned a hotel.”
Milton looked at her and their eyes met through mirror reflection.
He quickly looked down.
“I just moved here for a job. But I haven't found an apartment yet.”
He explained.
Helen raised an eyebrow.
“A job, how old are you? Anyway.”
Milton rolled his eyes.
He gets this question a lot.
He looked younger than he was, with his smaller frame.
“26” he answered.
Helena nodded and continued washing his t-shirt.
Then she turned to him.
“Now the pants.” She commanded.
Milton looked at her with shock.
But her expression didn't change.
She was serious, she wanted him to take his pants off.
He reluctantly did it, unable to resist her authority.
In his underwear he handed the pants to Helen.
She looked at them assessing their condition.
There was a big dark wet and sticky spot on the front of the pants.
“Gee, it looks like I peed myself.” Thought Milton.
“If I didn't know, I would think you had an accident. “
Helen said with a smile and winked at him.
She didn't need to specify which accident she meant.
It was embarrassingly obvious.
Milton lowered his eyes and blushed.
She reached into a pocket and took Miltons phone and wallet from them.
Then she put the pants into the sink.
And with a smile she hid his phone and wallet into her purse.
All of it happened so fast Milton didn't have a chance to protest. She now had all of his stuff, he was traped.
Helen must guess what he is thinking, because she said.
“Don't worry lamb, I will keep it safe.”
Tone of her voice was calming and soothing.
It reminded Milton of his mother and his favorite teacher.
Helen started to wash his pants together with the shirt.
Few seconds she was focusing on his clothes.
Milton was watching her beck. Now wearing only his briefs, he was nervous.
“So what movie did you want to go?” Helen asked.
Milton again looked into a mirror where their eyes met.
“Summer 87.” He answered meekly.
Helena smiled, “good one I was on it yesterday. If you want I can join you. When we finish here.”
Milton looked surprised, why would she want to go with him.
Especially after she saw him in his underwear.
Suddenly Helen said, “Milton, be a good boy and give me your underwear.”
“WHat?” Milton asked with panic in his voice.
Helen smiled again looking at him with gentle eyes.
“Your underwear, lamb. They are dirty too, we need to wash them.”
Milton squeezed his waistband.
As if he was worried his underwear would disappear.
Did she really just say that?
“Don't worry, lamb. I can turn if you need some privacy.” Helen suggested.
As if that would help.
Even if she couldn't see him in the mirror. He would still be naked in a small room with a woman he just met.
And with all his clothes in the sink he would be in her mercy.
He already was, she had his phone and wallet.
So far she was helpful, and nice to him.
He gulped and not seeing any other way he turned around.
Rather showing her his butt than his front.
After a few deep breaths he took his underwear down to his knees, from where they fell to his ankles.
There they stay stuck over his sandals.
Helen carefully watched how Milton's butt appeared in front of her.
She couldn't help and licked her lips.
“Damn that is one gorgeous butt.” She thought.
“Wonder what the front looks like.”
But she decided to act slow, not wanting to scare Milton.
With his back to her abd one hand still covering his penis, he tries to take his briefs off and give them to Helen.
“Let me help you.” she said and kneeled next to him.
As she did that she was on level with his hips.
Milton started covering his penis with both his hands.
So Helen could only enjoy looking at the curve of his buttcheeks.
Which she did with pleasure.
Then she started to take off his left sandal.
It wasn't necessary for taking his underwear off.
But Helen decided she wanted him totally bare.
Without a stitch of clothing.
In his birthday suit.
When she took the sandal off she looked at Milton and instructed him to step from his underwear.
Same with his right foot.
After he did it.
Helen didn't say a word.
She just took his last piece of clothing and added it into a sink.
Then she looked at Milton from head to toes.
Standing there naked, covering his crotch and slightly crouching.
He almost trembled.
She could tell he was anxious, clearly this was his first time to be naked infront a woman.
“OH you are perfect,” she thought.
Helen had a thing for younger men.
And after a long time she had one in front ofher.
If she plays this right she could have so much fun with him.
She already had him naked and in her mercy.
Helen didn't want to frighten him, so she didn't try to look what he was hiding under his hands.
Besides, she prefered butts.
For now she let him stand there naked and vulnerable.
She pretended for a few minutes that she was washing his clothes.
Occasionally watching him in the mirror.
Asking him questions, and acting as if this was a normal situation.
Then she strikes.
“Oh lamb, I am affride they are ruined. I can't clean them.”
She said with worry in her voice.
in front ofMilton could react she put all of his wet clothes into the trash bin.
Took a plastic trash bag out and said to him.
“Wait here.” And then she left.
It happened so fast Milton had no chance to react.
What could he do anyway, he was naked in a public bathroom.
He couldn't stop her.
Even if he wasn't frozen in place from shock.
As he just saw all his clothes disappear.
He started pacing around.
He had no phone to call for help.
Even if he had it, who would he call?
He didn't know anyone in this city.
He was stuck, there was no chance he would go and find someone to help him.
After what felt like hours but was probably just fifteen minutes, the door opened.
Which startled Milton, he closed his eyes in shock.
In a foolish attempt: if I can't see them they can see me.
“You are still here, good.”
Helen said as she returned.
Milton didn't know what possessed him, he hugged her.
“I tought, you left me here.”
He managed to say quietly.
Still hugging her, with his head in cleavage.
Helen looked down at him, and hugged him too.
He shivered when her hands touched his nude back.
“It's all right, lamb.” Helen said, and her hand moved slowly lower.
Stopped right over his buttocks.
When Milton didn't move or flinch, she took it as yes.
And gently patted his buttcheek.
It was a light, affectionate touch.
She felt how the boy's tension disappeared.
He clearly enjoyed it.
They stay in embrace for a few seconds.
Milton's hands never moved from the small of her back.
Helen's hands stayed on his butt, gently squeezing and massaging his cheeks.
She could feel his penis on her front.
She could feel that he is slowly growing. Her playing with his butt had its effect.
But she didn't want to rush and look.
Milton was first to interrupt the embrace.
He moved his hand over his crotch, trying to cover his growing erection.
Helen stopped fondling his butt and he took one step back.
“Can I have my clothes back please.” He pleaded.
“I am sorry I threw them away, they were completely destroyed.”
She could see shock in his eyes.
“But I have replacment for you.” She quickly assured him.
Milton exhaled, happy he will be able to put some clothes on.
But his happiness was premature.
When Helen took from her purse some fabric and gave it to him.
He had bad premonitions.
With a trembling hand he took it, still trying to hide his penis and balls with his other hand.
He was successful thanks to his not much impressive endowment.
He was a grower not a shower.
Holding the piece of fabric he tried to spread it out.
“Here let me,” said Helen when she saw how he was fighting with it.
She took the clothes back and spread it infront of him.
It was a shirt.
But it looked like it was old, color was faded, the neck hole looked stretched and it was longer than usual.
Milton looked at it with suspicion.
But he had no choice.
“You don't want it?” Asked Helen.
Milton panicked, tore it from her hands and quickly tried to put it over his head.
Helen smirked as she watched Milton's penis and balls pop up from behind his hand.
He looked cute down there, proportional to his small body.
She was curious how he looks when he is hard.
But there was time for that.
For now she watched as Milton awkwardly tried to put a shirt over his head and cover his slender body.
In his nervousness it took him a little longer to put the shirt on.
Which got Helen time to enjoy the view at his penis.
Which was twitching as hilariously jumping as Milton moved.
He finally put the shirt on and to his relief, it reached to his tights.
So everything was covered, for now.
He was sure if he moved too much or too fast.
The shirt wouldn't cover him.
But it wasn't important, after he put pants on.
He looked at Helen, who was observing him.
And waited for her to get him the rest of his new clothes.
But after a few seconds Milton started to have an uncomfortable feeling in his guts.
Tugging the hem of his shirt down he asked.
“Helen, can I have pants?”
“I am sorry lamb, but I had time to buy only this shirt. But it is ok. It looks good on you.”
Milton couldn't believe what he just heard.
“But I need pants.” He said almost hysterically.
Helen took a step closer to him.
“Honney, it's all right. Everything important is covered. And I like how you look.”
Milton try to comprehend what was happening.
His situation was way better than a few minutes before.
But to be wearing only a stretched t-shirt which barely reached under his butt, wasn't a win for him.
Then he realized something.
“You like how I look?” He asked with confusion.
Helen noded.
“You look cute in that shirt.”
She said and with a finger she lifted his chin.
They were looking into eachother eyes.
“Now when you are decent. How about we go to watch that movie?”
“I ,I can't go like this,” he protested.
“Nonsens, honey. After you put these on you will be ready for our date.”
Said Helen and giggled.
Then she took another thing from her purse.
For a second Milton hoped that it will be pants.
But his hopes disappeared as Helen put a pair of flip flops on the floor.
She kneeled in front of him and waited for him to put them on.
Milton looked around him looking for his sandals but they were gone.
Reluctantly he put the flip flops on.
Tugging the hem of his shirt down, so Helen couldn't see under it.
“Perfect, let's go.”
Said Helen after Milton put the shoes on.
She left the bathroom and walked away.


Milton tried to catch up with Helen, as she walked into the main lobby.
But in his new outfit it wasn't easy.
Mainly because he was wearing only a long shirt which barely covered his butt.
With his hands he tugged the hem of the shirt down, so his penis wouldn't show.
But doing so he risked his buttcheeks popping out.
Except for the shirt he was wearing only flip-flops.
Which made a loud noise on the floor.
Helen didn't look back if Milton followed her.
She knew he had no choice.
After she managed to strip him naked and took his phone and wallet.
He could just follow her as a good puppy.
And hoped she will give him some proper clothing.

When she arrived at the cash register, her smile grew.
Instead of the boy who sold her tickets before.
Now there was a young girl.
Emily was on her nametag.
Helen waited till Milton catch up with her.
“Can I have two ticket on Summer 87”
Helen asked.
The cashier looked at her with a professional smile, and then at Milton.
“Of course, but this movie is from 18. I need to see your son's ID.”
“OH Milton is not my son.” Said Helen and handed his ID to Emily.
“He is a friend.”
Explained Helen, but how she said friend. Makes Emily to smile mischievously.
After she checked Milton's ID.
She gives it back to Helen, and gives a nice smile to Milton.
Who blushed and looked down.
He was awkward around the girls. And in his current outfit, it was way worse.
After Emily printed tickets, Helen ordered a big popcorn bucket and two big sodas.
When Emily prepared it Helen said to Milton.
“Please take it, I will handle the tickets”
Milton looked at the food on the counter.
Thinking about how to handle it.
But Helen interrupted his thoughts.
“Here, take this first.”
She said and put the popcorn bucket against his chest.”
“Hug it.”
Milton did as he was told.
“Now, you can take one soda into each hand.”
Explained Helen and without waiting. She put cups into Milton's hands.
Now holding the popcorn bucket only with his forearms against his chest. And his hands filled with soda cups.
He was powerless.
Which was exactly what Helen wanted.
“Be careful, you can afford another accident. You wouldn't want to lose these clothes.”
Helen said.
Milton looked at her with fear.
Then he looked at the cute cashier girl.
Who reciproced his look.
Which caused Milton to blush and look down.
“Lets go,” Helen commanded and Milton started carefully walking to the cinema hall.
He was so preoccupied by holding the food.
He didn't watch what was happening around him.
Helen took her chance and gently lifted Milton's shirt, exposing his bare butt to Emily.
Helen put her finger against her lips in a shushing gesture.
Emily was able to control her surprise when the naked buttcheeks appeared befor her.
She looked at them and then at the women.
Both of them exchanged knowing looks.
Helen let the shirt fall back.
And Milton, oblivious to what had just happened, still walked to the cinema hall.

[NudeBaG]

This is a surprise!
Can’t wait to see what happens:)

[Qwerto1232]

Part.2

Milton stood in front of the door into the cinema.
He glared at them, because similar door he lost all his clothes..
Now he was standing there wearing only a long shirt which barely covered his naked butt and balls.
His hands full of beverages so he cant even cover himself if needed.
He was waiting for Helen, the woman whom he just met and who somehow managed to strip him and took all his things.
Now she wanted to go watch a movie with him.
So he waited, he had no other options.
He hoped she would then let him go. Deep down he hoped she would maybe again touch his butt like in that bathroom.
It felt nice.
Helen approached and without a word opened the door.
She held them and Milton walked in.
Helen told him their seat numbers and he started to climb up.
In flip-flops he was wearing he almost tripped on the first step.
“Careful.” Helen said.
Milton just grunted, he almost had a similar accident which caused him to lose his clothes for the first time.
He trembled, when he remembered Helen's remark about how he didn't want to lose his clothes.
Before they could sit, Helen took the beverages from him.
And put it on the seat next to her, Milton was sitting on the other side.
When the movie started, it was clear they would be alone there.
“Can I have a soda?” asked Milton quietly.
“Of course, honey. But first I will need your shirt.”
Said Helen calmly as if she was asking for a cup of tea.
“What? Why?” asked Milton with a trembling voice.
“So we can avoid another accident. It will be unfortunate if your shirt will be destroyed. What would you do if you ended up in your birthday suit? Besides we are here alone and it is dark. It's not like I will see something I haven't seen already.”
Helen explained.
Milton didn't want to give her his only pieces of clothing.
But her reasoning convinced him, so far she was helpful.
So he took his shirt off and handed it to Helen.
She put it into her purse, and gave him his soda cup.
But she didn't allow him to hold it.
After he took a sip from the straw, she took the cup and placed it next to her.
Helen wanted to have an unobstructed view of Milton's naked body.
Movie started and they focused on the screen.
Helen had already seen it, so she was curious at Milton's reaction.
The movie was about a teenage boy spending summer in a small coastal city.
The movie contains lots of nudity, nothing explicit.
Just some shirtless boys, skinny dipping and one interesting scene in the bathroom.
Helen couldn't wait for Milton's reactions.
So she waited and occasionally glanced at him.
Luckily the movie was really brightly lit.
So Milton's body was illuminated by light from the screen.
He didn't notice it as he was focused on the movie.
Occasionally he wanted to sip from soda and some popcorn.
Which Helen gladly gives him.
When the skinny dipping scene started, Helen decided to mess with Milton.
In the middle of it she asked sternly.
“Are you playing with yourself, Milton?”
“I, I that is not..” he started stuttering, startled by her accusation.
Helen knows he is just trying to cover, but she continues in her play.
“Honey, stop touching yourself. Put your arms on the armrest!”
Helen commanded and Milton reluctantly obeyed.
“Good.” Helen said with a nicer tone.
When Milton's hands stopped shielding his modesty.
As she expected, he was aroused. His penis started to grow, and she guessed he was halfway to full boner.
Soon the main scene arrived.
Helen looked at Milton, his hands still at the armrest.
His bare body illuminated by the light from the screen.
His eyes were glued to the scene. He almost didn't breathe.
Mesmerized he watched as the boy in the movie was striped in bathroom by older women.
Who prepered bath for him.
And when the older women took the boy underwear off and patted his butt.
Miltons penis twitched, he was lost.
”Perfect, as i thought, we will have so much fun together.” Helen thought.
When the movie ended and the end titles started rolling.
Helen stood and said “let's go, honey.”
Then she started walking to the exit.
Milton, frightened, rushed after her.
He even forgot to cover himself.
She was standing by the door, arms crossed.
“Before we go we need to handle one thing.”
Helen said and looked at Milton's boner.
That reminded him he is naked and not covering.
He tried to hide his erection, unsuccessfully.
In a soft state he was small, but erect.
Milton had a problem covering his erection with both hands.
Helen could see the head of his penis peeking from under his palm.
”Definitely a grower. Helen thought.
“I can't, it will go down, I just need time.”
“But we don't have time, lamb. And you can't go around with a tent on your shirt. What would people think?”
Helen said and took a step closer.
“I can help you, do you want my help?” She asked with a raspy voice.
Milton gulped and then nodded.
“Perfect, put your hands on the door.” She instructed him.
When Milton did it, he felt how Helen put his legs slightly apart.
“You look exquisite.”
Helen whispered to his ear.
He tried to say something, but his voice failed when Helens palm enveloped his erect penis.
“OH yes, nice and hard.” She continued whispering.
And started slowly stroking him.
Milton moaned and trembled.
It was the first time someone else touched his penis.
He prays that he will not come prematurely.
After two storks, Helen put her other hand on Milton's buttcheek.
Gently squeezed it, and started playing with it.
Milton was in heaven, he never felt so good.
He didn't even care that he was being masturbated in the cinema. And could be caught.
Helen's hands felt so good.
As she stroked his penis she simultaneously played with his butt.
“So did you like the movie?” Helen asked.
Milton noded and grunted.
Helen stopped stroking him and moved her finger over the length of his penis. From top to bottom and back.
She felt precum on Milton's mushroom and smeared it with her fingers.
“Use words, lamb.”
Helen said as she continued to stimulate the tip of his excited cock. And to punctuate her words she slapped his butt.
“Yes” gasped Milton.
Satisfied with his answer Helen resumed the storking.
“Any particular scene, you liked? And don't lie to me. I am holding your lie detector”
She asked after a few storks and squeezed off his buttcheek.
Again waiting for his answer, she played with his mushroom.
Which leaked precum like a broken faucet.
”OH you are close” Helen taught.
“That bathroom scene.” Managed Milton said.
Helen giggled and felt as his penis twitched.
She continued with the storking, and it took only three more storks for Milton to come.
He grunted and flexed his butt.
“There there, good boy cum for Helen.”
She whispered and gently milked him.
After the last drop of cum fell from the tip of his penis to ground Helen takes her hands from him.
Milton put his head on the door catching his breath.
He didn't notice Helen took a photo of him.
She slapped his butt and said “Time to go, hands up.”
Milton did as he was told without complaining.
He was drained physically and emotionally.
Helen put the shirt back on.
Second after the shirt covered him the door opened.
And the cashier girl came in, holding a trash bag and mop.
She was going to clean the hall.
She almost saw Milton naked butt again.
“Did you like the movie?” she asked.
Helen answered first.
“It was nice, especially some scenes.”
She winked.
“It was good.”
Managed to say Milton avoiding both women's eyes.
Helen again changed knowing look with Emily and then she led Milton out.

Note: The movie scene describet in this chapter is real scene from movie Été 89, it is wery nice ENM moment.

[Trundle]

Really enjoying this so far.

Always love stories where a nice shy innocent boy is manipulated out of his clothes by mischievous women.

Looking forward to more chapters hopefully!

[Qwerto1232]

I am glad you like it. I already have planed next two chapters but, they will not be published as fast as first two.
Right now I working on two separet stories simultaneously. So it may took week or two to complet next chapter.

[tim409]

Really enjoying this so far.

Always love stories where a nice shy innocent boy is manipulated out of his clothes by mischievous women.

Looking forward to more chapters hopefully!

Too bad the girl did not catch her with her hand on his dick, she could have enjoyed helping her and am sure she would have loved to have helped him cum too.

[Qwerto1232]

Really enjoying this so far.

Always love stories where a nice shy innocent boy is manipulated out of his clothes by mischievous women.

Looking forward to more chapters hopefully!

Too bad the girl did not catch her with her hand on his dick, she could have enjoyed helping her and am sure she would have loved to have helped him cum too.

Don't worry she will have her chance. In next chapters, cashier Emily will be back. Not in the thirt or four chapter but she will be back.

[NudeBaG]

This really is great and fresh

[Qwerto1232]

Part.3

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 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 wouldn't complain if they 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.

[Qwerto1232]

Part.4

After all what happened to Milton during the day he fell asleep in a moment.
Wilde dreams filled his unconscious mind.
Wilde erotic dreams.
He was moaning and trembling from the dreams all night.

When he finally woke up, he didn't feel rested.
He looked around his hotel room, and his eyes ended at his morning erection.
For a second he was surprised that he was naked.
But then he remembered he didn't have strength to put some PJ on, last night.
It was a strange feeling, sleeping naked, he thought about it.

Knock on the door interrupted his thoughts.
He slightly panicked, a brief look at the clock told him it was ten.
He quickly looked around looking for some clothes.
Someone knocked again.
“Coming,” yeled Milton in panic.
He approached the door and opened it, just slightly.
He hid his naked body behind them, showing only his head.
In the hall was standing one of the hotel maids.
She was older maybee same age as Helen.
Noticed Milton.
Next to her was a cart full of cleaning products.
”Damn, I forgot to put the Do not disturb sign on the door.”
He realized quickly.
“Good morning,” the maid said, “you got mail. I bring it to you so you don't need to go down. Besides, I need to clean your room.”
She explained and pointed at the package laying on top of her cart.
Milton's eyes moved from her to the package and back.
“Can I come in? It will be quick.” The maid said.
And then without a warning she walked in bringing only the package with her.
She pushed the door open, pining Milton at the wall with them.
This shielded his nakedness for a moment.
Milton was shocked by her audacity.
But he was not able to protest.
Maid crossed the small hall and stopped in the main room.
With her back to Milton she quickly checked it.
“You keep it clean,” she said over her shoulder.
“I like that.”
Milton realized he was stuck.
If he close the door she will see him naked.
But if he stayed where he was, she could still see the site of his body.
She will know that he is naked.
The maid resolved his dilemma for him.
She turned around and said,
“No need to hide. I know you are naked. Do you realize how many men try this on us?”
She scolded him.
“It's not like that, I just woke up when you knocked, and I panicked and I don't have anything to put on” started Milton blabing.
Maid raised her eyebrow, but something in his voice must persuade her he is telling the truth.
Because her facial expression softened.
“OH, you sound sincere.” She said with a gentle smile.
She put the package on the bed and approached him.
Milton gripped the door stronger.
“Don't worry, I won't harm you.”
She said when she saw how he was trembling.
Then she closed the door, revealing Milton's naked body to her, he was so shocked he didn't even cover himself.
When the maid saw his stil erect penis.
She grined.
And to his surprise she hugged him.
“I am sorry I accused you of that bad behavior. You look like a good boy.”
She said and her hands roamed his back.
Then she cupped his butt and gently squeezed.
She released him from her embrace and for a few seconds they just stood there.
“As I said, good boy. If you need to clean the room, call the reception and ask for Maria. With me you don't need to hide.”
And then she left the room.
Leting flabbergasted Milton stand there.
“What did she mean he didn't need to hide with her. She couldn't mean he should be naked when she will be cleaning his room. Or could she?

Helen laughed, when the maid she paid to deliver her package to Milton, sent her a message with a description of what happened. The maid thanked her for the opportunity.

When Milton's phone buzzed, he was still standing in the hall of his hotel room.
Still naked, however his erection subsided.
He reached for the phone, and saw a new message from Helen.
Under the picture she sent him yesterday, which was a painful reminder of what transpired in the cinema, was a new message.
“Hope you get my package.” Milton read and looked at the package the maid brought him.
He tore the brown packing paper and the content of the package fell on the bed.
Milton saw a similar shirt to the one he was wearing yesterday.
This had a different color but otherwise was the same.
Same length and it was similarly stretched.
Second thing in the package was a note.
Milton took it with trembling fingers, and read it.
“If you want to spend a day with me. You know what to do. I will be waiting in the hotel lobby.”
Milton looked at the shirt, and back at the note.
Deep down he knew if he was going to do this.
It will determine the direction of his life in this city.

Big smile appeared on Helen's face when the elevator door opened in the hotel lobby.
And revealed a young man wearing a long shirt and probably really short shorts under it.
Because they weren't showing from under the hem of the shirt.
That was what people would think he was wearing looking at him and his outfit.
But Helen knew better.
She knew that the only thing under that shirt was one beautiful naked butt.
And one easily excitable penis.
When Milton noticed her she waited till he approached her.
Still sitong Helen hugged him.
“I am so glad you decided to spend time with me.”
She said, and one her hand disappeared under his shirt.
When Milton felt Helen's hand groping his buttcheek, he nervously looked around the lobby.
Luckily no one paid attention to them.
So he let her and enjoyed the feeling.
But Helen didn't fondle him too long.
After a few seconds she let him go.
“I just needed to check if you are not wearing something you shouldn't. That would be bad.”
She said and stood up.
“You know what happened to bad boys”
“Spanking”
Said Milton almost whispering.
Helen noded, took his hand and led him out.

Outside Milton squinted as the sun blinded him for a second.
It looks like it will be a sunny day.
Helen led him to the parking plot and to her car.
She told him that she wanted to show him around the city.
They were mostly driving around and she was telling him what is what.
As she said to him there will be time for a detailed tour later.
Milton didn't argue, in his state of undress he was glad to be hidden in the car.

As they passed around the construction site for the apartment complex.
Helen slaps her forehead.
“I just remembered, did you start looking for an apartment?”
She asked.
“I wanted to start today, but I overslept and then your package came. And then..”
Milton explained.
“Don't worry, we can do it together. My friend is a realestate agent, the best in town. She will find you something.”
Interrupted Helen and dialed someone.
After one ring the person ár other side picked up.
“Helen, how are you?” Echoed from the speaker.
“Good, good. Listen Thelma, a friend of mine is looking for an apartment. Can you help us.” asked Helen.
“You lucky bitch, one of my clients just canceled his viewing at the last minute.
Sending you an address.”
“Perfect see ya.” Helen said and hung up.

According to GPS they were fifteen minutes away from Thelma's address.
“Can we stop for some clothes first?”
Asked Milton when he watched on the display as they approached the destination.
Prospect of being seen in his shirt by another woman makes him anxious.
“Don't worry, lamb. II will be ok.”
Helen said and put her hand on his knee.

When they arrived.
Thelma was waiting for them, standing on the porch of a small house.
Helen parked in front of it, and helped Milton from the car.
With her hands on his shoulders she led him to Thelma.
“Thelma, this is my friend Milton. Milton Thelma.”
Thelma looked him over, her eyes stopped at the hem of his shirt.
Then she looked at Helen as she suddenly understood something.
“Milton, as the Milton from yesterday.”
Helen noded with a mischievous smile.
After a few seconds of silence.
Thelma opened the door and invited them inside.