Under the shirt.

[Trundle]

Really loving this so far.

Wasn't sure how you'd manage to continue the story in a believable enough way after their cinema "date" ended but you managed to do it seamlessly. I love how Helen is able to manipulate Milton into doing what she wants, and she's got plenty of women on her side to help her too it looks like.

Cannot wait for the next update!

[NudeBaG]

Still going strong here

[Qwerto1232]

Thanks for the comments. It's good to see that people like my work. It feels great to see comments and not just likes. Keeping the story within some believable limits is difficult, but I think I've succeeded so far. Chapter 5 is already written, I will post it maybe by the end of the week. Right now I'm working on chapter 6. I already have an idea of ​​what will happen in chapters 7 and 8.

[Qwerto1232]

Part.5

Three people entered the entrance hall of the house.
Two older women, one dressed in a professionally looking pants suit.
Second one, in a blouse and skirt.
And the young man with them was wearing only a long shirt reaching just under his butt.
Which was lucky because he had nothing under it.

“Can we start?” Thelma asked and stood next to the kitchen counter.
From there, she could see the living room and small entry hall.
Where stood Helen with Milton.
Helen was standing behind him, her hands on his shoulders.
As if she tried to keep him in place.
“Please do” Helen noded.

“As you can see, the entry hall is connected right to the kitchen and living room. From where we can go into the bedroom and into the bathroom.”
Thelma started describing the house. Pointing at doors on opposite sides.
House is thirty years old and was completely renovated five years ago. The door next to you leads into a small wardrobe.
Nothing interesting there.”
Finished Thelma her speech.
“I would like to see it.” Helen said with a spark in her eyes.
She opened the door, and behind them really was a small empty closet.
She studied it as if it was the most interesting thing in the world.
“I don't know if this will be enough for Milton's clothes.”
She said with a concerned voice.
Thelma wanted to argue that it is not the only one in the house.
But Helen stopped her with a strange stare.
”What was she doing?” Thelma thought.
“Milton, honey,” Helen said, and turned him to face her.
“We need to test if this wardrobe is adequate for your clothes. Please put your shirt there.”
Milton, perplexed, looked at Helen.
She was looking at him with a gentle smile.
“Let me help you. Hands up!” She commanded, and he did it; he had no other choice.
Helen exchanged looks with Thelma.
Who was now looking at Milton's back.
And with curiosity watched as Helen started to lift his shirt.
Agonizingly slowly the hem moved up.
And from under it started peking that sweet spot where thighs meet butt.
Then the curves of Milton's buttcheeks.
Thelma's eyes almost fell from the sockets from surprise.
When she realized that the boy was not wearing underwear.
And, as the hem of the shirt moved higher.
The most beautiful butt pops into Thelma view.
Then his back and shoulders, and soon the shirt was off.
Thelma watches it all with an open mount.
When Helen put the shirt on the hanger. And closed the wardrobe.
Thelma thought.
”Damn she wasn't lying. What she told me yesterday was true.”
Naked proof of it, was standing not even two meters from her.
With his hands still above his head.
As if he wanted to give Thelma an unobstructed view of his naked body.

“You can put your hands down.”
Said Helen gently.
Milton did as he was told, he knew Helen will probably disaprove.
But he couldn't help, and covered his crotch.
To his surprise, Helen slightly nodded.
Which confused him, so far she was pretty adamant about covering.
He had a bad feeling about it.
He was sure that he would pay for this small dose of modesty later.
And it will be embarrassing for him.

“Can we see the bedroom?” Helen asked instead of scolding Milton about covering himself.
Then she turned him around, so he was facing Thelma
Who was, stil mesmerized by his naked body.
Now her gaze fell to his crotch covered by his hands.
After a few seconds she got her composure back, and pointed at the door on the left.
“Milton, can you go first?” Thelma asked.
“Be a good boy,” whispered Helen into his ear and with a gentle pat on his left buttcheek, sent him walking.

Step by step he approached the door.
Observed by both women, enjoying the view at his bare body.
When he put his hand on the door handle.
He hesitated, what if there was someone there.
Waiting for him, another woman, or a couple of them.
Just waiting for him to walk in.
He shivered and nervously opened the door.
Nothing happened, the room was empty.
Milton walked in, closely followed by Helen and Thelma.
Milton quickly looked around, to be sure that no one was hiding in corners.
Then he noticed big windows without any blinds.
He could clearly see part of the backyard and the neighbor's house.
He tries to see if someone was looking from the neighbor's house.
But couldn't see anyone, he hoped that no one was watching.

Helen standed behind him, her hands on his shoulder.
As if she wanted to hold him in place, in case he decided to run.
Thelma again started describing the room.
During her speech, one of Helen's hands found its way to Milton's butt.
And started a familiar routine.
Squeez, pat and fondle.
As Helen played with his buttcheek, she casually asked Thelma about the room, backyard, neighbors etc.
Milton didn't pay attention to it, he had another problem.
Helen's hand playing with his butt, started to cause an uprising at his front.
”No, no, no, not here not in front of Thelma.
But it was in vain, his penis quickly became erect.
Which caused another problem.
Milton was barely able to cover his hardon with both hands.
Helen must have noticed his discomfort, because she said.
“I think this is not the right house for Milton.”
Thelma absentmindedly noded.
“You are right, we can wrap this up. And I will try to find another. It is alright with you.”
“Of course,” Helen confirmed and continued.
“Thank you for showing us. In that short notice.”
“Milton it's your turn to thank Thelma.”
“Thank you for showing me this house.”
Milton meekle thanked with eyes glued to the floor.
Thelma steps closer to him and lifts his chin with her tumb.
Their eyes met and she could see utter embarrassment in his eyes.
“I think Thelma deserves better thank you.”
Said Helen and tugged his hands. Revealing his erect penis to them.
Moan escaped Milton's lips, when Thelma's soft palm enveloped his throbbing erection.
His knees trembled.
He could feel Helens foot, moving his legs apart.
So he could have a better stance, and Thelma better access to his balls.
He moaned again and leaned into Helen, when Thelma's other hand cupped his balls.
“Not just a great butt, but the front is juicy too.”
Commented Thelma and exchanged smiles with Helen.
Who nodded as to give Thelma permission to continue.
Helen hugged Milton from back, her hand around the waist, steadying him in place.
And Thelma started stroking him, and cupping his balls.
Simultaneously with her, Helen continued with his butt.
Milton was in heaven again, so many conflicted feelings filled his young mind.
Pleasure, fear, excitement, embarrassment.
Melted in one big wave and washed over his mind.
“OH, these are nice and full.” Commented Thelma and weighted his balls between the storks.
“When was the last time you masturbated?”
Asked Thelma.
It tooks him a few moments to answer.
“Helen, in the cinema.” Managed to say between the moans.
Helen looks impressed.
“Wow, that was almost 24h.” she said.
And this information gives her an idea.
“Milton honey, do you remember the one rule about my house?”
She asked.
Another moment passed since he was able to answer.
“I need to be naked inside.”
“Good,” praised Helen and squeezed his buttcheek.
“There is a new one. From now on, you are prohibited to masturbate. Only I or Thelma or other women can play with your penis. Do you understand?”
“Yesss,” he gasped as Thelma started to play with his precum soaked mushroom.

After that it went fast, he had a powerful orgasm.
His cum flew to the floor in three spurts.
After the last drop, Thelma carefully cleaned the sensitive tip of his penis with paper tissue.
When he catches his breath, Thelma hugged him and thanked for his performance.

Helen drove him back to the hotel. And same as yesterday, she took his shirt off before she allowed him to go into his room.
Inside he took a long warm shower and then collapsed on bed.

[NudeBaG]

Still going strong here.

[Trundle]

Yeah this story keeps getting better and better.

I'm intrigued as to what else Helen can get Milton to do now, she seems to have him completely wrapped around her finger. How far can she push it with him? What would he be willing to do if Helen tells him to?

Cannot wait to find out, I hope things keep escalating.

[Qwerto1232]

Part.6

Milton was laying on the bed, looking at the ceiling, listening to the rain.
He again woke up around ten, and has been thinking since then.
This was only the third day in this city.
And he has already been seen naked by four older women.
Two of them even make him cum in public.
And that wasn't all, he spent a good part of the previous two days.
Wearing only a long shirt without anything under it, or naked.
And somehow he liked it, even if he was embarrassed to the core.
He was getting an erection only thinking about previous days.
Helen told him yesterday she had some plans for today she can't cancel.
So they won't be able to see each other.
Thanks to the bad weather he was stuck in a hotel room.
So he decided to start the day with some pleasurable activity.
But when he touched his hard penis.
He remembered the promise he gave Helen yesterday.
No masturbation.
But how could she know he masturbated?
Reason was telling him she wouldn't.
But the doubt was yelling she would know.
He let his penis go.
”Wait, she didn't say no masturbation at all. She just told me I can do it myself. She explicitly say others can.”
He sat and reached for the hotel phone.
Before he could think about what he was going to do.
His fingers dialed reception.
Under some lame excuse he asked if Maria could come clean his room.

After he hung up and fully realized what he just did.
Milton started panicking.
What if he misunderstood what she told him.
How would he even ask her to do it?
His meltdown was interrupted by the sound of the door opening.
“Housekeeping.”
Maria's voice sounded from the hallway.
From the place when Milton was standing.
He couldn't see into the hallway.
And he couldn't be seen from it.
Which gives him, few seconds to cover, before Maria enters the room.
When she saw him, standing naked in the middle of the room.
Trying to cover his crotch, not entirely successfully.
She could see the bottom of his ball sack, and tip of his penis, poking from under his palms.
She quickly scanned the room, it was clear as it was yesterday.
Cleaning wasn't the main reason he called.
Maria decided to play a little game with him.
It wasn't every day she had a cute naked boy at her disposal.
“We start with bed, be a good boy and bring new bed sheets. They are in my cart.”
She said and looked at him.
Confused expression on his face was priceless.
She came closer to him.
“Chop-chop, this is not the only room I need to clean.”
She said and with a pat on his butt sent him walking.
Milton stumbled, he didn't expect her to be this upfront.
But he still didn't know how to ask her for what he wanted.
So he had no choice but to follow her lead, for now.
When he came into the small hallway he saw she didn't close the door.
If someone were walking around, or if someone opens the door opposite to his he could be seen.
Another problem was, he didn't see the cart.
Maria must have left it at the side of the door, so it wouldn't block the entrance.
With his eyes glued at the door opposite to his room.
And ears trying to catch any suspicious sound.
Milton stopped on the threshold and quickly leaned out of the door.
As he suspected, the cart was on the right side of the door.
Unfortunately it was two meters from them.
This won't be, quick grab and go.
Milton dashed to the cart, grabbed what looked like folded bed sheets.
And with it covering his front, hurries back.
Before he could step inside his door.
He heard the last thing he wanted to hear in his situation.
The door behind him opened, and mans voice said,
“Well that is a nice view.”
Milton frozen in place.
Some men just complimented his butt.
His naked butt.
Milton looked over his shoulder.
And his eyes met with mens.
He looks slightly older than Milton.
Suit he was wearing makes him more mature.
“I, I am sorry,” stuttered utterly confused Milton.
“No need to apologize, like I said. Nice view.”
“T..Thanks.” thanked Milton.
The man smirked, winked at Milton and started walking to the elevator.
His eyes glued at Milton's cheeks.
Until Milton composed himself and closed the door.

“A, here you are,” said Maria when Milton finally returned to his room.
“I tought, you go for a walk, to show that cute butt.”
She teased him.
Milton stil perplexed by his encounter, didn't answer right away.
“Earth to naked boy.” Said Maria in an attempt to get Milton's attention.
“Yes, what?”
Asked Milton with confusion.
Maria took the clean sheet from him, which revealed his erection to her.
“Bed, stripp the sheets.” She commanded.
Milton jumped, and started taking his bedsheets off.
Chores wasn't unknown to him, he was helping his mother around the house since he was little.
He had the bed stripped in a minute.
Which clearly impressed Maria.
“Well someone was raised right,” she flattered him. “I bet your mom would be proud of you if she saw you now.” She tased him.
“Let's see if you can put the clean one on that fast.”
She said and handed him clean sheets.
It didn't go that fast, Milton must jump on the bed on all four to reach some corners.
Which gives Maria a perfect view at the back side of his ballsack, and even his butthole.
As he was kneeling and trying to put the sheets over the matrace.
His penis was dangling under him.
Maria noticed that his foreskin was tugged back, his mushroom glistening with precum.
“Damn he must be horny.” Maria taught and got an idea.
“Wait, stoop!” she yelled.
In the moment when Milton was trying to reach the bed corner. Leaning on his hand with his legs apart and his butt sticking up he froze.
Maria approached him from behind.
Reached between his legs and cleaned his mushroom with a paper tissue.
Milton tremble.
“Now, we don't want to soil these nice clean sheets. That would be bad.”
Maria said and patted his bottom.
“Continue.”
Milton, now anxious about his cum soiling the sheets, was working more carefully.
And slower, which gives Maria more time to enjoy the view.
After he finishes the bed, Mária sends him again to her cart.
This time for the cleaning supplies.
Luckily for Milton this time no one saw him.
Back In the room, Maria was standing next to the small bathroom.
It was so small that she had to watch from the door when Milton started to clean it.
She observed that the muscle on his back flexed when he was trying to reach the ceiling.
His buttcheek flexed as he tiptoed for beter reach.
Last thing to clean was the floor.
Milton again found himself on his knees with his butt facing to Maria.

“You are good at this.” Praised him Maria, when he finished.
“Maybe I should put you to work. Imagine it, helping me clean all the rooms. Wearing only the short apron. I bet our female guests would love it.”
Milton penis twitched.
Maria smiled and started to leave.
“Wait,” said Milton desperately.
“Yes?”
“Can, can you..” started Milton saying. “I need you to help me.”
Managed to said.
“What do you need, honey?” Asked Maria with a gentle voice.
“I, I, I need to come.” He stuttered, not capable of saying directly what he wanted.
“Come where?” asked Maria. “You need to tell me exactly what you need, honey.”
Milton gulped.
“Canyoumasturbateme, plaes” he spit out fast. Blushing like crazy.
“Sorry, I didn't understand. Can you repeat it slowly?”
Said Maria with acted confusion.
“Can you masturbate me, please.” Milton managed to say.
Maria chuckled and stepped close to him.
“Of course, honey. You were a good boy and you clearly need it.”
She said and touched his hard penis and then cupped his full balls.
Her touches caused him to tremble.
He was so close.
“I would love to help you.” Maria said suddenly. “ but I need to go back to work. I spent too much time here.”
With that said, she left the room, leaving Milton standing there. Naked and aroused like never before.

Ping, Helen's phone buzzed as she got a message.
It was from Maria.
“You were right, he called. Poor boy was so embarrassed I got him to clean all his room naked of course, before he managed to ask me to jerk him off.”
Helen answered.
“Relay that must be a sight. I bet he enjoyed the release.”
“Not really, I just tased him and let him be. When I was leaving, he was hard as a steel beam and leaking like a broken faucet.”
Writ Maria.
“You didn't, I bet he started the moment you left the door.”
Answered Helen.
“I don't think so, he could do it right away. But he called me. He is a good boy and he will keep that promise. He is probably taking a cold shower right now. But if you wanted to be sure. There is a device that can assure he will not touch himself.”

[jazzkriss21]

just gets better and better. I hope he doesn't get too comfortable being naked in front of the ladies though.

[Trundle]

Yeah I hope he never gets comfortable with being naked, it should always be highly embarrassing for poor Milton.

Of course it's arousing and on some level he enjoys it sexually but I think he should always be blushing and feeling a sense of humiliation, the last chapter was great as always!

[Qwerto1232]

Thanks for the comments. I try to introduce new charakters so Milton dont get too comfortable. In the next chapter we will meet new one. And in chapter after that too, one of them was mentioned in previous chapters.