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Chapter 7
by qwertpoint
What's next?
Another apartment.
Fourth day started similarly as the previous two.
Milton woke up around ten.
Looking at his morning wood painfully reminded him of the promise he gave Helen.
He managed the situation by taking a cold shower.
When he was drying, someone knocked.
Milton put the towel around his waist and opened the door.
No one was there.
He looked around but the corridor was deserted.
Then he look down.
And there it was, a package in brown paper.
He took it inside, pretty sure what was in it.
And he was right.
After he opened it, another long stretched shirt fell on his bed.
”Where did she always find these things?” wondered Milton.
There was a note too.
“At 11:00, wait in front of the hotel.”
Nothing more, not even a signature.
Which wasn't necessary, he knew who sent it.
10:55, Milton stood next to the main entrance to his hotel.
Nervously looking at people walking around.
Some of them give him strange looks.
Thanks to his outfit.
He was again in a public place, wearing only a long shirt. Reaching just under his butt.
Together with the shoes, it was all he was wearing.
To avoid people's eyes staring at him, he was looking down.
Which caused him to look at the hem of his shirt.
Which he nervously played with.
Car stopped next to the sidewalk, catching his attention.
It was Helen's car.
Milton approached it slightly faster as he should, the sudden movement made his shirt revealing his buttcheeks.
He quickly covers it with his hands.
Blushing, he was trying to open the car door, but they were locked.
“Hy sweetcheeks,” greet him Helen. Leaning to him from behind the wheel.
“Can I go in?” Asked Milton anxiously.
“Of course, but first I need to check if your outfit is as it should be.”
She smiled at him.
Waiting for him to prove that he is not wearing underwear.
Milton looked at her with pleading eyes.
But her expression didn't change.
So he looked around, and still blushing quickly lifted the front of his shirt.
Revealing his soft penis and balls to Helen's eyes.
And maybe the side of his tights to some lucky bystanders.
Helen was satisfied and opened the door.
“Where are we going? Asked Milton when the car moved.
“Thelma found the perfect flat for you. We are going to meet her.”
Informed him Helen and as before, her hand ended on his knee.
The place was part of the new apartment complex.
As they approached it, Milton noticed they were near the edge of the city.
At last he thought they were.
Judging by the forest he could see behind the complex.
Helen parked at a surprisingly empty parklot.
When they were walking to the complex, it felt strangely empty.
“According to Thelam, the complex has only a few tenants so far.
I think she mentioned that in your block you would be first.”
Helen said as they walked through the nice Iron gate.
The apartment block was in rectangle shape.
Inside was a big community yard; it looks like every apartment had access to it.
“Look, there is even a pool,” Helen pointed at an arrow showing a way to the pool.”
Milton gulped, remembering his experience in Helens pool a few days prior.
“Here we are, number.5.”
Helen stopped in the corner of the building.
“Thelma told me she will be a little late. But the key should be in the lockbox. We can go inside and look around.”
After she found the key they entered the apartment.
“Lamb, you know what to do.” Helen said with her eyes on Milton's shirt.
He sighed and took it off.
Looking around him where to hang it.
“Here, I will hold it for you.”
Helen said when she noticed his look.
He obediently gave her his only pieces of clothes.
And with a bad feeling in his stomach, watched as she put it into her purse.
Helens phone interrupted his dejavu.
She took it and listened for a few seconds.
“Understood, on my way.”
“Honey, I need to go now. Wait here for Thelma, when you finish here she will drive you to my house.”
Helen said, kissed him on the forehead and same as in the bathroom in the cinema. She was gone and with her his only piece of clothing.
Milton found himself again in almost the same situation.
He was alone, naked, without a phone in an empty room.
He had no way of contacting Thelma.
So he just waited, praying that she would arrive soon.
To kill time he started to look around the apartment.
Before he went into another room, he took his shoes off.
He didn't want to drag dirt on the new carpets.
Now he was really naked.
When he stepped into the kitchen, he saw that it was connected to the living room.
Similarly as in that previous place he saw.
This one however, looked bigger.
Or just appeared bigger, because there was no furniture.
From the living room led one door into a small yard.
He carefully looked through the glass door.
The neighbor's had the yard too, between them there was no fence, or privacy screen.
So until he built some, he couldn't go out naked.
”Why would I ever do that” Milton wondered.
Second door led to a bedroom, through a big window he could see the yard again.
To his surprise there was a bed already.
With mattress and bed sheets, no pillows.
It looked brand new.
Milton touched it and pushed, testing the mattress softness.
The he sit.
Wondering how long until Thelma arrives.
His thoughts were interrupted by the sound of the door opening.
”She is here” he thought.
He didn't know what got into him, but he decided to have some fun.
Maybe it was the state of arousal he was in.
Milton jumped on the bed, at all four. His butt facing the door, with his knees apart.
First thing that Thelma would see, when she enters, would be his balls, hard penis and even his butt hole.
Milton giggled, when he heard the door behind him open.
“WHAT THE FUCK IS THIS??” some strange raspy voice asked.
Milton looked over his shoulder, in the door wasn't standing Thelma.
But some frightening strong women.
She was glaring at him with an angry expression.
He was so shocked he didn't move.
Showing this angry woman all his private places.
“ARE YOU DEAF, ANSWER ME!!” She yeled with that raspy voice.
Approaching the bed, her imposant statue towering over the scared naked boy.
Milton was so scared he couldn't answer.
The woman took Milton's arm and surprisingly easily dragged him on his feet.
Standing side to side, Milton saw she was a head taller.
“LET'S GO PERV, I WILL DEAL WITH YOU IN MY PLACE.”
She said and started to drag him outside. She doesn't even let him put shoes on.
When the door behind them closed with a loud click, Milton realized he was separated from his shoes.
The woman was walking in the direction to the opposite corner of the building. Dragging Milton with her.
He thanked God that the complex was empty, so nobody could see his walk of shame.
They ended in a similar apartment, but this one was fully lived in.
Inside she led him into a corner.
“HANDS BEHIND YOUR HEAD!”
She commanded, and delivered a sharp slap on his buttcheek when she tought he didn't move fast enough.
“DON'T MOVE!” She hissed.
If she wanted to say something more, she didn't get a chance.
Because her phone started to ring.
“I just wanted to call you. You won't believe what I found in one of the apartments.” The woman said when she picked up her phone.
Then there was a few seconds of silence.
Probably the person who was calling was answering the question.
“How the hell did you know that.? Is this some sort of joke?.”
Finally the women talked again, followed by another few seconds of silence.
“Well that's something.” the unknown woman continued in her phone call.
“In my apartment.”
“Yes he had.”
“Wait.”
Milton tried to catch another side of the conversation, but all he could hear was movements of the women behind him.
And some strange familiar snapping sound.
“Done, sended. Send me the address.” The woman said and ended the call.
“You can turn around, Milton.”
He exhaled when he heard his name. She must talk with someone who knows him.
Maybee Thelma or Helen.
He slowly turned, and started to put his hands down.
“Ee, hands stay behind your head.” The women hissed.
Milton, now facing her, could see that the anger expression was gone.
“So you are not a pervert.” She said, and before Milton could say something in his defense, she continued.
“At last, not that kind I tought.”
She said and watched as Milton's penis started to erect.
When he was fully hard she said.
“Ok, lets go.”
“Wwhere?” Wanted Milton know.
“You will see.” It was the only answer he got from her.
After that they leave her apartment.
She instructed him to walk in front of her.
That way, she could watch his buttcheeks flexing with each step.
They walked behind the building into a small parking lot.
With only one car.
She opened it and they both went in.
During the drive went silent.
Milton was still slightly scared, which caused his erection to fade.
His mood changed when he recognized the neighborhood.
They headed to Helen house.
After the woman parked in front of Helen's haus, she stepped out and went around the car.
She opened Milton's door and just said in a commanding manner.
“Follow me.”
Milton walked behind her to Helen's front door.
When they reached it, the woman said over her shoulder.
“Stay there.”
And she pushed the doorbell.
Because of the woman's strong frame, Milton was completely covered by her.
When Helen opened the door all she could see was the women.
“Can I help you?” Milton hears Helen ask.
“I am Barbara, I work as the manager In south apartment complex. Today I found something that belongs to you.”
“Nice to meet you Barbara, what did you find?” Asked Helen.
Instead of answering Barbara, just step aside.
Revealing naked Milton standing behind her, blushing and trembling.
When Helen saw him she smiled and said.
“O, yes. This one belongs to me.”
Barbara chuckled.
“Please come inside, you must tell me what happend.”
Helen said and invited Barbara inside. Milton followed her, when he walked over Helen she leaned to him and whispered.
“I hope you weren't a bad boy. You know what happened to bad boys.”
Milton gulped.
“Go and make us a coffee.” Helen said and with a slap on the butt sended him to the kitchen.
She and Barbara sit in the living room.
And Barbara started to explain what happened.
Milton could hear every other sentence.
“Imagine my shock when I opened that door and the first thing I saw was a pink asshole and a pair of balls.”
He heard Barbara say.
“OH my” reacted Helen, and Barbara continued.
Next thing Milton could hear was: “Marsh him naked to my apartment.”
“Thelma called.”
When he brings the coffee into the living room. Barbara finished her talk and asked.
“So If I may ask? What is the deal here?”
Helen waited til Milton put the cups in front of them, and then she gestured to him to stand next to her chair.
When he did it, her hand immediately couped his buttcheek.
Barbara smiled when she saw it and he blushed even more.
After one squeez Helen started to explain what happened from the second she saw him fall on the floor in the cinema and soiled his clothes.
As she was talking, her hand gently played with his cheek.
Squeez, fondel, gentl pat.
Keeping him on edge.
Milton could just stand there looking down avoiding Barbar's eyes.
When Helen gets to the part when she makes him cum in the cinema.
Milton looked up and met eyes with smirking Barbara.
She started looking down.
Milton followed her gaze, which ended on his hard throbbing penis.
His hands jerked as he almost covered himself.
Helen continued her talk when she finished her hand stay on Milton's butt.
Possessively couping his cheek.
“Wow, that was incredible. “ said Barbara “I hope Milton will move into that apartment. It will be great to have such a good obedient boy so close.”
“Of course if you will be ok with it?” Barbara aske Helen.
Milton wanted to say something but he realized she wasn't asking him.
Helen laughed “OH not at all, we can discuss this later.”
“Yea I took enough of your time.” Said Barbara and started to stand.
“Before you go, I think you could help Milton with his problem.”
Helen said, and with one finger pushed Milton's erection down and let it spring up.
Milton moaned.
“Really can I?” Asked Barbara with disbelief.
Helen just noded.
“Come here, aunt Barb will make you feel good.”
Said Barbara with her raspy voice and stretched her hands in front of her.
Milton looked at Helen, who just smiled and nodded slightly.
Milton slowly started to walk, his penis pointing to Barbara.
When he was in her reach, she swiftly grabbed his hips with both of her hands and easily turned him around.
Then she sat him into her lap.
“Damn you handled him like a small child. You must be strong.”
Reacted Helen.
“I train regularly, an old habit from my army career.”
Barbara explained as she positioned Milton in her lap.
His legs were held apart by Barbar's legs.
With one of her hand she put Milton's hands behind his head and held them there.
She pushed him slightly back so he was leaning into the chair.
And she could look at him from the side.
It wasn't the most comfortable position but that doesn't matter now.
With her one free hand Barbara started to explore his exposed skin.
First his collarbone from there she circled his niples and continued down to his belly button.
Milton started breathing deeply.
Waiting for her to finally touch his penis.
But Barbara was taking the time.
She circled around his belly button.
And watch how his penis started to twitch.
“OH, someone is excited,” Barbara whispered into his ear.
Another twitch.
Barbara put her hand over Milton's mushroom, but she didn't touch it.
Her fingers stop one centimeter from it.
Milton moved his hips up, in an attempt to touch Barbara's fingers.
But she expected it and moved her hand outside his reach.
Poor horny Milton tried it a couple of times.
Moving his hips up and down up and down.
But the hand always avoided him.
“Someone is needy.” Said Barbara smiling and exchanged looks with Helen.
“Please, “said Milton quietly, “make me cum. I need to cum.”
He almost whispered, eyes closed, blushing.
“Well if you ask so nicely.”
Said Barbara and firmly grabbed his throbbing penis.
Pleasurable moan escaped Milton's lips, when Barbara started to stroke him.
Moans, whimpers and deep breaths filled the room.
“That's a good boy.” whispered Barbara into Milton's ear and licked it.
Simultaneously she smeared precum on his mushroom.
“Cum for aunt Barbara. “
“Ahaah”
Milton moaned as his balls raised up, his butt clenched and ropes of cum flyed on the glass coffee table in front of them.
“OH wow, that is a big load. When were the last time you masturbated?”
Asked surprised Barbara.
“Two days ago.” Answered her question Helen.
Barbara node with appreciation.
After his climax calmed, Milton put his head on Barbara's shoulder, she moved his legs together and turned him to the side, so he was seated in her lap as a child.
Then she cuddled with him for a few minutes.
Until he fell asleep.
What's next?
Under the shirt
Milton's cfnm adventure.
After accident with food in cinema. Milton ends wearing only a long shirt bearly covering his butt. And started his relationship with Helen, older women who likes to embarrass cute young men.
- Tags
- Cfnm, Spanking, Oon, Older women, Naked, Humiliation, Submissive, Older woman, Naked man, Public, Masturbation, Embarrassed
Updated on Nov 8, 2024
by qwertpoint
Created on Oct 10, 2024
by qwertpoint
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