Hilda's Hookers
Copyright© 2023 by Dionysos
Chapter 4: Milly’s First Client
Erotica Sex Story: Chapter 4: Milly’s First Client - Milly was a sexy 14-year-old who attended St Hilda’s grammar school along with her latest boyfriend, Luca who was 3 years older and had something of a reputation. His uncle had suggested he start a business providing the services of young girls to wealthy clients who were members of his exclusive gentlemen’s club. Milly joined Luca in setting up the new venture which she named Hilda’s Hookers.
Caution: This Erotica Sex Story contains strong sexual content, including mt/ft Ma/ft Consensual School Incest Daughter Niece Group Sex Interracial Black Male Black Female White Female Oriental Female Oral Sex Public Sex Prostitution
Luca was waiting outside as usual to pick up Milly. He was surprised to see her dressed for the disco. Once she had got in the car, flashing her knickers at him and given him a kiss, he was pleased to see that she was not wearing any makeup.
“I thought we said school uniform?” he questioned.
“How would I explain to Mum that I was going out on a date dressed in school uniform?” Milly laughed. “It’s in my bag silly.”
“Sorry, but It would be difficult for you to change at my house too. My parents would want to know why we were going out with you in school uniform.” He had obviously not thought this through.
“No problem” she said. “I can change in the car when we get to the car park!”
They arrived at his house a few minutes later. Luca introduced Milly to his Mum who explained that her father was working at his restaurant. Luca left Milly talking to his Mum while he went to get drinks. His Mum had already opened a bottle of prosecco, so Luca poured two more glasses, took them into the lounge and handed one to Milly. They chatted and had a second glass until it was time to leave. Luca and Milly took their empty glasses into the kitchen where she said quietly “Luca, I’m nervous.”
He took a small tube out of his pocket and shook out a pill. He grabbed a knife and cut the pill in half, offering one to Milly. “This will help you relax.”
“What is it?” she asked.
“Half an ‘E’ will help you have fun” he explained. “It will help you relax, lose your inhibitions and make you feel sexy.”
She decided half would be OK, even a half made her really randy. She took it with the glass of water he had poured, and they were soon on the way to the hotel.
Luca parked in a poorly lit corner of the underground car park and turned off the engine. Milly giggled as she took her dress off, leaving her in just her brief white cotton panties. He could not help but kiss her on her mouth and nipples.
“You can fuck me later” she laughed.
“In the car park?” he teased.
“Maybe! Now let me get dressed for my date.”
Milly had purposely found an old white blouse which was too tight for her to wear at school as her growing breasts caused it to gape between the buttons. She had also pulled out a short skirt which was now much too far above her knees, since her legs had grown, to pass the uniform rules. She put them on together with short white socks and black buckle shoes. She put her hair into a ponytail and put her blazer on as she got out of the car.
“Wow! You look so sexy!” he exclaimed. “Can I take a photo?”
“If you promise not to share it” she replied, putting one finger to her lips with a shocked expression as if someone had just suggested something naughty. She pushed one knee forward and held her hand over her pussy, defensively.
He took a few photos from different angles. “I can’t believe how hot you look Milly!”
She giggled, the pill having now made her relax. It also made her feel flirty, randy and even more of an exhibitionist than usual. She felt great!
He led her to the lift and pressed the button. While they waited, he was looking at her and said “Mr Jameson is such a lucky guy!”
She grinned “You jealous?”
He grinned back but had to admit it “Yes, very!”
In the lift she kissed him and whispered “Don’t forget, it’s only you I love.”
“I love only you too” he whispered, “except maybe your cousin just a bit” he added teasing.
She laughed “OK, and maybe your brother, just a bit too!”
They kissed again as the doors were opening at the correct floor, then walked down the corridor to room 331. She gave him a quick peck and said “Shoo!” as she knocked on the door. He disappeared down the corridor as the door opened. A big smile appeared on the guy’s face when he saw her. He was in his late 30’s, handsome and in great shape. She was his fantasy.
“Mr Jameson sir, I’m Milly. I guess you were expecting me.”
“Please come in Milly” he said. “I was expecting a girl, yes, but not one as pretty as you.”
He led her to the sofa. “Please take your blazer off and sit down. Can I get you a drink Milly?”
“Just a soft drink please Sir, Mummy and Daddy don’t allow me to drink yet” she replied sweetly.
He got them both drinks and sat down next to her. “Tell me Milly, how old are you?”
“Just 14 Sir” she replied.
“Do you have a boyfriend Milly?”
“There is this boy I like, but I’m not allowed to date yet”.
“What do you let him do?”
She looked shocked, then lowered her head. “He kisses me and stuff.”
He leant forward, put his hand behind her head and kissed her.
“What stuff Milly?”
After a pause, she answered “He undoes my blouse and feels my titties.”
Mr Jameson took off her tie and undid the buttons on her blouse. He pulled the sides apart to reveal her small but nicely rounded tits with pointy aroused nipples. He started fondling first one breast and then the other.
“Does that feel nice?” he asked.
“Yes, but it’s even better when he sucks them too!” she replied.
He smiled and sucked them, grazing her nipples with his teeth. She moaned and put her hand behind his head to pull him closer.
After a while with her moaning and starting to squirm about, he leaned back and asked “Does he do anything else?”
“He slides his hand up my skirt and lifts it up to so he can see my panties.”
He did the same as his hand brushed over her pussy in the process, making her gasp.
“What does he do next?”
“Well, he gets me so excited I sometimes let him take my panties off”.
He hooked a finger into either side of the waistband and started to slide them down. She hesitated at first, but then lifted her hips to help him.
He stared at her swollen labia and little bush. “And then?”
“He carries on sucking my titties but starts rubbing me down there. Then, when my pussy lips have opened for him, he shoves two fingers in and out my little hole while rubbing his thumb on my nubbin.”
Mr Jameson did the same and soon brought her to a squealing orgasm. He kept up his stimulation of her young body then asked. “Does he stop there?”
“No No, I’m usually so excited by this time, we finish taking our clothes off and fuck like bunny rabbits!”
He stripped both of them and lay her down on the sofa and then put on a condom. She stared at his rampant cock closing in on her pussy.
“Sir it’s so big, it won’t fit in my little hole” she exclaimed.
“You have got more juices flowing out of your hot little cunt than I’ve ever seen!” he exclaimed. “With so much lubrication, I think it will fit nicely.”
He rubbed his cock up and down between her pussy lips as she squirmed about beneath him. He then thrust it into her in a single movement, taking her breath away as he bottomed out. She yelped as his pubis squashed her clit and soon he was fucking her wildly with his balls slapping against her bum. She was thrusting her hips up each time he rammed into her, and it was not long before she announced her first orgasm with a loud squeal. He slowed down a little, but not much and soon she felt a second orgasm starting deep within her body. The second orgasm was followed by a third which seemed to last forever until she felt his ball sack tighten and his sperm shooting up his cock to give her yet another orgasm, her spasming cunt seemingly unable to stop.
As they were recovering, Milly said “Just Wow! My boyfriend never got me to orgasm four times before shooting in me!”
He laughed “That was the best fuck I ever had!”
“You’ve made me all hot and sweaty!” Milly said grinning. “Could I get a quick shower please?”
“You could” he replied, grinning, “but I’d rather you joined me in the hot tub!”
Her smile widened “That would be lovely!”
They were soon in the hot tub with the water jets caressing their bodies. She snuggled up to him as he put his arm around her.
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