Hilda's Hookers
Copyright© 2023 by Dionysos
Chapter 7: Saturday
Erotica Sex Story: Chapter 7: Saturday - 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
Gerry and Tony were woken the next morning by the sun streaming into the bedroom as they had forgotten to draw the curtains and shutters.
“I love your messy hair look in the morning, you’re beautiful!” Tony exclaimed.
“I’m a wreck” Gerry replied, but couldn’t help smiling as he was obviously infatuated with her anyway.
“OK, a beautiful wreck!” he corrected, then, concerned asked “I’m sorry Gerry, I never asked if I needed to use condoms, but I assumed you were on the pill.”
“I’m not, but there’s no way I wanted my first time without being able to feel your naked cock in me, shooting sperm up my cunt. It would have spoiled the amazing feeling inside me.”
He looked worried and she laughed “I’m right between my periods so I’m sure I’ll be pregnant, maybe even twins!”
He realised she was winding him up. “I’ll take you to get a morning after pill.”
“Already got one!” she laughed.
He grabbed her, put her over his knee and slapped her bare bottom. “That’s what I do to little teases!” he exclaimed.
“Again!” she asked. “I like it!”
He slapped her again, aware that it was turning him on too, so he bent her over the bed and fucked her from behind, with her giggling until just before her orgasm hit.
Afterwards she said “I’m sweaty and sticky with your sperm, champagne and ice-cream all over me. How about a jacuzzi?”
“Great idea!” he replied.
After watching each other use the bathroom, they went downstairs, still naked, holding hands and into the gym to find that the other two couples had beaten them. They joined their naked friends.
The girls made a big fuss of Gerry.
“Was he good to you Gerry?” Charley asked with a smile.
“I could not have asked for a better first time!” Gerry exclaimed. “It was amazing! Tony was amazing!”
“No regrets then?” Milly asked with a grin.
“Only that I didn’t meet Tony a couple of years ago and got him to fuck the living daylights out of me then!” Gerry replied.
“I guess you’re going to let him fuck you again?” Luca teased.
“He’d better, otherwise I’ll stalk him and make his life a misery until he does” she replied.
When they all started to look like prunes, they reluctantly got out and dried off before going into the kitchen, all dressed in just towels, to get a large cooked breakfast.
As Gerry put it “Sex makes me ravenous!”
“And sticky!” Milly added.
Charley passed each of the girls a couple of pieces of kitchen roll as they had to keep wiping the spunk which was sliding down their inner thighs.
After breakfast they all went into the lounge, still dressed with just their towels around their waists, to discuss their plans for the evening. Charley and Marco said they wanted to go out for a meal and asked if anyone wanted to join them. Tony looked at Gerry who smiled back indicating that she would like to go too.
“We’d like to join you for dinner” Tony replied, “and my parents will not be back until after midnight, so you could come back to mine and, if you’re not too full, we could have a swim in the pool.”
“Thanks, I’d like that” Charley said, “but the swim sounds too chilly for me.”
Tony laughed. “It’s indoors and it’s heated.”
“Won’t you come too Milly?” Gerry asked.
“I’m sure I will!” she replied, grinning, “but me and Luca have other plans.”
Gerry looked puzzled “What are you planning?”
“Gerry’s going to find out sooner or later, so maybe you’d better explain” Charley suggested. “She’s a big girl now.”
“I suppose you’re right, but it is embarrassing” Milly agreed. “Come into the kitchen Gerry and I’ll fill you in.”
“You don’t have a cock!” Luca laughed.
“You can borrow my dildo!” Charley added.
Milly just gave them both the finger as she walked out of the lounge with Gerry. They got a drink and sat together on bar stools.
“Luca started a new venture, and I became his partner” Milly started and then went on to explain everything. Gerry was interested but did not look too shocked.
“So, I’ve got a couple of clients to see tonight, and Luca is driving me and one of the other girls” Milly said. “That’s why we can’t join you for dinner.”
“Why do you do it?” Gerry asked.
“Well, unlike my rich cousin, I’m poor” Milly explained. “My Dad was living with my Mum, and he left when I was two months old. Charley is really good to me and I get all her hand-me-down clothes and stuff but I won’t accept any of the money she offers, although she insists on buying me expensive presents.”
“Sorry, I didn’t realise. You always wear nice clothes and the perfume you wear is expensive, so I never thought” Gerry explained.
“Well, I’m fed up with being poor and I want to go to uni, maybe Oxford or Cambridge. I could get a student loan and start my working life with a 50,000 debt, but I don’t want too” Milly explained.
“Would your grades be good enough for a top uni?” Gerry asked, a little surprised.
“I’m a year ahead and I get straight A’s” Milly replied.
“Wow! I’m a year ahead too, but I’m not that good!” Gerry replied. “Isn’t it risky and how do you feel about fucking random older men for money?”
“Because we only have clients who are members of the club, it’s fairly safe and the ones I have been with so far have been really nice. I don’t have a Dad, so I guess that’s why I’m attracted to older guys too.”
“Don’t you have a conscience about helping them cheat on their wives?”
“Not really, if it wasn’t me, they’d find another girl to cheat with. There’s one client, who told me I was saving his marriage!” Milly laughed.
“How come?” Gerry asked, confused.
“Well, his wife has gone off sex. It seems to be quite common when they get to around 40. Anyway, he has a teen daughter who teases him something rotten, flashing her naked tits, bum and pussy at every opportunity. So he gets really horny, which is where I come in. He had thought of leaving his wife and finding another woman, but he loves her and his daughter and thinks she would be devastated.” Milly explained.
“Oh fuck!” Gerry exclaimed. “What’s his name?”
“Well if I knew his real name, I couldn’t tell you, but he says he’s Mr Jameson and I know that’s not his real name.” Milly answered.
“Only, it sounded like our family and I feel awful ‘cos I do tease him rotten. I thought he liked it.” Gerry explained. “Anyway, our name isn’t Jameson, it’s Fitzgerald as you know. Are all your girls poor?”
“Mostly, but there are a couple of rich ones who do it for thrills, because it’s so naughty” Milly said. “I’m recruiting at the moment. Are you interested?”
“I couldn’t! At least not yet. I only lost my virginity last night!” Gerry exclaimed. “But there are a couple of girls from school who might be. There’s Julia, whose father is Nigerian and her mother is English. She’s real pretty. Then there’s Yoko who’s from Thailand. As you would expect, she’s tiny and super pretty, but a bit flat-chested. I know they are both having trouble paying school fees. They both live in town too. Do you want me to ask?”
“We now have two blondes and two brunettes, so a black girl and an Asian one would be perfect!” Milly exclaimed. “But be super careful and swear them to secrecy. We don’t want to start any rumours.”
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