Hilda's Hookers
Copyright© 2023 by Dionysos
Chapter 8: New Recruits
Erotica Sex Story: Chapter 8: New Recruits - 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
On Monday after school, Milly took Gerry to the clinic to get her fixed up with a prescription for birth control pills. They went into the pharmacy next door to buy them and got her some morning after pills to last until the regular ones became effective. Milly got a selection of fun condoms, mostly ribbed, studded and brightly coloured ones, for use with clients.
The next day after school she had the opportunity to try them out with a new client. Luca drove her to the hotel as usual and she was soon in room 331 with Mr. Green, a smartly dressed guy in his mid 40’s who had left work early to meet her. He welcomed her with a big smile and she returned it with her shy, innocent virgin look. He got her a drink and sat on the sofa, asking her to strip for him. She found her favourite stripping music on her iPhone – Je t’aime, sung by Jane Birkin and Serge Gainsbourg – and started a slow sensual dance. She was down to just her white cotton schoolgirl panties when she danced over to him and whispered “Would you like to take my knickers off Daddy?”
He had been concentrating on her jiggling tits, but looked up with a smile and then slowly slid her panties down to first expose her curly black bush and then her swollen labia. Doing a striptease always got her horny, especially when the recipient’s cock started to bulge in his pants like Mr. Green’s was now doing.
Naked, she sat down on his lap and asked “What would you like to do with me now, Daddy?” adding “You can do anything you want!”
He answered with just a smile and started feeling her breasts as she unbuttoned his shirt and unzipped his trousers. He stood up and she helped him take the rest of his clothes off. She noticed that his cock was on the small size, so she reached over and took a ribbed condom out of her blazer pocket before he led her to the bed.
He sucked her pussy to get her nicely aroused then she slid the ribbed condom over his cock. He was soon pumping away into her hot, wet cunt. The sensation of the ribs massaging inside her soon pushed her over the edge into her first orgasm. It was not massive, but nice nevertheless. It also spurred him on to fuck her harder. She had a couple more increasingly pleasant orgasms before he came.
They chatted for a while then, when he started getting frisky again, she went to get a studded condom to try this time. It was a different sensation but equally good and it helped her get three more orgasms before he came.
As they were recovering, he said “Those condoms seem to bring you off a lot, I’ll have to try them with my wife, it might get her more interested in sex.”
They chatted some more and when it was time to leave, she noticed him putting a couple of extra notes in the envelope before he gave it too her. She gave him a quick kiss and was soon kissing her boyfriend in the car.
“How was it?” Luca asked, as he always did.
“OK and his cock looked a bit small, so I tried out the new ribbed and studded condoms and Wow!” she laughed.
“Maybe I should try them” Luca said.
“You don’t need them with you big naked cock, but if you take it easy, we could try one” Milly offered.
Within ten minutes he was dropping her off at home and she started her homework while eating her dinner.
On Wednesday after school, Luca took Sandy to the hotel to meet a client while Milly went to meet Gerry’s potential new recruits from St, Virginia’s. Milly arrived at the coffee shop first, but it was not long before Julia and Yoko arrived together. The coffee shop was too busy to talk, so they went across the road, into the park and sat on a bench.
Both new girls seemed very enthusiastic and Gerry had obviously given them a good understanding of how Hilda’s Hookers worked.
“Are you both OK talking about private things with three of us together?” Milly asked. “Remember, this is a strictly private conversation and you have to promise not to tell anyone.”
“OK with me and I promise” Yoko replied.
“Same for me” Julia added.
“OK. When did you lose your virginities girls?” Milly asked.
“A couple of years ago” Julia replied with a grin.
“At last year’s Halloween party!” Yoko replied, her smile showing that she was reliving the experience.
“Would either of you rule anything out?” Milly asked.
“I like anal sometimes, but I don’t want any guy hurting me, except maybe slapping my bum!” Julia said.
“I tried anal, but my bum hole is just too small and it hurt like hell for a week” Yoko replied. “I love my bottom being slapped, but I wouldn’t like to be really hurt either.”
“Hurting our girls is strictly forbidden, although there are no guarantees” Milly explained. “But if you report violence, not only will we ban him for life but the club will too and that’s made perfectly clear to them.”
“Please be honest” Milly asked “Are you wanting to do this ‘cos you need the money and secretly dreading having to have sex with older men?”
“Obviously, the money is the main reason” Julia replied, “but I like having sex with older men. At least they don’t usually come in seconds and leave you frustrated!”
“I’ve only had sex with older men, two of them” Yoko said. “My first was my uncle and the latest is a teacher at school, who I’m still having an affair with.”
“Shit Yoko!” Julia exclaimed. “You look like a totally innocent 12-year-old.”
Milly laughed, knowing that some of their clients would be turned on by a seemingly pre-teen girl.”
“Gerry said we normally meet clients at a hotel. Obviously, I can’t ask my Mum to drop me off” Yoko said. “Is it difficult to get to?”
“Either my boyfriend, who is our boss will drive you and take you home after or maybe his brother or cousin” Milly explained.
“That would be really good” Yoko said.
“Yes, it would” Julia replied, then asked tentatively “Can we talk about money?”
“Of course” Milly laughed. “We want to be very open about it. We charge the client 500 an hour. We split it in half. We provide the clients who are all vetted, the admin, the hotel room and your transport. Obviously, you keep the tips which so far have been very generous. I guess it depends on how you satisfy the guy!”
Both girls looked amazed and Yoko exclaimed “So for two hours a week, I would make at least 500! That would soon pay my school fees.”
“And mine!” Julia said. “When do we have to work?”
“More than half our clients so far have wanted to meet up right after school. They leave work early and afterwards they get home at their usual time. So we’d need to know when you have after school activities. Friday and Saturday evenings are popular too, but we know you need a social life, so if you could just keep one of them free, we can work around it.” Milly explained, then asked “So, what do you think?”
“I’m in!” Julia said enthusiastically.
“Me too!” Yoko said.
They swapped contact details but Milly said to just use WhatsApp as it was encrypted, except in emergency and just use christian names. Then they hugged and went their separate ways.
On Thursday at lunch with Charley and Luca, Milly was feeling pretty pleased with herself when she gave Luca the new girl’s details.
“Well done Milly and I’ve got you a last-minute booking for after school this afternoon with your favourite black guy!” Luca said.
“Oh fuck!” Milly replied. “My Mum has arranged to leave work early and she made an appointment for her and me with the head to discuss my options for next year. Sorry Luca, I forgot to tell you.”
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