Suki was ticking off the new harem members on her fingers, “So that is ten new girls that we’ll meet during the flight or when we land and we’ll have more when we get back from our vacation?”
“Yes, there will be ten staff members at the summer house, and nine more will be waiting for your return. We are still planning on hiring 5 more, for now. There is room for more in the future as well.” Clarence confirmed.
“More?” Cindy asked. “Why would we need more?”
“I know at least one more will be needed, as Tom will need a personal assistant once he graduates, and I don’t know how many more of you will require your own assistants. I also suspect that once you start bearing children, as I understand several of you plan to, we will probably bring nannies or other people to help with the children.” Clarence explained.
I noticed Mary wiggle happily at the mention of bearing children. She wasn’t the only one, either and I began to realize I might be having a LOT of children.
“Also, I have discussed with Miss Courtney the plans for you all bearing children if you desire. I have discussed it with Master Robert, and he is planning on helping with setting up a legal framework to ensure that you all are taken care of, as well as the children, regardless of whether you remain with Master Tom and such separation is possible and easy for everyone should it be your decision. Each of you, regardless of childbearing, will receive a trust fund to ensure you will be okay if you decide to leave. And for each child you bear, the child will receive a trust fund as well, which will ensure your children are taken care of.” Clarence explained.
This was exciting for most of the girls, and I could tell it took a weight off. Clearly, it had been a concern for some of them, regardless of what they said. Brittany may even have shed a tear, which I thought was odd since as a doctor she’d be easily able to provide for herself. Khloe was well on her way to becoming a lawyer, but I could tell the security was nice.
“I won’t need the trust fund.” Ali declared, “And I’ll set up trusts for my children, so they won’t need them from Robert, though I’ll happily accept assistance in setting them up when the time comes.”
Clarence nodded, “Master Robert suspected you’d say that. Are you aware your parents are highly concerned about your safety and well-being.”
Ali’s eyes narrowed, “Yes, and you’d better not have told them anything.”
“Your parents approached Master Robert and were already aware that you’d taken up residence with Master Tom and Miss Courtney. We have told them nothing else, feigning ignorance.” Clarence explained. “I may not understand or agree with your decisions, but they are your decisions, not mine to make.”
Ali relaxed, “Sorry. I’m used to my parents’ servants.” She confessed. “They would have sold me out in a moment.”
Clarence relaxed, “Not all of them. I hope you know that Matthew, Georgia, and Jacqueline are concerned for you and still haven’t told your parents anything. I don’t even know what all they know, but I was able to ascertain that they know something.”
Ali hung her head in shame for the first time in all my time knowing her, “I hope Mom and Dad haven’t sacked them. They deserve better.”
Clarence smiled, “They are still employed, and hoping to be able to serve you once again. May I bear any messages to them the next time I see them?”
Ali looked up suspiciously, “How often do you see them?”
“They come every time your parents visit with Master Robert trying to learn the address of the residence you are staying at. They have quite bothered Master Robert, but he has enjoyed the weekly socialization.” Clarence informed her.
Ali winced. “I’m sorry about that. Yeah, tell them… tell them I have made some good friends… better than I let on to my parents.”
“I will do that.” Clarence acknowledged, “But I believe with that, my delay of your departure may end. Miss Brittany, expect the staff to begin turning over by the end of the week. Martin, Corinne, I leave these young ones in your care. Have a safe flight!”
The door closed, and two young ladies, right around twenty years old, wearing the pantsuits I’d seen many of the serving staff wear at Courtney’s father’s house. They introduced themselves as Bridget and Amy. Bridget had B-cup tits and a tight-looking tiny ass. Bridget had red hair, green eyes, and a slim build. Amy had A-cup tits and a flat ass, but with her girlish form, at 5′ 4″ she looked much younger than I was sure she was, which was a turn-on. Amy had bleached hair, though the beginning of her brown roots were starting to show through, and had piercing blue-gray eyes.
“We’re here to help any way we can,” Bridget said, with a slight Irish accent. Both girls stood at the standard, with respectful attention, feet together and hands at the small of their backs.
Courtney laughed, “You can relax. Clarence talked to you about us, right?”
They let their feet step apart but kept their hands behind their backs. Amy turned her head slightly to address Courtney, “Yes… he told us some things… we weren’t sure how much to believe.”
Courtney smiled, “And what did he say?”
The two girls exchanged a glance. “… Mr. Hughes told us that… all of the young ladies present are allowed… certain privileges with regards to Master Tom… and should we desire it, we could exercise the same privileges,” Bridget explained still with her Irish accent.
Ali giggled, “That’s the most polite way of saying we’re all fucking him and you can too, if you’d like, that I’ve ever heard.”
Amy couldn’t help but stare side-eyed at my crotch, and Bridget glanced at all of the girls.
“Well, let’s get seated so we can get airborne. Then we can get everyone drinks. The fight won’t be too long, so we can probably only get two or three of you into the mile-high club. I’ve already done it, so I’ll share this time.” Courtney laughed and buckled herself into her seat.
Bridget and Amy shared an excited look, then busied about, helping everyone get settled. Once everyone was ready, Bridget took a seat near the front of the plane and Amy informed the pilots we were clear, then buckled into the seat next to Bridget. We took off, and by the time we reached cruising altitude, several of the girls were squirming with horniness and I had a good idea of which girls were planning on joining the mile-high club as soon as possible.
The door to the cockpit opened and Martin stepped out, looking over me and the horde of sexy young ladies in the plane. He grinned, “Well, we are at cruising altitude. Happy fucking, and try not to make too much of a mess.” and he shut the door.
Debbie was naked almost as fast as the other girls undid their seatbelt and Tamora didn’t bother stripping, just launching herself at me. I managed to get to the couch before Debbie and Tamora pulled all my clothes off. Tamora guided my hands to her tits and started french kissing me, while Debbie started sucking my cock and rubbing her tits on my legs. I stuck a hand up Tamora’s skirt to help her with her panties, only to discover she wasn’t wearing any, and groping her tits let me know she wasn’t wearing a bra either, she had planned this.
I glanced over at Amy and Bridget, both girls showed obvious signs of arousal. Amy’s eyes were locked on my cock and her mouth was hanging open as she groped her breast and squeezed her thigh. Bridget was rubbing her crotch and lightly biting her lower lip. I easily believed that both girls would have happily been fucked by me. Amy was mesmerized by my cock as it disappeared into Debbie’s mouth, and part of me wondered what she would do if she saw one of the girls that could actually deepthroat the entire length.
As much fun as watching the horny staff, I tried to keep my attention on the girls I was fucking at the moment. I pulled Tamora’s shirt up and got full access to her tits, I lip locked on her nipple and saw her look back at Debbie and felt Debbie look up at her. An understanding seemed to pass between the two girls, and Debbie led my cock directly into Tamora’s cunt, which she drove down onto my rod, and started grinding and bumping. Debbie hopped up and threw one leg over my head, putting her pussy in prime position to get licked and sucked, which I promptly did, reaching up to grope her tits. I found Tamora licking and sucking on one of Debbie’s tits, so I groped the other breast and followed Tamora’s body to her tits, realizing the girls were sucking each other’s tits as one got her pussy eaten, and the other got my cock in her pussy.
I take pride in my pussy munching skill and it didn’t take long for Debbie’s legs to clench around my head as she came, her juices flowing over my chin.
“Fuck!” Debbie moaned, “That feels amazing!”
I was still building toward a climax inside Tamora’s steaming cunt. Debbie pulled off of my face and started kissing me, rubbing her tits on my arm. I was freed up to grope both of Tamora’s tits, and she rewarded me by moaning and begging for me to fill her with my seed. It didn’t take me long to do so. As I filled her cunt with semen, Tamora got pushed over the edge stiffening up and moaning in time to the spurts of cum hitting her womb.
The rest of the harem started getting in on the action. Courtney pulled Tamora off me and laid her on the floor, diving in to eat my cum out of the other girl’s pussy. Tina got in there and started working my cock to avoid losing the precious erection that most of the girls here wanted deep inside them, which was good because when it came to keeping me erect for an hour-long fuck session, none of the girls were better at that than Tina. Tina succeeded in getting me back to full erection and promptly took it in her pussy.