Once we were airborne, Mary turned to me, “Is it true you have a harem of girls you’re having sex with?” She demanded.
“Um… yeah. It isn’t a forced thing, everyone joins willingly, and all current members must approve new members. New members must be virgins and STD free, with a test to show it, and you have to promise to be loyal to the harem, and leave if you decide to pursue another guy,” I replied awkwardly, I’d known Mary since she was four, so this was a touch awkward.
“What are the rules about having babies?” Mary demanded.
“Well, both me and the girl wanting to have a baby would have to agree on it, and I don’t want to be fathering children before I’m out of college. But Courtney and I have talked about it, and we’d be fine with it. We’d put my name on the birth certificate and set up a trust fund for Child support and for the kid once they become of age once we were sure the child is being born,” I told her, “So until me and the mother are graduated, I have to insist my girls are on birth control or we don’t have vaginal sex.”
Mary seemed grumped. “Damn it. I wanted in now. That means I have to wait at least a week to get on birth control and who knows how long to get tested,” She glared at Courtney, “Then I’ll show you what a really devoted girl, one worthy of being your wife, will do for you.”
“Hold on there,” I told her, “Courtney is my girlfriend, and she’s the one I’m marrying. If you have issues with her, we’re gonna have to work those out before we even consider you for the harem.”
“Thanks, Tom, but I think me and Sarah can handle this once we arrive,” Courtney assured me.
Mary ignored her, “Cindy says you have the best dick ever! Can I see it?”
“Not until you’ve worked things out with Courtney and joined the harem,” I was taking a hard line with her, I didn’t want her causing problems in the harem.
The flight continued roughly the same, Mary trying to convince me to make an exception for her, and me and Courtney, and eventually Cindy, telling her no.
“Honestly, Mary, you’re being a bit of a needy bitch,” Cindy finally told her. “You’re not gonna win Tom over this way, and you’re honestly probably just gonna get kicked out of the house and have to find your own place, during the pandemic.”
That shut her up, but she did flash her panties at me once when she could do it without the other girls seeing. Honestly, that didn’t help her case either, as they where heart covered granny panties. With the amount of lingerie I’d seen, it just made me wonder if she was mature enough to be having sex.
Dana picked us up in the limo and we had plenty of space for us and the luggage. We’d had to get a stretch limo, as the safe limit of passengers in the normal limo was 12, and that was packing us in tight. Dana had let it slide for a while with lap riders and such, but finally she had insisted. The new stretch could hold up to 25 people, and I hoped our harem never got that big. But for just us, the normal limo was fine.
Once we got inside, a few staff members took Cindy’s and Mary’s bags to their rooms and Sarah invited the girls into her office. Courtney had gotten a few staff members from her father’s retainers. She had hand picked them and they were all girls that were honestly on board with the harem. They didn’t want to join, which was good, because I didn’t want any of our employees feeling like their jobs depended on having sex with me, but they were fine blatantly seeing harem activities. Seeing Debbie walking around nude didn’t bother them, nor did me fucking the girls wherever and whenever I pleased. One of the girls had even cleaned around us as I fucked Tamora in her maid outfit one day, only giving me a wink to acknowledge the moaning girl with my dick buried in her pussy.
I’d asked her about it later, and she admitted she was a lesbian and while she wasn’t attracted to me, she wondered if it was just her lack of good interactions with men, so she was using me to get used to the idea of men and penises. Most of the other girls on staff were less social and were slowly befriending the harem girls they were being paid to serve. A few were nervous virgins who appreciated the idea of getting used to sex being around them before they found a man, but the polyamorous nature of the harem was not what they wanted.
Sarah interviewed our new residents. Mary first with Courtney in the room, then Cindy alone. After the meetings with Sarah, the whole harem gathered with the new girls.
“Okay, so Cindy is happy to join the harem, and with Khloe’s legal counsel that should be fine. We knew about that, and everyone is okay with it. Correct?” Sarah affirmed and everyone nodded. “Mary… honestly she worries me,” Mary’s face fell. “I propose a probationary period of one month for her to prove she can coexist peacefully with the other members before she is allowed full entrance to the harem and the associated privileges with Tom.” Mary had made a little bit of a stink when she got here and all the girls agreed to the probationary period.
“A month?!” Mary moaned, “I have to wait a month?”
“A month IF YOU’RE GOOD,” Sarah emphasized. “If you can prove you can meld with the harem faster, we can always adjust, but we are being generous. We know you have feelings for Tom, so we are giving you consideration when normally I wouldn’t have even told you about the harem.” She glanced at Cindy, who shrunk in her chair. “If you can’t prove you can peacefully coexist in the harem with ALL current members in a month, you’ll be given until the semester starts to find new living arrangements.”
“But-” Mary started, but Brittany cut her off.
“No ‘buts’ there is a vaccine being distributed, so the pandemic shouldn’t last much longer. You’ll be able to find housing. We’re being more than reasonable,” Brittany explained.
“Do you accept our decision? You could just choose to live elsewhere,” Courtney demanded.
Mary struggled for a moment, then slumped. “Yeah, I’ll accept it.”
Courtney smiled, “I’m hoping you’ll learn to get along with everyone and we can all live together happily. One month isn’t too long. Most of us waited two years after graduation before getting together with Tom.”
Mary sulked for a minute, “So what CAN I do with Tom while I’m on probation?”
“Well, we all generally eat together, but Tom often takes girls out to dinners, or lunches in the park. You can go on dates with him. We are all welcome to wear as much or little as we want, so I suppose you could walk around naked if you wanted to, Debbie does. And you can watch him have sex with the other girls, maybe get ideas for what to do with him once you get through probation,” Courtney told Mary, “And you are welcome to come with all of us to my family’s summer house in New Jersey. There is a private beach, pools, tennis, bowling, and a gym all without living on the property. Our beach is a private cove and there will probably be lots of nudity and sex.”
Mary was devastated, “And I just have to sit there and watch?”
“We can go back once you are off probation. We were only going for two weeks, with Brittany will be flying out every Thursday night and flying back every Sunday, so she can work her shifts at her clinic,” Courtney explained, “You are welcome to head back with her anytime she’s coming back, or come out with her later if you want.”
Brittany shrugged, “Work is work.”
“No, I want to be there,” Mary assured everyone, “How can I… prove myself… if I’m not there?”
“Okay. Oh, one other thing. Everyone needs to be nice to the staff. Especially you, Ali,” Courtney informed the girls.
“Why single me out?” Ali whined.
“Because I haven’t had the staff complaining about anyone else calling the staff their ‘bitches’ and pushing them around,” Courtney retorted sharply. “Of all the girls in the harem, you’d be the one I’d feel least bad about keeping in the harem, but making you live elsewhere.”
“Fair enough,” Ali conceded, “I’ll treat them nicer.”
“Why’s that?” Mary asked, confused. “Why wouldn’t Courtney feel bad kicking Ali out?”
Sarah smiled, “Ali’s family is almost as rich as Courtney’s. And while Ali has been cut off by her family and no longer receives an allowance like Courtney, she does have access to her trust fund. So both of them are fine financially. The housing was to help with socializing, accessing Tom for harem privileges, and helping, financially, the members of the harem less financially fortunate.”
Mary’s eyes widened, “You’re both how rich?”
Ali shrugged, “I think I have like two hundred million dollars in my trust fund.”
I smiled, when Courtney and I had finally checked on her trust fund it turns out her estimate of $100-$150 million dollars had been off. She had just over $550 million in her trust fund.
Mary seemed to relapse into herself and I could tell she was thinking hard.
Discussion continued and it was settled everyone but Brittany would head out the following day, on Monday.
“Now, since everyone here is at least a probationary member of the harem, and everyone knows about it… can we go back to relaxed harem rules?” Debbie prodded.
“Yes, clothes are optional,” Courtney laughed and Debbie shed everything and Tamora ran off to wear one of her skimpy outfits. She still favored the slutty french maid, but she also liked a few outfits like her slutty secretary, or her “sex slave” outfit. Her slave outfit was black leather crotchless panties, and a couple’s leather bra.
When Tamora came back wearing her maid outfit and sat nearby. “Master, I’m pleased to be able to serve you once again.”
“Thank you, slut,” I told her happily, groping her thigh, “I will be sure to make use of your services later. Be sure to pack for our trip. I’d hate to have to punish you for poor preparation.”
“As my master wishes,” Tamora bowed, then scampered off to pack.
Mary was increasingly slumped in her chair, and I worried she was getting depressed. The girls slowly dispersed until it was just Courtney, Cindy, and Mary, though I could see Sarah’s shadow as she waited outside the door to listen.
“… I never stood a chance… did i?” Mary asked tearfully.
“What do you mean?” I asked.
“I wanted to be your first,” Mary cried quietly. “I wanted to marry you and have your kids. Be your only one. But then Cindy said you and Nikki were doing it, and I didn’t want to believe it. Then she said she saw you and Courtney do it, and I’d lost that, but I told myself I could win you back, you’d be my first and we’d be together… but… I’m not rich, I’m not hot, I’m not special. I’m not going to replace Courtney.”
“Well, you aren’t replacing Courtney, but that doesn’t mean you aren’t special or attractive,” I consoled her.
“And you can look at the bright side,” Courtney informed her, “most girls, once their crush is committed, have to deal with the fact that they can never be together. You get the chance to still be with Tom. You can still live together, still have sex, still have children, the only thing you won’t get is a wedding and a marriage certificate. And if the government’s approval is all you sought, your love of Tom was superficial at best. Or was he just a prize to parade in front of your family in a Tuxedo while you got to wear a princess dress?”