My dick was only halfway into her bowels as she was already moaning. When my dick started to hit that first curve in her cavern, she had her first body rocking orgasm.
“OHHHHHHH! FUCK!” She gasped, pushing back into me and bottoming out in a smooth motion. “God! That feels so good!” She ground into me as I pulled back then slammed into her backdoor. “Pound me!” She begged. “Take my ass!”
I happily complied. Her hershey highway was pleasure lane for my dick. Her orgasms weren’t just making her body rock, but making it spasm and clench on my dick. I grabbed a hold of her flaring hips and used them for more leverage and started pushing deeper into her, squishing into her ass to get as deep in her insides as I could.
“Oh, Fuck that is deep!” She moaned, pushed to orgasm yet again.
I could feel my climax building as her sphincter kissed the base of my cock. I decided to try and squeeze in another orgasm for Courtney, and I reached around her and began stroking her clit as I plowed her ass, and since this position pulled me down, I started kissing her upper back. I could tell this drove her nuts and her next climax built as quickly as mine was. She shuddered with another orgasm, her ass clenching on my dick, pushing me over the edge, and I emptied my balls into her ass.
“FUUUUUUUUUUUUUUuuuuuuuuuuuuuuuck!” She gasped, orgasming and feeling me squirt sperm into her lower body.
She went and emptied my sperm into the bathroom and I redressed. She walked out, naked, on the flight, and laughed. “I am never going to get used to how good it feels fucking in the sky.” She pulled on her clothes and we cuddled.
About halfway through the flight, there was a knock on the cockpit door and a furiously blushing Corrine came out, needing to use the restroom.
“It’s okay, we’re done.” Courtney assured her.
“Oh, good…. Robert made it clear he was okay with whatever you two did, and I didn’t want to get in the way.” Corrine laughed, her face flush.
“Go ahead, use the restroom, and since we’re done, you don’t have to worry anymore. I couldn’t go again right now if I wanted to.” Courtney laughed.
Corrine laughed, blushing harder. “It… it sounded like you were enjoying yourself.”
“Oh, I was. But I can only enjoy so much.” Courtney assured her.
I could tell that I was getting desensitized, because I wasn’t even embarrassed by Courtney talking openly about me fucking her ass sore. I was kinda okay with it, though, as it meant I was more comfortable not only fucking Courtney, but having her father and their staff aware of it. I guess since I planned on marrying her, that was a good place to be.
After a minute, Courtney nudged me, then motioned her head toward the bathroom. The sounds were faint, but Corinne was masterbating in there.
“Too bad she is happily married, otherwise you might get a harem girl for when we visit the house.” Courtney teased.
“You wouldn’t condemn a girl to waiting for the few opportunities to fuck when we visit?” I laughed.
“We’re going to need staff at the harem house too.” She teased. “You could have one of the serving girls you could fuck.”
“I don’t think so.” I told my girlfriend, “I don’t want to have that kind of imbalance of power with my girls.”
“You think you don’t with the other girls?” Courtney asked.
“They are all graduating with good degrees. They have solid careers they can follow. If one of the serving girls gets fired, I don’t know if they’d be okay.” I told her.
“I suppose that’s fair. But the thought of you flipping up the maids skirt and fucking her is hot.” Courtney laughed.
“Not gonna argue, but it has to be role play, not actual roles.” I told her.
“Lame.” Courtney laughed, “But I see where you are coming from.”
Corinne came out, saw that we knew, and rushed to the cockpit blushing.
The rest of the flight went smoothly. There was a limo with our new chauffeur, so after we landed, we got a ride to our old house, where Brittany, Khloe, and Suki were waiting, along with a moving crew. It only took about an hour to tell them everything that we wanted moved to the new place, since this was still going to be a house we’d have as a fallback for private getaways with the various girls. Then we all got back in the limo and rode to the new house.
Our new chauffeur, Dana, came highly recommended by Clarence, she was a young chauffeur, but was actually certified as both a driver and as a bodyguard for Courtney. I’d met her for a little bit at Courtney’s dad’s house. She was only a little bit taller than Courtney, but had a number of MMA fights under her belt, as well as having a concealed carry permit and had several awards from firearm competitions. She had an apartment nearby where she and her husband would be living. He was a software engineer and worked remotely. Being a college town, we had just gotten fiber internet, so he was happy to be working nearby. We had offered them a room in the ‘sorority house’, but she had informed me that she knew what was going to be happening in at least one of the other rooms, and she’d rather do that herself at a safe distance from her employer.
Brittany, Khloe, Suki, and I walked into our new house, our jaws hanging open. This place was massive. It was obvious that it had just been touched up and cleaned. It was immaculate. It had a nice open living space just inside the door with stairs leading to the upper hallways and doors to the lower hallways. There were large doors leading to the main hall. It was a very Victorian inspired building, but converted to modern ideas, turning open entryways into lounge spaces, and dance halls into study spaces and entertainment spaces.
There were things that clearly showed that while the inspiration was Victorian, the building was modern. The swimming facilities and theater were absolutely modern. The wiring, internet setup, ports, and lighting also betrayed the modern nature of the building. The Gym and lockers were modern as well.
Courtney and I found our cars in the garage, and finally got to see them. They were as nice as I could have hoped. Courtney was happy to finally have a ‘normal’ car. The cars were pretty luxurious for a normal car, but when I learned all of her previous cars had been sports cars or limousines that a chauffeur drove for her, I understood.
“Probably wait for the snow to melt first.” I told her, “When was the last time you drove?”
“Well, I totaled my last car the year before I came to the university, so like 3 years ago.” Courtney told me.
“How did you total it?” I asked.
“Well, mo… Brooke and I got into another fight, and I was angry. I went driving faster than I should and ended up crashing into a support pillar of an overpass…” Courtney recalled.
“Oh my god! Were you hurt?” I asked.
“Well, I had a broken arm and a broken leg, but other than that I was fine. Just bruises.” Courtney dismissed.
“Broken arm and leg with serious bruising? Sounds serious to me.” I retorted.
Courtney sighed, “That’s what daddy said. Hence, I haven’t had a car until now. Apparently, he thinks I’m stable enough to drive myself now.”
I looked at her confused, “But… with your allowance being thousands of dollars per week, why didn’t you just buy yourself a car?”
Courtney looked at me like I’d grown a new head, “You can just… do that?”
“Um, yeah. How do you think other people do it?” I asked her.
Brittany, Khloe, and Suki were trying hard not to laugh and for the most part succeeding.
“I… I…” Courtney stuttered, “I’d never thought about it. Daddy just gave me cars. I hadn’t even considered buying MYSELF a car. Where would you buy a car?”
“At an auto dealership.” I informed her, “I’ll show you someday.”
At this point the movers showed up with our stuff. Mostly stuff from the game room. The bedrooms stayed and so did the kitchen, so the game room came. We’d thought about bringing stuff from the gym, but Dana has told us the new gym was fully furnished.
The girls all started picking out rooms, and Courtney volunteered our new cars to help them move.
Khloe and Suki happily accepted, but Brittany said she could take care of her move herself. I could tell she was embarrassed, probably about either her apartment or her roommates. I decided not to push the issue, glad to be getting her out of whatever the situation was. That made it convenient, since Khloe and Suki were roommates we could just go get their stuff and bring it back.
Brittany had an old car, and took it to her place to get her stuff.
We packed up, Courtney and Khloe in Courtney’s car, Suki and I in mine, and we headed to their dorm. Luckily, the mid afternoon during Christmas break, parking was plentiful. The beds stayed, as did the dressers, so mostly we packed up their clothes, books and other supplies, and in about an hour and a half, they were out. There were two more roommates who’d be returning and staying after Christmas, and since spaces were rented on a room by room basis, the managers would just find new tenants to fill their spaces.
“We should really clean up the place before we leave.” Khloe lamented.
Courtney looked around, “Fuck cleaning this, if you get fined for not cleaning, I’ll pay the fines.”
Khloe shook her head, “Having money is so nice. Fuck this place then, let’s get out of here then.”
We got back to the house and it was surreal, walking into our new house. It felt a little empty, all these rooms, far more than we needed for the eight girls in the harem and me. It made me wonder just how big Courtney planned on the harem becoming. We moved all of Khloe’s and Suki’s belongings into their own private rooms.
Brittany was back before us, and helped us move Khloe’s and Suki’s stuff into their rooms. Which I thought was odd. Then I realized, Brittany might have had another motivation in disregarding our help, she didn’t want us seeing how little she actually had to move. The only way she could have packed up her stuff on her own, moved it, and unpacked faster than us is if she didn’t have much stuff.
I pulled Brittany aside, “You okay?”
“Why wouldn’t I be?” She asked, smiling, but the smile didn’t reach her eyes.
“Look, we all know you have been struggling, and with the amount of time it took you to move, you can’t have had much you moved. Do you have everything you need?” I asked her.
She looked around concerned, then pulled me to the room she had claimed, pulled me inside and closed the door.
The rooms all were set up with a desk for studying, a dresser, a King bed, a couple of comfortable chairs, a walk-in closet, and a private bathroom.
“What are you talking about?” Brittany asked after shutting the door behind us.