Courtney had a way of taking what shouldn’t have even been an option and making it seem reasonable. Why was I even considering fucking my sister? It would be incest. It would be wrong. Wouldn’t it? I decided to worry about that later, after all, if Cindy didn’t choose the university I was going to, it would be irrelevant. With all the schools out there, what were the odds she’d choose my school and get in? That meant it was probably irrelevant anyway. The pictures meant nothing, physical interactions would be a thought for another day.
We ate and halfway through the meal, Robert returned.
“How were your friends?” Courtney asked.
“Warren and Tim were great. They empathized with me on the situation with Brooke. But they agreed it was the best course of action. My lawyer has heard from Brookes, and they are going to try to overturn the prenuptial agreement, but he doesn’t think that it will fly. Especially with the hard evidence we have of medical fraud that Brooke committed.” Robert informed us.
“Wait, Warren Buffet and Tim Cook?” I asked.
“Yeah, we’ve been friends for years.” He told me.
“Wow, the circles you run in have deep pockets.” I laughed.
He shrugged, “Once you have a certain amount of money, it stops really meaning anything. Though we do almost feel it is a moral obligation to make more, because otherwise our wealth isn’t being used to help others by investing and being used to support others.”
“Wait, what do you mean?” I asked.
“You think I have billions of dollars just sitting in the bank? No. No billionaire just has their money sitting there. It is all invested. And investment just means letting people use the money, and if they make money your money grows.” Robert told me. “If the wealthy didn’t invest, most of the businesses in the world could never get going. And every time a business fails, the wealthy people who support it suffer. So wealthy people just want the world to be a better place, and want everyone to grow and be more wealthy, the richer the world gets, the better it is for everyone.”
“I’ll have to remember that. It kinda puts the ‘eat the rich’ people in a different light. They are kinda biting the hand that feeds them, aren’t they?” I asked.
“Oh, that’s an oversimplification. There are still greedy rich people who want to get more than their fair share, they try to squeeze the money out of their investments. And the government is full of them. So while the notion is correct, the target is often wrong. Many of the politicians chanting those slogans are taking money out of the system without putting anything back. Those are the ones that should be hated. At least in my personal opinion.” Robert stated grouchily. “But that’s a discussion for a day other than Christmas. I hope the ham is still warm.”
We ate and relaxed.
“You know, Brooke may have had other reasons for it, but I think the swim she was suggesting yesterday sounds great. A relaxing dip sounds great.” Robert mused, “Would you two care to join me?”
“Sure, daddy.” Courtney exclaimed.
“I’d be happy to.” I told him.
Courtney and I walked to our rooms.
“Do you think daddy would be mad at one of my skimpier bikinis?” Courtney asked with a laugh.
“You know the man far better than I do.” I informed her.
“Fine, I won’t poke the bear.” She laughed.
Minutes later we exited our rooms, me in my swim trunks, her wearing an appealing, but not overly sexual bikini. We both had our towels and with Courtney to guide me, we arrived at the swimming pool quickly. Robert was already swimming laps. He poked his head up when we came in. “Hop in!” He encouraged us.
Courtney dipped her toes, “Water always seems so cold. It’s so hard to get in, but once I am in, it always is better.”
“Then maybe I should help you in.” I told her with a grin.
“What?” Courtney gasped, looking at me.
I scooped her up, and flailing and squeaking, I walked to the edge of the pool and jumped in, Courtney still in my arms.
“EAP!” Courtney squeaked, just before the water took us both.
I emerged laughing, Robert laughing with me. Courtney rose to the surface of the water, sputtering, “I didn’t mean I needed help getting in!”
“Well, you are in and it hasn’t been 20 minutes yet, so I think you man helped you out.” Robert laughed.
“Seemed like the easy solution for me.” I told her.
Courtney responded by pushing me underwater.
We played around and I learned Robert enjoyed water polo, and after some time, we got a volleyball and played in the waist deep water, seeing how many volleys we could get it. Our best run was 32 volleys, and we all groaned when the ball hit the water after I hit a skewed ball.
“Oh, man. I don’t do that enough.” Robert laughed, “Need to cool down in the hot tub before I call it a night.”
We hopped in the hot tub, and Robert looked at us cuddling.
“You really think I have a chance at remarrying?” He asked.
“Of course!” I told him. “You may not be a young buck, but you are still healthy and take care of yourself. You are still a total catch. I’ll help you set up your dating profile in the morning.”
He appreciated that.
“So, Sunshine, is your young buck satisfactory in bed?” He laughed.
“DADDY!” She gasped.
“Oh, please. Sunshine, I know what you guys are doing. Does the stud make you cum?” He laughed.
Courtney lifted her chin, “He averages about 12 orgasms per sex session, and that is with only getting 2 during our quickies.” She proudly declared. She might have been exaggerating my performance, but not by much.
“Wow, Stud. I guess that name fits better than I thought. I guess if my Sunshine is going to be enjoying sex, it should be such amazing sex…. I may have to ask you for tips. Brooke wasn’t exactly… excited… to explore sex with me. So maybe a new woman will let me broaden my horizons?” Robert chuckled.
“Who knows, I think any woman who can land you has gotten quite the catch.” I told him.
We called it a night.
In the morning, at breakfast, I got Robert set up on two dating websites, and a dating app. All of them were for older men seeking to re-enter the dating scene. Immediately, he had a dozen matches and I showed him how to look for red flags on profiles, but that still left him with two people to chat with.
“This is great!” He laughed, “But I think I will wait for my divorce and annulment to go through before I start reaching out or answering messages.”
Then he got an email.
“Sanders…. I hate it when my vacations get cut short. I am going to have to leave tonight. I understand if you want to get back and set up your sorority house earlier. I’ll keep you two in the loop on everything, and I will hope to see more of you. Maybe I’ll come visit you this summer.” He laughed.
“I don’t know, having a virile available man in a sorority house, other than Tom, sounds dangerous.” Courtney teased. “After all, the girls know the rules with Tom. I would hate to have a new mother younger than I am.”
“I’ll keep that in mind.” Robert laughed.
Courtney had one of the staff members let Martin know that if Robert was going to be leaving we’d head back. The staff had packed up our Christmas and would get it loaded onto the plane for us. Robert told us the cars he’d gotten for us were already at our new Sorority house. A moving crew was going to help us move what we wanted from our old house to the Sorority house.
Clarence bid us farewell.
“I never would have guessed that the young master could have helped us get rid of the Master’s unfortunate partner. You have proved even better than I had hoped for, I pray you continue to exceed my expectations.” Clarence told me, respectfully shaking my hand.
He let us fly home alone.
The acceptance I had received from the staff and Courtney’s family gave me hope. That and the fact that Courtney now knew and accepted that I had been her blackmailer had made this a very productive trip for me.
“Have a fun flight you two.” Martin said, laughing as he and a slightly blushing Corinne closed themselves into the cockpit.
Courtney laughed as we strapped down. “That will make this easy, I wanted to try mile high anal on the way home. I wanted to see how different it is.”
When we reached cruising altitude, Courtney wasted no time, stripping nude and pulling my pants down. She sucked my dick to get me fully erect, not that I needed it with her fully nude on the flight, then pulled a small tube of lube out of her purse and lubed up my cock. She bent over the couch-like seat and presented her asshole to me.
“Show me what anal is like a mile high.” She instructed me, spreading her ass for me.
“Damn, you know you have an ass to die for, right?” I told her.
“Your flattery is noted and appreciated, but unnecessary. I already want you in me.” She laughed.
I pressed the head of my penis into her pucker, and lubed as it was, my ass opened to swallow my cock. I remembered not long ago when she had struggled to take the same penis in the same hole.
“Oh, fuck.” She moaned. “It feels so amazing taking your dick in me. Usually, I don’t notice a difference until the orgasm hits, but damn, this feels amazing.” She gasped.