Chapter Fifteen:

Sir takes Kitten and Slut on vacation.

Two days later, the three of them, Jill, Randi, and Mike, boarded a plane for the Bahamas. They left as snow was in the forecast and headed to where they predicted the temperature to be no colder than 75 degrees.

Once on the plane, and yes in first class, with each woman on each side of Mike, they each ordered a drink, and he had a question to ask them.

“Are either of you a member of the ‘Mile High Club’?”

“No, Sir, I am not.”

Randi responded before Jill asked, “Daddy, what is the ‘Mile High Club’?”

“Slut, you have never heard of that club? It is a club of people who have been fucked while aboard an airplane, in flight. Do you want to become a member?”

Jill blushed and looked at Daddy and Kitten, seeming to ask if he was kidding her. When she saw both nod their heads, she answered the question.

“Yes, Daddy, I would like that very much. When can we do it?”

This caused both Randi and Mike to laugh before Mike answered her.

“Well, Slut, we do have to wait until we are airborne so can you wait about thirty minutes?”

“If I have to, Daddy," She said, smiling at him sheepishly.

Mike reached over a squeezed her hand smiling at her. The more he was with her the more he realized how naïve she was. To him, this just made her that much more desirable.

“Sir, I hope I can also become a member of the club. How long do I have to wait?”

“Well, Kitten, after I initiate Slut, I will need some recovery time, so it will probably be about two hours.”

Randi frowned and then got another idea. “Sir, would it be possible to have our sexy flight attendant service me until then, so I am good and ready for your mighty cock?”

Mike looked at her and then the smiling flight attendant. “Kitten, yes you can. That is an excellent idea. Even better yet, after I am done with both of you, she can clean you both up. I might even have her clean me.”

This caused both of them to moan as they hoped they would get to clean him up after each fuck.

Seeing their reaction to this, he then realized what they both wanted to do and quickly added, “She can help each of you clean me. Does that sound like a better idea?”

“Yes,” they both agreed at the same time.

“OK, then we will start as soon as we get off the ground.”

They both took an arm and leaned in and kissed him on the check. This did not go unnoticed by the attendant who smiled and thought to herself, ‘I wonder if this is a family or what? I need to find out as the two women are so beautiful and the man is not bad himself. Maybe I can get some fun while we fly.’

Then they heard the pilot tell all to buckle up as they were third in line for take-off. Jill just giggled as she was excited to get initiated into the club and being fucked by Daddy.

Once they had taken off, Mike leaned over to Jill and told her to give him five minutes and then join him in the restroom. He got up and entered it with a smile to Susan, their flight attendant, she smiled back as she saw him enter and lock the door.

Jill waited the five minutes and then almost fell trying to get there so fast. She was quite horny and needed Daddy’s cock in the worst way.

When she shut the door, Randi called Susan over to order another drink. Susan returned with the drink as Randi spread her legs to show off her pussy.

“Oh, my, that is very pretty but I am not sure what you want me to do,” Susan said to Randi.

“Sir has permitted me to ask you to prepare me for his cock, so will you please get on your knees and eat me. I have been thinking about this since we boarded and I saw how beautiful you are.”

“Sir? He is not your husband?”

Randi chuckled and then said, “No, he is my Master. That is why I wear this collar and have this ankle bracelet on. The girl who just joined him is my daughter and he owns her as well. I hope that is not a problem for you.”

“No, no problem at all. I have been drooling over all three of you. Any chance he would fuck me as well? It has been a while since I have renewed my membership in the club.”

This caused both of them to laugh. Since there were no other first-class passengers, she immediately went to her knees and kissed Randi before she kissed her pussy.

‘She tastes so sweet and is so juicy. I am going to like this.’

“Shit, you are good at that. Please don’t stop as I need to cum, knowing Sir is fucking Slut, my daughter.”

“You call her Slut?”

“Yes, that was the name he gave her when she submitted to him. He calls me Kitten and I love that name.”

Randi immediately grabbed Susan’s hair and pushed her back to her pussy. “Don’t you fucking quit or I will have Sir punish you. Do you understand me?”

“Ye, yes, I do.” Susan stammered. No one had ever talked to her that way and she found it very exciting.

In the restroom, Slut was on her knees on the stool with Daddy behind her pounding his cock into her as hard as he could. With it being so small in there this was about the only way they could do it.

“Oh, fuck, Daddy, that feels so good. I have missed you fucking me these last few days. Please keep driving it to me as I feel a good one coming on.”

“I have missed you as well, Slut. I hope you are ready to get bred as I do plan to do that to you while we are in paradise.”

“Yes, Daddy, I am very ready for you to that to me. I can’t wait to be fat with your baby in my womb.”

Hearing that Daddy unloaded in her causing Jill to cum also. She was so sexed up she juiced them both.

“That was so good, Slut. I can’t wait to do you again. Your pussy is so tight and wet that I just love being inside you.”

Jill got dressed and then went back out to find Randi and Susan kissing.

“Excuse me, Mom. Daddy will be out shortly and he needs you both. Are you ready?”

Susan looked confused, so Randi immediately told her. “We are going to clean him since he just initiated Jill into the ‘Mile High Club.’" This caused Jill to blush, but also smile at the same time. Mike came out and saw this all going on.

“Is everything ok?”

“Yes, Sir, I was just explaining our plans to Susan.”

“Good, was she as good as you hoped for?”

Susan looked shocked that Mike knew what they had done, but did remember that Randi had said she got permission from him to ask her to eat her.

“Yes, Randi, how was I?” she asked Randi.

“As I told you many times through all three of my orgasms, you were very good. I hope we get you on our return flight so we can play again. After we clean Sir, I want to return the favor to you.”

“That sounds very good. I can’t wait as I am dripping right now.”

And with that said, both women dropped to their knees and cleaned and sucked Sir’s cock until he sprayed all over Susan’s tits.

“Oh, goody Slut. You and I need to clean her up now.”

“Mmm,” was all Jill could say.

Once Susan was clean, Randi and Susan cleaned Jill of Mike’s cum.

“I think I will be ready for Kitten in about a half-hour. I think we can do it right here so we can watch Susan eat Slut at the same time.”

“That sounds very good to me, Sir.”

Susan got dressed and started to prepare snacks for everyone. ‘My, I am so glad I took this flight for Carol. Sorry for her luck, but I am so going to see what I can do to get her to be with me when I get home.’ Susan just could not believe how good it felt to get pussy and cock without even planning it.

She served the snacks and sat with them while they all relaxed. She could not help but try to see why they were together. She wanted to ask questions but was afraid they would feel she was prying and never wanted a passenger to feel that way, so she never asked.

“Kitten, get working here so I can finish breeding you.”

Susan’s eyes went wide hearing that and could not ask this time. “Breeding you? What does he mean by that? Aren’t you married to someone else?”

Randi looked up from her knees and said, “Yes, breed me. Sir wants me to have his baby and he will start to breed Jill while we are here. Yes, I am married and my husband does know about this as he watched Sir start the first time to breed me. I understand this life is not for everyone but it does work for us, so please don’t judge us.”

“I am sorry, I would never judge you, but I am interested in this arrangement, that’s all. Maybe later I will ask more. But we both have things to do, so let’s get started.” She winked at Randi after saying this.

Susan went done on Jill and Randi returned to sucking Sir’s cock.

“I think you have me ready so bend over the seat and spread your legs.”

Kitten did as she was told and then Sir gave her a hard swat on her ass looking at Susan to see how she would react.

“Ouch, Sir, please tell me what I did to deserve that.”

“That is the good thing, Kitten, you did nothing wrong. I just wanted to see how Susan would react.” Finishing saying that he swatted her other cheek, just as hard.

This time Kitten answered correctly. “Two, thank you, Sir. May I have another.”

This caused Mike to laugh and Jill to giggle.

“What is so funny?” Susan asked Jill.

“I am just always so excited to see how easily Daddy can control her, and me, and we respond in the manner he has taught us. Her response is what he expects from us when he punishes us for displeasing him. Even though he said she did nothing wrong, she still responded correctly to show she belongs to him.”

“Does he punish either of you often? What other ways are you punished?”

“He only punishes us when we mess up, but he has also told us he will do it if the mood moves him, as it did just now. He only spanks us, but he can spank our ass, legs, tits, and pussy. He can use his hands, a paddle, a riding crop, a cat of nine tails, or if we mess up, a switch from a tree. He does not like that as that can cut us and make us useless for some time while healing.”

Susan just stared at her wide-eyed when she was done. Jill grabbed her head and forced Susan back to her pussy. Talking about Daddy made her so horny.

During all of this Daddy listened and smiled at Slut, but made sure Kitten never moved as he drove his cock into her pussy, causing her to squeak.

“Shit, Sir, I love your cock so much. Thank you for giving it to me. I want you to breed me so badly. Fill me again with your baby-making sperm.”

Sir started pounding her even harder hearing her plea and came harder and longer than he did with Slut.

‘Oh shit, these two may kill me in this process. They are both so willing to please me that I need to think of things on this trip to push them to move out of their comfort zone. I was sure my suggestion to fuck right here would have gotten a complaint from Kitten, but instead, she just moved to the position she was told to take. They are both more submissive than my wife ever was,’ Mike thought to himself.

By the time they heard the pilot tell everyone to buckle up, they had all gotten dressed and were seated, just chatting about the Bahamas. Susan gave them her number and told them to call if they wanted to play again, even after they got back home. The women kissed good-bye and they all departed the plane. They then got their luggage and found their car and driver waiting on them. He helped load their bags and drove them to the resort they chose to stay in.

They checked in and were shown to their room and knew immediately this was going to be a very relaxing two weeks. The room was beautiful and opened to the beach. Jill was so excited she just ran out to the ocean and got her feet wet. Both Mike and Randi just stood in the doorway, holding hands, and laughing at her.

“What is so funny?” Jill asked as she walked back to them.

“You,” Randi said, as she hugged her and stood back as Mike did the same.

“I am just excited, is all. I have never been this close to the ocean and just had to get wet.”

“I figured you were still wet from the flight,” Mike said and then burst into laughter.

“Oh, Daddy, I am, but that was not the wet I wanted now. I do hope that comes later after we eat something.”

They all unpacked and decided to walk around the resort to see what they wanted for dinner. They decided on a steakhouse that looked very interesting.

They all ordered steaks, the women had filets and Mike had a Porterhouse. When they were served, they all thought it looked amazing and the plate had a potato and vegetables with it. After they finished, they went back to their room and decided to take a late-night walk on the beach. With each woman at his side and holding his hands, Mike had no idea how life could get better.

“Ladies, I just want you to know how happy you have made this old man. I still can’t believe I have found one submissive woman in my neighborhood, let alone two of you and a mother and daughter at that. You make me so happy and so glad we decided to make this trip.”

Both ladies stopped and stood on tiptoes kissing Mike on his cheek. Then they both wrapped their hands around his arms and laid their heads on his shoulders, continuing their walk on the beach.

“Sir, what do you have planned for us tonight? Are you fucking both of us, or are you going to look for men, or women, to share us with.” Randi smiled at him when she said this.

“Kitten, I had not thought that far. I know we are all tired from the flight and just thought we would stay in tonight. Do you want me to find you some play toys while we are here? Remember I don’t share well, but I would like to shock Bill with a video of both of you being gangbanged and probably some big black cock involved. Would you both like that?”

“Daddy, I am not sure my small pussy can handle a big cock, but if that is what you want, I will do what I can to make it happen.”

Mike smiled at Jill and said, “Thank you, Slut, and yes, I do think I would love to see you with a black man or at least a man with a very large cock. What do you think, Kitten? You have had a black cock at the poker game, do you want to experience that again?”

“Yes, Sir, I really would. It was so amazing to be stretched that wide and feeling it in me deeper than anyone had ever been before.”

“Very good, then I will work on making it happen sometime while we are here. Now let’s get to bed and just cuddle tonight, as we will have plenty of time to enjoy each other while we are here.”

With that, they all went to bed and soon were sound asleep cuddled together, with Mike in the middle.

The next morning Randi woke to a strange feeling. A feeling as if she had just wet the bed, but when she woke and looked down, she saw Jill between her legs smiling at her and her face was very wet.

“What the hell just happened?” Randi asked Jill.

“You just squirted all over me and I liked it. I want you to teach me how to do that, please.”

“I am not sure I can teach you since I don’t know how I do it in the first place. I guess I just get so turned on it just happens. Maybe that will happen to you as well.”

Jill looked a little sad but said nothing more.

Then they both realized Mike was not in bed and they got up, looking for him. They found him sitting outside, drinking coffee, and watching the ocean waves.

Randi spoke first. “Good morning, Sir. Shit, I could enjoy waking up to this view every morning. So peaceful and surreal.”

Jill just giggled and leaned down kissing Daddy on the cheek.

“Have you been up long, Daddy?”

“No, Slut, just long enough to make coffee. Did I hear something about wanting to learn to squirt?”

“Yes, Daddy, you did. I woke Mom up by eating her and she squirted all over me. I want to learn to do that.”

“Ok, I will see what I can do to teach you. I do love it when Kitten squirts and enjoy seeing how far she can push it.”

They laughed at that and then the girls went and got a cup of coffee each, returning to sit at the feet of Sir and Daddy, respectfully.

“What do you have planned for today, Sir?” Randi asked, looking at him with lust in...