On Thursday, one day before their date, Mike waited outside of math class for Jackie as he had something to give her. When Jackie came out, he handed her a folded piece of paper and said, “Don’t read this until you get to your room tonight. Please have an open mind and understand I am trying to let you know more about me.”
Jackie looked at him confused but nodded that she understood what he had told her. She put the note into her purse and they headed across campus together talking about the class they just left.
Later that night Jackie remembered the note and read it. She could not believe what she was reading but then realized she could feel herself getting very wet.
‘What is wrong with me? He really expects me to go out with him with no underwear on? Is this date really that important or is he just trying to make me do what he wants?’
Jackie read it a third time and then had to place her hand on her crotch as she needed to wipe away some of her moisture. ‘Holy shit, why am I so wet? Yes, I do want to please him and yes, I will dress as this note says, but why does he have that power over me?’
Jackie went to bed and decided she would discuss this with Mike in the morning.
In the middle of the night, Jackie woke thinking she must be sick because she was sweating profusely. She got up and got a drink of water and went back to bed. She could also feel how wet her pussy was and decided to take care of it since she was awake. She reached down and started to rub herself and before she knew it, she had three fingers inside her pussy slamming into it and rubbing her clit at the same time. All she could think about was if Mike planned to do this to her at the restaurant since she would be going commando. She really hoped he would and then she exploded in a powerful orgasm.
‘Holy shit! I have never cum that hard in my life. What is wrong with me? I am feeling so much like a slut but I am also so excited by what may happen on our date.’ Jackie smiled to herself and went back to sleep.
The next day as they walked to class, Jackie decided to talk to Mike about the note.
“Mike, I was surprised by what you wrote for me to wear tonight. No, actually, it was what I was not to wear. Do you really expect me to go out in public dressed like that?”
Mike looked at Jackie and just grinned before he answered her.
“Yes, Jackie, I do expect you to go tonight dressed like that. Otherwise, I would not have given you the note. Just to be clear, I never said you had to follow my instructions, but if you don’t, we will just go to dinner and then I will bring you back to campus and go home for the weekend. No hard feelings and I will never mention any of it again. It is your choice.”
Jackie stopped dead in her tracks and just stared at Mike. Had he just said she could do what she wanted but if she did the evening would be a lot shorter and she would not get to sleep with him?
“Are you serious? You really would just take me to dinner and drop me off with no other activities tonight, should I not follow your instructions? I thought we already had plans for a very special dessert.”
“Oh, we do, but only if you are a good girl and do as you are told. If you misbehave at dinner, then I will just have to punish you before dessert. It is all up to you Jackie.”
Mike just smiled at her and turned to go to class leaving Jackie standing with her mouth open and eyes wide in shock in the middle of the parking lot. When she did not follow right away, he turned to see if he had pushed it a little too far only to see her following with her head bowed.
Mike smiled thinking, ‘I have her and this will be great. She will forever be my slut.’
Later that day Mike met Sally to help her get her laundry in her car to take home. “Sally, dear, drive safe and I will see you tomorrow at work.”
“Ok, Mike, and do be careful to not drink too much tonight. I don’t want a call that I need to bail you out of jail.” She said this laughing. They both knew Mike would not drink too much as he hardly ever drank.
“Ha, ha, very funny. Now get on your ass in your car and have a good evening with your mom.”
They kissed and Sally got in her car and drove off. Mike watched her leave and then returned to his room to get ready for his date with Jackie.
He showered and dressed in a blue sports shirt and brown slacks and made sure the room key was in his billfold. He was sure they would have dessert especially since he had already paid for the room. He planned to make Jackie realize she belonged to him and no one else. If plans went as he hoped she would be telling Sam, the guy she had been dating, good-bye. And he would be planning how to do hide his cheating from Sally.
Mike got his car and waited on the next street for Jackie to appear. They planned it this way so no one would see them leaving together and get to Sally and spoil everything. When he saw her, he about came right then and there.
Jackie was dressed in a very bright red dress that came about three inches above her knees. She had on black stockings and red three-inch heels. Her hair and make-up were done perfectly and she looked like she had just walked off the pages of Glamour magazine.
Mike jumped out of his car and took her overnight bag, placing it in the back seat and held the passenger door open for her. When she got in, he caught a glimpse of her thigh, above the stockings and saw they had a lace top. He did not see any panty line so figured she had followed his directions.
When Mike got back in the car, he turned to her a said, “You look absolutely beautiful tonight, Jackie, but I have to ask you to allow me to check to make sure you did follow my instructions.” With that said, he reached out with both hands and pulled on her tits, finding them free of any undergarments. This caused him to smile and nod his head. He then placed a hand on her thigh and slowly pulled the hem of her dress up until he could see her freshly shaved pussy winking at him. He leaned in and kissed her telling her what a good girl she was to do as she was told.
Jackie looked up at him, “Thank you, Sir. I am here to please you anyway I can.” And then she kissed him again.
They left and headed downtown to the restaurant Mike had decided on for dinner.
They arrived and parked in the parking garage in the downtown mall where the restaurant was located. When they entered the hostess led them to a booth as Mike had requested. Mike smiled looking at the hostess who was dressed in a short mini dress and heels. Her ass was just perfect and he noticed Jackie was also looking.
When they were seated Mike immediately pulled her dress to her waist and revealed reached down to touch her freshly shaved pussy. He lightly rubbed it and then inserted a finger in it making Jackie shiver and moan. She grabbed his wrist and looked at him pleading for him to stop.
“This is mine now so I can do what I want with it. Do you agree or is this just dinner and we are done for the night?” Mike asked her.
Jackie just looked at him and then lowered her head to submit to him.
“Yes, Sir, it is yours now so please enjoy yourself.” Mike smiled at her and started moving his finger around to get her even wetter than she already was.
Their waitress, Jill, came to get their drink orders and immediately saw Mike’s hand under the table and moving. She was sure she knew what he was doing and looking at Jackie, biting her lower lip, confirmed it. She smiled at Jackie and proceeded to tell them the specials for the evening.
“Thank you, Jill, I will have an unsweet tea with lemon and my lady friend here will have ice water with no lemon.”
“Very good sir and may I say your date is a very lucky woman tonight.” With that said she turned to go get their drinks for them.
“Mike, Sir, she knows what you are doing so can you please stop so I don’t get embarrassed further?”
“Kitten, why would I do that? Your pussy is so wet it is begging for someone to make it cum hard and I am that person. I do have a question for you though. Which one do you like better? The hostess or our waitress? I saw you watching the hostess’s ass when we came in and now you looked at Jill’s too.”
Jackie looked at Mike and blushed a deep red. “I don’t know if I can answer that Sir. I have never been with a woman but looking at both of them I think I could consider it now. Are you getting some idea for me for tonight, besides our time together?”
Mike smiled at her before answering her. “Kitten it has crossed my mind but I know we are just beginning this possible journey so I don’t want to push the envelope too hard too soon. But if I did which one do you want to try tonight?”
Mike had just inserted a second finger into Jackie and she moaned as Jill returned with their drinks.
“Sorry, I didn’t mean to interrupt anything. Should I wait to take your order?”
“No, we are fine, aren’t we Kitten?”
“Yes… Sir… we are. To answer your question tonight it would be the current one.”
Mike smiled and looked at Jill who had a confused look on her face. “Jill, can I ask you a personal question?”
“Yes, you may, as I am here to help you enjoy your time with us anyway I can,” Jill said and gave a big smile to Jackie.
“Great, so let’s order first and then I will ask you what is on our minds tonight. I will have the eight-ounce Sirloin, medium rare with broccoli and a side salad with ranch dressing. And Kitten what do you want?”
As Mike asked her, he stuck a third finger in her hard causing her to gasp and bite her lower lip again. Jill again shifted on her feet and was thinking how bad she wished she was controlled by a man like Mike.
“I will have a six-ounce Sirloin with a baked potato with butter. What is the soup tonight?” Jackie asked.
“Clam chowder,” Jill responded. “Ok, I will have a cup of that as well,” Jackie told her.
“Very good, I will get these orders in and bring you some bread.” Jill then turned and walked away with both Mike and Jackie staring at her ass.
“Sir, please, if you don’t stop, I will be coming here very hard.”
“Did I give you permission to come yet?” Mike looked sternly at her.
“Oh God, no, Sir, but I am so close with my pussy feeling so full. I have never had so many fingers inside of me before.”
“Good to know and I am sorry but you are not coming at the dinner table.” Mike laughed after saying that and Jackie just moaned again in despair.
Jill returned with their bread and looked at Mike awaiting the question he said he had for her. “What is your question of me, sir?”
“Yes, I was wondering if you have ever been with a woman before?”
Jackie looked down blushing and Jill stared at Mike in shock of the question. “That was not what I expected you to ask, but yes, I have been with a woman before. She was a friend of mine in high school. I came here for college and have not found anyone, male or female, that I want to be with. May I ask why you wanted to know that?”
“That is very good information and the reason I wanted to know is Kitten here has never been with a woman and I am thinking about allowing her that experience tonight. What do you think of that, Jill?”
“Well, I now have a couple of questions for you, if I may ask them.”
“Yes, feel free to do so and Kitten and I will be open with you.”
“First are you her, sorry, I don’t know her name, Master?”
“Yes, I am and her name is Jackie, but tonight she is Kitten with me. What is your next question?”
“Actually, it is a two-fold question. Why me and when would you like it to happen?”
“Kitten, would you like to answer her this time?”
Jackie swallowed hard as Mike was rubbing a finger on her g-spot and she was trying very hard not to cum with Jill there.
“OK, I will try, Sir. He gave me a choice between you and the hostess, who is also very beautiful, and I chose you. That was what I was answering him when you came to take our dinner orders. I have never been with a woman and want you to take my bi cherry.” Jackie finally looked at her with a sheepish smile on her face.
“I can agree to that, but I don’t get off until eleven so where do you want to meet?”
“We are staying at the Holiday Inn on the southside, do you have a car?”
“Yes, and I know where that is. What is your room number?”
As she said this Jackie grabbed Mike’s arm and looked at him for some help as he handed a card to Jill with their room number on it.
“Do you want to try it now Kitten?”
“Yes, Sir, please, I need to cum so badly and want Jill to help me.” Jackie looked at Mike with pleading eyes.
“OK, Jill can you assist us now and then again later?”
“As you wish. Jackie, go to the Ladies’ room and I will be there shortly. Make sure to use the handicap stall.”
“I will and thank you, Jill. I do appreciate this.” Jackie stated with a smile on her face.
Jill returned to check on their food and Jackie started to get up, but Mike had not released his hold on her pussy.
“Before, you go I have some rules for you Kitten. First, be very slow to cum but really get her face wet. Second, let her sit down and you stand over her then pull your dress up. And finally, make sure you remind her you will return the favor later. If you play this right you will own her and she will submit to you as you are too me. We will discuss it with her later, not here. Do you understand?”
“Yes, Sir, and thank you for allowing me to enjoy her right now.” Jackie then left Mike and went to get what she needed so badly a good cum.
‘God, I can’t believe I am allowing him to make me do this. I really just wanted him to fuck me after dinner so I could see if I really want to belong to him. But now, I am not only owned by him but doing exactly what he tells me to do and with another woman at that.’, Jackie thought as she entered the restroom and the handicap stall.
She was only there a few minutes before there was a light knock on the door. She opened it to find Jill standing there with a smile on her face.
“Are you sure about this Jackie? I don’t want to do anything you are not comfortable with.”
“Yes, I am sure and I really don’t have a choice because if I don’t Sir will punish me when we get to the motel later. I think you have figured out that I am a submissive and he is my Master. I didn’t realize it for sure until I was walking in here to be with you.”
“We need to hurry, sorry, but your food will be ready shortly and I am sure you don’t want to eat cold food.”
Jackie then had Jill sit on the stool and she stood between her legs and lifted her skirt to her waist. Jill was shocked to see she did not have any panties on and that she had a shaved pussy.
“That looks good enough to eat,” Jill said causing them both to laugh.
“Please do so and show me how good you are.” Jackie then placed her hands on Jill’s head and pulled her tight into her pussy.
Jill wasted no time getting busy with her tongue. She licked her from her ass to her clit and back again.
“Oh, shit! That feels so good. I am so horny and need to cum so badly after what Sir has been doing to me. Please, don’t tease me and just get to it. I want to flood your mouth with my cum.”
Jill just smiled and sucked Jackie’s clit into her mouth and inserted two fingers in her already very wet pussy. ‘She is so wet I can’t wait to really get to be with her later. I also hope her Master will want to fuck me as I could use a cock in my pussy as well.’ Jill thought to herself.
“Yes, yes, yes, don’t stop. You are so good at eating pussy that I want you to never stop. God, I think I could fall in love with you and your sexy body, Jill.”
“Wow, that is something I did not think I would hear,” Jill said and then returned to devouring Jackie’s pussy.
Jill put her tongue deep in Jackie and then took her clit in between her thumb and forefinger and squeezed it real tight causing Jackie to flinch and moan. Jackie grabbed her hair tighter and then stiffened.
“Oh, fuck, I’m commmming! Oh yes, here it comes and you better drink all of it, you cum slut.”
Jill opened her mouth wider and started sucking all of the woman juice Jackie was giving her. When she was done, she kissed Jackie’s pussy and then stood and kissed Jackie sticking her tongue in her mouth so Jackie could taste herself on it.
“Mmmm, I don’t taste half bad,” Jackie said and then she licked some of herself off of Jill’s face. This caused Jill to giggle and kiss Jackie again.
Jackie pulled away and smoothed out her dress while Jill made sure she had wiped all of the cum off her face and that she looked ok to finish her shift.
When they returned to the table the server was just bringing their food to them.
Mike looked at Jackie and could tell she was flushed and looked very satisfied. Mike smiled at her and asked, “Did you have a good time, Kitten?”
Jackie looked down blushing and answered, “Yes, Sir, she was very good.” She then sat down and they started to eat their dinner without another word.
When they finished Mike paid the bill and slipped Jill a very nice tip.
“We hope to see you soon, Jill,” Mike said as they were leaving and she just looked at Jackie and smiled.
As they walked back to the car Jackie slipped her hand in Mike’s arm and laid her head on his shoulder.
“Thank you, Sir, that was a very nice time. You do understand what I want and how to push me into it. I can’t wait to see what the rest of the evening holds for us.” She leaned up and kissed him on the cheek.
“Your very welcome, Kitten and oh, yes, I do have some plans for us that I do hope you will like.”
Mike opened her door for her and then got in and pulled out of the garage. On the way to the motel, Jackie sat close to Mike and just laid her hand on his knee. When they arrived at the motel Mike drove around to their door and before getting out, he looked at Jackie with a questioning look.
“Are you sure about this? You know when we enter, I will own you and there will be no going back. If you say no right now, we will forget this ever happened. It is your choice and I will not judge you. This will be our secret. So, what will it be?”
Jackie looked to be in thought and then leaned into Mike and kissed him on the lips. She pulled back and opened her door to get out.
“Are you coming in with me, Sir?”
“Damn right I am Kitten.” And Mike got out getting their two bags from the back end and followed her to the door. Letting her go in first Mike was surprised when he shut the door to find Jackie on her knees in the submissive position.
“Worship my cock, Kitten.” And so, she did. Jackie moved up on her knees and removed his belt and pulled down his pants and boxers at the same time.
“God, I have wanted you to do this since the first day I met you, Kitten. I hope you know I will expect you to swallow so don’t even think about pulling off when I cum. Do you understand?”
Jackie continued to bob on his cock and just nodded her head to say she understood.
It didn’t take long before Mike could feel his cum moving up his shaft and he decided not to warn Jackie so she did not think about pulling off. He then put his hands in her hair and held her tight to him as his first squirt of man juice entered her mouth. Jackie flinched but with him holding her there she could not pull away. She started to gag and then swallowed getting ready for the next squirt which came shortly after the first. When she was sure he was done, she licked his shaft clean and kissed the head as if to say ‘thank you’.
“That was very good, Kitten. Did you enjoy it?”
“Yes, Sir, I did. That was the first load I have ever swallowed and it was not as bad as I thought it would be.”
“I am glad you enjoyed it but we are just getting started so crawl over to the bed and get on it ready for me to enjoy your body now.”
Jackie quickly crawled to the bed and climbed on getting in the middle of the bed on her back with her legs spread wide for Mike to look at her pussy.
Mike started laughing seeing her enthusiasm. “Someone is anxious to get owned by her Master, isn’t she?”
“Yes, Sir, this is all I have thought about since you asked me out last week. I didn’t realize I was a submissive, but I just know I want to please you and do anything, and I do mean anything, you want me to do.”
“Anything? You know I could be a masochist and you could feel a lot of pain.”
“I have thought of that, but based on what we discussed at dinner, I don’t think that is the case. Yes, you will punish me but no you won’t harm me and cause me to worry about my life. So, please, Sir take me and make me your submissive from this point forward.”
She got on her knees and kissed him with a lot of tongue as well. When they pulled apart for air, they just stared at each other for a few minutes.
Mike moved to his bag to get something out that Jackie could not see.