Kitten returned, smiling. “Master, I just talked to the sales clerk, Debbie, and she agreed to go to dinner with us tomorrow. We are to pick her up at her apartment at six pm, and then we can go back to her place after that to talk more.” This caused Kitten to giggle as I nodded my head that we both knew there would not be a lot of talking when we got to her place after dinner.
“Sounds good to me, Kitten. Did you get her address?”
“She said she would text it to me later and I told her what to wear. I hope that was okay.”
I looked at her and then smiled, “Yes, Kitten, that was fine. Are you going to tell me what you suggested?”
“Sorry, Master, but that will be our surprise to you. I do know you will like it. Any idea where we are going to eat?”
“I was thinking The Sizzler as we always get good food and service there. Also, even though everyone is close, it is still quiet enough that we won’t have to worry about someone listening to us, as I am sure she will have several questions when we tell her that we want her at the collaring ceremony.”
I leaned in and kissed her, giving her right tit a firm squeeze causing her to moan. She reached down and played with my crotch at the same time.
The next evening, I arrived at Kitten’s home at 5 pm to pick her up. When she opened the door I just smiled and said, “Kitten, you look absolutely edible.”
She blushed and then made eye contact with me before she said, very meekly, “Thank you, Master.”
“Did Debbie, the sales clerk at the lingerie shop, text you her address yet?”
“Yes, Master, she did and I have already checked the map for directions. It is just about a half-hour from here.”
“Good work, Kitten. Let’s go so we have plenty of time to find it.” She got her purse and kissed her mom goodbye as we walked out to my car.
Just a reference here, let me tell you how Kitten looked. She had on a white blouse that was unbuttoned down to her navel and there was no bra visible. The black skirt came to a few inches above her knees with a slit up to her right thigh to just below her hip. She had on black stockings and black heels, with open toes. I wasn’t sure but if she did follow my previous directions her pussy would be freshly shaved and she would not have on any panties either. I would definitely confirm this once we were in the car.
I opened her door for her and she got in, giving me a very nice look up her skirt to confirm I was correct. There were no panties there, just a very wet pussy. She held the position for a few seconds before she asked, “Do you like what you see, Master?”
I just looked at her and licked my lips as I rubbed my crotch. She just giggled and said, “I will take that as a yes.”
When she got in, I closed her door and went around to the driver’s side, and got in. While I was getting in Kitten pulled the directions out of her purse so she could navigate for me. We got to Debbie’s apartment about ten minutes early so I sent Kitten up to get her, in case she needed some more time.
About fifteen minutes later, I looked up and saw them coming down the stairs to the car. I had to do a double-take because Debbie was absolutely beautiful. She had brown hair that came down below her shoulders and she was about the same height as Kitten. She was wearing a red dress that had a plunging neckline and came to about three inches above her knee. It was slit up the right side to her hip, like Kitten’s dress, so I figured there was no way she could be wearing panties.
I got out and opened the door for the two of them and Kitten got in first, again giving me and Debbie a view of her naked pussy. This caused Debbie to giggle and then she followed her, getting in the front seat as well. When she walked by me to get in, I saw that the back of her dress plunged to just above her ass crack. She also paused a few seconds while getting in the car to allow me time to see her freshly shaved naked pussy.
I just smiled and nodded my approval to her and she got in, sitting next to Kitten. I walked around to the other side and drove us to The Sizzler Restaurant.
We had a great meal and got to know Debbie very well. She is in the same college as Kitten but in a different major, Marketing, so that is why they never crossed paths before. She was from a small town downstate and had two older brothers who play football and basketball in out of state colleges.
She has been working at the lingerie shop for the past year and enjoyed the extra cash and the discount on her naughty undies. This caused us all to laugh.
I asked, “So, Debbie, what do you know about why we called you?”
“Well, I assume, it is because I came on to Jackie the other day and she wants to play a little. She did tell me she needed your permission so that did make me curious.”
Kitten looked down and I knew she was sorry she brought up our lifestyle. I reached over and squeezed her hand to assure her it was alright. I then responded to Debbie’s answer to my question.
“Debbie, yes, Kitten does need my permission to play when I am not with her. I was with her parents getting their approval for me to collar Kitten in a ceremony. You see I am Kitten’s Master and she follows the anytime, anywhere, anything principle. Do you know what that means?”
Debbie thought for a moment and then said, “I believe it means she comes to you anytime, anywhere you are, and she will do anything you want. Is that correct?”
I nodded my head and Kitten raised her head smiling at both of us. I continued in my explanation of why we were here right now. “Very good, Debbie. I am safe to assume you have some knowledge of this lifestyle?”
“No, I just made a good guess is all. I am curious though, Jackie why would you agree to this at all?”
I returned Kitten’s look, nodding for her to answer the question. She took a drink of her soda and then started her answer.
“Debbie, I must admit that it was very hard for me to not kiss you yet. I was so wet when I left your store, and I am right now as well. I am sure I am making a mess on my skirt since I also don’t have any panties on. This is the way Master wants me to dress, not too slutty but very sexy. I figure you understand since I had you dress accordingly as well. I have made the choice to be with Master and he has in no way forced my decision. We have an open, communicative relationship and I am allowed to say no if I so choose.”
Debbie was listening intently until Kitten was done and then she took a drink of her soda before she asked more questions of both of us.
“I see. So, what happens if you say no or do something, he did not tell you to do?”
I held my hand up to Kitten as I wanted to answer this one. “I would punish her. I would spank her with some form of a paddle and she would not get the sexual release she may want at that moment. If she continues to misbehave, I may decide she is not worth the effort, and I can unlock the collar and break our contract. But if she loses trust in me, she can then cut the collar off and break the contract. Does that make sense?”
Debbie nodded her head looking at Kitten to see if she might disagree with what I said. Then she asked, “This collar, what is so special about it?”
“Actually, nothing much. It is gold with a little eyelet where I can attach a leash if I so decide to. It also has a small pendant on it that will be engraved to read, “Property of Mike Small.”
Debbie’s eyes got really wide then and you could tell she did not like that. I looked at Kitten who did not seem to mind my answer at all.
“Jackie, I have to ask, aren’t you his slave then?”
“No, Debbie, because as I said earlier, I made this choice myself. There was no pressure from Master at all. In fact, when he presented the idea to me, he made it clear that if I decided against it, we would still date but he would put his dominant side in the back of his mind and never bring it up again.”
Debbie appeared to be in thought before she looked at Kitten and smiled. “So, you want to wear his collar and have everyone know he owns you?”
“Yes, I do. I want to be his number one Mistress and I will control all who enter his harem. I must approve of them and they must satisfy me before they get their hands on him. So, in a way, I control him as well.” She then realized what she said and lowered her head before saying, “Sorry, Master, I didn’t mean it that way.”
I again squeezed her hand and lifted her chin with my finger before saying, “I know, Kitten. You were just stating what we have discussed about our future. I am glad to see you are so excited about living this lifestyle.” I then leaned over to her and kissed her passionately on her lips.
When we came up for air, I heard Debbie whisper, “I wish I could find that kind of love in my life.”
I looked at Kitten and she was smiling, knowing we were going to have a very enjoyable evening. I asked for the check, paid the bill, and we left to return to Debbie’s apartment to see what fun we could all three have together tonight.
As we walked up to her apartment, I pulled Kitten to me to kiss her and whisper in her ear, “Go for it. Get her worked up and ready for me to fuck her.”
She pulled back and looked at me and then smiled saying, “Yes, Master.”
As soon as we got inside and Debbie closed the door, Kitten turned her around and pushed her against the door attacking her lips in a very sexy kiss. Debbie was shocked but got into the kiss and started roaming Kitten’s body with her hands.
When they broke apart, Debbie was laughing and said, “I guess your Master gave his approval this time.”
Kitten said, “Yes, he did and I am going to get you ready for him to claim you as well.”
Kitten unhooked Debbie’s dress dropping it between them. She bent and went straight to Debbie’s tits and started sucking, biting, and licking them, causing Debbie to pull her head tight to them and moan loudly. “I knew you would be good at this the other day. It is definitely worth the wait, sweetheart. Please do the other one for me.”
Kitten did as she was told and changed tits but she brought her hand to the one she left and twisted and pulled on the extended nipple causing Debbie to yelp, “Oww, be careful there.”
Kitten ignored her and continued undressing Debbie by pushing her dress to the floor. This left her in her black stockings and heels. I was very pleased with Kitten’s choice in women and knew I would not be displeased with her future choices.
Debbie pulled Kitten up to her and kissed her and started to finish unbuttoning her blouse. I could see the back of Kitten’s skirt was wet from her juicy pussy. Debbie then unzipped her skirt and pulled it down so both women were now dressed the same, in stockings and heels.
I moved to them and pulled Debbie to me to kiss her. I then whispered in her ear, “Eat my Submissive slut and make her scream.”
Debbie pulled back and looked at me but instead of saying something she turned to Kitten and took her to the couch, laying her down and after putting a pillow on the floor, dropped to her knees between Kitten’s legs.
“This is a very pretty pussy, Jackie. I am going to love making you cum all over my face.” She kissed the outer lips and then plunged her tongue deep into the pussy before her causing Kitten to arch her back and moan loudly. I sure hoped the walls weren’t too thin or the neighbors would get an earful.
I got undressed and moved to Kitten’s head, rubbing her face with my hardening cock. “Worship my cock, slut. Make it good and hard so I can claim the three new holes in this room.”
Kitten opened her mouth and swallowed me down her throat. I started to face fuck her while Debbie started to drive two fingers in her pussy while chewing on her clit. It didn’t take long and Kitten went off like a rocket. She dropped my cock, screaming and bouncing on the couch.
“Oh, fuck, yessss, I’m cumming so hard. Jesus, I can’t quit juicing her face, Master.” When she started to calm down, Debbie leaned back and moved to kiss Kitten and have her clean her face.
“Damn, Jackie, you sure are a horny one.”
Kitten just smiled at her and proceeded to switch places with Debbie.
“I have been told to get you ready for Master so it is my turn to eat you. I hope I do half as good as you did to me. I haven’t eaten that much pussy so I am not sure I know how.”
“Don’t worry Jackie, just do to me what makes you feel good and I am sure you will please me.”
Jackie nodded her understanding and returned to looking at Debbie’s pussy before she reached out to touch it for the first time.
“Mmm, that feels good, please don’t stop,” Debbie said as she ran her fingers through Jackie’s hair.
I moved to Debbie and knelt down to kiss her. I moved to her ear and whispered to her, “I plan to turn you into my three-hole slut. If this is not what you want please tell me now as you must consent to this as well.”
She looked at me with lust in her eyes, then said, “Yes, Sir, I want you to claim me and make me your submissive slut,” she reached up and pulled my head to her for another kiss.
I moved to her tits and started sucking and biting them, causing her to moan and grip both my hair and Kitten’s hair tighter.
“Oh, shit, you both are driving me insane. Please make me cum and then Sir, fuck me to death.”
“Your wish is my command, slut,” I replied to her as I moved down by Kitten so we could both get her off.
Kitten continued to drive her tongue between her lips while I started to rub her clit and feel her getting wetter. This didn’t take long to get her off.
“Aahhhh, I’m cumming! Fuck, you two are amazing.”
As she came down and started to get her breath back, Kitten moved and I got between her legs with my cock at the entrance to her love tunnel. Debbie reached down to feel me and then helped guide me to heaven.
She was tight but eventually, I got about halfway in. I stopped to allow her time to adjust to it and then I started again to enter her. I finally hit bottom and she had a glassy look on her face.
“Are you ok?” I asked her.
“Yes, Sir, I am just so full and I can’t believe I have been missing out on this feeling. I am so glad I kicked my asshole boyfriend out last week. Thank you, Sir, for opening me up to a new experience.”
I leaned down and kissed her then whispered in her ear, “You are welcome, and I am glad to help you out any way I can. Now, how about I work on getting you to explode all over me.”
With that, I started pounding her and she kept moaning and trying to hold my shoulders to hang on. It didn’t take long for her to get off and she screamed, “Yesssss, oh fuck yes, yes, yes. Sir, I can’t stop cumming. Please don’t stop, I am feeling so great.”
“I don’t plan to stop until you pass out.” I kept pounding her and Kitten started to rub her clit real hard.
Suddenly she went stiff and looked at me with stress in her eyes. “Sir, I…I…can’t…take…any…more. Please stop so I can get my breath.”
I pulled out and she curled up in the fetal position still shaking from cumming so much. I pulled her to me and held her to help her calm down.
When she finally composed herself, I kissed her forehead, “Are you ok?”
She looked at me and then Kitten and started to laugh. “I have no idea what you two just did to me but promise me you will do that to me again before you leave tonight. I have never cum that much or that hard. Thank you.”
We both started to laugh with her, and then I got up to get us all a bottle of water. When I returned, Debbie was hugging Kitten and they were whispering to each other but I could not hear it.
“Here, both of you drink this, and then we need to talk about the collaring ceremony.”
After a couple of sips of the water, we all seemed to be ready to talk. “Ok, let’s talk about what will happen at the ceremony. Kitten, your dad will escort you to me and he will remove your robe.”
This caused Kitten to look at me with wide eyes. “Master, I can’t ask my dad to do that since I will be naked under the robe.”
Debbie looked at both of us and nodded her agreement with Kitten. “Sir, that is going to be a big thing for her and you are asking her dad to be part of it?”
“Debbie, yes, we have already discussed this and he is willing to do this. See, you may not know this, but he is a dominant alpha male like I am. Back when Kitten’s parents got married, they did not use collars. Instead, they used a wedding ring. He has been in control of her mom since she was seventeen and they have grown closer to each other over the years.”
“Oh, I see now. Jackie, I’m sure it won’t be as bad as you think. Are you and your dad close?”
Kitten took a moment and then said, “Yes, we are. In fact, he had me last night while Master was with my mom in the same room.” She looked at Debbie and shyly smiled.
Debbie had a shocked look on her face and then just said, “That is close.”
I decided to continue explaining the ceremony. “After I collar Kitten we will return to our new apartment and have something to eat and then her parents will go home to celebrate in their own way. Debbie, we want you with us and I have something very special to ask you.”
She looked at me and then asked, “You want me with you? We just met and you want me at your collaring ceremony?”
“Yes, we do. Kitten has been very taken by you from the day she met you. She loves me and respects my wishes more than playing with you that day. But yes, we do want you there and I need a big favor of you. Do you want to hear it?”
“Ok, what is this special favor you need?”
“You are going to be a part of my harem and I will eventually collar you after we decide together if you want it. My dad is going to be at the ceremony and my mom is not invited.” I stopped there to give her time to absorb that. “So, I want him to come back with us but I don’t want him to feel like the fifth wheel. I know this is a big ask, but I want to give you to my dad as his submissive. I am not sure if he has a dominant side but I think he does. My mom has just torn him down that he just is getting by. I want you to use your charm and bring him out of his dumps. Can you do that for me?”
Debbie looked at me and then she smiled before she asked, “Is this a one-time thing?”
“No, I want you to follow the same policy with him that you will follow with us. That would be anywhere, anytime, and anything. When you are not with him then you will belong to me. His schedule and his home situation will not allow him to be with you every day and I don’t want you getting bored because he can’t dominate you. So, if we are doing something and he calls, you will go to him. If not, you will be my sub and do as I tell you. Is that going to work for you?”
“Oh, yes, Sir,” she said a little giddy. I would love to do that. I can get the best of two Masters and I can still grow in this lifestyle.”
She leaned in and kissed me and then said, “Thank you, Sir, for asking me to assist you in this way.”
“One last thing, Debbie, we want you to move in with us. We have the extra bedroom and want you close to us and hope it will help with your expenses.”
“Oh my, yes, that would help a lot. I will pay my fair share and I can help with cleaning and cooking.”
“That won’t be expected but we will discuss it further after we get you moved in. There is also one house rule you will have to follow. When we are home alone, you will be dressed just like Kitten. That means naked in just stockings and heels, which can be thigh highs or a garter and stockings. Your pussy will always be shaved and you will have a robe by the door, with ours, in case someone does show up unexpectedly.”
“I can do that, but I will need to get some stockings and heels as I don’t have a lot of them.”
Kitten spoke up, “I will go with you to help you try them on at your store, but I won’t promise this time I will behave myself.”
She looked at me and I knew what she wanted, “Yes, Kitten, you have my permission to cum and to make her cum in the fitting room.”
She jumped in my lap and gave me a big kiss. Then said, “Thank you, Master, we are both going to wear you out so get ready to be our Master and we will both work to expand your harem.”
I just looked at her with a raised eyebrow and then kissed her forehead.
We decided it was time to eat so I called and ordered a couple of pizzas. The girls then went into Debbie’s bedroom to discuss how to decorate our spare bedroom for Debbie.