This is a story about a woman who thinks her life, and Sex life is slipping away. Unaware that she is in the prime of both, she reaches out to what she perceives as the only options available to her. To make this point clear, I tell you that women in their late 30’s and 40’s are at their most sexy and sexually appealing. This is a story about a woman who discovers pain heightens her experiences, and she likes it.

A Milf at the Country Club

Part twenty-Seven

The day turns into much more than a shopping trip

Kimberly and Kathy went downstairs to wait for the car, and it pulled up as soon as they got there they got in and the driver loaded three boxes in the trunk then they were off. Kimberly sat as she was taught, legs spread wide with her Pussy on full display, while Kathy sat a little more conservatively.

Kathy: “May I ask ma’am, why you sit the way that you do?”

Kimberly: “This is the way Master wants me to sit naked or clothed. He always wants his whore open to him.”

Kathy: “Then I will sit that way also ma’am.”

Kathy opened her legs and sat spread wide open just like Kimberly, and felt a bit liberated in doing so. Kimberly could not believe how easy going this young woman was but liked the openness she showed. Kathy was looking at Kimberly’s piercings and had to ask about them.

Kathy: “I adore your piercings; may I get a closer look?”

Kimberly: “Yes, examine them all you like.”

Kathy reached over and lifted both of her nipple piercings to see the attachment and she tugged lightly on them giving Kimberly a little shot of pleasure. Then she looked at the two “R” piercings on the outside of her Pussy, only to then lift the clitoris ring and examine that one.

Kathy: “This one isn’t attached to the hood; it goes right through your clit?”

Kimberly: “Yes, that is where master wanted it so that is where it is.”

Kathy: “I’m told you like the pain of Men pulling on it. Is that true?”

Kimberly: “Yes, I Love the pain, the more it hurts the more I cum.”

Kathy: “Then let me assist you ma’am.”

She grabbed her clit ring and not only pulled on it but twisted it at the same time, causing Kimberly to shudder and shake. She continued jerking it in every direction until Kimberly was in another sexual madness, then she pulled hard and let it snap back, sending Kimberly into a minor Orgasm. After recovering she looked at Kathy and just smiled, then asked her a few questions.

Kimberly: “Do you like pain also?”

Kathy: “Not as much as I hear you do ma’am.”

Kimberly: “Have you fucked master?”

Kathy: “No ma’am, but I wouldn’t object if he asked.”

Kimberly: “Oh Honey, Master doesn’t ask to fuck, he just fucks you.”

Kathy: “Well then, I haven’t had the pleasure.”

Kimberly: “Well now that you got me wet and sticky, you had better get down there and clean me up.”

Kathy: “With pleasure ma’am.”

Kathy did a good job cleaning Kimberly’s Pussy and thighs with her tongue, diligently making sure she wasn’t the least bit sticky, and when she was done Kimberly had her straighten up in front of her still on her knees. Kimberly took her nipples in between her thumb and fore finger as master had done to her so many times before, and she started to pinch. Harder and harder, pulling them out from her chest, twisting the just as Kathy had done with her clit, and not showing any mercy.

Kimberly: “I was there when master instructed Bernard that the staff was hands off of me unless he directed them to do different, so did master tell you to do that to my cunt?”

Kathy: “No ma’am, I wasn’t told to do that I just thought you might enjoy it. I apologize ma’am, I will never take such liberties again without being told to ahead of time.”

Kimberly: “You’re going to have to be punished for what you did, either me or master will dole it out, who would you prefer?”

Kathy: “You ma’am, please don’t tell Master about my indiscretions this morning.”

Kimberly: “I have to tell him, I don’t hide things from master, but I will also tell him I disciplined you and you can hope he finds that satisfactory.”

Kimberly: “Driver, pull over in the nearest parking lot so I can teach this girl a lesson.”

The driver pulled over and Kimberly got out pulling the girl by the hair behind her and threw her bent over the trunk of the car. She got a paddle from the driver and proceeded to beat the girl’s Ass until it was red, then turned her around leaning backwards on the car. She began hitting her inner thighs and tits and finally worked her way down to her Pussy, and when she struck this girls clit she yelled out and came right there on the back of the car, while a small crowd watched on.

Kimberly: “So you do like pain don’t you girl, you just came like a river.”

Kathy: “I didn’t know ma’am.”

Kimberly directed her to get back in the car, and she walked trying to keep her knees apart as not to let her outer lips rub against her clit. Kimberly got in after her and directed the driver to continue to the Sex shop. As they drove, Kathy directed her gaze to the floor before her with her knees spread wide and her hands on the seat. When they arrived, both got out and Kathy followed Kimberly into the store, eyes down the entire time, and they met the manager just inside.

Mistress Sandra: “Good morning, Miss Kimberly how may I assist you today?”

Kimberly: “I’m looking for a complete assortment of tailed Butt Plugs, a few short thrashing whips, and an outfit to punish my Young foolish girl over here.”

Mistress: “I have a large assortment of plugs on the back wall and some whips right here. What type of outfit do you wish for your girl?”

Kimberly: “I’m not sure but she needs a discipline outfit so Why don’t you surprise me.”

Mistress: “If you wish, you can look around while Intake your girl in the rear and see how I can outfit here?”

Kimberly: “Yes, that would be great, thank you mistress.”

Kimberly moved through the store looking at all sorts of sexual devices and toys, until she got to the plug section. They had a wide variety of tails, colors, styles, and shapes to go along with every conceivable size and length of plug. She chose about ten different styles with long and medium tales, and a selection of sizes and shapes. She went on to the whips and found two very much alike, one just leather tips and one with sharp toothed metal tips and added them to her basket. Just then Mistress came out with Kathy, dressed in something Kimberly had never seen.

It started with two brass rings that sounded the entire breast on each side, but made like a strapless bra, and it had springs going from under the breast up to a “V” shaped device that slipped under the nipple and attached to a chain collar and chain that hung a foot down the back. Mistress demonstrated that when the back chain was pulled the “V’s” would go up and pinch the nipple inside of them, the harder you pulled the harder it pinched. The bottom was a small hook that attached inside the Pussy with two curved rods holding the lips open and a spring and chain attached that went up to a waist chain. When the center chain was pulled the rods would close on the clit like one of those animal traps, but it would release when you released it. Kimberly liked the outfit but added a plug with a puffy cotton tail on it. The driver was left to pay for the items and Kimberly stood outside with Kathy dressed in her new outfit.

Kimberly: “I wish I would have thought of this earlier, but If I was dressed, I could stop by the brothel and see how things are going there.”

Kathy: “Ma’am, I had the driver load three outfits in the trunk of the car for you, one short flirty dress, and long gown, and one slutty skirt and top.”

Kimberly: “That sounds wonderful, Driver pull over so I can get dressed.”

Kimberly got out with Kathy and asked to see the skirt and top. It was an insanely short pleaded black skirt along with a sheer white tube top, and she out that one on. They got back in the car and proceeded to the brothel. They entered on the basement floor from the rear of the building, coming in through the torture room Kimberly saw last time she was there. They walked in and Kimberly went directly to two berets with bunny ears she saw on her last visit, and put them on Kathy, then had her bend over a whipping bench, lubed and installed yet bunny butt plug tail. She stood back and was especially pleased with what she saw and told Kathy to follow along.

They walked around listening to the moans and groans of the women working there, kne by one from room to room. They saw everything from one mother on her knees sucking a cock with cum running down her chin onto her tits, and others just getting fucked, and some Anal pounding of others. They all seemed to be occupied but she did not see Caroline, so she inquired with the house security man where she was. He informed her she was in the common room taking on five Men, all husbands of her former friends, so they went to see. The last of them was finishing up, with Caroline in her back, her legs held spread and ankles above her head, while he maniacally pounded his cock into her Ass, her yelling to fuck harder all the while. When he finished, he just got up and dropped her legs like she was a sack of potatoes, leaving her there moaning in the floor. Kimberly just started laughing and Caroline looked up at her with an indignant look upon her face.

Caroline: “You think you’re better than me whore?”

Kimberly: “I fuck and suck only when my master wants and directs me to, he doesn’t drop me in a whorehouse to be used by everyone, as a matter of fact, I am protected against the well-hung Horny Men that work for him, even when I walk around naked.”

Caroline: “You’re no better than us, you just act it cunt, don’t fool yourself.”

Kimberly asked for two security Men to come in the room and directed them to hold her hands and legs pinned to the floor. When they had secured her, Kimberly walked over to her head, lifted her skirt, and pissed on her face and hair.

Kimberly: “That shows I’m better than you, and that I can do whatever I want to you bitch.”

Kathy and the security men laughed by Kimberly’s forceful façade and Caroline’s situation. Then they walked out back to the car where Kathy found it difficult to sit with a plug in her Ass, as she was an Anal virgin before the plug was inserted. Kimberly assured her she would get used to it and learn to like it with time, and they headed back to master’s house. When they got out of the car and Kimberly walked out back, stripped naked again and took a dip in the pool. Kathy picked up her clothes and repacked them in the trunk of the car for the next time they were needed. Master came strolling out with a wicked smile on his face.

Mr. Raymond: “Still feel the need to urinate my whore?”

Kimberly: “Well, that cunt deserved it, she’s just such a bitch.”

Mr. Raymond: “Careful my slut, have you fun, show your authority, but don’t let these people get to you or get inside your head. Would you like to come and see what you r former Lady has come up with? Meet me in my office when your done with your swim.”

She came down to the office to find Diane dressed in a smart but sexy suit and skirt, and just a bra under the jacket. Diane ran up to Kimberly to hug her and they embraced in a sensuous kiss. Then Diane took her by the hand and brought her in to show her a laptop. Diane had edited all the video from the first night and made a movie complete with music and narration. It included close ups of all the women especially Caroline doing unthinkable things and each one had a special segment with the mans Wife exposed getting fucked by numerous boys and titled “From housewife to whore in thirty minutes”, and that segment ended with the son fucking the mom from behind. Her plan was to put each Wife on a brutal fucking machine master was having built, leave them there for an hour then bring each husband in to see them being used and abused in person, then give them their specialized video.

Kimberly: “Wow, you’re one massive bitch Diane.”

Diane: “At least I didn’t pee on anyone.”

They chuckled and laughed it off while Diane packed up her stuff. She went to a small office just outside masters and resumed her work. Diane looked out at Kimberly and gave her a coy smile like she did that night on master’s bed, and Kimberly returned the look.

Mr. Raymond: “Talk to me about your new “lady”. How is it going?”

Kimberly: “Why do I feel like you already know all about my day and my “lady”?”

Mr. Raymond: “So she took liberties she didn’t have permission to take mid that the major just of it?”

Kimberly: “Yes sir and I disciplined her for it.”

Mr. Raymond: “And you don’t think the outfit is a little much? You spanked her Ass and her Pussy and delivers one great shot to her clit. How much discipline does she need?”

Kimberly: “Well, maybe I went a little overboard with her.”

Mr. Raymond: “Good, she’s on her way down right now.”

Kathy: “Master sir, you sent for me?”

Mr. Raymond: “Yes Kathy, you know you stepped way over a line today and I can’t have staff using and abusing my whore without my permission?”

Kathy: “I understand that now, and I apologize for my mistake.”

Kimberly: “Diane, can you come in here for a moment?”

Diane: “Yes Miss Kimberly?”

Kimberly: “Can you help Kathy out of her outfit?”

Mr. Raymond: “Keep the tail and ears, I like them.”

Diane git her undressed in no time at all and returned to her desk and duties, meanwhile Kathy assumed the submissive position and adjusted her gaze to the floor.

Kimberly: “Kathy doesn’t mind, rather she enjoys being naked as you taught me to be, so I would prefer if that would be her uniform, if that’s OK with you master?”

Mr. Raymond: “I can’t say that I don’t like her nude, and the cotton tail plug is wonderful. How do you feel about that Kathy?”

Kathy: “The plug is a little painful at times, but Miss Kimberly assured me I will get used to it, and I Love being naked, so I’m in fully for that.”

Mr. Raymond: “Very well then, its settled. Kathy, you will remain nude around the house and out in public except when instructed to dress. Now go ahead back and resume your duties.”

Mr. Raymond: “This isn’t another conquest of yours now, is it?”

Kimberly: “No, not at all, but I do like having a partner to go nude with.”

Mr. Raymond: “Well then you have one, now go and let me put my attention to the business at hand. Diane and I will join you for dinner and she can tell you some of her other ideas.”