A Milf at the Country Club Pt. 23 – Erotic Couplings – Free Sex Story

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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 Three

Master gets more than he hoped, and so does Kimberly

The next morning Bernard came into master’s bedroom to remove Kimberly and get her back to her hospital bed before the Doctor came.

Bernard: “Good morning, sir, shall I take care of miss Kimberly for you this morning?”

Mr. Raymond: “Bernard, from this moment on Miss Kimberly sleeps right here. Make whatever arrangements need to be made to make that happen. I don’t want everyone coming in and out of my room during the day, but at night she stays here.”

Bernard: “Yes Sir, in that case how would you like her attired and do you have any house rules I should know?”

Mr. Raymond: “She’s allowed to go anywhere in the house except my private spaces. Anywhere the service staff goes she may go freely. As for her dress, she may where anything she likes except pants and flat shoes. I want you to always have a car and driver accessible to her and get her issued a card from my account. And Bernard, EVERYONE in this house will treat her with the upmost respect. Please make that clear to the staff, and no one touches her…is that clear?”

Bernard: “Yes sir, perfectly. Miss Kimberly, would you prefer a robe or nightgown?”

Kimberly: “He said I could dress as I wish, and I wish to go naked this morning.”

She got up, walked past Bernard with a smile, and walked out into the hall down to her hospital room. She not only felt pretty, protected, and happy, she also felt impowered by master’s instructions to his staff. She was now his completely, and she felt as though he was hers. She suspected he had other women he had Sex with, and it didn’t bother her, she was the one sleeping in his bed. Hell, if he was fucking other women she would join in and make it a threesome, after all she is his whore.

The doctor came an hour later to find her laying on top of the covers completely naked with a smile on her face. He did another complete examination of her wounds and saw the marks from last night. When he asked about them, she just told her they were bruises she was proud to wear and display. After he was done and left, she asked the maid if she could speak with Bernard privately and told the maid she would meet him anywhere he wanted. Bernard came to the room, and they sat and talked about the house the estate grounds, and what she could do and where she could go on her own.

He explained that Mr. Raymond’s instructions were clear, and she had full access to the house and grounds as she wished, and that she didn’t require an escort, but at first, he would appoint someone to show her around, so he made her lady available to her. She asked if she needed shoes to walk the grounds and he assured her everything was manicured, and they were no necessary. Then she asked to have Diane come to her room because she wanted to go for a walk and get some fresh air and seen the grounds. He told her that Diane would be up shortly as soon as he informed her of Mr. Raymond’s new instructions. She thanked him and left to get Diane.

Diane came in and immediately went to the dressing cabinet to get Kimberly some clothes, but she was having none of that today. She told Diane she would always remain naked in case Master wanted to use her body, and only dress if he requested it or she felt like a situation demanded it. They walked through the house out to the huge back patio and lawn, where gardeners and landscapers worked and none of them said a word to her, but they all looked at her body when they thought she didn’t see them. She felt, pretty, naughty, and special as she toured the property totally nude. They came across a very large pool, with pool boys and attendants and she took a dip, then toweled off in front of them and resumed her walk. She walked to the carriage house and asked the driver which car she would be riding in, and he showed her a Towncar set aside for her. She saw a convertible parked in the garage and asked if she could ride in that from time to time, and the driver asked if she planned on doing that nude, and she said she was. He told her he was instructed to do whatever she asked as long as it didn’t go against the standing house rules.

She turned and saw Master standing there with a smile on his face and and a chuckle from his lips.

Mr. Raymond: “Getting used to being my permanent whore Kimberly?”

Kimberly: “I wanted you to have full access to my body should you need any relief, so I’m going without clothes for now.”

Mr. Raymond: “Bend over the fender of that car slut.”

She walked to the car in a sexy coy manner, spread her legs and bent at the waist until her tits were crushed against the hood of the car. He came up behind her and he stopped.

Mr. Raymond: “Where is your plug whore? You were instructed to be plugged and always lubed, and now you’re walking around naked without it? Diane, strip completely and join her.”

He grabbed a short thrashing whip with metal teeth on the ends and he smacked both of their asses with a brute force, enough to cause them both to squeal under the punishment. After he gave Kimberly ten hard strikes, he addressed Diane.

Mr. Raymond: “Diane, she is new here, but you know the rules and still let her come out without her Ass lubed and plugged. You bear more of the responsibility than she does, so you’re going to get more of the punishment.”

Kimberly: “Master, give me all the punishment, and leave her with what you already did. I am the one who disobeyed your rules, and I am the one who deserves the punishment.”

Mr. Raymond: “That is very honorable of you my slut, but I must retain control around my home, and I can’t allow any disobedience.

Kimberly: “Please Master, I beg of you, don’t take this out on her?”

Master considered Kimberly’s plea and didn’t whip the girl again, but to make her remember he took the handle and pushed it in her unlubricated Ass.

Mr. Raymond: “Now you wear that in your Ass for the next hour, so you remember how you failed me. Now take Miss Kimberly upstairs, clean, lube, and plug her.”

Diane waddled away with Kimberly and took her upstairs to do as master had ordered. When they got in the room Diane shut the door and turned to Kimberly and spoke.

Diane: “Thank you ma’am. You could have been severely whipped for my mistake.”

Kimberly: “Wait, they told me you didn’t speak?”

Diane: “Years ago I tried to be master’s whore and he taught me how to be silent under all conditions, and I just kept being quiet when he hired me in here.”

Kimberly: “What happened? Why aren’t you one of his whores or sluts?”

Diane: “Master only has one at a time. I couldn’t take the pain along with the pleasure part of being his, so he hired me and gave me a job and place to live. Most women who work here couldn’t do what you do, although they all tried their best.”

Kimberly: “How long has it been since master had a permanent submissive?”

Diane: “It’s been quite a while, but I’m unsure if I’m to discuss him with you. He doesn’t permit his staff to talk about him.”

Kimberly: “Of course, I won’t ask you about him again. Now let’s get cleaned up before installing my plug.”

Diane attended to Kimberly dutifully and lovingly. She gently washed her while caressing her body and kissing her neck and back. Kimberly turned to face her and sensuously kissed her on the lips, while Diane pulled and tugged on her clitoris piercing. Kimberly came in a hurry and repaid the gesture to Diane with a clitoral massage. They hugged and kissed and then went back to getting her fired off and lubed. When it came time for the plug, Kimberly wanted to see the collection, so Diane opened the cabinet for her. She was amazed by the selection and found one with a long squirrel tail attached. It was a little larger than the one she normally wore but she wanted to wear it, so she had Diane force it inside her. She also put on a set of high heels about five inches high. Between the heels and the larger plug, it made her walk a lot sexier and she felt sexier.

When she returned downstairs, she inquired about where master was, and Bernard told her he was on the back patio. She walked out, turned around, and showed him her red Ass and plug with tail, and waited to see his reaction.

Mr. Raymond: “You look fabulous my sweet slut, and between that rain and your red Ass cheeks you look amazing. Now come sit with me and listen to what I must tell you. You interfered with the discipline of one of my people this morning, and I can’t have that happen again. I run this house a certain way and you can’t be allowed to alter that. Do you understand me, Kimberly?”

Kimberly: “Yes sir, and I’m sorry Master, I did not mean to offend. I just thought it was more my fault than hers and didn’t want to see her punished for my mistake.”

Mr. Raymond: “That is an honorable position, but it is wrong. Diane knew full well you were never to go out unplugged. Her lapse in judgement and failure to follow my instructions had to be pointed out in the harshest manner.”

KIMBERLY: “Yes master, I will never do such a thing again. Now may I ask you about some other rules you have governing myself?

Mr. Raymond: “Yes of course my precious slut. Ask me anything about your life here.”

Kimberly: “I heard you Instruct Bernard that I was not to be touched. Did you say that so nine of the staff would harass me or did you mean nobody could have Sex with me?”

Mr. Raymond: “I want you completely unmolested by the staff, harassment and sexually wise.”

Kimberly: “What about Diane? Are she and I allowed to have Sex with each other? I really like her and would like to play with her from time to time.”

Mr. Raymond: “What brought that question up? Did you two discuss something I don’t know about?”

Kimberly: “When she was washing me, I enjoyed her sensuous touch and started thinking about it.”

Mr. Raymond: “Well, lets find out for sure, but keep in mind, if she shares you, you share her with me.”

He pulled out his phone and told Bernard he wanted Diane to join them, and she was to bring her set of five-inch heels, a set of nipple clamps, a thrashing whip and a spring-loaded clothes pin. Kimberly looked perplexed about the list of items but figured she would find out what he was going to do in a very short amount of time. He then looked at Kimberly with a somewhat evil smirk on his face, and patiently waited for Diane to show up. When she did, he told her to sit and listen to his questions and instructions.

Mr. Raymond: “Diane, Kimberly wants to Perdue sexual relations with you. Is there any reason she would think you would be open to that?”

Diane: “Yes sir, I masturbated her in the Shower, and she did the same to me.”

Mr. Raymond: “Do you want to have Sex with my slut?”

Diane: “Yes sir I do.”

Mr. Raymond: “If I approve this, do you know what my rules say you have to do?”

Diane: “Yes sir, I must be your slut also, and tolerate any treatment you desire for me.”

Mr. Raymond: “Do you want to do that Diane? You failed at your attempts in the past.”

Diane: “Yes sir, I want to try again if you’ll have me.”

Mr. Raymond: “And do you realize that Kimberly will always be my main slut and whore, and you will just be someone we both use from time to time?”

Diane: “Yes sir, I would be happy with that role, and keep up with my normal duties.”

Mr. Raymond: “Well let’s see if your body can now match your wants. Take all your clothes off and put on those heels.

She immediately stripped and put on the heels, then stood in front of master with her hands in the small of her back, but she gave Kimberly a worried look. Master bent her over the table and took a butt plug from his pocket and inserted it without caution, pushing it in to the hilt. He then had her lay down face up in the table roughly forcing her knees apart with her heels against her Ass cheeks.

Mr. Raymond: “OK slut, spread your cunt lips for me and hold them open.”

Kimberly couldn’t help but notice she had the most beautiful Pussy she had ever seen. She was cleanly waxed, her lips met at a perfect angle when closed, hiding her clit and Pussy all tucked neatly up inside, it was perfectly formed and neat as a pin. Master then pulled the hood up over her clit and attached the clothespin directly in her unprotected clitoris. She laid there, teeth clenched tightly, her eyes closed and tears coming down the side of her face, but she didn’t make a sound. He then instructed her to put her hands up over her head and told Kimberly to hold them there. As she did, he took that thrashing whip and started whipping her tits directly on the nipples and areola. He did this for five minutes without stopping and Kimberly could see some blood coming from her nipples.

Mr. Raymond: “Please suck on her nipples and clean her up and keep sucking them until the bleeding stops.”

Kimberly couldn’t believe he whipped her until she bled, although there wasn’t much blood, more like a collection of paper cuts but she did as she was instructed and found Diane responding to her ministrations. Kimberly sucked and licked and pleasured Diane’s tits as well as she could, and eventually just licked them far more than was needed for her task.

Mr. Raymond: “Now come over her Kimberly, I have something I want you to see.

He was standing next to her knee looking down at her Pussy with the clothespin on her clit. When Kimberly got at the opposite knee, he took his hand a swatted the clothespin Free, causing a shock of pain through Diane’s body, and she squirted at least a foot away when she came. It was an immense Orgasm, and she could see the joy on Diane’s face. Next came what neither woman expected, but it got them what they wanted, to be able to be together sexually.

Mr. Raymond: “Kimberly, I want you to lick Diane clean, and pay special attention to her clit, it is very sensitive right now, and I’ll. Talk with Diane. Diane, you did very well today, better than you have ever done in the past, and I’m proud of you. You see Kimberly, Diane had two major problems, she liked pain could not tolerate it without screaming her head off, and she wouldn’t go out nude in public. Today I was especially rough with her to make sure she could live up to her new responsibilities, and she did so very well she impressed me. So, if she’s willing, I’ll modify her role here.”

Diane: “Yes Sir, I will do and perform in any manner you ask of me.”

Mr. Raymond: “Very good Diane, let me explain to both of you how we will proceed. To start with Diane, you will be Kimberly’s Sex toy anytime she wishes, and you will be my fucktoy any time I wish. Then your uniform every day will be heels and heels only. If I or Kimberly decide we need you here or off the property in public, that is how you will be dressed, except for any devices I decide I want you to wear. You will be promoted from Kimberly’s “Lady” to her personal assistant. You will still be responsible for your former duties, but I will provide another girl to assist you as you need. And Diane, you will suck any man or woman either of us chose for you, and you will fuck any cock in any hole we instruct you to. You will be clean, lubed and plugged every day, and since I like the tail Kimberly is wearing, it will be plugs with tails, but not the same tail as each other on the same day. Do you agree to my conditions Diane?”

By this time Kimberly’s expert licking of her Pussy was more than this young woman could take and she yelled her response to master.

Diane: “Yes fucking yes, I agree!!!”

At that moment she came like a hurricane and squirted all over Kimberly’s face, heaving and panting the entire time. Master pulled her head to the side and pushed his cock past her lips, and she suckled him like a baby who hasn’t had sustenance for days. As she pleased Master, Kimberly leaned down to her ear.

Kimberly: “Don’t swallow him, I want you to share him with me in a kiss when he cums.”

Mr. Raymond was turned on by that comment and he blew his load into her warm and waiting mouth. As promised, Kimberly kissed and sucked some of his cum into her mouth, they both swallowed, and embraced into the most sensuous kiss they have had thus far. Mr. Raymond thought this is going to be a great addition to his life, and Kimberly thought she was going to enjoy this Young woman in ways he didn’t even think of.

Mr. Raymond: “Pick up your clothes but don’t put them on and both of you go and clean yourselves up.”

As they walked away arms around each other’s waists, he thought that they were now a loving couple with a joint toy to use anytime they wished.

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