Boy Toy For Mature Woman Femdom Sex Story September 6, 2008
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Boy Toy For Mature Woman Femdom Sex Story. A mature woman builds the perfect boy toy for sexual pleasure.
A mature woman and her boy toy femdom sex story written by Miss Scarlet for
kinkysexstories.org.
Sex Story
Hello, I am a 45 year old mature woman who runs a very successful company. I love my job and have worked hard to get where I am. But in order to get to the position of power and wealth that I have, I had to make some difficult sacrifices along the way. One of those was to forgo intimate relationships. Working 10 hour days and traveling as often as I do, it’s proven impossible to maintain close relationships with lovers.
Sure, I have had many flings along the way, but I always wanted more. Someone to love and love me back. But I learned that most men either feel threatened by my position, or simply require a more submissive woman that could be there for support
But one day I was reading a sex story about an older mature woman who had transformed a young boy into her sex slave and I was struck at how perfect that idea might work for me. So, I set out in search of finding a sexy hot young stud to mold into the perfect boy toy for my active and demanding lifestyle. I called up the human resource department of my company.
“What kind of worker are you looking for ma’am?” They asked.
“I’m looking for a young male 18 to 23 years old to be my personal assistant. He does not need previous work experience but he must be available 24/7. ” I told the HR department and the next day during my lunch hour I interviewed 4 different young boys.
Each day I would interview about 4 or 5 young men and ask them a multitude of questions. During this process, I began to get a better idea about what I was looking for and why. I realized I was looking for a boy who was young, dumb, and full of cum. I used to only like smart men, but I have learned that they give me trouble. I used to like tall muscle men, but they also have given me trouble. And there was something else rather personal. I used to want a well hung man, but I have a very compact pussy and the big boys only hurt me and dry me up. So perhaps I should try a man with an average or below average size penis. Of course it was impossible for me to screen the applicants for that, but I did my best to size each young cuttie up.
After several weeks of interviewing all these young men, I finally came across one boy who stuck out in my mind. He had the cutest butt of them all, a soft and kind voice, he smiled and giggled and was a little shy around me. He was from the country and totally naive in the dealings of the city and cut throat business. I liked him immediately and began to fantasize about how jealous all the other powerful women executives would be when they saw him with me.
“Just a couple of more questions for you Barry ok?” I asked during the interview. “Do you have a girlfriend?”
“No ma’am.” He said.
“Do you have family or friends near by?” I asked.
“No, I just moved to the city and don’t know anyone yet.” He said.
“Ok Barry, you did very well today, I’ll let you know shortly.” I said.
After he left my office, I took out my dildo from the desk drawer and masturbated while thinking about owning that gorgeous ass of his.
I hired Barry, who was 19 years old, and told him that I would pay him a small salary of 20k a year with the chance of a raise but I needed him to be on call 24/7. Barry, who was unsure about what he wanted to do with his future, was all too willing to be at my beckon call. He was young, full of energy and had a strong desire to please and be accepted. I set out immediately on building him and molding him into my perfect dream boy toy.
The first thing we did was go shopping.
“Barry honey, your duties for me are going to include a wide range of activities, from escorting me at formal social engagements, to working in the garden, to days at the beach. Your appearance will reflect upon me so I need to make sure you look good. Do you understand?”
“Yes ma;am.” He said.
“From now on, just call me Miss Scarlet.” I said.
“Yes Miss Scarlet.” He whispered.
I could not wait to see how my new boy toy looked in a pair of tight fitting jeans so off we went. I picked out several pairs and then took Barry by the hand to the dressing room where I waited outside and peeked through the crack to watch him undress. He was so young, and so cute, and had a butt that simply begged to be squeezed.
When Barry was dressed, I told him to come out so I could see and he spun around as I looked closely at his perfect butt in those tight jeans.
“Not bad. But lets see if we can find something a little tighter for you sweetie.” I said.
I was dying to get a closer view of his cock. I didn’t want anything too large, but something very cute.
“Do you have a swimsuit?” I asked.
“No Miss Scarlet.” He said.
I took Barry by the hand to buy him a thong. I love men in thongs. Especially 19 year old boys with bubble butts. I picked out several thongs for Barry that were a size or 2 too small and told him to try them on. He was very shy at first but I assured him that he needed the thong for pool parties and beach events and he had nothing to be shy about.
“Everything ok in there?” I yelled through the dressing room door.
“Yes, almost done.” He said.
“Don’t be shy, let’s take a good look at you.” I said. Barry meekishly opened the door and revealed his thong that I had picked out for him. The suit was a little too tight and smashed his cock and balls a little but I liked it. But what I liked most was that he was not a very well endowed boy. He was the perfect size for me. I looked down at his manhood, then up at him and smiled which put him at ease.
“How do they look?” He asked curiously.
“They are very sexy. Come here and let me fix them for you.” I said as I grabbed him by the hips and forced him over to me. He watched as I placed my finger inside the elastic band and fit them snugly around his waist. I watched as his cock began to swell with blood. I quickly stretched the band out and took a peek at his growing package, then snapped the band back.
“Yes, this will do nicely. Perfect. Now that I know your size, I’ll go pick out some more and bring them back for you to try on.” I said.
After buying my new toy several nice suits, the bill came to a couple of thousand dollars for his new wardrobe.
“Miss Scarlet, this is too much. How can I ever pay you back?” He asked.
“I’m sure we can come up with something.” I said. “Now let me show you where I live and you can try on all your new clothes for me ok?”
The next aspect of my plan for building the perfect boy toy was to build the perfect boy toy body. Barry already had a fine young body. After all, he was 26 years younger than me and I was was old enough to be his mother. But my hormones didn’t know that. Anyway, I figured Barry should have a personal trainer to spend an hour or two a day working out with, but I didn’t want him to be with a woman, so I sought out the biggest and scariest muscle man I could find for Barry to work out with.
Rick was a humongous Jamaican muscle stud and I hoped he would keep Barry in line when needed.
“Barry say hello to Rick. He will be your personal trainer. Each day, Rick will come here to the office and you two can work out in the weight room. As you can see, Rick is huge. He is very strong, very strict, and very black, and I want you to do everything he tells you to do ok, or he will kick your ass do you understand?”
“Yes Miss Scarlet. Hello Rick. I’m Barry.” HE said.
“Well from now on, for an hour a day, your ass is mine kid. Do you get me?” Rick said scaring poor Barry.
“Yes.” He said.
“YEs what?”
“Yes sir.” Barry said.
“Much better. Now lets get you started. Drop and give me 20.” Rick said.
I watched through the window as the black muscle stud molded and shaped my boy toy. Rick manhandled Barry and put his ego check, and put him in his proper place every day for an hour, and it turned me on so much to watch. I began to spy on them and massage my clit to an orgasm while they worked out and sweat in spandex.
Over the next week, I began to train Barry to perform the tasks I needed done. Everything from answering the phone and making appointments for me, to cooking me dinner and cutting the grass. I decided to give him a company car and he would pick me up at 7am, and take me to work, then drive me home at night at 9pm. Cook me dinner, do some household chores, and then stay at my home until I fell asleep. I wanted to own his time and his life. I wanted the only thing in his life was to be me.
It was time to take the next step.
“Barry, it makes more sense for you to just spend the night over here on the weekdays so you don’t have to drive back and forth. You can sleep in the guest bedroom. I insist.” I told him and he seemed a little uncomfortable but I had been working him hard and he agreed.
Now I began to tease this boy who was 26 years my junior. Each night I would strut around in next to nothing and watch his eyes follow me around the room. I would get into the shower and call out for Barry to come into the bathroom. I would tell him what clothes to get for me. Sexy panties, teddies, stockings, and he would go to my closet and get them, lay them out on the bathroom sink. I would dress in them, say goodnight, and listen to him in the guest bedroom while he masturbated.
“Gary, could you come in here please.” I asked. He came in my room wearing a very tight pair of boxer briefs. I was spread out on the bed looking very sexy. “Honey, I know you want to come to bed with me don’t you?”
“Yes Miss Scarlet. You are all I can think about.” He said.
“Well come over here.” I said. Gary walked over to me and I slowly slid down his tight briefs and unfolded his cute cock. I stroked it until it was erect and inspected his balls too. “Are you ready to learn how to please me?”
“Yes Miss Scarlet. What would you like me to do?”
“I want you to turn around so I can spank that beautiful behind of yours. That’s good. Now bend over a little for me and spread your legs a little. Oh that’s lovely.” I said as I began to spank his 19 year old bottom and watched it shake in front of my face. “now Barry, I want you to get on your hands and knees and begin to kiss my pussy.”
I watched as this boys eyes looked up at me so submissively as he nervously began to lick my clit. He was actually very good but I didn’t want him to get an ego. I began to instruct him to how I liked it. I made it difficult for him but I began to cum very shortly. I kept him down there until I came 3 times, all over his beautiful boyish face.
“You can add that to your daily duties Barry. Now go on back to bed and finish masturbating. I need to get some sleep.” I said as I rolled over. I wanted to feel my new boy toy inside of me so badly, and grip his gorgeous butt cheeks and plunge his cute cock into my tight pussy, but I knew that I had to time it right or else Barry but get an ego about it, or start thinking he owned me, like most naturally do. But it was I who needed to feel that I owned him. Which of course I did.
I began to increase the amount of demands I had on Barry at work. I worked him hard all day long. If he finished early, I made up more stuff for him to do. I needed to break down his spirit and keep him busy. This way it was easier to control him and keep him out of trouble. I was the cause of his pain in life, but also his pleasure.
Each night I would make him perform oral sex for me and when I was fully satisfied, I would allow him to masturbate in front of me. One night I was feeling very kinky and lubbed up his young virgin ass and slipped a dildo in there while he masturbated. He seemed to be overcome with ecstasy as I turned on the vibrator while inserted in his ass. He became addicted to this and asked for it every night. It became a little treat I would give him.
Finally, Barry;s desire to fuck me was overwhelming for him and he became obsessed about it. I told him that although I was 45 years old, my biggest fear was that I would get pregnant. So I told him the only way I would have sex with him was if he got a visectamy. Barry refused the idea at first and I didn’t blame him because he was only 19 and had his entire life ahead of him. But if he truly was going to be mine, this would demonstrate it for me.
It was torture for him. I teased him constantly at work now. Wore the sexiest clothes, and flirted with everyone while he watched. He knew he could have me, but to get me, he had to have the surgery. I stopped using the dildo with him and refused to let him masturbate in front of me for 3 days. And on the 4th day, Barry told me he wanted to have the visectamy.
I will never forget picking him up at the doctors office and the look on his face. He looked like he had just been castrated. He cried on my shoulder as I held him and comforted him. He cried all the way home. And he was a real mess until his balls finally healed and I took him to bed for the first time.
“My sweet Barry. You have demonstrated to me the level of commitment you have to servicing me and my pleasure. You have been very loyal and done everything I asked of you. And now, I am going to give you a raise. But first, I am going fuck you.”
I slowly unwrapped my boy toy. I laid him on top of me and slowly sunk his cute little cock into my throbbing cum soaked pussy. I began to cum uncontrollably as I moved Barry’s hips in the motion that I prefered. When he began to go at his own speed, I stopped and slapped his face gently and told him, “NO” just like a dog. And in no time, he learned to take cues from me. And he began to get off on my pleasure only and we began to cum at the same time, every time.
I had never had sex this good. I mean he didn’t have a large penis, or lots of muscles. He didn’t even have a lot of skills in bed either. But there was something about he dedication to me and my pleasure that got me off harder and faster than I thought possible. He didn’t cause static or have motives other than to please me. It was pure, the way it should be.
Or maybe it was the fact that I was 26 years older than him. I still don’t know for sure but I know that having that kind of amazing sex began to change my entire life. I laughed more, took myself less serious, felt more satisfied in general, and had an overall better outlook on life.
Well, I began to allow Barry to share my bed with me. Each morning he would wake up and cook breakfast for me while I slept in. When the food was done, he would begin to eat my pussy and I would wake up having an orgasm and looking at this beautiful boys body and face going to work on my snatch. Then I would eat, he would drive me to work, and I would give him a to do list. At night, he would cook me dinner and then we would fuck for at least an hour.
Folks, it doesn’t get much better than that.
T
he best part was going out to parties with him on my arm. All the women my age would stare, gossip, and ask me a million questions about him. They all wanted one of their own.
I would have pool parties and have Barry cook and serve us drinks in a thong. They would spank him as he bent over to serve them a margarita.
“How much are you paying him?” They would ask. “Is he your son?” “can we borrow him for a night?” “Oh come on, how much to borrow your boy toy?”
All powerful women should have a boy toy. I know that now Barry is perhaps the most valuable thing I own. I wish I had thought of this sooner.
Boy Toy For Mature Woman Femdom Sex Story written by Miss Scarlet.
great boy toy sex story
Any home movies? :p
Still together?
I am 60 and very fond of sucking pussy. Can I help any body.
Holy shit visectamy at 19 poor man
But still very lucky to have a mautre women at bed with him each night !!
fantasti story if you want a slave let me know
How wonderful to have someone suck your clit DAILY. How many women want to trade places with you. Did you ever have him suck milk from your breasts – one can bring on lactation without having been pregnant. That would be about a month’s assignment for him to prime them. Good story, I enjoyed it.
actually… vasectomy was a little bit unnescessary.. you ruined his future – his mind is young and doesnt even understand what he did.
god I wish a woman would take charge of me like that
Great story!!
I am a young, full breasted Italian girl named Christine (Chris, for short.) if any of you wanna have fun over email, email me anytime at chris.blackwell33@yahoo.com
Becoming a sissy Part 1
I lost both my parents in a car crash when I was 12. After the estate was settled I was adopted by my aunt. Since I was at boarding school I felt very lonely and miserable. When summer came I travelled to her home in North London. My aunt was single, very successful in publishing and very dominant. But she adored me. I was quite small for my age, very slim and very girlish in appearance and I was well mannered and quiet so I was the ideal child for a professional woman who had no time to have children of her own.
My first night at my new home was exciting and my aunt did everything to make me feel at home though she did say that she found my school uniform rather dull and that I needed something more chique. That night when I went to bed she came in and tucked me in. I was wearing my usual flannel pyjamas and she asked if I didn’t find them too warm. When I said yes she suggested that I change into something lighter. The trouble was that I had nothing else. Then she suggested that I borrow one of her silk slips and a pair of light panties. I was a bit doubtful at first but eventually gave in when she said noone else would ever know.
I was pleasantly surprised as the clothes reminded me of the soft nightgowns my mother wore. When I was younger I loved creeping under her duvet in the mornings and cuddling into her. The thought of my mother made me sad and my aunt noticed the change in my mood. When she found out how I felt she told me I could sleep with her in her bedroom. I didn’t want to sleep alone so I accepted.
When she came to bed I was still awake. I watched her undress and put on her nightie. It made me feel more secure to think that I still had a mother. When she came into bed she stroked my hair and said that she loved me and that we would always have one another. She drew me close and began to caress my back and bottom. I cuddled into her and felt drowsy and happy in her arms.
Soon I was pressing against her breasts and remembering how mummy had let me suck her breasts when I was five. I had a desperate longing to feel secure and pressed my lips close to her nipple. Slowly she lowered her nightdress and lifted her breast to my mouth. She knew how mummy had let me suck and said I should feel that I could be with her in the same way. I took her nipple in my mouth and began to suck as she softly caressed my smooth bottom. Secure and comforted I soon fell asleep with a soothing scent from her warm body in my nostrils.
Next morning I awoke to find her standing by the bed wearing only her panties and bra. She smoothed my hair and said that I was everything she ever wanted and that she had always thougt that she had preferred girls till I was 10 when she saw that I was as beautiful as a girl, just as soft but was still a boy. I want you to be my own girlboy, she said. Would you like that? I nodded. Why I don’t know, but I felt that with her my life was different. Here at home I want you to dress in panties and a small top. We are alone and noone will ever know. Come let me find something that fits you then we can go shopping and buy some nice clothes.
Again I felt that strange scent from her body, warm, comforting but in some way overpowering, a scent that both excited and soothed me, a touch of bitter almond and sweet roses, musky, dark but soothing. Do you like your panties, she asked. I said yes and she drew back the duvet to expose my slim hairless body. She stroked me gently over my tummy and said that I was a beautiful girlboy and that she would teach me how to develop my talents.
Her hands moved down over the front of my panties and stroked my small and resting penis. She smiled. How lovely that you are so neat and small, so girlish and sweet. I listened not understanding what she was saying, but I felt that I could trust her and that she knew what was best for me. I wanted it to be like that. She was all I had and I would do anyting to keep her.
That day we went to boutiques in Oxford St and bought panties, tops, skirts, small bras and shoes. When we came home she insisted on giving me a shower and then dressing me. Her attentions in the shower excited me to the piont of embarassment when my tiny penis suddenly raised itself right in front of her face. She just smiled, stroked me gently and said that i had a lovely boy clitty.
After the shower she dressed me in stockings, panties a small girdle and a small bra, all in lace and frills with tiny bows in pink. We had dinner by candle light and the watched a film before going to bed.
Once in bed I felt that strange scent slowly filling my senses. I wanted to lie close to her, to drown in her warmth, to float in a sea of perfume that seemed to come from her whole body. She drew me to her breasts and let me suck taking my hand and drawing it over her smooth nightdress. I was in a state of bliss as she lowered my hand over her naked tummy down, down, down almost as if the movement intensified the scent that I found so powerful and reassuring. I felt a small line of hair then a softness as i left her breast and sunk down under the duvet. The scent was soothing, exciting…it drew me down and soon I felt a moistness that I vaguely remembered from my mummy, a word, a whisper about my own moistness…mummy’s hand on my bottom, no pyjamas, an excitement..I knew I was back home.
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So hot a beautiful. I can only fantasize about such things as I’m 46 but always wanted to be a little girlie boy for a special women. I would have done anything to dress in sexy panties and bra and be obedient to serve. I still get very excited and I do shave myself clean, wear pink panties, and dream of what could have been. I just wished I met such a special women when I was 16….