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Femdom Babysitter Stories Video

Erotic Stories - Naughty with my best friend's son while she slept upstairs

They must stink you know what my little brother said something weird once. Do I have to know idea why we were talking about it? I swear he said he had a foot fetish hmm that's right he did.

He said my feet were the most beautiful feet in the fuckin world and he would be honored to massage them. I will tell you about this two years in chronological order, so be patient.

The very next day after Rebecca learned about my foot fetish, let me worship her filthy socks and agreed to make me her foot slave, would already be the n.

Part 2 He couldn't believe his luck when he was in his bed thinking about what happened in the school today. He has finally got what he had wished ever since he joined the school.

At least it was a start long way to go. He thought about her feet. It was smelly and exactly the size he had always wanted.

Now remains to be sucked somehow. He couldn't take it more. Women don't have to have these things. She probed the seeds of my maleness, shifting my testes around, toying briefly with my little penis.

Then she delicately held my left ball between her thumb and her forefinger. How helpless the boy becomes when a girl can touch him here?

Although I was frightened, I was starting to feel my tiny penis grow stiff, like a brittle twig. Karen released my nut from her grip. She lifted me off her knee, then helped me remove my shoes and slip off my pants and underpants.

She told me to lift up my arms, and then lifted off my shirt. Holding my hand, she guided me into my bedroom, then told me to lie down on my back.

After I did, she took off her clothes. I had never seen a woman naked before, and her breasts seemed somehow strange and disturbing; the dark corner of hair at her crotch frightened me -- as if I had some sort of instinctive response to that place.

Everything about her body suggested strength and power. I was trembling as Karen moved above me on the bed. As she joined me, she again stroked my tiny genitals; then, putting one knee on each side of my chest, moved her dark patch of hair close to my face.

It looked moist, and seemed huge to me. Karen moved her crotch over my face. I felt a surge of energy in her body as our flesh touched, and her vagina overwhelmed me: pinned my body to the bed: drenched me in its powerful liquids as I licked, and gasped, and licked.

Her body rocked against my face, and I was terrified that she would injure me. At some point I ended up on my stomach with her lying on top of me.

I had one cheek on the bed as my babysitter stroked my face. She had become calm; her sweat covered me. She slid her hand under my body, under my boyish groin, and moved her fingers gently into my scrotum.

Her thumb rubbed my little penis, which poked like a small wooden nail against the mattress. I always pleased her; every night I spent with her, her vagina feasted on my face.

On our last night together, she showed me how her clitoris, swollen and moist, dwarfed my limp little penis. One evening while we lay in bed she held my head between her legs and drenched me with urine.

The next morning I confessed to my parents that I had wet my bed. On two occasions Karen became frustrated with me -- though I never again defied her as I had that first night that she dominated me.

On one of these occasions I had been sucking her nipples, and accidentally nibbled her too hard. She yelled that I was a brainless imbecile, then told me to stand in front of her with my legs apart.

We were both naked; she was sitting on the edge of my bed, and I was standing with my tiny balls dangling, my little penis like a drop of flesh.

With one hand, Karen held my hair -- firmly, but not tugging at it; with the other she made a fist. She told me to look her in the eyes, then she slammed her fist against my boyish genitals.

I crumpled to the floor: I wailed: I clutched myself in helpless, tearful agony. I had never felt so much pain. Karen was especially rough with me as she rocked her crotch against my face that night.

I ended up with a bloody nose. The other time I angered Karen, it was for not being responsive with my little penis.

Though erect it was only two and a half inches long, barely long enough to penetrate her at all, she order me to make it rise.

I couldn't. She slapped at it with her hand, but that just brought tears to my eyes. Karen told me to get on my hands and knees.

On her knees behind me, she put her index finger in my mouth and told me to get it wet. Then she stuck her other fingers in, and told me that I should make them slick with spit.

I felt like I was going to choke on her hand, and tears welled up in my eyes. When she took her fingers out of my mouth, she slid them between my buttocks and drove them -- first one, then two, then three -- into my hole.

At first I shrieked -- it felt like my body was being slashed open by a dagger -- but Karen's blow to the back of my head silenced me.

Soon her fingers began to feel soft entering me, and though I felt slashed open, even more vulnerable to her than usual, the act felt began to feel wonderfully affectionate.

With her other hand, Karen reached around and fingered my boyhood. I told you I'd make your tiny penis hard. Her clitoris continued passionately rubbing me long after my penis became exhausted.

Disappointed with me, Karen slapped my face, and spanked me again until my tears soaked my pillow. She told me that I would have to learn to keep my little penis hard when she wanted it to be.

Next time I failed her by letting my penis soften, she would get a penis of her own -- one so long that when she rammed it into my hole I would feel it all the way up in my throat.

Karen had assured me that if I ever told anyone about the private things she did with me, she would make it so that I would be a boy all my life -- I would never be able to have children.

Her threat was totally unnecessary: my obedience to her was complete. No one had ever brought so much intensity to my life: Karen was my best friend, and the most frightening person I had ever met.

Consequently when my parents told me that Karen had stolen something from their house and that I would never see her again, I was crushed. I protested, I tried to change their minds, but they assured me that it was better that Karen stay away from the house.

They didn't want her to be a bad influence on me. I lost touch with Karen completely. By the time I moved away to college, I had become thoroughly disappointed with women.

Karen created godlike expectations in me about women, but by misfortune I never encountered any femdoms in high school. Vanilla girls -- tame, submissive, spiritually exhausted -- never excited me.

When we met for our discussion session -- led by a vivid, commanding female T. After the discussion ended, I lingered in the room until all the other students left, then approached the T.

I told her that she h0nad been my babysitter twelve years earlier. I suppose I was so bored with women after Karen because none of them could give me the total experience that she gave me -- the experience of utmost surrender, of losing oneself to another's pleasure, of having ones own self eclipsed by another person's will.

When Karen had me sexually, I was utterly engulfed by her. I can barely describe it; it was like merging with another person then disappearing into her pleasure, which I was only a replaceable isntrument for.

Karen picks up the instrument, laughs at it, then smashes it on the ground; from that moment on I can only be made whole again by her putting me back together.

Ironically, this happens from her sexually tearing me apart. As I grew into adolescence and young adulthood, I looked back on my experiences with Karen and missed her painfully.

When I realized in my discussion section at U. My scrotum formed a tight fist. I nearly fainted or When I came up to re-introduce myself to her -- after all the other students had left the room -- I suffered my first disappointment.

Karen spoke small talk to me; though I told her who I was, she addressed me like she might address any other student. I was crushed. Desperate to spark some warmth in her, I told her how much she had meant to me; how all women after her were like smudges of diet vanilla ooze, only worthy of being wiped off with a napkin; how my last twelve years were lived in mystery because she began to explain the relations between the sexes to me only to be cut short in her lessons.

I even told her that because I had found her again that day, it was the most important day in the last twelve years of my life.

She looked at me silently, without appearing in the least bit flattered. I lurched after her in the hallway, like a pathetic beggar for affection.

I had abandoned all dignity by this point; I had become again the little boy pinioned to the mattress under the weight of her body, terrified at her strength, desperate for her approval.

I pleaded with her to have lunch with me. She unlocked the door of her office, and stepped into the small cubicle. I'm a T. I was confused.

This woman, who I had fantasized about for twelve years, who had given me the most intense moments of my life, was brushing me off like a spec of dandruff.

Do you I'm not sure what you mean. She had pierced her nose on both sides; on one there was a ring, and on the other a stud. You're still a baby. I was hurt, and my pain burned into rage.

You're fucking unbelievable. Karen stared at me with a look of detestation; her eyes riveted me against the wall.

I am NOT here to fullfil your brainless expectations. Don't you even get it? I was never your fucking babysitter. I was raping you, Andrew.

I had you by the balls for my own pleasure. If you fell in love with me, that's your own stupid fault. I don't give a shit about you and I never did.

You were just one more juvenile cock for me to play with. I don't give a fuck about you, you little twerp, and I never did.

She was right; I had fallen in love with my memories of her, but to my old babysitter I had been nothing but a cheap toy.

I felt tears pool up in my eyes. I turned away from Karen, but she saw my eyes beginning to glisten.

She stared at me in horrified amazement. You coward! She spit on me again -- this time it hit my eye. I was nonplussed, shattered, and I began to cry aloud.

Shut the FUCK up! I realized that any student standing outside of the office door would be able to hear my childish whimpering, but I couldn't stop myself.

You're a worthless, brainless shit. I broke into a sob, and this made Karen lose her patience: she made a first with her right hand and slammed it into my face, then drove her knee into my groin.

Even I thought he was behaving pretty badly. After a while Caitlin had enough and led us along a rarely used path.

Then she gave Kyle a lecture which throughly delighted Tanya. I thought that would be all but she quickly opened his jeans and yanked them and his briefs down.

Tanya was enthralled, I was surprised and Kyle was chagrined. Then Kyle was over her lap for a spanking. Yes, right there in the open in the zoo.

Kyle was lucky there wasn't much traffic for this embarrassing public spanking. A security guard gave her approval after checking things out.

A family with a boy and girl were absolutely delighted and the little girl got Kyle to turn red by noting that he did not have pubes and a pee-pee that was smaller than her ten-year-old brother's.

Kyle was mortified. Tanya commented to her sister that Kyle not only acted like a baby but looked like one with a hairless, little pee-pee.

It was three months after Caitlin started babysitting Kyle that I got him over my lap. As usual he was being babysat by Caitlin when I dropped over.

I had not told Kyle that I had gotten Caitlin to stop using the cream on me more on that later so he was surprised by my bush.

Even I noticed that he was acting up, and Caitlin and I agreed he needed a spanking. We were all sitting on the couch and I just pulled him over my lap.

Caitlin told him to be still and then I spanked him. I got carried away for I turned him into a bawling brat which made me feel powerful. I guess I was being selfish.

The next morning I went over and it turned out that Kyle's mom needed to go out so she put me in charge.

Caitlin had told how I had decided that he should be spanked and with her approval spanked him showing how much more mature I was.

I tried to make up with him by giving him an orgasm. Somehow he never learnt to that for himself. I promised him something better than he got from Caitlin and soon was finger-fucking him.

Caitlin did that a lot so he did not object since it was familiar. Then I used my cock to do as I promised. I pushed into him and it was great.

He loved how I hit his love nut with each thrust far more effectively than Caitlin's finger had. He actually came before I did. He was very appreciative.

I was a good friend and obliged him whenever he wanted it to happen again. It was shortly after Caitlin and Cassidy humiliated Kyle and me that first traumatic Sunday afternoon, that I started to realize that big, mature, bossy Caitlin was not really so mature.

She liked to push bully people around and she was abusive since she did all the sexual things to me and Kyle. Now, I was young and becoming sexual myself so I liked a lot of what she did, particularly the sexual stuff that made me come.

But I really hated that she used the damn cream every couple of weeks to keep me hairless although it was even worse for Kyle since he had open showers in school.

The guys all saw each other's bodies for there was not any hiding of them. There was one thing that was in Kyle's favor and that was that he was short.

The other guys saw him as little and did not expect that he should have pubes and a bigger cock. He told me that the bigger guys especially the older ones got teased for being late developers.

Since I was in middle school, I did not have that problem. I certainly expected that I would not need a babysitter once I was in high school.

But regardless, I wanted to have my pubic hair like Mother Nature designed me to. But high school was a couple of years away for me and there was Caitlin to deal with.

After a month, I managed to get Mom to relent and allow me to be normal and have pubes. I even suspected that she regretted her hasty remark that let the girls remove them.

Perhaps if there had been more time, it would have turned out differently. Unfortunately, I could not get Mom to tell Caitlin to stop using the cream but I had to convince her myself.

I realized that would not be an easy task although Mom had promised to be neutral. I appeal to Caitlin but was turned down.

I knew that she liked me as her little boy toy. I was glad that she could not take me to the vet -- like she did with her dog to get his nuts cut off so that he would not really grow up.

Truth be told, I liked the sexual games she played with me and even managed to get a feel of her breasts and her pheromones gave me hard ons very quickly.

Beside getting jerked off by her, I sometimes sat in her lap and was cuddled. This let me rest my head on her breasts and even touch them a little -- only through her clothes often, however, with her hand about my hard cock.

I dreamed of getting to see her sex, even touching it, tasting it and more. There was not really anything that I had that I could use as a weapon so I had to be creative.

I decided that it was better to lose her completely if that meant I would regain my pubes. There were other girls and, of course, Kyle to have sex with.

It would be nicest to have both her and my pubes. There was but one thing that would make Mother fire her and that was if she knew how abusive she was.

Actually, I got the idea from the headlines in the newspaper where caregivers got into a lot of trouble for doing sexual stuff with the kids.

Naturally, I had to prove what I was saying or Mom would not act and, even worse, get stricter. I had a way and that was just sitting on my desk -- my computer and its all-seeing camcorder.

There were only three locations where Caitlin 'molested' -- the bath, my bed when I was lucky and on the couch when we watched TV together while cuddling.

Although the most frequent location was in the bath, I decided to go for the bedroom first since the camcorder would blend into my stuff regardless of where it was.

It was easy to hide the camcorder high in my bookcase so that it looked down on my bed and would see me stretched out and Caitlin playing with my cock and taking me to paradise.

I set my stuff up and tested it making sure that it was silent so as not to attract attention to itself. It took a couple of weeks before I was 'a good enough little boy' for Caitlin to play with me in bed.

The next week, I got her in the bathroom feeling me up and making me shoot. One of the things I told Caitlin was that I was bottle fed so I still yearned for that loverly nursing feeling.

Occasionally, Caitlin was horny enough to slip off her bra and let me get real close. Sometimes I actually could get to her nipples and use my tongue on them.

It made me extra hard and she still felt like she was in control because she had my stuff in her hands. We both knew that even a gentle squeeze would make me stop anything I was doing.

I 'confessed' to Caitlin one day that I had been late with some homework and felt very guilty about it.

She spanked me hard but not for very long. She spanked enough for me to know that I had been spanked and even to make cry like she like to see me do.

It made me horny actually her scents did and she turned me over and jerked me. I shot very fast and she went for a second round to my great joy.

I had originally planned only to make a video that showed Caitlin being sexual with me, her charge, but then I realized that one could catch more flies with honey than vinegar so I also made a nice one where I talked about how great she was guiding me to be good boy.

I got the promo idea because I was frequently dragged along with Mom when she went shopping and over heard a lot of what she said to other moms.

As you might expect, it was about us kids. Discipline and control was a most frequent topic as were babysitters. I heard her recommend Caitlin and Cassidy to a couple of other women who had little kids.

At a scout get together, she talked to Mrs. This stuck in my head because Travis Haussler was a patrol leader and did a terrible job because he was a bully.

He also liked to strut about naked in the locker room to show off his hairy body. Actually, he was like an ape. I doubt that he realized that everyone could see that his cock surrounded by a forest of hair was smaller than those of some of the tenderfoots who only had little bushes.

One day I mentioned to Caitlin how I thought that she had helped me mature and that maybe I could help her get new clients.

In response to her "How? The promo ended prematurely and then I restarted it but with her jerking me off in the tub. As expected she liked the nice one but got upset about the sexual stuff.

I have to give her credit for realizing what sort of choices she had. She immediately recognized that if the sexual ones got out, it would be very bad.

Not only would the opportunity gain new clients evaporate but she could lose current ones. She might not be able to do what she loved -- to dominate naked boys -- especially when she got paid to do it.

In that first discussion I indicated that I would really appreciate if she would stop using the depilatory cream on me.

We never discussed tawdry subjects like blackmail and coercion. I even told her I fully accepted that it was right and proper for her to get me naked, bathe and spank me.

When she asked about Kyle, I said he was still an immature little boy and probably better off bald. I must give her credit for she was pretty calm about everything and we spent some time cuddling on the couch with her holding my stuff while I nuzzled her lovely breasts.

She was a smart girl and quickly saw the advantages of the promos at the small price allowing me to have pubes especially since I was otherwise her boy-toy.

Over the next few weeks, I was able to get closer to her and get to kiss some. Since I was naked and she wasn't she still felt in control as did I.

I got her help working on the promo and she gradually let me get closer to her skin. First, it was her breasts when I would play a baby suckling which she also enjoyed.

After we kissed one time, I let her know that I would be willing to kiss her other lips. Needless to say that I wanted to. She showed up in a skirt the next time.

I was allowed to reach under and feel her up which was thrilling. After she removed her panties, we played some more.

I put my head under her skirt and went down on her. Even though I was an amateur, she loved it. We continued working on the promo that she could show to prospective clients -- mothers of older boys.

I believe that she like playing with me the most because my stuff really worked yet I was still short so I was a little boy that she could dominate.

I convinced her that if I graduated, I would be a better example of her good work so I stopped being a client. She easily convinced Mom that I was mature enough not to need a babysitter and we teamed up to make a 'most satisfied mother' video.

I was surprised that once Caitlin stopped with the depilatory cream that being her boy-toy was really nice. I could escape all responsibility when I was with her and got TLC and sex as a bonus.

She was happy also. She continued to visit and I always happily submitted to her whenever she wished getting naked, bathed, spanked and 'molested'.

However, we played a lot more and eventually she get naked herself. I'm happy to say that I eventually scored a home run although that took a couple of years.

Actually, she had many clients over the years she was in high school. She had the charisma to charm many a boy's parents into hiring her to babysit their sons, who they couldn't control properly.

Caitlin had a temperament that also let her dominate boys. Even those that did not like submitting, succumbed to the irresistible force of her very strong personality.

If -- no, make that when -- she got them into the tub they were as doomed as a fly is on the slippery slope of a pitcher plant. Those with little sisters found themselves as primary exhibits at anatomy lessons.

I turned out doing something different. After Caitlin whet off to college, I was free. Unfortunately, I started to slide and Tanya did not have the powerful personality that her sister did.

I found the answer in the scouts. You might expect that he would have been an explorer older than I, like Caitlin was.

It was just the reverse for Terry was a recent graduate from the cubs and just a second class scout. He was, however, a ball bearing Caitlin and a young hunk that had a lot of command presence.

He easily got me to tell of my slippage now that Caitlin was gone and said that he would take charge of me. I had to agree that he was my disciplinarian with the right, authority and power to get me in shape.

After a two-week trial run, I became his boy. He did not care whether or not I was dressed but only that I strip when he wanted to use his belt on my naughty ass.

He even had a talk with my mother in which the two of them talked like parent and teacher about the child's faults and needs.

After three weeks, Terry told me that to be fully successful I had to surrender completely to him. I responded that I had and he said I had not.

That should give you the clue as what you must do. You shall also give me to necessary stuff. We each have our own 'rats' and our own 'Julia'.

It took me a few days to realize what my 'rats' and my 'Julia' were and even longer to buy those 'rats'. I feel her finger on my anus and she pushes it in hard and dry.

I scream. Kathy pushes me off her lap and onto the floor. She gets up and walks out of the room.

She comes back a few moments later with a jar of Vasaline, Vicks Vapor Rub, and a hair brush. Get up on the kitchen table on your hands and knees, ass up and your head down, she says with an angry voice.

Kathy put a big glop of Vaseline on my asshole. I then feel her push two fingers inside me hard all the way to her knuckles.

I can feel her fingers twisting and twirling around deep in my ass. I let out a grown. Kathy picks up the hair brush and pushes the handle of the brush deep up my ass.

Kathy begins to pump the brush handle in and out of my ass deep and hard. I begin to moan and she tells me what a bad boy I have been and that this will help my behavior problem.

Kathy removes the brush and inserts two fingers inside my ass from each hand. I then feel her pull her hands apart and my asshole being pulled open. Kathy pushes her fingers in deep and hard and then quickly pulls them out.

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Femdom Babysitter Stories

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