The following story is fiction about a boy and his sitters.  The story contains scenes of spanking, strapping, shaving and sex.  If these subjects are offensive, uninteresting or if you are a minor (i.e., child) please leave now.

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Sitting Vicky

By

YLeeCoyote@juno.com

Although we had been neighbors for a few years, I first really became acquainted with Kent and his kid sister when I was a little boy of eight.  My parents had decided that I was grown up enough not to require an adult sitter provided that I agreed to be well behaved with a teenager sitter.  Kent was twelve, almost thirteen, which was more than fifty percent older than I.  That seemed like a huge amount to a little boy in the third grade.  Of course, now that I'm thirteen and Kent is a high school senior it does not seem like such a big difference. I wasn't a bad kid back then and changing from old Mrs. McGinty who was like a granny to the young Kent sounded like a great deal.  Kent would play more, be less strict and he definitely smelt better.  The rules were not going to change either.  Any changes to my bedtime, play rules etc. were independent of the babysitter.  One rule did not change at all and that was that my babysitter had the authority to spank me.  Old Mrs. McGinty never did that so I did not worry about it.

That was a mistake.

A very big mistake.

I got away with it the first time.  Kent carefully explained that he would spank me the next time I was a naughty boy.  He even demonstrated how he would pull me over his lap and hold me in place.  This time was just a warning and he just gave me gentle birthday type spanks.  "Remember, young man, that you have gotten your warning and next time I will take your pants down and really spank you." he lectured me while I was still in position.  I didn't struggle because he really was not spanking me.  I thought I had gotten away with stuff as he must be afraid to really spank me, just like old Mrs. McGinty was.

It was less than a week later that I learnt how very wrong I was.  It was a rainy day and I was stuck in the house.  Obviously, my parents were out and Kent was sitting me.  He had brought over his little sister, Vicky, who was three years younger than I.  It only took a couple of hours to get Kent sufficiently annoyed with my antics and me that he decided to spank me.  It was scary how he just grabbed me and held me in an iron grip as he lectured me and then told me that he was going to spank me with my pants down.  Shamefully, I begged him not to but it did not do any good whatsoever.© YLeeCoyote

Kent held my wrists together with just one hand.  "It will be worse for you if you fight me, boy." he said coldly.  The chills that sent up and down my spine made me not so much as to cooperate but not to resist.  He opened my belt and then unbuttoned my jeans.  He unzipped them and pulled them down exposing my superhero briefs.  All this time Vicky was watching and laughing.  "Nicky is going to get spanked on his bare bottom."

"Not bare, Vicky is watching." I pleaded but that did not do me any good.

"I want to help, Kent." Vicky said.  "I can pull down his underpants."  To my great horror, Kent allowed her to do that and she quickly yanked down my briefs.  It was mortifying to be exposed to a little girl like that.  Of course, as she pulled down my briefs she got a close up view of my willy (now it's a cock but then it was small and hairless).  To complete my humiliation, she made a comparison.  "His thingy is smaller than Cousin Told's and he's only six."  I hadn't really worried about my size yet, but being smaller than a six-year-old did not make me feel good in the least.

Kent easily pulled me over his lap and letting go of my wrists clamped me in place about the waist.  He gave me a few light spanks and then gave me a painful hard spanking.  I was almost ready to bust into tears when Vicky said that she wanted to spank me also. "NO!" I yelled but Kent just held me in place very firmly and little Vicky started to spank me.  Well, you might think that what harm can a little five-year-old girl do even to an eight-year-old boy.

"None." you would say.

Well, you are wrong.  Such a girl can do a lot when she has a weapon.  She had picked up one of my flip-flops and was using it as a paddle.  That hurt even more than Kent's hand had.  I was yelling and so I broke and started to cry.  It was horrid!  It was far worse than if it had just been Kent who had made me cry but it was little Vicky who had pushed me over the edge so that I was bawling like a little baby.  I soon learnt that Vicky was overjoyed and proud that she had accomplished that.

I was then required to stand in the corner with my hot, burning bottom on display with my hands on my head.  Vicky and Kent talked about what a naughty boy I was and how I cried like a big baby.  I did not even have the comfort of my jeans about my ankles for I had kicked them off during the spanking.  I did not mind so much that it was Kent that had spanked me because he was bigger, older and stronger guy who was practically a teenager who was my sitter but that a little girl had made me cry like a big baby was shameful.

After my corner time, it was my bedtime and that meant a bath first.  Kent lead me to the bathroom, where Vicky was already running the water.  I quickly lost my T-shirt and socks so that I was naked.  Kent tested the water temperature and I got into the tub with Vicky watching.  I wanted to wash myself, but that was not permitted.  Kent knelt on a pad by the tub and washed me.  Vicky helped especially with the rinsing.  "This is more fun than washing Cousin Told because he's an older boy." said mother's little helper now in service with her big brother.  I felt like such a baby for Vicky also helped to dry me.  After I brushed my teeth, I was required to 'tinkle' to use Vicky's word.  She watched closely.

In my bedroom, Vicky insisted on dressing me in my pj's.  "Nicky is just like a big doll and I dress them all the time.' she said.  You may wonder how come a little girl did not have to be in bed that late, but as she tucked me in, the bell rang.  It was her mother to take her home leaving me with Kent until my parents returned.

That was my very embarrassing introduction to Vicky.  Even though she was some three years younger, it was I who was stripped naked, spanked to tears, washed, watched peeing, dressed in my pj's and put to bed as she helped Kent babysit me.  That day I learnt that Kent had a powerful assistant and I did not have any privacy.  I surely could have resisted Vicky, but Kent had the authority and provided the muscle that I was helpless against.

The next time that Kent watched me he did not bring Vicky and things were a lot nicer.  He didn't find a reason to spank me and he only helped me rinse my hair in the bath.  When he reminded me to pee I did and he did not pay any attention.  Since he had taken me to the park it had been a fun afternoon.

The next time he brought Vicky along and somehow I earned a spanking.  I objected that Vicky should not be there but I was reminded that she had seen all of me before and that there wasn't any reason to hide from her anymore.  I protested that it had not been fair the previous time and therefore that should not count but that did not get me anywhere either.  So, I had to endure a similar stripping, spanking and bathing like the first time.  Actually, it was even worse because Vicky did more washing of me especially of my thingy as she called it.  She did not hurt me in the bath for she was very gentle.  In that sense it was even nice although I would have preferred that she had not had her hands on me.  Even more, I wished that she had not helped Kent spank me.  I was over his lap but she used that flip-flop again.  She made up for each spank being less forceful than ones from Kent by giving me a lot more.  Since her brother held me down, I had to take it and she made me cry again.

After a few months, I learnt that I had to obey Vicky because Kent would back her up.  Throughout the first three years until I was eleven, all the spankings I got were while I was over Kent's lap.  If Vicky was not there, Kent would make me cry spanking me using just his hand.  I even progressed to the point where I could be more of a man about it and remove my own clothes before getting over his lap for my punishment.  Vicky was always ready to spank 'the naughty little boy' and I did not have a say in the matter. I also progressed to being allowed to shower, albeit only with the door open and Vicky loved to watch.  She called it monitoring.  After the first few times, I got use to it and accepted that a girl three years younger than I saw me naked and spanked me.  I was actually more modest in front of Mother than Vicky.

After I turned eleven, there was one important change.  Kent did not take me over his lap to spank me.  Instead I was required to bend over to present my bottom for his attack.  There were two ways I did this.  First method was laying over the end of the couch and, the second, was laying on my bed with my knees several inches above the floor.  Then with my butt neatly presented I was spanked.  Kent usually used his hand but sometimes a flip-flop.  Just a few spanks when he used that and I was reduced to a blubbering mess.  He could do the same thing with just his hand but it took twice as long.  Vicky loved to do the honors with me so neatly positioned.  She also liked to experiment with other implements beside the most effective flip-flop which was essentially a little rubber paddle.  She tended to favor traditional women's items such as a wooden spoon from the kitchen and the wide hardwood backed hairbrush although she was quite happy with any sort of games paddle that she could grab.

Kent said that Vicky did a more effective job spanking me so once I was eleven and not spanked over Kent's lap, she would deal with me without the direct supervision of her big brother.  Every few months she would comment that although I was growing my pee-pee was still smaller than her Cousin's Told which was growing much more.

When I turned twelve, life became much better for I no longer required a sitter.  Beside the wonderful feeling of being more grown up and trusted I was free of the spanking she-devil.  Then some months before I turned thirteen, I started puberty.  I was thrilled that was happening for I was turning into a MAN.  Besides my overall growth, my wiener was becoming a proper cock with a nice nest of public hair about it.

* * * * * * * * * *

Shortly after I became a teen, I was asked to [baby]sit the now ten-year-old Vicky.  I was thrilled at the prospect since I was sure that it would permit me to turn the tables on that little she devil.  That was even a bigger mistake than I made when I agreed that Kent should be my sitter.  I never imagined what would happen in my most horrid nightmares.

It all seemed very simple.  I would just go over to her house, do my homework or watch TV and get paid.  I knew that Vicky would take care of herself and I was just there for emergencies and required by law since she was under twelve.  I was delighted that I had been granted spanking authority just as my sitters had been.  That was my downfall for I planned to spank her at the first excuse – on her bare girl bottom.  It is easy to see that in retrospect but as we all know hindsight is always twenty-twenty.

I was not prepared for the little slut that I was in charge of.  She had grown in all sorts of ways and it was most obvious.  She was wearing a small, too-tight tube top that bulged over her little budding breasts.  They may not have even been AA but they rose up like little mountains on her little chest.  Also, she had the tightest, shortest shorts I have ever seen.  She looked like a little version of the streetwalkers I saw on the TV news.  Unfortunately, I saw her as a sexy little girl as desirable as the girls in my classes.  What that did was to make me even more anxious to get her pants off and spank her cute butt like she had spanked mine countless times. When it was her bedtime, I told her to shut off the TV for it was bath time and get to bed.  She wanted to watch the end of the show but I clicked off the set and grabbed her.  She fought me.  In the process the tube top was pushed down and my hands got on her exposed little breasts.  She yelled and jabbed me hard in my gut with her elbow.  That stunned me enough that I lost my grip and fell onto the couch which allowed her to dash off to her room.

As soon as she was gone, I realized that I had a hard problem.  Actually, two of them.  I opened my jeans and freed my hard cock.  I did not have any idea how big her cousin's cock was now but mine was respectable.  I proceeded to jerk off to relieve the tension.  There were a batch of napkins at hand and I used them to catch my cum.  Relieved for the moment, I closed up my jeans and went to deal with the other hard problem.

Her door was locked.  I demanded that she open it and when she eventually did she was dressed again and told me to watch the slide show on her 'puter.  I objected but she said I would find the pictures most interesting.  I did not see how that would be of any harm, I watched after she clicked on the start.  She was right, they were interesting; horribly interesting.  It started with a title of "Nicky – My New Sitter".  Then there were images of the two of us on the couch snuggling.  She had done that earlier.  Then it showed us fighting with her naked breasts covered by my hands.  The next one showed her breaking away and me then jerking off while sitting on the couch in her house.  It finished with her running naked out of the room.  But she ran out with her shorts on before I jerked off.

"That's not what happened, Vicky." I said.  "How did you fake it all."

"Kent show me how to set it up.  The pictures are all one hundred percent real.  But that does not matter for Mom and Dad will believe it.  You'll get sent away to reform school."  She was laughing.  I quite forgot about getting her to bed.  You been a naughty boy again.  A very naughty boy, Nicky.  Trying to take advantage of a girl you're sitting is very naughty indeed."  I was dumbfounded.  It was clear that Vicky was on the offensive.  "You know what happens to naughty little boys like you, Nicky."  It was not a question at all.  "They get spanked."

"What!" I exclaimed.

"I missed spanking you, Nicky.  It is clear that you need to be spanked because you are still a naughty little boy."  I did not know what to say but after a long pause she spoke again.  "Nicky, you need a good, hard spanking and if you don't agree my 'rents will get the slide show and some video clips also."

"You can't do this, Vicky." I said lamely.  Of course, she could for she was.

"Just take off your sneakers, boy.  I'll do the rest." she ordered just like when Kent was sitting me.  "You been a very naughty little boy and your punishment is that you must be spanked."

I couldn't believe that this was happening.  I was thirteen and she was just ten; I was the sitter and she the sittee.  Yet, suddenly she was taking control.  "You can't do this, Vicky." I repeated, "I'm the sitter not you or Kent."

"I wonder how the headline will read – «13 year old boy molests 10 year old girl».  Who know what terrible things might happen when you're arrested."  She paused, and then repeated her order to remove my sneakers.

I was very scared and obeyed her.  First, she pulled my T-shirt off over my head.  Then she opened my belt and jeans and pulled them down.  I had to sit on her bed so she could pull them off and then my socks followed  immediately leaving me in my just my underpants.  "STAND UP, BOY!" she commanded and I obeyed again.  As she pulled my briefs off, I felt exactly like I had five years earlier when she did that – like a little boy.  Here I was, naked in front of her; the ten-year-old girl fully dressed that I was suppose to be sitting.  Something was wrong but I was trapped.  Every second it became harder not to think and feel like a little boy especially since I knew that I was going to be spanked.  I was even afraid to put my hands over my crotch for in the past I got spanked extra for doing that.

"I see that you grown a little, Nicky, but you're still smaller than Colt and he has more hair too even though he only eleven."  I blushed at that wonderful tidbit.  "Bring me the hairbrush, boy.  It's on my dresser."  After I got the brush, she sat on the bed and had me lie over her lap with my weight supported by the bed.  Of course, this put me into the traditional ready-to-be-spanked position over my young charge's lap..

And spank me she did.  She was not in a hurry and gave me so many spanks that I could count them because of the pain and then I lost control.  My crying soon became bawling.  I was broken once again.  I knew little other than my tail was on fire and the tears on my face were not putting it out.  It was just like years before when she crushed me while Kent held me.

Vicky had another nasty in store for me.  She made me get up and then pulled me into the bathroom to stand in the tub.  I was still crying and rubbing my red hot tail.  She then used Kent's electric shaver on my little bush so that I was once again hairless as a baby.  It was not until I stopped crying and recovered my sense that I realized what she had done.  I complained, of course, and was told that little boys, especially naughty little boys don't have hair like men do.  She put me in a hall corner as she got ready for bed.  When she went to bed, she told me to get dressed and wait for her parents to return which I did.  They paid me and I went home but my head was spinning.

* * * * * * * * * *

To say that I was a little confused would be the understatement of the year.  I was very confused by all of this.  My tail was red and hurt, my pubes were gone and my wallet was a bit thicker.  I was also scared of what that little she-devil might do.  She surely knew that she had me by the balls and that I had to obey her for otherwise she could (would!) release the pictures and videos.

Once home, I showered and went to bed.  Of course I missed feeling my pubes when I handled my junk yet it was strangely erotic.  I also found that my hot ass also increased the intensity of my orgasm that night.

In the morning, I got an email from Ms. Vicky with the slide show she had showed me plus some of her spanking me, my crying and her shaving me.  She wrote that she was looking forward to me being her regular sitter.  The threat was obvious.

Later in the day my Mom was delighted that Vicky's mother called and asked that I be Vicky's regular sitter since I did such a good job.  I did not want to do it but Mom insisted that I do.  "It will be good experience for you and it's so convenient." she said.

I was doomed and could not tell anyone how I succumbed to a little ten-year-old girl.

It was only a week latter that I sat Vicky again.  She was well prepared and I was not.  I had started to tell her that I was the sitter and in charge but as I stammered she cut me off.  "I'm in charge – always!  And don't you ever doubt it.  Cross me and you'll be the laughing stock of the neighborhood and school before you get shipped off to reform school.  Furthermore, not only will you be a good boy for me here but all the time – at home, at play and at school."

I was speechless.  Then she said that such insolence and disrespect  was a spanking offense and I was to strip immediately and get into position over the end of the couch.  I hesitated and then she barked at me.  "Give me your belt and strip and get into position – NOW!"

I folded and pulled my belt out of my jeans and stripped as she ordered.  There was something about her that made me obey.  In a minute I was in position and so was she.  Then, for the first time, I felt the folded belt hit my bare bottom.  I yelled.  I yelled for each of the ten strokes she gave me.  By the end I was felling like a very little boy who had been well spanked.

Ms. Vicky then checked my crotch and decided that it should be totally smooth.  She had me lay down and used her brother's shaver on me again.  "There, that's the way a little boy should be – nice and smooth."  Then she made me feel how smooth I was and repeat that it was the proper way for me because I was just a little boy.

Now that I was super smooth and with an apple butt I had to kneel before her as she questioned me about my life.  It was totally uncanny about how she could tell that I was lying so I was soon I was afraid to lie.  I confessed to all sorts of stuff that I should not have done and slipups at school.  After spending an hour in the corner while she watched the tube, she got me over her lap and spanked me with the hairbrush.  Since I still hurt from the strap, this was very painful.  She explained that I would be questioned every time and receive a spanking for misbehavior.

There something that you did not tell me about, little boy.  "How often do you play with your thingy?"  I was stunned.  I never talked about that with anyone and being careful to always catch my stuff so that my mom would not find any traces.  I must have been silent for Ms. Vicky yelled at me and demanded that I jerk off while she watched. She rejected my protests and grabbed my thing which got hard immediately.  Then she started to play with my thing and in just a couple of minutes I shot a load for her.  It was wonderful.  As you can guess it was the first time I had done that with anyone much less with a girl.  Soon after that she knew all about my masturbation habits and I was told that I was allowed to jerk off only once a day except that I had to skip the two days before I was scheduled to sit her.  She said if I disobeyed then she would not make me feel good like she just had.

She also decided that she should be paid for all these services that she was providing for me.  Therefore, every time I came I would have to give her half of the money I received from her parents the previous time.  I started to object but she said that she would accept a sixty/forty split so I shut up quickly before I got the short end of the deal.

* * * * * * * * * *

Within the first month everything settled down.  It was most clear that Ms. Vicky was in charge.  She controlled me totally and I could not get out from under her control.  Not only did she have the images from that first night (arranged and augmented so that I looked like I was taking advantage of her) but additional ones.  Just like I had to give her half the sitting money, I had to help her get more and more incriminating pictures.  Each time I submitted to her blackmail, she ended up with more impeaching stuff.

She was always able to find a reason to spank me.  It quickly became clear that it was not whether I would be spanked but how I would be spanked.  I was amassed at how proficient she was.  Occasionally, I was a good little boy and she gave me a gentle spanking often with her hand while I was laying over her lap.  There would be soft spanks and her other hand would play with my thingy.  Sometimes I would even cum while she did this.  Other, far less pleasant times, she would give me a hard punishment spanking.  These she would precede by jerking me off roughly several times so that I would not get any, even perverse, pleasure from the spanking.  For those she would have me laying over the couch arm and blister my tail with the strap or paddle so that I could not sit comfortably for days.

It is probably redundant to mention that she kept me bald as a baby down below.  Since I was a little boy I was not entitle to have hair and correspondingly since I was bald I was just a little boy.  The logic is circular and flawed but she used it constantly.  Ms. Vicky has promised that I'll never have any pubes as long a she is in charge of me.

There was a change when she turned twelve and legally did not require a sitter so I lost the job.  All that changed, however, was that I no longer got paid by her parents.  In the two years that I was her sitter, I changed.  I don't know why or how it happened but I have come to know that it is the proper thing for Ms. Vicky to be in charge of me.  Consequently, I'm always on my best behavior to avoid Ms. Vicky's harsh punishments.

The End

© Copyright A.I.L. June 18, 2011

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