The following story is fiction about an immature fourteen-year-old boy who learns that he is just a little boy rather than a young man.  The story contains scenes of spanking and nudity.  If these subjects are offensive, uninteresting or if you are a minor (i.e., child) please leave now.

This work is copyright by the author and commercial use is prohibited without permission.  Personal/private copies are permitted only if complete including the copyright notice.

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Click to have ​Metric units​ (​American/English units​) used in the story.

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Suddenly I Have a Babysitter

By

YLeeCoyote@juno.com

It was a blazing hot day.  Gary, my friend and next door neighbor, had just called and asked me to join him in his pool.  Mom said OK so I dashed over just wearing shorts, anxious to get into the cool water.  As I approached the pool, I saw Gary get up.  He was naked for we like to skinny dip.  He is ​5′0″​ (​152 cm​) which is pretty tall for an eleven-year-old which is the same as me although I'm fourteen.  I hope to start puberty and get my growth spurt any day now for, unfortunately, I'm the shortest in my class.

"Lose the shorts and get wet, Henry." he yelled.  So I did.  He must have been waiting for me since he is not allowed to swim alone.  We played about in the water for an hour and then got out to have a drink.  It was then that I saw Lara filling the cups from the jug cooler.  She's his thirteen-year-old babysitter who is in my class and got great boobs.  I immediately put my hands in front of my crotch to hide my junk although Gary obviously did not care that his was on view to her.

They both laughed.  "You ain't got nothing to hide, Henry.  All little boys are the same down there and I've seen lots of them.  Here, have some lemonade so you don't dehydrate in this heat."

I looked about for my shorts or a towel and they were there right next to her.  "Please give me a towel or my shorts."  I was practically begging her.

"Don't be silly, Henry.  I've seen you already.  You're just like all the little boys that I've babysat in the last four years.  We girls mature earlier early and are like moms-in-training."  She had walked over to me so she was now standing right in front of me.  I kept my eyes looking straight out so I was staring at her boobs which were directly in front of my face.  "I'm up here, Henry." she said for she is some ​eight inches​ (​twenty cm​) taller than I.  Abashed, I raised my eyes to look at hers rather than those eye magnets.  Not only was I embarrassed but she now knew for a fact that I did not have pubes.  "Now have your drink.  It's good for you." she said handing me a plastic cup.  I took it and turned away.  "There is not anything to be ashamed of, Henry, nor to hide." she said cheerfully.  "Please sit down and relax."© YLeeCoyote

"But it is not right that I'm naked with you." I protested.  "You're Gary's babysitter not mine.  I don't need a babysitter – I'm fourteen and in high school."

"No, Henry.  You're plain just wrong.  I'm a lot more mature than you and have taken care of lots of little boys – just like you.  Just think of me as a mother-in-training and it's a mother job to care for her boys.  I'm in charge of Gary and any of his friends who are here."

"She's just like a Mom." interjected Gary, "She does everything Moms do.  She not interested in your little pee-pee although she already seen it, so stop worrying about it and drink your lemonade.  She been watching me since before you got here today."  Gary pointed to the chair in the shade where she must have been sitting unnoticed by me and he obviously did not understand my embarrassment.

I don't understand how she did it, but after some more talk I was relaxed about being naked, like Gary, even though she was dressed.  I even got to accept that since she, like most girls, was more mature than boys like me it was right and proper that she was in charge just like Mothers were.  Age evidently wasn't a factor.  She managed to get me to recall how when Mom had a babysitter for me, that I was bathed and, if naughty, spanked by the babysitter among other things.

"But even now if you did have a babysitter, then it would be OK if she bathed and spanked you." she said summing the situation up in just a few words.

I agreed to the hypothetical, saying: "Sure, if I had a babysitter but I'm too old for one now." thinking that it was a nonissue.  Gary and I went back into the pool to have fun.  Even though I was naked, I soon forgot about Lara watching us, even when I got out to dive back in.  Unfortunately, Gary and I got into an argument about nothing and that upset Lara.  She called us out of the pool and lectured us about safety and that we must follow the pool rules.  I thought that was the end of it and we would get back to swimming.  Unfortunately it was not.

Lara told Gary to get over her lap for a spanking.  I was shocked that he complied immediately saying: "Yes, Ma'am."  I could hardly believe what happened.  Lara gripped him by the waist and patted his bottom a couple of times and then started to spank.  I figured that she must have hit very hard from the sound, the way her hand prints formed in pink on Gary's bottom and, most of all, his howls.  Within a few minutes his tail was red and he was bawling when she stopped and let him up.  After a few minutes, he wiped his tears away and apologized for being bad.

"I would spank you also Henry, for you were just as naughty as Gary, if I had permission." she said and I was glad that she did not.

Suddenly, my mom was right there along with Gary's mom.  "We have been watching for a few minutes, Lara.  You have been doing very well with the little boys and you do have permission to spank and otherwise deal with my naughty little Henry.  Mrs. Spafford and I are going out and will be back about nine.  Henry, you are to stay here for dinner and listen to Lara for she is in charge."  With that our moms got into the car and drove off.

"It's not a hypothetical any more, Henry.  I AM your babysitter now.  Come get over my lap like Gary did for your spanking."  She was grinning and patting her lap.

"It only fair, Henry.  I got spanked already." said Gary traitorously.

I was trapped.  Slowly I walked over and she quickly got me into position.  I was not expecting such a painful spank so I yelled and jumped up even grabbing my butt.

"Back in position, Henry.  Next time it will mean extras."  Slowly, I returned to the humiliating position and she got gave me another couple and they hurt even more.  I jumped up again.  Starting again she had Gary hold my wrists and she went at my butt even harder.  Soon I was crying and then bawling like Gary had but the spanking continued.  Eventually she stopped but I cried for a long time proving that I was just a little boy.

We swam some more and then went in for dinner.  I wanted to put my shorts on, but Lara said that little boys should always be naked at home and as much as possible elsewhere.  It seemed silly to argue after several hours of running about naked with her watching.  Lara nuked and then served our dinner.  We were allowed an hour of TV and Gary selected cartoons. Then it was bath time.  Lara insisted that not only would she actually bathe us, but we would be in the tub together.  My objections were for naught and she reminded me of our conversation earlier.  I was trapped.

She was very gentle when she washed us and careful not to get the shampoo in our eyes.  I was very unhappy that she got to handle my stuff like I was a baby, but it was happy since it got hard.  Gary also got hard and boasted that he was bigger.  I disagreed but Lara got a ruler and measured both of us to resolve the issue.  To my great embarrassment and shame, she declared that Gary was more of a man than I was.  He was all smiles upon hearing that and I knew that he would not let me forget it either.  She had us brush our teeth and then told us to pee-pee together.  "You get diapered if you don't tinkle." she threatened so I had to pee while she watched.  She tucked us in to bed and the next thing I knew it was morning.

* * * * * * * * * *

When I got home, the rest of the universe collapsed.  Mother explained that she was going to be working afternoons for a while and had arranged that Lara would watch me after school to be sure that I did my homework and chores.  I protested that I was fourteen and in high school and most certainly did not need a thirteen-year-old girl for a babysitter.  (I did not add especially one that would make me be naked and had measured my pee-pee.)  Mother was NOT impressed in the least.

"Henry, I'm afraid that you are still just a little boy and have a lot of growing up to do.  It was a mistake to have allowed you so much freedom and later we will work out your new rules.  For now, I expect that you will get a reasonable haircut by yourself this afternoon.  That along with being back in briefs will help you remember that you are just a little boy.  Lara – who is a most mature young lady – will make sure that you keep on track.  She has full authority to discipline you as she sees fit including spanking."

I pleaded with Mom to reconsider but she wrapped up with a real killer: "We'll review this again when you show that you are more mature both emotionally and physically when you have pubes."

I was doomed.

* * * * * * * * * *

I moped about the house playing video games until Mom sent me off to the barber shop.  "Tell Tony you want a reasonable haircut for a little boy and follow his advice.  Come back with a mess and you'll get a spanking rather than dinner and I'll use the clippers on you myself."  What could I do for that last bit was absolutely scary and guaranteed to make me a laughing stock at school.  I'm glad that Tony knew how to cut my hair so as to satisfy Mom and not cause me trouble at school.

The next change got me in the morning when I got dressed.  My boxers were gone and there were new tightie-whities.  When I complained to Mom she offered to get me super-hero ones.  I shut up for that would really get me in trouble in school.  When I got home, Lara was waiting for me.  She wouldn't allow me to ignore her and presented me with a whole mess of rules.  Some were like you would expect – no internet except for homework but the tough one was no clothes.  I tried to reason with her and at least keep on my briefs but she was adamant – I had to be totally naked.

"Henry, I told you three times to undress.  Since you refused you are getting a spanking." with that she yanked me and I fell over her lap as she was sitting on my bed.  She got a leg over mine and twisted my arm up my back so I couldn't move.  She pulled my briefs down in the back and started to spank very hard.

I was howling.

Then she stopped.  I thought she had finished but she had not!  For without any warning something crashed into my butt.  I saw stars and it made me think that the hand spanks were just love taps.  This was a thousand-time worse than the spanking at the pool.  I couldn't take any more and was begging her to stop and promising to do as she said.  She stopped and as I got up she yanked my briefs down.  I couldn't sit from the walloping she gave me with her hairbrush so the corner time was welcome.  A half hour later I sat on a pillow to do my homework.

After that, I knew that I had best do as she commanded and quickly undressed when she came to watch me.  Even after she left, Mom would not allow me to get dressed until after breakfast.  A couple of days I did my yard chores naked as Lara keep her eyes on me.  I could only hope no one else saw me.

After yard work and some other chores, I was dirty and stinky so Lara bathed me before I got to my homework.  She was all business doing that and scrubbed me hard.  Although it was not erotic, I got hard.  Lara always made crude jokes about how I must like her because my little pee-pee (smaller than eleven-year-old Gary's) was hard and pointing at her.

My grades also improved, much to Mom's delight, because Lara was able to monitor my work in some classes and made sure that I kept up.  I had to be careful not to feel her hairbrush on my butt any more than absolutely necessary.

* * * * * * * * * *

Although Lara mostly sat me, she also sat Gary at times and occasionally both of us together.  What I was unhappy to notice was that Gary was getting pubes.  I could not fail to notice because he boasted about it and was proud that he was more mature than I who was older.  Lara still insisted that he be naked as before and he accepted that.  "If I object, she'll just spank me and worse." he explained.

It was a couple of months later that I started to get that all important hair down below and, of course, I certainly let Mom, Lara and Gary all know.  I was hoping to try to renegotiate my rules like Mom had mentioned as I was getting pubes.  Unfortunately, I did not heed the warnings that I had better show that I was mature enough to have them.

I stupidly got into some trouble at school doing some pranks and got a note for Mom to sign.  Of course, Lara knew about my foolishness and lectured me about it before giving me a spanking.  By now I had learnt not to resist and got over her lap as she ordered.  It was a very hard spanking.  Her brush was like a small oak paddle that really packs a wallop.  She roasted my tail so much that when she just caressed it gently with her hand, it was painful.

But that was not all for she rubbed some cream over my pubis above my pee-pee without explanation before sending me to the corner.  A half hour later she gave me a bath and when she dried me noted that I was nice and smooth and as hairless (not even peach fuzz) as a baby.  "Henry," she said, "you proved that you are not mature enough to have pubes so I've removed them.  Since you persist in acting like a little boy, you shall look like one also."  It was devastating and I broke down and cried again.

It caused Mom to abort the discussions about new rules since I did not have any pubes to show to her.  Worse, she agreed that Lara should have done it and told her to continue regularly until I matured.  All my hopes were shattered.

Gary noticed right away and just smirked without saying anything since Lara was there.  When we were alone, he made fun of me for being a smooth little boy while almost fifteen.  I tried to hit him, but he was able to stop me and quickly got the better of me as we wrestled.  "That was a very naughty thing to do, hairless baby Henry.  You need to be punished." he said.  I tried to fight some more but it was useless.

Even as he held me so I couldn't get free he managed to get my belt and pants open.  Then it was easy to yank them down exposing my ass which he then began to spank with his hand.  He was not as strong as Lara but he made up for it by spanking me a long time.  I kept struggling but that only made him more determined and he won for I broke down and started to cry.  After that he insisted that he was the man and I was the little boy; the hairless little boy with the hot red bottom.

Lara congratulated him a few days later when she found out.  "You really are just a naughty little boy, Henry." she said.

I continued to be doomed.

The End

© Copyright A.I.L. November 19, 2012

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