Babysitting little Dylan

Babysitting Little Dylan 1

* * * * *
This story is intended for adults only. It contains depictions of forced nudity, spanking, and sexual activity of preteen and young teen children for the purpose of punishment. None of the behaviors in this story should be attempted in real life, as that would be harmful and/or illegal. If you are not of legal age in your community to read or view such material, please leave now.

* * * * *

Babysitting little Dylan - Part 1.

It was a typical sunny Sunday morning the day my life changed. Friday was the last day of school and summer vacation was here! Mommy let me play in the back yard while she was talking on the phone with people from work. I ran upstairs, got my soccer ball, and dashed towards the back door.

“Dylan, stop right there!” My mommy yelled before I got to the door, “you know the rules if you want to play ball outside.” I looked at her with pleading eyes.

“But mommy I won’t get messy, I promise.”

“No arguments Dylan!” She ordered with that fiery mother voice, “strip to your underpants or stay inside.”

“Please mommy, can I play in my clothes?” I begged her, “I’m too old to play in my underpants.”

“To old? 16 is to old?” She gave me a dumb look, as if what I said was some sort of space gibberish. “You are just a little boy Dylan, a little boy that always gets messy when he plays outside, now get those clothes off or I’ll give your little butt the spanking of a lifetime.”

I knew I went too far, mommy doesn’t take any backtalk, never has, never will.

“You are being very disobedient recently, I might have to up your Puericil dose, we don’t want you being a naughty boy now do we?” This was more of a command than a question, but I certainly got the message.

“I’m sorry mommy, I didn’t mean to be bad, I am a good boy, I promise.”

I know I sound just like a little kid, that’s because I really was, mommy put me on Puericil from a very young age and I’ve been treated like a little kid all my life, more importantly I’ve been expected to act like one also. Mommy is always on my case, making sure I’m behaving, keeping me clean and stopping me seeing anything that’s ‘to grown up’. I sound and act like a little kid because that’s everyday life for me, it was natural. Mommy does everything for me, dresses me, bathes me, even helps me go potty! Yes yes, I know I said potty, that’s another thing, mommy makes sure I use ‘correct’ words. Its potty not toilet. Its pee-pee not penis. Its mommy not mom… you get the picture.

All of these rules are to ensure I am being a good boy, and to keep me out of trouble. While I do get a lot of spankings, I’ve never done anything super naughty, just punishments for doing typical silly little boy things. I love being a good boy for my mommy as it keeps her (and my bottom) happy. Sometimes it’s just hard to be a good boy, especially when I’m almost/fully naked, it’s not fair. I’m 16, but because of that stupid Puericil I look like an 11yo, am treated like a 5yo, and have the privacy of a new-born!

I slowly took my clothes off until I was standing in front of mommy in my iron-man briefs (not my choice! Mommy picks what I wear) that were a little on the tight side. They hugged my skin, outlining my butt with the bottom of my cheeks poking out which added to the embarrassment, not to mention they outlined my pee-pee and marbles… not that there was much to outline thanks to the Puericil, but it makes it much more embarrassing!!!

Every one that sees me playing will know how much of a little boy I am. At least strangers won’t know how old I am, they usually think I’m a brave 11-year-old… (not sure if that’s more or less embarrassing, it’s a lose-lose situation).

Mommy sent me outside and closed the door behind me, just me, my underwear, and a soccer ball. My backyard’s quite big, a grass patch big enough for 3 or 4 kids to play a game of soccer and a nice concrete patch for mommy’s fancy garden furniture. I usually play ball with the set of kids’ goals at the back of the yard, unfortunately this puts me in prime position should any of my neighbours look out of their windows. I nervously walked towards the goals, it was quite warn considering it was only 10am.

I played in the garden for a good 40 minutes, kicking the ball into the goal and doing kick ups. I ended up just rolling around on the ground; yes, I know that’s very childish but it’s fun.

I was so indulged in playing, I hadn’t noticed that my underwear had pulled up into my butt crack, exposing half my butt!
“Dylan, play time is over, come have some breakfast.” Mommy called me from the back door, as I stood up to walk over I looked at my chest and legs and noticed I had light grass and mud stains on me, mommy was right, I did get dirty. It was my fault, rolling around like a little kid, she will never treat me like a big boy if I keep doing silly things like that.

As I walked into the house I was greeted with a sly smile from my mommy, she was staring at my exposed butt!
“Silly Dylan” she cooed, “I know you like showing your little butt off ha-ha.” My face turned red as I realised what she was talking about, I squirmed awkwardly as I readjusted my underwear, causing mommy to giggle more. “It looks like my little Dylan did get dirty from playing… what a surprise.” She sang sarcastically, I wasn’t that dirty, just mainly on my knees and elbows.

Mommy made pancakes for breakfast which is my favourite, she made sure my underwear wasn’t dirty before I sat down, thankfully they weren’t… naked breakfast would have been the worst! I ate my pancakes as mommy explained what we were gonna do that day.

“So, Dylan, mommy has a bit of cleaning to do in the house, you can play outside while I do that, I’ll get a few of your toys so you don’t get bored. Try not to get any dirtier, I don’t want to bath you twice today.”

Not the end of the world I guess… it’s quite warm, plus I’ll have some toys to play with, just hope the neighbours don’t see me playing with them. I continued demolishing my pancakes as she spoke.

“When I’m done cleaning, we will quickly go to the grocery store and pick up some things. Then, if you are a good boy, on the way home we can stop at the playground for a bit. And I have some exiting news about work, but that can wait for later sweetie.”

The plan for the day wasn’t too bad, no boy likes grocery shopping with their mommy, and the playground is really fun. Luckily for me, only little kids go to the playground, so there is very little chance of anyone from my class or school to see me… thank god.

Once I finished my pancakes, mommy went upstairs and got some toys from my room, she brought back my favourite dinosaur which is a green T-Rex, a WWE action figure and a few of my Hot Wheel cars. Neat, I’ll be able to waste an hour with these.

I spent the next hour playing with my toys out back, racing my cars, having my T-Rex fight the undertaker and most defiantly not behaving like a 16-year-old.

I was just starting to get bored when mommy called me in, I was told to put my toys away tidily and then go to the living room.

Mommy was waiting in the living room with a pile of my clothes on the couch (as I’ve said, mommy picks what I wear).

“Come on sweetie” she called, “let’s get you dressed and ready to go.”

“Yes mommy” I replied as I stood in front of her.

Thankfully mommy didn’t pick out the most childish outfit. She picked a plain baby blue t-shirt, white shorts with some surfing boards on them, and white socks and sneakers. Mommy took no time in dressing me, pulling the shirt over my head, helping me step into the shorts, putting my socks on and tying my shoe laces.
Is it bad that a 16-year-old boy can’t tie his shoe laces? Mommy has never taught me how to, because she dresses me every day I’ve never had to, it’s embarrassing when I must ask my gym teacher Mr. Reeves to tie them for me!

All dressed, mommy took my hand and walked me to the car, I’ve only been allowed to sit in the front seat since I was 15! And I have to have a mini booster… talk about embarrassing.

Once mommy buckles me in, we are ready to go.

Shopping that day was like any day… BORING!!! I wasn’t even allowed to push the shopping cart. We were there for what seemed like days, going from aisle to aisle. It took all my effort to not moan and whine, luckily, I didn’t, we wouldn’t have gone to the park and my bottom would be sore.
As mommy was paying for the groceries the lady behind the counter told mommy what a cute “little” boy I was. My face painted itself red. I mean I know I’m on Puericil and all, but she spoke about me as if I wasn’t even there. Even more embarrassingly was mommys reply.

“Thank you! He is my adorable little boy, but don’t let his looks fool you, he can be a naught boy sometimes.”

“I don’t believe you for a second” the lady replied, then aiming her attention to me, “you wouldn’t be a naughty boy, now would you?”

My tongue was frozen, mommy gave me a stern look, warning me to answer.

“No, I’m a good boy” I whispered, I must have sounded pathetic, the adults found it cute.

“He has been a good boy today” mommy explained, “and I told him he could play at the playground on the way home if he was good.”

“You like the playground?” The lady asked, not expecting an answer, it was obvious I did. “I take my niece and nephew there a lot, maybe one day you can join us and the three of you can play happily.”

“That can certainly be arranged” mommy clearly liked the idea. “It can be hard for Dylan to make friends considering Puericil isn’t very popular here.” It is hard to make friends when everyone sees you as a kid, at least no one in school bullies me, they know Puericil is still very new, and is becoming popular, most parents are looking for any excuse to put their boys on it.

“It’s a shame, back in Colorado, every boy is on Puericil” the lady explained, “it’s amazing, sweet little boys everywhere causing no trouble, it won’t be long until most boys here in California are on it. And I would happily bring Dylan along.”

“Every boy back in Florida is on it, that’s where Dylan was born, we moved here 2 months ago when Puericil became legal in this state. What’s your niece and nephews’ names?” mommy asked, again they spoke as if I wasn’t there, arranging playdate without even asking me… the life of a Puericil boy eh?

“Amy and Ben. Amy is 5 and Ben is 7, Ben isn’t on Puericil but he is a sweet boy, his mother really wants to put him on it, maybe seeing how well-behaved Dylan is will encourage her to make the move.”

This was a disaster, I’ve somehow been made to agree to become the friends of a 4 and 7-year-old, I’m 16 for crying out loud.

“Doesn’t that sound exiting?” mommy asked with delight, “you will have some nice little friends to play with.”

“Yes mommy, that would be neat.” Again, I must have sounded pathetic.

Mommy and the lady continued speaking and traded details as they packed the groceries. We both said good bye to the lady and walked back to the car. First step was to help me into my seat and fasten me up, second step was to put the groceries in the trunk, third step was to return the shopping cart, and the final step… PLAYGROUND TIME!
Strange how one second I’m upset for being talked to like a child, then the next I’m bouncing with excitement to go to the playground.

The sun was at full blast by the time we arrived at the park, it was almost 3pm and the playground was quieter than usual despite there still being lots of children ranging from 4-10 years old, and now one little 16 year old…
I held mommys hand as we walked to the playground as she gave the typical little kid lecture, “keep within my eyesight”, “don’t talk to strangers”, “don’t be naughty.”
I nodded my head and said “Yes mommy” the whole time.

Mommy sat on the bench where most of the other kids’ mothers and fathers sat, I ran straight for the climbing frame, I love to climb to the top.
“Mommy! Mommy look! I climbed to the top!” I balled proudly once I conquered the mini mountain

“My brave Dylan is on top of the world!” she would shout back. I got a huge rush of joy, as any kid would when they show their mother something they have achieved, but the joy would quickly turn into embarrassment as I realise I’m a 16-year-old boy that is calling for his mommy because he climbed a climbing frame in a playground.

After a bit of playing, a boy no older than 9 came up to me, “We are all going to play tag if you want to play” he invited.

“Yeah sure” I replied, glad as the slide gets less exiting after the 20^th time down.

“Ok cool, Elliot is on it” he pointed to another boy of same age.

“Who else is playing?” I asked, in case I ended up being ‘it’. The boy pointed out several other boys who were also playing, and with that the game begun.

I’m glad that the kids in the playground think I am around their age, this is one of the few times that I am glad of Puericils effects. I may be taller and bigger than the kids here, but not by much, and I sound just like them. They probably think I’m 11 or 12, which yes, is a bit old for the playground, but acceptable. Puericil is new to this state, and all the boys that are not on it (almost every boy) fear the prospect, and give the ones that are on it a hard time. But it is getting popular, when it became legal to buy in Florida it only took 6 months for every boy under 21 to be on it. That was years ago when I was 5!
The reason it was only made legal here in Cali 2 months ago was because some chemical used was illegal here, I think that’s why anyway, I heard mommy talk about it. I also heard mommy say that it won’t be long until the government make it mandatory that all boys must be on it.
Well… there goes my hope of being treated like a normal boy before I’m 21.

Tag was great! I was ‘it’ a few times but did well to avoid the dreaded tag. I was truly enjoying myself, I didn’t even care that I was playing a kid’s game, if someone from school saw I’d never hear the end of it.
All of us were drenched in sweat, breathing heavy and had run out of the wild, playful energy young boys have (which the parents will be thankful of when there is no issue getting them to bed!).

“Come on Dylan its home time!” mommy called, despite being gassed out, it seems all of us boys still wanted to play.

“But mommy, we are still playing.” I managed to say in-between gasps of air.

“Dylan, to you want me to spank you butt in front of your friends?” She warned. My face would have turned red if it already wasn’t from the running, all the boys looked at me and smirked, knowing that I still get spanked. I didn’t argue back, mommy would happily pull my shorts and UNDERWEAR down and beat my butt in front of everyone.

Mommy took hold of my hand and gave my butt a few loving taps as we walked out of the playground, I heard a few of the kid’s giggle.

At home mommy let me watch the tv while she put the groceries away, she only lets me watch cartoon and kid’s channels. I don’t mind this rule as cartoons are the best!

I happily watched cartoons until 6pm… BATH TIME! Every day I hope mommy forgets, she never does.

“Come on Dylan, its bath time, turn the tv off and come upstairs.”

“Ok, mommy.” I did what she said immediately, knowing there is no point arguing.

I walked upstairs behind mommy, I stood behind her quietly as she cleaned and then began to fill the bath tub.

Mommy then started to undress me, first he took my shoes and socks off. I lifted my arms in the air as she pulled my shirt off, and I stepped out of my shorts when she pulled them done my legs. I was standing there in my underwear, a position I’ve been in a million times before, and my face still blushes to this day.

Mommy hooked her fingers under the waistband of my briefs and slowly pulled them down, over my bottom and unveiling my pee-pee. I held on to mommys shoulder as I stepped out of them, mommy went and put all my clothes in the washing basket while I looked down at my naked body.

I still had some ‘baby fat’ as mommy calls it, but it’s obvious that I play outside a lot, mommy says my legs a ‘shapely’ and ‘beautiful’ which is embarrassing. But not as embarrassing as my private parts. My butt is round and big which always puts me centre of attention with mommy and her friends, and my pee-pee is… well… small. My pee-pee is 3 inches long soft, and when it gets all hard and bothered it’s about 4 inches long, but it’s quite thin which is the most embarrassing part, its only slightly thicker that my thumb! My marbles are also really small, they haven’t grown since I was put on Puericil at 5 years old.

Also, as you all probably know, I have no hair anywhere under my eyebrows, no hair on my face, no hair on my legs, no hair on my arm pits and no hair near my pee-pee and marbles. It makes me look even more like a little boy.

“Do you need to go potty before your bath?” Mommy asked.

“Yes, I need to tinkle.” This is another one of my rules, I am not allowed to go to the potty alone, a 16-year-old boy that can’t tinkle without mommy.

Standing over the potty, mommy took hold of my little pee-pee with her thumb and forefinger, she then gently pulled the skin back.

“Go on Dylan, tinkle into the potty.” She cooed into my ear, like I was a 4-year-old. A gentle yellow stream flowed from the tip of my pee-pee while mommy aimed it.

“Good boy Dylan.” She appraised me once I finished my tinkle, she than shook my pee-pee a few times to get all the drips out, and patted my bottom as we made our way to the bath which was now full.

I climbed into the tub and mommy proceeded to soak me. Bath time was a strange time for me, I hate the way I have no control, and that I am washed like a little baby, but I also love my mommy and the closeness of bath time is nice. I’m such a confused child… I mean teen!

Mommy is very good at cleaning me, she likes to take her time and make sure I’m squeaky clean. Mommy washes my hair which is brown and medium length, she warns me to close my eyes so the shampoo doesn’t get in them. After that mommy washed my face, making sure to get behind the ears. After that she scrubs my back, arms, and chest, she always tickles my armpits making me sequel and giggle. Mommy than washed my legs and feet, getting the soap in-between my toes (more giggling) and finally… you know.

Mommy started my kneading my bottom, rubbing the soap in, I really like the feeling of mommy playing with my butt. As she kneads my butt, her hand slowly goes deeper, and deeper into my crack until she starts rubbing my little boy hole. And as she has done all my life, mommy slips a finger in my little boy hole to make sure I am nice and clean.

I am then turned to face her, and she begins cleaning my pee-pee and marbles. It’s so embarrassing when mommy is touching my pee-pee like that, I should be able to clean myself, but mommy always gives me the lecture on how little boys can’t be trusted. Mommy rubs all over my pee-pee and marbles, and the inevitable happens, my pee-pee gets all stiff. Mommy pulls the skin back and soaps my tip, making me shudder. Once my pee-pee is nice and clean, mommy rinses all the soap off me and wraps me in a big fluffy towel.

Once mommy finishes drying me, she walks me to my room naked and sits me on my bed. My bedroom is quite simple, all 4 walls are covered with dinosaur themed wallpaper, my carpet is green. To the left is my cupboards and wardrobes with all my clothes. To the right is my window which overlooks the street, under the window are my toy boxes, and straight ahead is my bed. I do not have a tv or computer in my room, mommy says I’m not allowed.

I sat on my Ben 10 themed blanket as mommy collected my pyjamas. Imagine the sight, a 16-year-old boy letting his mommy put his pyjamas on at 7pm.

It’s a bitter sweet moment when mommy puts my pyjamas on. On one hand, I’m happy because my pee-pee and bottom are not on display anymore. On the other hand, it proves how immature I am, that I am ready for bed at a time where kids half my age are still out playing with their friends.

Mommy takes me downstairs after she dresses me, my bed time isn’t until 8:30 pm. I usually have a light supper after my bath, then I could watch some tv, or play with my toys until bed time. But tonight, mommy wanted to talk about the ‘exiting news’ she mentioned about earlier that day.

So, there I was, eating my toast, not knowing that mommy was about to drop the worst news ever.

“Dylan sweetie, you know how mommy had that promotion at work a few months ago, and we had to move from Florida. I know it’s been hard on you, not many boys here are on Puericil and not many of them like the things you like. It’s not your fault, some boys are more mature than others.”

I looked at mommy nervously, not knowing where this was going.

“Don’t worry Dylan, you will settle in fine, and who knows, maybe you and Georgina’s (the woman from the grocery store) nephew can become friends when you go on that playdate.”

I was about to protest that idea, but mommy continued speaking, not giving me a chance to say anything.

“I’ve been offered another promotion Dylan.”

“Will we have to move again?” I was scared, moving from Florida was horrible, the whole prosses made me ill, unless we were going back (or to a state where most of the boys where on Puericil), I don’t think I could go through the moving process again.

“No honey, I’d never put you through that again.” Mommy said that with her heart, I could tell, I was relived with that news, she continued.

“But I will have to do a lot of training for the role, training usually takes a year, and the hours are long. I usually get all of the school holidays off, but this training is full time, that means I can’t look after you through the summer.”

My heart was pounding, was she going to let me stay by myself? Was she going to let me prove that I am a big boy? All my life I’ve either been with mommy or grandma, I have never been left alone for more than 10 minutes! Maybe all the times I have been a good boy, all the times I have done what mommy told me to, no matter how childish, have played off, maybe mommy can see that I am a mature young man.

“I’ve hired a babysitter.”

All. Hope. Gone.

“But mommy” I whined “I’m a big boy now.”

“Don’t worry Dylan, I know it’s scary for you, you’ve had mommy and grandma taking care of you your whole life. But don’t you worry, I’ve picked a lovely girl, I have filled her in on everything, so you don’t have anything to be ashamed of, all you must do is listen to her, and be a good boy as she does everything else.”

I was bewildered. A girl? Mommy hired a girl! Not that a boy would be better, but a strange girl will be bathing me and helping me go potty. I prayed for the ground to swallow me.

“I think you will like her” mommy grinned at me, “she is very pretty, her name is Demi, she lives a few blocks down.”

“Is she one of your friends from work?” I asked, I was slowly accepting my fate, even though bath time and potty time will be very embarrassing, mommy usually has nice friends,

“Oh no sweetie, she doesn’t work with me silly boy, she is only 11.”

WHAT!!!

I gave mommy a dumbfound look, was she serious? An 11-year-old?

“You’re joking right mommy?” It was more of a plead than a question.

“Of course, not sweetie, she will be perfect. She will be more fun than boring old mommy, she is very mature and very good at looking after little boys.”

That was it! I could not believe mommy would do this to me, an 11-year-old girl babysitting a 16-year-old boy. It was outrageous.

“I’m not a little boy!” I was angry, it was not fair, I’m not allowed to aim my own pee-pee when I tinkle and I’m 16, but an 11-year-old can babysit me. “And I do not need a babysitter, if you stop treating me like a kid you would see that. An 11-year-old? Are you being mean on purpose? I’m not letting a kid tell me what to do. I’m n…”

I didn’t get to finish my outburst, mommy had already grabbed me, pulled my pyjama shorts down and dragged me over her lap.

SMACK!

We were only one smack in, and I already knew this was going to be one of the worst.

SMACK!

“IM SORRY MOMMY!”

SMACK!

“IM SORRY!”

SMACK!

Smack after smack hit my poor little bottom. Mommy doesn’t take any backchat.

SMACK!

I was kicking, and screaming. My pyjama bottoms where halfway across the room by now.

SMACK!

That spanking lasted for 5 minutes, my bottom was red and sore, my face was covered in tears, sweat and snot. I could barely stand when mommy took me off her lap.

“Don’t ever speak to me like that again little boy.” Her voice was just as scary as the spanking, “You will do as I tell you, and when Demi is watching you, you will do as she says or I will put you over my knee and spank you till the sun turns blue.”

“I’m sorry mommy” I cried through my tears, “I’ll be good I promise.”

“I didn’t do this because I’m mean, I did this because you are a little boy, and little boys need looking after. It’s not about age, she is a mature young lady. Forget about the age Dylan, you are just a little boy without any hair on your little pee-pee, and she is a young woman who has a brilliant record of looking after little kids.”

I didn’t dare to argue; my bottom was so sore I just accepted my doomed fate.

Mommy didn’t even wait for me to reply, she cleaned my face with a paper towel and marched me up to my room half naked.

“Naughty boys go to bed early, and in the morning, you will have a better attitude about your new babysitter.”

I didn’t have the strength to reply, the spanking took all my energy from me, and despite it being only 7:40 pm, I was very tired. I fell into my bed, laying on my belly as my bottom was sore. Mommy then tucked me in and gave me a kiss on the lips.

“I love you Dylan, I hate spanking you, but it’s for your own good.”

“I love you too” I whispered, “I’m sorry for being naughty.”

Mommy stroked my hair and left, turning the lights off and closing the door behind her, and within minutes, I was fast asleep.

(End of File)