Date: Fri, 02 Dec 2022 13:21:05 +0000
From: Robby Noe <robbynoe@proton.me>
Subject: A New Diaper Boy

A New Diaper Boy
by Robby Noe
email: robbynoe@proton.me

-----

Ten-year-old Dylan Baldwin was just finishing up his math homework when the
doorbell rang.

His mom yelled out from her bedroom, "Answer the door, Dylan.  That's your
babysitter."

Dylan opened the front door and looked at the person standing on the front
porch.

"Hi.  Are you my babysitter?"

"Yeah.  I'm Alex.  What's your name?"

"Dylan.  You're a man."

"That's right."

"I never had a man babysitter before."

Dylan's regular babysitter, Mrs. Evans, wasn't available, so his mom had to
find someone new for that night.  Mrs. Baldwin gave Alex instructions,
kissed Dylan, and drove off.  An hour later, Dylan was sitting on the couch
in his pajamas, watching TV in the rec room.  He heard Alex call out from
the living room.

"Hey, Dylan.  Come here a minute."

The TV show Dylan was watching was just interrupted by a commercial, so he
got off the couch and walked to the living room.

"Are you done watching TV?"

"Not really.  Commercials are on."

"Do you want to play a game or something?"

"What kind of game?"

"I have a few in my babysitting bag."

Alex reached in the large bag he always brought along to his babysitting
jobs.  It contained lots of things that come in handy for babysitters like
games, books, a first aid kit, etc.  He really needed to clean out this bag
-- too many items were starting to accumulate.  While rummaging around for
the game Uno, Alex pulled out a white item that caught Dylan's eye.  Dylan
recognized it as a diaper.

"Do you babysit babies, too?"

"No.  Only older kids like you."

Alex finally found what he was looking for in the bottom of the bag.

"Here's a cool card game.  Do you wanna play this?"

Dylan heard the TV show he was watching start up again in the rec room.

"Nah.  I think I'll just watch TV for now."

"Okay.  Let me know if you change your mind."

Dylan went back to the rec room and sat back down on the couch.  He was
half watching his show and half thinking about that diaper in Alex's bag.
If Alex doesn't babysit babies, why would he have a diaper in his
babysitting bag?  The TV show ended, and Dylan went back to the living
room, where Alex was reading a book.

"Hi, Alex.  I was wondering...  If you never babysit babies, why do you
have a diaper in your bag?"

"Not only babies wear diapers.  Sometimes older kids wear them, too?"

"They do?"

"Yeah.  Sometimes"

"Why?"

"Well, some kids have medical conditions and have to wear them.  And some
kids just like wearing them."

Dylan's kid brain was processing what Alex just said.  He was wondering why
any kid would want to wear a diaper if they didn't have to.

"Did you ever babysit any kids around my age who like wearing them?"

"Yeah.  In fact, those diapers in my bag are leftovers for a boy around
your age who I babysit sometimes."

"You put diapers on him?"

"Yeah.  Lots of times."

"How do you do it?"

"You sure have a lot of questions about diapers."

"I just never heard of a kid my age who liked wearing diapers before."

"Do you know what boys who like to wear diapers are called?"

"No.  What?"

"Diaper boys."

Dylan giggled, "Diaper boys?"

"Yeah.  Diaper boys.  Are you wondering what it's like to have one on?"

"Sorta."

"Well, if you want, I can put one on you.  But only if you really want me
to."

Dylan was curious about this.  He was an adventurous boy who liked to try
new things.  And trying on a diaper wasn't something he ever did before --
at least not since he was a baby.

"I wanna try one."

"Are you sure?"

"Yeah.  But you have to promise not to tell anyone."

Dylan was thinking about how embarrassing it would be if anyone at school
found out that he had a diaper on.

"I won't tell anyone.  I promise."

"Okay.  Good.  What do I have to do?"

"Let's go to your bedroom, and I'll show you."

Alex followed Dylan to his bedroom.  It was filled with typical
ten-year-old boy stuff: some posters, trophies from sports he participated
in, a few stuffed animals, etc.

"What do we do first?"

"The first step is you have to get naked."

"Totally naked?"

"Yeah.  Unless you just want me to put it on over your PJs."

"No.  I want you to put it on for real."

"Do you want to get undressed yourself, or do you want me to undress you?"

Dylan thought it might be more fun if Alex undressed him.

"Does that other kid undress himself, or do you do it?"

"He likes when I undress him."

"Then I want you to undress me, too."

"Okay.  Lift up your arms."

Dylan did as Alex said, and his babysitter pulled his pajama top up and
off, revealing the ten-year-old's thin boy torso.  There were two little
nipples on his chest and an innie belly button right above the waistband of
his pajama bottoms.

"And now for your PJ bottoms."

Alex grabbed on each side of Dylan's pajama bottoms and pulled them down.
Dylan was standing in his bedroom, wearing only his blue Fruit of the Loom
briefs.

"And now for your undies."

Alex grabbed the waistband of the boy's briefs, pulled them down, and
dropped them on the bedroom floor right next to the pajama top and bottom.
Dylan felt a naughty excitement standing there naked in front of someone.
His mom saw him naked sometimes, but never someone like a babysitter.  All
of the private body parts that were typically hidden away inside his undies
and pants were on full display.

There was a soft, boy-sized peepee poking out from below Dylan's belly
button.  It was just a little bit of shaft capped with the circumsized head
of his penis.  And below that was a small sac filled with little boy
testicles.  Dylan was only ten years old, so he was still totally hairless.
Puberty wouldn't be starting for a few years.

On the reverse side of Dylan's body, was a cute heinie composed of two
bubbly butt cheeks separated by a crack.

"Okay.  I'm naked.  What's next?"

"Lay down on your bed."

Dylan climbed up on his bed and plopped his naked body down.  He was lying
on his back.  Dylan excitedly watched as Alex reached inside his bag and
pulled out one of the diapers.

"Are you ready for your diaper?"

"Yeah."

Alex placed a hand underneath each of Dylan's legs and lifted them up, so
the boy's knees were pointing up towards his head.  This position caused
the boy's butt to lift up off the bed.  His two heinie cheeks spread wide
apart.  A little, round butt hole peeked out from the center of the
ten-year-old's crack.  Alex placed the diaper underneath Dylan's heinie and
lowered his legs back down.  A few seconds later, the diaper was fastened
and snugly fitted on the boy.

"There.  Now you're officially a diaper boy."

Dylan got up off the bed and looked down at the diaper he was wearing.  He
liked how it felt -- especially how it felt against his peepee.

"Now what?"

"Now nothing.  You can wear your diaper for as long as you want."

"What if I have to go to the bathroom?"

"You can just go in your diaper if you want to."

"So I can just pee in it whenever I want."

"Yup."

"What if I have to poop?"

"You can poop in it, too, if you want.  That's what diapers are for."

Dylan pooped right after he got home from school that day, so he wouldn't
have to poop again until the next day.  But he definitely wanted to try
peeing in his diaper once he had to go.  Instead of putting his pajamas
back on, he decided to just wear his diaper.  He also decided to play a
game: he was going to hold in his pee for as long as he could, and only pee
when he really, really had to.

A little later that night, Dylan was sitting on the couch in his diaper,
watching a baseball game with Alex.  For the last half hour, he felt like
he had to pee.  That soda he drank earlier was filling up his bladder.  And
now, he had to go real bad.  He felt excited that he was about to test out
his diaper for the very first time.  Alex was sitting in a chair on the
other side of the room.  Dylan decided to not tell his babysitter that he
was about to pee; he was just going to do it without him knowing.  He
allowed a little squirt of pee to come out of his peepee.  His little
experiment worked -- the diaper quickly absorbed it, and it didn't make any
mess at all.  His full bladder begged him to let more pee come out.  A few
seconds later, a stream of pee was flowing out of the slit at the tip of
the boy's penis.  Some of the warm pee got on his peepee and ballsac, but
essentially all of it got absorbed into his diaper.  When he was done, the
diaper felt wet and squishy.  He thought he should tell Alex.

"Alex?"

"Yeah?"

"I just peed."

"You did?"

"Yeah.  I think I might have to get my diaper changed."

"Okay.  Let's go back to your bedroom and get you cleaned up."

They went to Dylan's bedroom.

"Get back up on your bed again."

Dylan did what Alex said.  He was lying on his back , looking up at Alex
and waiting for his pee-filled diaper to be taken off.  Alex unfastened the
sides of the diaper, lifted up Dylan's legs, and slid the diaper out from
under him.  He examined the amount of boy pee that the diaper contained.

"Wow.  You really must have had to go."

"Yeah.  I was holding it in real long."

"Do you want me to put another diaper on you, or do you want to get back
into your undies and PJs?"

Dylan liked hanging around the house wearing only a diaper.

"Can you put another one on?"

"Sure.  But first we have to get you cleaned up."

Alex got a pack of baby wipes out of his bag.  He pulled one out and wiped
all over Dylan's peepee and ballsac, making sure all of the residual pee
was cleaned off.  After cleaning the rest of Dylan's crotch area, he lifted
up the boy's legs and cleaned the inside of his butt crack.  Dylan liked
being rubbed all over his private area like that.  His peepee liked it too;
it wasn't quite as soft as it was before.

"There.  Now you're all cleaned up.  A lot of diaper boys like to have baby
oil rubbed on their peepee.  Do you want some baby oil on yours?"

Dylan thought that might feel nice, so he replied, "Yeah."

Alex got out the baby oil and dribbled some on Dylan's ballsac.  He gently
rubbed it over the kid's scrotum and then downward over his taint.  Alex
then slipped a finger inside Dylan's crack, and rubbed the slippery oil
over and around the boy's heinie hole.

Dylan was enjoying this oily massage.  It felt stimulating in a way that he
never experienced before.

"Don't get embarrassed if your peepee gets hard.  That's called a boner.
Almost all diaper boys get boners when they get their diaper changed."

As a final step, Alex rubbed oil all over the boy's peepee.  The shaft and
head of his penis were glistening with it.  What Alex said might occur was
happening.  Being seen naked and having his anal and penile area stimulated
with baby oil was causing Dylan's peepee to grow and stiffen.  The
ten-year-old looked down at the fully erect penis poking out from between
his thighs.  He decided that he liked being a diaper boy.  He liked it a
lot.

"And now for a fresh diaper."

A few minutes later, Dylan was sitting on the couch again wearing a new
diaper.  Alex looked at his phone.

"Your mom just texted me.  She asked if everything was okay, and she says
she'll be home in about 20 minutes.  Should we let her know that you tried
out being a diaper boy, or should we keep it a secret."

"Let's keep it a secret."

"Okay.  Then we better get that diaper off and put your undies and PJs back
on.  In fact, it's getting late.  You're actually supposed to be in bed."

They got Dylan back into his normal clothes.  He was lying in his bed as
Alex was stepping out of his bedroom.

"Alex?"

"Yeah?"

"Thanks."

"For what?"

"For being the best babysitter ever."

"And thank you for being the best boy I ever babysat."

"If you ever babysit for me again, could you bring some more diapers?"

"Definitely."

A cute, naughty expression formed on Dylan's face as he added, "And some
baby oil, too?"


I hope you liked my diaper boy story.  If you want to let me what you
thought, send me an email.  Maybe we can chat about diaper boys or boys in
general.  Also, if you like roleplaying, sometimes I roleplay as a boy.

email: robbynoe@proton.me