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TEDDY MADE ME DO IT
BY SISSY NANCY BOY
It was the third time that I would have to pee
in my bed that week. Just the night before my
grandma had made it very clear what would happen if she
were to find me in a wet bed the next morning which is
why I began to cry as I tried to go. It was so
hard to start peeing myself even though my bladder hurt
from being so full I felt it would burst.
I took a deep breath and tried to
relax while I imagined myself on the toilet. As I
did, I felt the first squirt of my pee spread out on my
now wet underwear and almost immediately turn cold
against my skin. After the initial blast, I
immediately stopped but when the next burst came, it
didn’t stop even for a second.
Before, when I’d wet the bed the other times
that week, I could only pee enough to wet myself a
little bit, but this time I just couldn’t stop myself
after only going a little; this time the wetness spread
all around soaking my underwear, my pajamas, and the
sheets. My grandma had covered the mattress with a
rubber sheet and then a regular sheet and I could feel
my pee pooling under my body where my weight had formed
a dip in the bed.
“Okay,” I said to the bear on my nightstand, “I
did it.”
“You did?” asked Teddy.
“Yes,” I answered.
To my surprise, Teddy began to giggle before he
went quiet and the red glow of his eyes slowly died
away.
When my sister and I came to spend the summer
at my grandma’s house she had told us that she’d bought
a box of old toys from one of her neighbors so we would
have something to amuse us during our stay. Teddy,
a talking teddy bear, was one of those toys. I was
eleven and thought I was too old for such things.
I thought my seven-year-old sister, Amy, would latch
onto the bear but after a week, I found Teddy in my
room. When I asked Amy she just said that it was
what Teddy wanted.
I ignored the bear at first but one day I was
bored and I turned it on. He asked if we could be
friends and I jokingly answered, “Yes.” That was
it. I thought he was stupid and I forgot all about
him. That night I woke up to him talking to me.
He’d been on my dresser when I’d gone to
sleep and when I woke up, he was on my nightstand
talking away. At first I couldn’t understand what
he was saying, but when I was fully awake I could hear
him telling me to wet my bed and to my horror, his eyes
were glowing a deep, bright red.
Terrified, the next morning I put Teddy back
into the box; making sure he was well and truly off by
taking out his batteries. That night I woke up to
the stuffed bear, once again on my nightstand, telling
me that I had to pee the bed or he’d make me pay.
I don’t know why I did it, but, uncontrollably shaking,
I told him to shut up.
“Don’t tell me to shut up,” he said angrily.
“Wet your bed!”
Scared out of my mind I worked up the courage
to reach out in order to remove the batteries from this
toy from hell. Only thing was, there were no
batteries to take. I crawled into bed and all the
while the bear kept telling me to wet myself.
Maybe it was because I was at a strange house or maybe
because I was frightened, but I blurted out for the
possessed bear to shut up and leave me alone.
“I will once you pee your bed,” whispered the
stuffed toy.
“Okay,” I answered.
It took me a long time, but I
managed to squeeze out some pee. Enough to wet the
front of my pajamas and drip down between my legs.
“Okay,” I told the bear. “I
did it.”
“Let me see,” ordered Teddy.
“Put my paw on the wet spot.”
I felt like I was going crazy as I
touched Teddy’s paw to my wet pjs. As soon as I
said “See?” he went silent and his horrible glowing eyes
went dead.
I’d somehow gone back to sleep and
in the morning I’d thought it was a dream until I felt
my wet underwear and pajamas cold and wet against my
skin. There was a wet spot on the sheet of my bed
that was about the size of a basketball. I ignored
it and put my wet clothes in the hamper and simply got
dressed.
As soon as I got a chance, I threw
Teddy in the garbage can my grandma kept at the side of
her house.
“Sammy,” I heard my grandma calling
me later that morning.
“Yes?” I asked when I went into the
bedroom.
She had pulled down my covers
exposing the shame of my pee stain on the bed.
“Did you do this?” she asked.
“Uh, yes,” I stammered.
“Why didn’t you tell me?” she
asked.
“I don’t know,” I said. “I
just didn’t.”
“You have to tell me stuff like
this, Sammy,” she said as she frowned at me.
“What happened?” I heard Amy asking
from the doorway.
“Sammy has wet the bed,” my grandma
told her.
“What!” she shouted. “He
really did?”
“Yes,” said grandma, “He really did
and now I have to clean it up.
“Oh my God,” Amy said while she
laughed.
“And he will tell me if it happens
again, won’t you?” she asked, looking me in my eyes.
“Yes, Grandma,” I answered.
I was so afraid that when I went to
bed that night, I couldn’t sleep. Somehow, Teddy was
back on the dresser and I couldn’t take my eyes off of
his evil face. Eventually, I did sleep only to
wake up with the bear’s red eyes glowing as he whispered
“Do it again,” over and over.
I didn’t even argue. I laid
there in the glow from his red eyes, terrified, until I
eventually began to pee. I peed myself more than I
had the night before and when I was done, I told
Teddy.
“Don’t tell anyone I made you,” he
said. “And don’t throw me in the garbage again!”
His eyes went dark and I was left in a wet bed.
In the morning my grandma woke me up and I had to work
up enough courage in order to tell her I’d wet my bed
again. I felt the tears welling up in my eyes as I
said the words and felt my face burning with shame that
I didn’t feel I deserved.
“I’m glad you told me you wet your bed,” she
said later that night as I watched her put a rubber
sheet on my bed. “This isn’t punishment,” she
added, putting a regular sheet over the rubber one.
“This is to protect the mattress. However, should
you wet the bed again, I’ll have no choice but to get
you diapers to wear.”
I started to bawl as I looked at the bear on my
nightstand. I was eleven years old and going back
into diapers was a humiliation I couldn’t even
imagine.
“Grandma,” I choked through my sobs, “please
don’t do that to me!”
“You are doing it to yourself,” she sighed.
And I had. I had peed my bed like a
toilet and I was lying there soaked to the bone and
waiting for morning.
I woke up on my own, shivering and smelling
like pee, and I felt that I had to pee again. I
was going to get up and go to the bathroom, but I was
soaked and I worried that I might actually drip on
grandma’s floor. Feeling like it didn’t matter, I
began peeing in the bed again. It came easy.
The pee flowing out like nothing and the warmth spread
along my back and to the back of my neck.
Grandma came into my room sometime later and as
soon as I saw her, I began to cry. She peeled back
the covers and looked at me.
“Oh my,” she sighed. “You are soaked.
Don’t move.”
I didn’t move. She was gone a long time
and when she eventually came back her hands were full of
garbage bags and Amy was trailing along behind her.
Amy’s eyes were almost as wide as the smile that split
her face at seeing me laying in the bed soaked from head
to foot in my own pee.
“He stinks,” she said.
“Yes,” my grandma agreed as she placed the
garbage bags on the floor at the side of my bed.
“Okay,” she said, “up we go!” and she pulled me
up by my arms until I was standing on the garbage bag.
I heard the drips hitting the plastic bag as I
stood there. Grandma reached out and started
lifting the bottom of my pajama top and I automatically
raised my arms as the stinky, wet top was pulled up and
over my head spreading my own pee across my face but
when she reached for my pajama bottoms, I balked and
grabbed them.
“What are you doing?” I demanded.
“These need to come off,” she stated bluntly.
“I can do it when you and Amy aren’t here,” I
argued.
“That may be,” Grandma agreed, “but there is no
need for you to be modest. I’m going to be putting
you in your diapers, so I’ll be seeing you naked
anyway.”
“What?” I gasped. “But…”
“Enough!,” she practically shouted. “I
didn’t spank you the first night you wet the bed but
maybe I should have! If you don’t behave for
grandma, you’re going to get your fanny tanned. Do
you understand?”
“Yes, but Amy!” I exclaimed.
“Yes. Yes,” she said. “You’ll get used to
it.”
I gasped as my grandma slowly pulled down on my
pajama bottoms and my underwear which I still gripped
with all of my might. Down they went; lower and
lower. I felt the cold air on the top of my butt
as it dawned on me that grandma was stronger and that I
was going to lose. I gradually released my grip on
my slowly dropping clothes and looked at the bear on my
nightstand who seemed to be looking back at me.
I instantly knew, from both the cold air on my
skin and from the feel of the elastic going down my
legs, as I was finally exposed to Amy and Grandma.
“Oh my,” said Grandma while Amy went “Huh,” as
my bottoms and underwear bunched up around my ankles.
Grandma made me step up, first on one foot and then on
the other, as I was completely naked in front of them.
Without missing a beat, Grandma began to dry me off with
a towel she’d brought in with the garbage bags.
“Amy?” asked Grandma.
“Yes,” replied my smirking sister.
“Take you little brother to the bathtub while I
finish up,” she ordered.
I wanted to argue that I was older than Amy,
but I figured that Grandma was teasing me and I didn’t
want her to know that it mattered.
“I guess you’re a bedwetter now?” Amy asked
me.
“Uh,” I thought for a moment, “yeah. I
guess I am.”
It felt really weird standing naked in the tub
in front of my little sister having this conversation.
I wanted to tell her the truth. Teddy had made me
do it, but that seemed crazy and I just wanted it to all
go away.
Grandma eventually came in and began to fill
the tub with water as I stood in it not knowing what to
do. To my ultimate shame I didn’t resist when
Grandma pushed me down into the hot water and began to
give me a bath. I thought I was in enough trouble
and didn’t want more. She started washing me from
my head down. She ordered me to stand so she could
wash my lower half.
“Amy, come here,” she ordered. “If you
ever have to give your little brother a bath you’ll need
to know this. Your brother has an ‘innie’ and you
can’t just wash this little bit here.”
To my shock, Grandma pinched at where my peepee
was and eventually got ahold of it and pulled it out of
its hole.
“You see what I’m doing?” she asked Amy.
“Yeah,” answered Amy with an intense look on
her face as she watched Grandma wash it.
Grandma let me go and my thing slowly went back
inside me where it belonged.
“Do you think you can do that?” Grandma asked
Amy.
“Uh, yeah,” she answered. “I think I
can.”
“Well, we need to be sure. Go on and try
it for yourself.”
Amy tried and when it sprang back in me, tried
again. Grandma had her try over and over until she
was able to do it without it slipping back inside.
I couldn’t believe the awkwardness I felt as my sister
learned how to pull my thing out of its pocket in order
to wash it.
“You’ll have to do it when you diaper him or
put on rash cream,” Grandma told her.
“Okay,” said Amy matter-of-factly.
“Sammy’s going back into diapers?”
“Yes,” answered Grandma, “until he stops
wetting.”
Amy, after seeming to ignore me, looked into my
eyes and grinned from ear to ear. I felt heat
burning my face as I saw the look on her face. She was
in heaven knowing that not only was Grandma putting me
back into diapers but she might get to diaper me too.
My heart sank and I thought of my six-year-old sister
putting me in a diaper.
Grandma wrapped a towel around me and lifted me
out of the tub; making me feel like I was still a little
kid.
“Pull the drain, Amy,” Grandma instructed my
sister.
Grandma carried me into my bedroom and I saw
everything was stripped off of my bed except the rubber
sheet. She laid me down and then she began to
dress me. I felt like a toddler as she pushed and
pulled and dressed me while I mostly laid on the bed.
The day went by normally until just after lunch
at which time my Grandma asked my little sister, who was
six, to watch her “little” brother. My Grandma put
my sister, who was five years younger than me, in charge
of me while she was gone! I couldn’t believe what
was happening as Amy received instructions as to what
she should do in an emergency and which neighbor to go
to should she need help that wasn’t an emergency.
Oddly, nothing much was different when Grandma
left. Amy and I did our own things and kept out of
each other’s way until Grandma returned with bags in her
arms. I felt my face flush knowing that the things
in the bags were for me. I told myself that it
didn’t matter, but I knew that it did. Grandma
didn’t pull the stuff out of the bags, which I was
grateful for and everything went normally until
bedtime.
“Okay, Sammy, upstairs!” she ordered.
“Time for your diapers!”
Grudgingly, I went to my room. Grandma
laid me down on the rubber sheet and began to undress
me. In my head I’d thought all along that when
Grandma said diapers she really meant “pullups” and just
didn’t know what to call them. Grandma pulled out
what, to me, looked like huge white pieces of cloth.
She grabbed both of my ankles and began to lift and push
on them until my knees were up by my chest and my bare
bottom into the air. Holding me in that position
she slid one of the huge pieces of cloth under my butt
and it was then that I realized, with shock, that I
wasn’t going into pullups but into actual, real cloth
diapers; the kind babies wear.
I started shaking uncontrollably as I watched
in disbelief as Grandma put another and another of the
cloth diapers under my bottom. Still holding me
like that with one hand, she expertly grabbed a bottle
of baby oil with her other hand and began squeezing the
oil on my backside. I felt her cold hand as she
began to rub to oil over my bottom, between my legs, and
even up onto my belly.
I tried to melt into the bed from shame, but
the smell of the baby powder hit me and I looked down to
see myself covered in the white stuff until Grandma
rubbed it into my skin as she had done with the baby
oil. She lowered my legs, spread them wide, and
pulled the diapers up to my belly button. Then the pins
came out. Two actual diaper pins! Both
complete with yellow, plastic duckies on the ends and I,
at eleven years old, was pinned into a diaper by my
Grandmother.
“This isn’t to punish you, Sammy,” my Grandma
said to me as she pulled something, I couldn’t make out
what, from one of the bags. “It was all I could
find that would fit you.”
The horrible shames of everything that had
happened to me up until then instantly paled in
comparison when Grandma unfolded the biggest pair of
plastic pants imaginable in front of my widening eyes.
I began to cry when I saw, with humiliation, that the
white plastic pants were covered with an infant print of
blocks spelling out the word “Baby” over and over across
the surface of the pants.
“Please Grandma,” I begged her, “I won’t ever
wet the bed again,” I said, knowing it was true because
I wouldn’t let the bear make me do it again.
Nothing I said, however, stopped Grandma from
slowly pulling the babyish, plastic pants up my legs
until they covered the diapers I wore. Grandma had
put me into diapers like a baby and as if to emphasize
my shame, the plastic pants spelled out “Baby” for all
the world to see what my bedwetting had made me.
Grandma didn’t even try to soothe my feelings
as she pulled me from the bed and had me stand while she
began to make my bed.
“I got these from my friend, Evelyn,” she told
me as she unfolded the sheet I’d be sleeping on.
It was awful. The sheet was not only covered in
babyish circus animals, it was also covered with yellow
pee stains of the previous owner. A matching top
sheet followed and then what could only be described as
a baby blanket completed my bedding.
The only solace I had was that Amy
had not seen any of these humiliations. I crawled
into the bed and my Grandma kissed me goodnight.
No one had kissed me goodnight in years but it didn’t
stop me from eventually crying myself to sleep cursing
Teddy who continued to sit on my nightstand.
I woke up to Grandma gently shaking
me. For a brief moment I didn’t remember my
diapering. It came rushing back when Grandma asked
if I’d had a dry night.
“I guess so,” I told her.
I couldn’t remember Teddy waking me
up or having me pee myself, so I thought that I must be
dry. I didn’t feel cold and wet at any rate.
Grandma pulled back the covers and I saw the huge bulky
diapers between my legs and the awful, babyish plastic
pants. Grandma partially turned me and I felt her
cold fingers go past the elastic of the plastic pant’s
leg hole and against my bottom.
“Nope,” Grandma said sadly.
“Looks like you wet your diapers.”
“What?” I stammered. “I
couldn’t have!”
“Well, you did,” Grandma insisted.
“But I don’t think you need to be changed just yet.”
“Okay,” I agreed, not understanding
what she meant.
“Let’s get you breakfast,” said
Grandma as she lifted me from the bed.
She took my hand and began walking
me toward the door. It was when we stepped into
the hall that it came to me that Grandma planned to
leave me in the huge diapers and plastic pants! I
couldn’t believe it and I pulled my hand from Grandma’s
and ran back into my room to find something to wear.
“What are you doing?” Grandma asked
me.
“You need to dress me,” I
answered.
“I do?” she asked, frowning.
“How about you get your diapered bottom over here before
I lose my temper?”
“Please, Grandma,” I begged,
starting to cry. “Not like this! Not in
diapers and baby pants!”
But Grandma only reached out her
hand and I eventually took it and waddled next to her
down the stairs and into my sister’s view. Her
mouth hung open as she took in the bulky mass of diapers
and the infantile baby pants. I had expected
teasing but she only responded with true shock.
“You look like a baby,” she finally
told me.
“I know,” I said, sniffing back my
tears.
Grandma picked me up and set me into
the chair and placed a bowl of cereal in front of me.
“Are you going to feed him,” Amy
asked Grandma.
“I hadn’t thought about it,” Grandma
stated bluntly. “Do you think I should?”
Ice went through my blood at the
suggestion that I needed to be fed. Just because I
was diapered and wore plastic pants that said “Baby”
didn’t mean I forgot how to feed myself.
“Yeah,” answered Amy. “I think
you should. Babies are messy!”
Amy had put a lot of emphasis on the
word “babies” and my face burned. Grandma smiled
as she tied a dish towel around my neck, pulled a chair
close to mine, and picked up my spoon. I tried to
take the spoon but Grandma pushed my hand down and told
me to open wide.
“After all,” she said as she fed me
a spoonful of cereal, “babies are messy!”
To my horror she began to laugh and
Amy joined in too. I was eleven years old and my
Grandma was feeding me! Grandma had a huge smile
as she gave me spoonful after spoonful; stopping
occasionally to wipe my face with the towel. Amy
was done with her breakfast but she remained at the
table to watch my feeding.
“Amy, would you please take your baby brother
into the living room?” Grandma asked my sister when the
bowl was empty.
“Sure,” said Amy.
I was shaking with rage and shame as my sister
took my hand. I waddled next to her as she walked
me into the next room. I listened to Grandma
cleaning the dishes in the kitchen as Amy sat me down in
front of the couch.
“I think I saw something in the toy box that is
perfect for you to play with,” Amy told me as she went
off.
I was alone and I began to feel the pressure on
my bladder that meant I had to pee. I knew that I
could hold it for a bit but that if Grandma didn’t let
me out of the diaper soon, I’d have to pee in it.
Amy came back and it didn’t come as any surprise to me
when she put down baby toys in front of me.
“I’m not a baby,” I said angrily. “I’m
not going to play with these.”
“You don’t have to,” replied Amy. “I’m
going to tell Grandma you wanted them no matter what you
do.”
Before I could respond, Grandma was at my
side.
“Oh, how cute!” Grandma exclaimed. “I
guess you’ll be entertained until I get back.”
I ignored their teasing and simply sat on the
floor and pouted.
“Amy,” said my Grandma, “I’m going out for a
few things. Will you watch the baby until I get
back?”
I knew Grandma’s teasing was her way of
punishing me for wetting the bed, but it hurt; which I
guess was the point. Amy, however, was just
enjoying my humiliation way too much and was just being
mean when she agreed to “watch the baby”.
“Grandma?” I asked.
“Yes,” she replied.
“Uh, are you going to dress me before you go?”
“No,” she answered. “You’ll be fine.”
That was it. She left me diapered with my
little sister as she went off.
“Amy?” I asked after a while.
“Yes,” she answered.
“Do you think you could stop egging Grandma
on?”
“About what?” she asked with false innocence.
“Like about feeding me,” I answered.
“Oh, yeah,” she said, “It’s just funny, that's
all.”
“Not for me,” I said under my breath.
Grandma was gone for a while and I had to pee
more and more the longer she was gone. I wasn’t
even thinking about it when eventually, I felt myself
starting to pee. Amy was upstairs and as soon as I felt
what I was doing, I cut off the stream by squeezing my
legs together as much as I could. In hardly any
time at all, I was peeing myself again. I thought
I should stop myself but while I was debating, I
realized that I had finished. I’d wet a diaper!
I wasn’t sure how I should feel about what I’d
done. Nobody would know so I wondered if I should
be ashamed of myself? I didn’t feel ashamed
though; I felt like it had just happened and in no time,
I forgot all about it.
Grandma came bustling through the door with
more bags in her arms. I just kept watching the
cartoons that Amy had put on for me to watch as Grandma
went into the kitchen. I barely noticed as she sat on
the sofa behind me.
“Come here, Sammy,” Grandma ordered me.
I got up and started to waddle to where she
sat. I noticed that the diaper was very heavy and
was now hanging low between my legs. I realized I
must have wet more than I thought, but Grandma wouldn’t
have any way of knowing that I’d peed myself.
“Your diaper seems much fuller now then when I
left,” Grandma told me.
I think my blush told my Grandma the truth of
what I’d done.
“Yes, I thought so,” said Grandma as she pulled
me up onto her lap. “I want you to know that I
wouldn’t be doing this if you hadn’t peed your diapers,
Sammy, but since you did, this is what happens to you if
you act like a baby.”
My heart was beating like crazy not knowing
what she meant. I found out when my Grandma
produced a baby bottle full of milk. She laid me
across her lap with my head in the crook of her elbow
and pushed the rubber nipple against my lips.
Tears formed in my eyes as I opened my lips and accepted
the nipple into my mouth. I tasted the milk
dripping from the end of the nipple and my Grandma told
me “drink your baabaa, Sweetie”.
It was hard at first. I had to suck the
milk and then swallow and let air go into the bottle
before sucking some more. I kept this up while my
Grandma held the baby bottle until I had sucked
practically every drop of milk.
“That was good,” Grandma praised me, “but I
think one more.”
Another bottle came out and I took the nipple
and began to suck. While I drank from it like a
baby, my Grandma began to whisper to me about how cute I
looked and how much she enjoyed having a baby in the
house again. She kept up this sweet talking until
I emptied the bottle. She moved me around and
began to pat my back. I leaned against her until I
could force out the burp which I knew she’d been
wanting.
“Let’s get you in a fresh diaper,” she
soothingly whispered in my ear.
“But I want to get dressed, Grandma,” I told
her.
“A diaper is getting dressed, Sweetie,” she
stated. “At least it is for you.”
The heavily soaked diaper swung between my legs
as Grandma led me to my bedroom. Amy perked up as
we passed her room and I heard her getting up. She
joined us in my room and I became resigned to the fact
that Grandma would let her watch me being changed.
Grandma laid a mat on the floor and gently pushed me
down on it. She reached into the plastic pants and
unpinned both of the pins and pulled them out leaving
the plastic pants covering the diapers. She pulled
the whole mass down my legs and off of me until I was
naked.
The wipes she used to clean me were cold and I
suffered Amy watching every shaming moment. More
diapers, oilling, powdering, and as she had the night
before, Grandma pinned me in the bulky cloth. The
plastic pants came next and I was horrified to see them
printed with bears in diapers over a gingham print.
They seemed to scream “baby” as much as the others had
spelled it out.
When I began to tear up and sniffle, Grandma
pulled out another surprise and a pacifier came out of
her pocket and right into my mouth. Amy, who
hadn’t seen me drinking from baby bottles, began to
giggle as I began sucking on the pacifier.
“Doesn’t he look precious?” Grandma asked
Amy.
“Oh, yes!” Amy exclaimed. “I love his
plastic pants! They are so cute!”
My face burned and then Grandma, beyond belief,
produced something that shamed me even more. Over
my head it went and Amy broke out in peels of laughter
as Grandma snapped the onesie together between my legs.
On the front was a pink, baby bunny with the words
“Grandma’s Baby” in big, bold letters.
“Oh my God, Grandma!” Amy squealed. “How
adorable!”
“We need to get your baby brother fed,” Grandma
told Amy.
“Is wittle Swammy hungry?” Amy asked me in baby
talk as she took my hand.
I waddled along behind my sister as she
continued using the most outlandish baby talk which I
refused to answer. Amy took me to my spot at the
table and my Grandma gave her a bib to tie around my
neck. I could barely make out the pink elephant on
the bib through my tears. Amy kept patting my back
and shushing me as I cried thinking how foolish I must
look.
“This is no good,” Grandma said. “I’m
putting him to bed and then we’ll eat, Amy.”
With no supper, Grandma put me to bed and left
me with a kiss on my forehead and a full baby bottle
next to me on the bed. I was exhausted from my
crying and I fell asleep almost immediately. At
some time during the night I woke up with Teddy’s red
eyes glaring at me. He didn’t say anything and I
reached into the diaper to discover I’d wet myself.
I had really just wet my bed or more accurately, my
diapers. I went from a big boy to a baby in one
day!
“Put this on,” Teddy ordered.
From the light of his glowing eyes I saw
something bunched up between his legs. I got out
of bed and grabbed what was there. Unfolding the
material I’d found, it became obvious that Teddy wanted
me to put on one of my sister’s nighties.
“Please, Teddy,” I whispered, “I already peed
my diapers. Don’t make me wear a nightie,
please?”
“Do it,” Teddy ordered.
Shaking, I put on my sister’s
nightie. It was mostly white but the sleeves were
just pink ruffles as was the hem, but it wasn’t long
enough to cover my diapers and plastic pants.
Feeling lost, I told Teddy I did it and his eyes stopped
glowing. I went back to bed.
I saw the baby bottle next to me and I thought
to myself that only a baby would drink from a baby
bottle without someone forcing him to do it. I had
felt shame when Grandma had fed me like a baby, but I’d
also felt a funny kind of warmth inside me.
“Something is seriously wrong with me,” I told
myself as I picked up the bottle.
I touched the rubber nipple to my lips and
wondered what Grandma would make of her Grandson in the
morning. Me with an empty bottle, a soaked diaper,
and now wearing my sister’s nightie would really be a
picture for her when she got me up in the morning.
I began to suck the warm milk just as I had for Grandma
and thought that I could have just unscrewed the cap and
drank from the bottle like a cup, but here I was
drinking it just like a baby would.
“I should stop this,” I thought to myself.
“I can’t have an empty bottle in the morning!”
And then it was too late. The bottle was
empty and I had no excuse. “I was just hungry,” I
told myself.
I woke up early with the pressure on my bladder
telling me I needed to pee, but told myself that Grandma
was going to make me use my diapers anyway, so I let
myself go and started peeing and as I did, an odd
thought came into my head.
“What if Grandma came in to find me not only in
a soaking diaper with an empty baby bottle in the bed
but, what if,” I thought to myself, “what if I was
sucking on my very own baby pacifier? What if
indeed?”
I found the pacifier and shaking, I put it in
my mouth and began sucking. I kept telling myself
I’d better take it out, but I didn’t and then in walks
Grandma who sees me and begins to chuckle.
“My, my, how sweet a baby you look,” she says
to me.
I should spit it out, but I don’t. I suck
even harder knowing I’m caught. Instead of being
cross, Grandma seems happy as she begins to whistle as
she goes about the room. I regret having started
to act like a baby.
Grandma pulls back the covers and sees, for the
first time, that I’m wearing Amy’s nightie. She
looks me in my eyes and asks me if I put on the nightie
as she sticks her finger into my soaked diapers. I nod
my head yes, sucking madly on my pacifier. She doesn’t
say anything to me. She just rubs my tummy for a
good long time.
“Is the baby hungry?” she finally asks me.
I just nod my head yes again.
I waddle in my heavy diapers as I follow
Grandma. She doesn’t have to do it, but she picks
me up and puts me on my chair. In no time she has
pulled up a chair next to mine and she pulls out the
pacifier with a “pop”. I make no complaints as
Grandma spoon feeds me my breakfast.
“I didn’t hear Sammy crying this morning,” my
sister says from the doorway of the kitchen.
“No,” says my Grandma, “he was happy as a clam
with his binky.”
“Really?” my sister asks, stopping suddenly and
staring at me.
“Oh yes,” Grandma cheerfully answers.
“Hey, that’s my nightie!” Amy exclaims.
“Sammy is just borrowing it,” Grandma tells
her. “You can have it back when I get Sammy his
own nighties to wear.”
“Well, good,” says Amy, “I guess.”
Amy just gives me one of her smiles and watches
me being fed by Grandma while she starts to eat her own
breakfast.
Amy is still eating when Grandma lets me go
into the other room. I don’t want to do it, but
I’m feeling a need to poop that can’t be denied.
When I was still a toddler I would sometimes let the
poop come out a little bit and then I could have it go
back inside. I squatted down in the living room and let
the poop out a little bit. I must have lost the
knack because once I started, I couldn’t stop. It
felt so strange because my poop, which usually would
drop in the toilet, began building up between my cheeks
and spreading out through my diapers.
I didn’t say anything. I just watched the
television. I felt the poop spreading as I sat and
I got a strong odor after only a few moments. Any
second my sister and my grandma would know that I’d
pooped myself; like a baby. I wanted to go hide
but I heard my sister calling my grandma and saying she
smelled something.
In a flash Grandma was in the room with Amy
looking doubtful behind her.
“Oh, yes,” said Grandma pulling my diapers from
my bottom, “he is certainly messy.”
Amy looked shocked as she stared at me.
I tried not to look at Amy. I
concentrated on Grandma and followed her upstairs when
she took my hand. In no time, most of the mess was
in the diaper Grandma had taken off of me before she led
me to the bathtub to finish cleaning me up. Grandma was
very gentle with me as she washed away my mess.
She took extra time cleaning my peepee and it gave me a
funny feeling the longer she did. When she was
done, my thing stuck out from its pocket and I had a
weird urge to keep rubbing it on my own.
Grandma put me into more diapers and I looked
with some small fear at what babyish pants she’d have me
wear.
“I really didn’t think you’d be in your diapers
more than a day,” Grandma told me. “I was
surprised you let me do it all, let alone for so long
but you seem to be content with your diapers, so I guess
I have no choice but to keep you in them. Still, I
was happy to see you wearing a nightie this morning
because it will make what I have to do easier.”
She was making me nervous and when she turned
around I instantly saw why she was making such a fuss.
I was frozen to my spot as my Grandma held out a pair of
plastic panties! Panties! A silky front gave
way to an impossible number of frills across the entire
bottom of the pink panties! Before I could work up
a protest, the silky, frilly panties were over my feet
and going up my legs. They fit tightly across my
diapers and I felt the frilly bottom with both of my
hands and wondered how I would hide this shame from
Amy.
“Grandma,” I stammered, dropping the pacifier
from my mouth, “please don’t put me in girl’s panties.
Please?”
“I’m out of the plastic pants, honey,” she
calmly told me. “I didn’t expect to need more and I
borrowed these from a friend who had a girl. We’ll
just have to make do, won’t we?”
The very next thing Grandma did answered all
questions about being able to hide my frilly panties.
She pulled out what I can only describe as a matching
pink, baby girl’s dress only it was huge! I knew
that nothing I did now would get me out of being put
into that dress. Still, it felt like my heart
would pound out of my chest as Grandma slipped it over
my head.
It wasn’t enough that I allowed myself to be a
baby for Grandma. Now I was going to be a baby
girl. Grandma went behind me and zipped me into
the sissy dress as I stood meekly letting her do it.
I looked down and saw that a good amount of the frilly
panties showed themselves to the world under the dress’s
hemline.
“If you’ve got to wear this,” Grandma said,
smoothing out the dress, “you might as well look the
part, eh honey?”
Grandma completed my outfit with not only
girl’s anklet socks that had a lacy top to them, but a
pair of mary janes.
“I’ll do your hair downstairs, Sweetie,”
Grandma told me.
I had no fight in me but I still dreaded the
fact that my sister would see me wearing a baby girl’s
dress and frilly plastic panties. I meekly
followed Grandma.
“OH MY GOD,” Amy shrieked!
Gales of Amy’s laughter burned my ears as I
walked down the stairs. I felt her hugging me when
I got off the last step.
“My baby sister is so pretty!” Amy squealed.
“She is very pretty,” agreed Grandma.
“She?” I thought to myself.
“Grandma?” I asked, dreading the answer.
“Yes, Sweetie,” Grandma answered.
“Am I just a baby girl today or always?” I
asked.
“I’m not sure,” replied Grandma. “What do
you think, Amy?”
“I always wanted a baby sister!” exclaimed Amy.
“Besides, look how pretty she is in her pink dress and
frilly panties!”
“Sammy?” Grandma asked. “Do you want to be a
baby girl or a sissy boy who wears dresses?”
“I can’t be a baby boy?” I asked.
“No, not anymore,” Grandma told me.
“After seeing how cute you look, I remember how much I
loved having a baby girl to dress up in pretty dresses.
But you can be a sissy boy in dresses or a baby girl.”
I wasn’t sure what to say.
“If I say girl, what does that mean?” I
asked.
“You would always be in a dress, even if we go
out, and we would treat you in every way as if you were
a girl. If you want to be a sissy boy, you will
still wear dresses but we will make everyone know you
are a boy in dresses and panties.”
“I don’t know,” I said.
It was a horrible decision for anyone to
make.
“If he is a sissy, would that mean I could tell
his friends that he wears diapers and dresses?” Amy
asked.
“I suppose you could,” Grandma told her.
“I’m a baby girl now, Grandma,” I squeaked out,
never wanting any of my friends to know about being in
diapers and dresses.
“What’s that, honey?” she asked me. “Say
it loud so Grandma can hear.”
“I’m a baby girl, Grandma!” I
practically shouted. “
“Oh boy!” squealed Amy. “Can I take her
to the park?”
“No, not yet,” answered Grandma. “I’m
going to have Evelyn come over and do her hair.”
Amy doted on me all morning. At
lunchtime, Grandma took off my dress so it wouldn’t get
ruined and Amy was allowed to feed me. I was still
eating when the doorbell rang. I wanted to flee,
but I stayed in place and someone outside of the family
was the first to see in my diapers frilly panties.
Evelyn comes into the house and starts to laugh when she
sees me.
“How delightful!” she exclaimed.
Amy is sent to play and Evelyn begins to work
on my hair. I always had long hair. I hated
getting it cut. I feel Evelyn using the cold
scissors as she cuts the hair along my forehead. I
know that she is giving me bangs. I’m under
Evelyn’s care for a long time and I have started to pee
before I can even think about what I’m doing. I
tell myself that it doesn’t matter. I’m not
getting to go potty anyway, so I might as well use my
diapers.
I have actually nodded off when the cape that
Evelyn had used to keep hair off of me is pulled away.
I realize I’m done. I’m brushed off and Grandma puts me
back in the dress.
“He looks just like a toddler girl,”
Evelyn comments. “Where did you get baby stuff to
fit him?”
“I have a friend whose daughter used
to wet her bed,” Grandma told her. “I didn’t have
much money for baby stuff and I have to make do with
what I can since Sammy is wetting her bed now.”
“Oh,” replied Evelyn, “that is
fortunate. She looks like she needs a new diaper
though.”
“My goodness,” Grandma said,
checking my diaper. “She does!”
“Let’s go missy,” Grandma told me, taking my
hand to lead me to my room.
To my shock, Evenly followed us up the stairs
and to my room. Grandma laid out the changing mat
on my bed and began to pull down my panties.
“Grandma,” I choked out, “Evelyn is here!”
“Yes, honey,” Grandma told me. “Babies
don’t have modesty. You get your diapers changed
so often, people are going to be there to see.”
Evelyn looked me in the eye and smiled.
Grandma unpinned my diapers and pulled them
away and Evelyn gasped.
I saw her looking between my legs. I
wanted to cover myself but if what Grandma said was
true, it wouldn’t matter.
“Where is it?” Evelyn asked.
“Oh, yeah,” Grandma said. “It gave me a
start too when I first saw him naked. It is
there.”
Grandma grabbed the tip of my thing and pulled
it out of its pocket.
Evelyn leaned over and looked hard between my
legs.
“It is so small,” she said to Grandma.
“It's no bigger than an eraser on a pencil and even
then, that is when you pull on it!”
“I know,” Grandma said. “I’ve never even
seen a baby with one this tiny.”
“Poor thing,” Evelyn said. “Maybe it's
for the best that he learns to be a girl.”
And Grandma laughed. I was shocked and
all the time Grandma put me in a dry diaper all I could
think about was how two grown women were amazed at how
small of a peepee I had. I had never known, until
then, that something was odd or wrong. I thought
all boy’s peepees stayed in their “pockets’.
Suddenly, I wasn’t only ashamed of being in diapers and
girl’s dresses, I was also ashamed of my tiny peepee.
As we were leaving my bedroom I saw myself in
the reflection of the hall mirror. I didn’t see
me. I saw, to my shock and horror, a toddler girl
who was clearly wearing a bulky diaper under her dress!
Evelyn’s hair styling had completed the look. My
bangs and the dozens of curls she’d put in my hair made
me look so childish and girly that I couldn’t believe my
eyes.
I meekly followed when my hand was grabbed and
I was led downstairs. It wasn’t until she started
talking that I realized I was holding Evelyn’s hand and
not my Grandmother’s hand.
“I’m going to help your Grandma out with you,”
she was telling me. “I’m going to get some stuff
out of storage and I’m going to turn that boy’s room
you’re staying in into a proper baby girl’s nursery!
Won’t that be nice?”
“You don’t have to do that,” I said, wishing
she wouldn’t.
“Oh, but I do,” she smiled. “Do you have
a girl you like? Someone you’d like to kiss?”
“Yes,” I answered, thinking of a girl in my
class.
“What’s her name?” Evelyn asked me.
“Um…, Nancy,” I told her.
When Grandma came back downstairs Evelyn said
she had to get going.
“I’ll be back tomorrow, though, if you’ll have
me?” she kind of asked my Grandma.
“Sure, Evelyn,” Grandma told her.
“Anytime! You’re always a pleasure.”
“Oh, and one more thing,” she told my Grandma,
“You’re baby girl said that she would really like it if
everyone started calling her ‘Nancy’ instead of Sammy.”
I was floored. I never said that to
her!
When Amy got home from playing, she burst into
laughter when she saw me. She would stop and then
she would look at me and she would laugh some more.
Grandma started laughing too. And the oddest thing
happened to me, my face blushing from shame and just
about to cry, I began feeling the oddest sensation
growing between my legs. My peepee was coming out
of its pocket and I felt it pushing against the wet
fabric of my diapers. It began to feel really
good.
Grandma told Amy that I wanted everyone to call
me Nancy. So, Amy started calling me Nancy. And
when she did, she would giggle.
That night Grandma put me in my chair for
supper and told Amy to feed her baby sister. Which
she did with much fuss and cooing.
“Can I give Nancy her bottle too?” Amy asked.
“Of course,” Grandma told her.
Amy was my little sister, barely out of diapers
herself, and now she was going to be feeding me a bottle
like I was a baby.
Grandma sat Amy on the sofa and then picked me
up and laid me across Amy’s lap with my head cradled in
Amy’s arm. Amy followed our Grandma’s instructions
and she slipped the bottle’s nipple into my mouth.
My face was burning as I began to suck on my baby
bottle. Amy was loving it.
“We have the whole summer with Grandma, Nancy,”
she whispered in my ear. “I think you’re going to
forget you’re my big brother by the time Mom comes to
get us.”
With the bottle in my mouth, I couldn’t answer
her back. I hadn’t thought about Mom. I
thought that whatever was going on with me would be done
way before Mom came to get us. I felt my peepee
slipping out of its pocket to touch my diaper and it
felt good in Amy’s arms. I somehow felt safe and
then the next thing I knew, Grandma was lifting me up in
her arms.
I was put to bed and Grandma kissed my
forehead.
I don’t know when I woke up, but I heard Teddy
talking.
“You will do whatever your sister Amy tells you
to do, no matter what. You will do whatever your
sister Amy….”
He kept repeating it and I got up, scared as
I’d ever been, to go over to him. As I stood there
listening, I heard what sounded like the same words
coming from the hallway. I went out as quietly as
I could and I heard my sister saying exactly what Teddy
was saying. She’d left her door partly open and I
could just make her out on her bed talking into what
looked like a walkie talkie.
I crept back to my room stunned. Amy had
tricked me into wetting the bed and now I was her sissy
baby sister..
Teddy kept up the talking for a long time and I
fell asleep listening to “him”.
The next morning I woke up soaked. I had
wet myself for real. I hadn’t done it on command,
but I’d actually wet my diapers without waking up.
And I thought about Amy and what she had done.
Amy came into my room.
“Suck your thumb, baby,” she ordered me.
I knew her trick. I knew what was going
on and I also knew that I could resist. Instead, I
slowly brought my thumb up to my mouth and began to suck
it.
“When Grandma comes in, you tell her that you
want to be a sissy boy and not a baby girl,” she ordered
me. “You tell her you want everyone to know you’re
a boy who likes diapers and dresses. Got it?”
I nodded my head yes. I wondered how far
my little sister would go, but to find out I’d have to
do what she told me. Everything she told me.
Still, I enjoyed how safe I felt when she was feeding me
my bottle. Grandma came in to check on me.
I made sure she saw me sucking my thumb as she
checked my diapers.
“Grandma,” I said as she got me up, “could you
treat me like a sissy boy instead of a baby girl?
I want everyone to know I like dresses and wearing my
diapers.”
“Of course you do, Nancy,” she said.
“Amy, take your sissy brother downstairs and feed him
his breakfast.”
“Okay, Grandma,” she said, grinning from ear to
ear.
“When we get to the bottom of the stairs, you
will feel your legs get weak and you will get down and
crawl to the kitchen, sissy!”
As soon as my foot stepped off the last stair,
I dropped down and began crawling like a baby to the
kitchen. Amy giggled behind me.
“Look at that diaper butt wiggle?” she laughed.
“Do you want to talk in baby-talk the rest of the day,
Nancy?”
“No,” I honestly told her.
“Too bad,” she laughed. “The rest of the
day you’ll use baby talk and whenever you are peeing
your diaper, you stick your thumb in your mouth so I
know you’re peeing yourself like a little sissy girl,
Nancy!”
I let her feed me breakfast and then she gave
me a full baby bottle to drink. Before I was
finished, I pushed the bottle away and stuck my thumb in
my mouth. As soon as I did, I started peeing my
already wet diapers. Amy put her hand on my diaper
at the crotch and she looked shocked.
“You’re doing it,” she said softly. “I
feel it getting warm under my hand. You are such a
baby!”
I couldn’t understand why my sister was loving
this so much. But she was delighted as she once again
pushed the nipple of the baby bottle into my mouth and I
continued to drink and as I did, my peepee grew out of
its pocket again and this time it stayed out for a long
time.
“Amy,” Grandma called down, “check your
brother’s diapers and see if she needs changing.”
“Oh, you’re soaked,” she said when she slipped
her fingers past the elastic band of my plastic panties.
“Do you want your Grammy to change your diapers,
Nancy?”
“Nwo,” I said in my best baby-talk, “Awmy dew
it.”
She looked surprised, which is what I was going
for. “If she wants me as a baby so bad, I thought
to myself,” let her see what it would be like.
“Okay,” she said. “Crawl upstairs.”
I did as I was told.
Grandma thought it was a good idea and began
giving Amy instructions as to how to change a diaper.
She was so intent that I don’t think she realized that
she was rubbing lotion on my butt and diaper area as she
slowly rubbed me everywhere. She put on lots of
baby powder and Grandma showed her how to get the
diapers pinned on really tight.
“Go pick some panties for your brother,”
Grandma told her and Amy came back with yellow panties
with tons of white ruffles over the bottom.
Amy pulled the panties up my legs and I lifted
my bottom to make it easy for her to get them up.
Grandma instructed her on how to get the elastic snug so
I wouldn’t leak and then gave Amy a pair of booties that
matched the panties. She slipped them on my
feet.
“Nancy doesn’t need her dress just yet,”
Grandma said. “But I have this,” and she handed
Amy a baby bonnet which Amy slipped over my curls and
tied under my chin.
“Can I take Nancy outside?” Amy asked.
My heart began racing as my face flushed hot
but my silent prayers weren’t answered because my
Grandma said she could.
My little sister took my hand and led me, her
older brother, out into the world dressed like a baby
girl. I was petrified and never more ashamed in my
life as Amy pulled me out the door to the back yard.
In the next yard over I could see a boy Amy’s age and a
girl my age. Only that wasn’t right. The
girl was like three and I was much older than her or the
boy, but as soon as they saw us they came over.
Amy leaned over to whisper in my ear.
“You tell them you are Nancy, a sissy baby
boy!” she ordered me.
“Hi,” greeted Amy. “I’m Amy,” and she
nudged me.
“I’m Nanthy, a thithy bawby bwoy,” I told them
in baby talk.
“Ha!” the boy laughed. “That’s funny.
You’re a boy and you wear baby girl stuff?” he asked,
looking at my panties and bonnet.
“He pees himself,” Amy said, not at all
helping, “I don’t. I’m a big girl.”
“I don’t pees myself,” said the girl.
“I’m tree years old and I wear big girl panties.”
“Oh great,” I thought to myself. “Now a
“tree” year old is shaming me about not wearing big girl
panties when I’m a boy!”
The boy’s name was Steven and the girl was
Patty and Amy told me to go play with Patty and her
dollies while the big kids played older games.
“And you have to do whatever she says,” Amy
ordered me as she went off with Steven.
Patty took me by the hand like I was the
younger of us two and headed to a blanket laid out in
their yard with dollies on it. She gave me one and
told me exactly how I was supposed to play. I
wasn’t even thinking about how long we’d been playing or
about how comfortable I’d gotten being not only outside,
but with other people dressed as I was, when I heard
Grandma’s voice behind me.
“Evelyn is here and we are going to be busy for
a while. Can you stay here and play with your new
friend?”
“Yeth, Gwanma,” I answered.
If she was surprised at my baby-talk she didn’t
show it.
“Good boy,” Grandma said, looking at me holding
one of Patty’s dollies. “Would you like a dolly of
your own, Nancy?”
“Yeth, pwease,” I found myself answering her.
I couldn’t understand why I’d just told Grandma
that I wanted a dolly. Then my hand went up to my
mouth and I slipped my thumb between my lips.
Within seconds, I began to go pee without even thinking
about it. It just felt really good to pee in my
diaper and I didn’t want the feeling to stop but
eventually it did and I realized what I’d done. I
watched Grandma going back into the house and decided to
try something.
Trying my best to not use baby-talk to see if I
could, I decided that I would tell Patty to shove her
dolly up her butt.
“Bwaby Nancy want a pathafier,” I told Patty.
“No!” that wasn’t what I’d meant to say at all,
I thought to myself. I was so scared, I began to
cry and Patty came over and tried to sooth me and she
patted my back and pushed a pacifier she’d been giving
to her dolly into my mouth. I had thought I was just
going along with Amy’s commands to see how far she’d go,
but now I knew that whatever she had done to me had
worked and I was at her mercy.
Patty was rubbing my back and she began to sing
a lullaby and the next thing I know, someone is shaking
me awake. I open my eyes to see Evelyn standing
above me. She bends down and because she is
wearing a skirt, when she spreads her legs getting on my
level, I see her panties. Then she picks me up and
carries me like I’m a real baby and all I can do is wave
goodbye to Patty.
“I have something very special to show you,
Nancy”, Evelyn tells me as we go in the house.
She carries me upstairs and to the door to my
room which is closed.
“Close your eyes,” she orders me and I do.
I feel her walking and she tells me to open my
eyes. When I do, I am looking at a nursery.
A baby girl’s nursery. I see a crib that is
decorated with pink ribbons and has pink bedding.
A low table with my changing pad on it is under a new
shelf that holds stacks of diapers and plastic panties.
Several framed posters are on the walls with pictures of
Minnie Mouse in pink, a ballerina, and one that says
“Baby Girls Rule”. I couldn’t even take it all in.
“Does my sweet, sissy boy like her new
nursery?” Evelyn asked me.
I find myself nodding “yes” when Evelyn asks me
if I like my new nursery. I noticed that she
called me her sweet sissy boy and I hugged her really
hard. My pacifier dropped out as I said “Fank
ooo,” and kissed her cheek. And I do like it.
I can’t understand why, but I know that I’m going to be
really happy being a sissy boy in my new girly
nursery.
Evelyn lays me down on the changing pad.
“Isn’t this better?” she asks. “Now your
Granny won’t have to get down on the floor to change
your little, sissy bottom anymore.”
Evelyn pulls down my plastic panties and pulls
them off. She removes the diaper pins and then
removes my diaper and drops it into a white bucket that
is under the table. She raises my legs and takes
her time cleaning my bottom. She puts my legs
down, spreads them apart and uses clean wipes to wash my
front. I’m not sure if she notices, but as she
cleans, my peepee comes out of its hole and into the
air. My legs go up again and she slips a fresh
diaper under my bottom.
“Your Granny wasn’t prepared for a big sissy
like you,” she tells me. “You’ll be happy to know
that I’ve fixed all of that for you, sissy Nancy. Like
for instance, I have these much thicker diapers and with
these soaker pads I’ve brought which are much better
than these thin diapers you’ve been in so far.
These will really be bulky between your girly legs and
will not only let you wear your diapers longer but they
will show off that you are diapered to everyone.”
She explained that she was putting diaper rash
cream on me as she rubbed it over my diaper area and she
told me it was because with thicker diapers, I wouldn’t
need so many diaper changes. She poured baby
powder all over my bottom and front. She even put
it on my chest and told me that way I would smell like a
baby too. She used four diaper pins to fasten my
new diapers and then she reached up and grabbed a pair
of pink, plastic panties. Evelyn opened the
plastic panties on my bare chest and showed me what was
printed on the bottom. It said, “Naughty Boys Wear
Diapers”.
“Do you want to wear these?” she asked me.
“Yeth, pwease,” I told her.
“Beg me,” she ordered.
“Pwetty pwease put thithy in naugty boy
pwanties!” I begged her, clasping my hands in a pleading
fashion. Tears began filling my eyes as I looked
into her beautiful eyes knowing how silly and pathetic I
must look to her.
“Of course I will, sissy!” she smiled.
And she pulled them up my legs and I lifted my
bottom to help her put them on me.
“I would put you in a pink onesie but that
would cover the printing on your sissy butt,” she told
me. “Instead, how about this?” she asked me,
holding up a bright pink t-shirt that had a bow on the
shoulder and had “Boy Magnet” printed on the front.
I felt my face turning red. I desperately wanted
to tell her that there was no way I was wearing that
shirt, but instead, I heard myself begging her to make
me wear it.
She smiled and put the shirt on me and when it
was on, I noticed it wasn’t really a shirt at all.
The bottom of the shirt didn’t even cover the top of my
plastic panties.
“Ith a bwaby bwra,” I said out loud.
“No,” she corrected me, “it is a sissy bra for
little sissy boys. But, you know, your sweet, baby
bonnet doesn’t match anymore. How about some pink
ribbons in your hair?”
“Yeth pweath,” I said.
She put the bows in my hair and put lacy socks
on my feet and when she was done she told me to go ask
my Granny and Sister if I was the cutest sissy boy
they’d ever seen.
I started to walk to do as I was told and I
quickly realized just how bulky my new diapers were.
I couldn’t walk right at all. I was literally
waddling. I was so humiliated and at the same
time, I felt a warmth in my belly. My legs spread
wide apart, I made my way down stairs and found my
Grandma and Amy watching television.
Amy burst out into peals of laughter as soon as
she saw me and Grandma joined in laughing as well.
“Am I the cwuteth thithy boy oove evwer sween?”
I asked them when their laughter finally stopped.
“Grandma,” Amy said, “I do believe that my
brother is the cutest sissy I’ve ever seen. How
about you?”
“Oh yes, Amy,” my Grandma said, “he is a real
‘boy magnet’.” And they both began laughing again.
“Show them your bottom,” I heard Evelyn
order.
I turned around obediently, showing them my
rear and more laughter rang out all around me.
That’s when I noticed the playpen set up in front of the
television. I didn’t take a genius to know that it
was mine. I felt the arms picking me up and the
next thing I knew I was inside my playpen.
It was full of baby toys and I turned to Evelyn
and I just said “baabaa”.
“Of course, sissy boy,” she said.
She came back a few moments later with the
biggest baby bottle I’d ever seen. It was at least
three sizes bigger than the other baby bottles I’d been
using. I didn’t care. I was so thirsty I
opened my mouth for the nipple and when Evelyn gave it
to me, the nipple filled my whole mouth. It was so big.
She laid me on my back and I held my bottle and began
drinking. Amy was standing next to the playpen and
looking over the side at me. She had the biggest
smile on her face and I knew that she was pleased with
what she’d done to me.
I couldn’t finish my bottle. I heard
Grandma tell Amy to put her sissy brother’s baby bottle
in the fridge for later. My own Grandma was
calling me a sissy. Of course, I was lying in a
playpen wearing pink plastic panties over my diapers and
looking like a baby girl, but still, I never thought I’d
hear my own Grandmother calling me a sissy.
I found myself laying in my playpen watching
the television with a stuffed bunny in one arm as my
thumb found its way into my mouth. I started
wetting my diapers.
“I have something better than your thumb,” I
heard Evelyn saying. She showed me a huge, pink
pacifier that had been decorated with beads and had the
words “Sissy Boy” printed in cursive on it. She
slipped it into my mouth and attached it to the top of
my sissy bra with a strap. Again, the nipple was
super big and filled my whole mouth. It stayed in
my mouth until my Grandma said it was time for dinner.
Evelyn came to my playpen to pull me out.
She kept me in her arms as she carried me to the kitchen
and to my shock and amazement, I saw a baby’s high chair
at the table. I couldn’t even protest as Evelyn
sat me in it and locked the tray in front of me.
“Can I feed the little sissy tonight?” she
asked my Grandma.
“Oh, of course,” Grandma said happily.
Evelyn tied a baby bib around my neck. It
clearly read “Grandma’s Baby” and three large jars of
baby food were put on the tray in front of me. I
looked at Amy and her mouth was wide open watching me
about to get fed actual baby food. I was jealous
watching Amy eating a burger and fries while I ate
Gerber’s chicken and gravy, peas, and carrots that were
so much mush in my mouth. Still, I was hungry and
I ate my baby food all up and was rewarded with mushy
banana baby food.
When I finished my bananas, Evelyn replaced my
pacifier and took me out of my highchair. She got
my baby bottle out of the fridge and then took me to the
sofa where she fed me my bottle as she held me in her
arms. Her breast was pressed against my cheek and
my peepee came out of its pocket and into my wet
diapers.
I woke up with Amy shaking me. I was in
the crib. My crib.
“Ry did ooo do thith to me?” I asked her.
“Me?” she asked.
“Yeth, ooo!” I stated. “I heawd ooo with
Teddy.”
“Oh,” she said and giggled. “My friend
Janet’s brother wets the bed and I used to see him
running around in his diapers. I thought it was
funny and I wanted to see if I could make you wet the
bed so you’d have to wear diapers too.”
“Bwut I’m a thithy baby!” I whined.
“Yeah, you are!” she agreed. “Is it
embarrassing?”
“Yeth, pwease stop!” I begged.
“No way,” she squealed, “I’ve seen my brother
wearing a girl’s baby dress! And your hair!
My older brother is now a sissy baby sleeping in a crib
and wearing girl’s clothes. Sammy, I saw you
getting fed baby food in a highchair! I’m having
the time of my life! There’s no way I’m going to
stop.”
“Sammy,” she began, “I see you kept talking in
baby-talk. Did me, telling you that you had to do
whatever I told you to do, work?”
“Yeth,” I said.
“So if I told you to be honest, you’d have to
be honest, right?”
“Yeth,” I said again.
“You can talk normally, okay.”
“Yes,” I said, relieved.
“What would be the most super humiliating thing
I could do to you?”
I didn’t want to say it and I tried to fight
the compulsion as hard as I could, but my mouth betrayed
me.
“The girls in my class finding out and seeing
me being such a big sissy baby girl,” I admitted against
my will.
“Well, school’s out,” she said almost to
herself, “but maybe I can talk Grandma into getting a
Polaroid camera so I get pictures of you to show
everyone in school when we get back.”
My thumb went right into my mouth as I started
peeing. I tried to talk around my thumb as I
pleaded for Amy not to humiliate me like that.
“I like knowing whenever you pee your diapers,”
she said grinning.
“I’ll tell,” I said, finally able to stop
sucking my thumb. “I tell Grandma that you did
this to me.”
“Hmm…,” she hummed. “Okay. Until I
tell you otherwise, you can only go ‘goo-goo’ for ‘yes’
and ‘gaa-gaa’ for ‘no’. Understand, sissy?”
“Goo-goo,” I answered and started crying.
I had tried to talk, but nothing came out.
“Do you like that I put you back in diapers,”
Amy practically whispered in my ear.
I desperately wanted to lie. To tell her
to go to hell. Instead, while I bawled, I heard
myself going “goo-goo”.
She gasped.
“You do?” she asked in disbelief.
“Goo-goo,” I admitted, knowing the truth had
come from my heart. I didn’t even want to admit it
to myself, but I could only admit that I must like that
she put me back in diapers.
“How about baby dresses?” she asked me.
“Do you like wearing dresses and panties, big brother?”
“G… ga… goo-goo,” I said. “Goo-goo,
goooo-goooo,”
“Oh my gosh!” she squealed. “Have you
ever worn dresses before?”
“Gaa-gaa,” I said, relieved.
“How about any girl’s clothes?” she asked.
“Goooo-goooo,” I admitted, no longer feeling
relieved.
“Oh my gosh!” she exhaled. “What?”
“Gahh,” I answered.
“Oh yeah,” she said. “You can talk right,
for now. What girl’s clothes have you worn?”
“I’ve worn both yours and Mom’s panties,” I
gasped. “Mom’s bras and slips and your
nighties.”
“You wore my panties and nighties?” she asked.
“Yes,” I answered, ashamed at my admission.
“Ha,” she laughed, “I had no idea.”
“Do you like boys or girls,” she asked me.
“Girls,” I told her.
“So if the girls in your class saw you like you
are now, that would be the worst, huh?”
“Yes,” I said, starting to cry again.
“Yeah,” she smirked. “Do you like your crib,
sissy?”
“Yes,” I choked out.
“Okay, sissy baby,” she said. “Go back to
‘goo-goo gaa-gaa’”
“Goooo-gooo,” I agreed.
I woke up in a soaked diaper. I hadn’t
leaked but felt the need to poop and without any
hesitation, I began to fill my diapers just like I was a
baby. I was in wet, messy diapers. I felt
disgusted with myself and when Grandma finally came in
to get me, I couldn’t even tell her. All I could
do was coo like a baby.
“My, my,” Grandma said, getting me out of my
crib. “My sweet sissy boy has made boomies in her
diapies, huh, Sweetie?”
“Goo-goo,” I cooed.
“No words today?” she asked.
“Gaa-gaa,” I replied.
“Let’s get you cleaned up,” she said.
She took me to the bathroom, removed my diaper,
and put me in the tub. She ran water and gave me a
bath. Naked, she led me back to my nursery and put
me up on the changing table where she put me in more
bulky diapers with extra pads. My diapers would be
very obvious and it made me happy.
“We have to find something really pretty for
you today,” Grandma said.
I was dressed in white plastic pants and
Grandma put me in white tights with little red dots
covering them. I’d never worn tights before and I
enjoyed how it made my legs feel. She pulled out a
light blue gingham romper out of the closet and I saw it
had no back. Grandma pulled it up my legs and she
buttoned the two shoulder straps on the back of the
romper. On the chest of the romper was a blue
gingham elephant holding a pacifier in its trunk.
I reached back and felt the ruffles that covered my
bottom.
Amy laughed from the doorway of my nursery.
Grandma put white shoes on my feet and fastened them
with buckles.
“She looks really pretty, Grandma,” Amy said.
“Too bad we can’t take her picture, huh?”
“My goodness, yes!” she exclaimed. “This
sissy would look so sweet in a picture!”
I thought of all my friends seeing me in a
sissy baby romper with such obvious diapers bulging all
around me and it made me feel ashamed and weak.
“I’ll ask Evelyn to pick up a camera on her way
over,” Grandma told Amy who stood in the doorway
smirking.
I stopped and looked at myself in the mirror as
we left my nursery.
“Yes,” Amy whispered in my ear. “They’ll
all know it’s you in diapers and dressed like a baby
girl.”
“Do you want me to feed our sissy, Grandma?”
Amy asked.
“Yes, dear,” she answered, “that would be
lovely.”
“Would you like that, Nancy?” she asked me.
“Goo-goo,” I admitted I would since I still
felt compelled to be honest.
I didn’t understand why having my little sister
treating me like a baby girl was both pleasing to me and
humiliating at the same time. I was an eleven year old
boy and I was ashamed of myself as I eagerly climbed up
onto the seat of my high chair expecting my six year old
sister to feed me baby food. She fastened the tray
and then grabbed a bib which she tied around my neck.
I’m eating the spoonfuls of baby food that my
sister is shoving in my mouth. Each spoonful comes
with teasing baby talk that shames me even more since it
comes from my little sister. I’m looking at the glee in
her face and I’m barely keeping up with her quickly
delivered heaping spoons of some beige mush when I am
blinded by a bright flash.
My eyes clear long enough to see Evelyn
standing in the doorway of the kitchen waving a Polaroid
picture in the air.
My sister giggled and leaned over to whisper in
my ear.
“You show everyone how happy a baby girl you
are by smiling as big as you can for all of your
pictures today, Nancy!” my little sister ordered me.
I knew I would be unable to resist the
compulsion which she’d placed on me, so when Evelyn
moved closer and began to raise the camera, I smiled
like I’d just scored the winning touchdown in the
championship game. The flash went off and the
picture zipped out of the Polaroid.
Evelyn held up the first picture she’d taken so
that my sister could see. I looked at it at the
same time. I thought I would see a boy in abject
misery being fed like a baby but instead, I saw myself
looking up at my little sister with adoration. Not
only did I seem at ease being babied by her, I looked to
be happy! If this was what my Grandma saw when she
put me back in diapers, it was no wonder that I was now
Amy’s baby sister.
As I allowed myself to think of myself as Amy’s
baby sister, I felt a comfort inside me and my peepee
came out of my pocket and touched the inside of my
diapers. It felt good. I felt good. I
realized that some part of me wanted not to be a baby
girl, but to be treated like a baby girl. I liked
the humiliation. It felt good and I wished I could
tell my sister that, but she’d limited me to less than
baby talk.
“Goo goo,” I cooed at the picture and the grin
that spread across Amy’s face made me think she’d
understood.
My thumb went up into my mouth and I felt the
warmth of my pee spreading across my diaper. It
felt like the best thing and I wondered for a moment if
Amy had been telling me things at night through Teddy
that had me starting to enjoy being a baby girl.
But just as I was thinking it, Amy let me out of my high
chair and told me she was going to feed me my bottle.
I was so excited that my big sister wanted to
feed me my bottle. I followed her into the living
room and I hoped that Evelyn would take pictures of Amy
feeding me. I would be so happy to have pictures
of my shame out in the world for others to see how big
of a sissy baby I had become.
I layed in my sister’s lap and Evelyn took a
picture of me drinking from my bottle. I smiled,
the milk running down my cheek as the flash went off and
another of my humiliations was recorded. My peepee
had been constantly out of its pocket since earlier and
it felt really nice rubbing against my wet diapers.
I rocked myself as I sucked my bottle and thought of the
girls in my class seeing me dressed in my diapers, being
fed like a baby by my sister’s hand and it felt better
and better.
I thought of them seeing me in my pretty baby
dress, my diapers clearly displayed under its hem as I
sucked my pacifier and a wave of pleasure I’d never felt
before, burst into my diapers and shook my entire body.
I was in ecstasy as my mind’s eye saw the girl’s in my
class laughing at my pictures. Slowly, I came back
to myself, all while drinking my bottle.
I felt so at peace. Calm and warm glow
seemed to fill me. I was happy. Dressed and
treated like a baby girl was both humiliating and
joyous. I knew that I wanted to be a sissy baby
forever. I wished it would never end.
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