After you've finished reading, you might want to return to the
DailyDiapers Story Index
BECOMING A SISSY BABY BOY
(warning. This is a long,
slow story, not your standard “spurt and go” kinda
thing. Later on, there will be elements of
abdl (duh), anal, gay, sissy, cuckold, chastity,
public wearing/wetting, spanking, alcohol drinking, and
(much later on) pregnation! Enjoy nonetheless!)
I’m not exactly what you’d call
“manly”. Never have been, never wanna be. I’m not super
fit, but not fat. Not super tall, or short. I’m average
all around, weighing at 140 to 150 pounds, 5 foot 8,
brown short hair and green eyes. But the idea of being
called girly, sexy, hot, and above all, CUTE, are
my dreams come true…….and then I found diapers.
Long story short, I’ve been wearing
them for a long time. A good portion of my 26 years have
been in and out of them, hiding when I need to, not when
I don’t. But for the longest time, I was searching for
someone, ANYONE who could participate in that side of my
being. My girlfriend knows about it, but doesn’t really
get it, or want a part of it, although she supports it
and wants me to find someone as well.
So I started looking for daddy’s
and or mommy’s.
A year of searching passed…before
James moved into town. We started messaging back and
forth, every day, getting a feel for each other’s
personalities, quirks, hopes and dreams, fantasies. Mine
were to be diapered 24/7 as a big time goal, or at least
a bedwetter at second best. And also to be in a chastity
cage long enough to learn how to orgasm like a girl
(penetration only of course. I’m bi. Sorry, forgot to
mention.) His aligned pretty close to that, also not
looking for a live relationship, but rather that of a
father and son/daughter, wanting someone to care for
while still retaining some…*coughs*…SEXY elements. I was
down, he was down, my girlfriend was down. In fact she
talked with him as well, seeing how protective she was
of me. It was funny, watching this 20 year old basically
interrogate a 30 year old….in any case…
We decide to meet at a local bar.
So local for me in fact, that it was right across the
street. He was in town, had the night and next day off,
so we planned it all out. I got ready for the evening,
putting on my cutest bestest diaper (Littlepawz is my
favorite), a pair of baggy jeans over top and a lion
king shirt to bring it all together! And so I headed
Two drinks in, diaper already wet,
I feel a tap on my shoulder. I looked up, mouth full of
drink, and I feel my cheeks redden. The man before me,
although not your cliché hunk, was HOT. Handsome at
second best. Blue eyes, black hair neatly trimmed, some
facial hair but not too much, just enough to pronounce
the features. Standing somewhere between 5 “8” (cuz he’s
taller then me) and 6 feet, his build was obviously
larger then mine. But he didn’t scare me….usually bigger
guys do that. It was probably his expression…..slightly
embarrassed, warm eyes, crows feet at the corners from
smiling a lot…and his voice! Like honey….
“Joel??” he asked.
“Um…yeah, hi. James?”
He smiled, the awkwardness
vanishing as a smile took his lips.
“Yes! It’s good to finally meet
you.” His hand went out and I shook it. The typical “new
stranger” getup. You know how it is.
“You as well! Please, sit, I’ll get
you a drink. I’m already two in.”
He laughed, sitting down and saying
“two? I hope you came prepared for this level of….pampering”
Oh Lord. He’s a puny guy.
“Yeah, I did. Am. Is. All then
words.” Things were getting slurry for me. I ordered his
drink to the best of my ability, and after it arrived,
we talked for awhile. Two more drinks went down my hatch
(I don’t drink often, but when I do, I like to down
those yummy sweet drinks), and two more wettings
followed shortly after. At which point I stood up
(slowly) and said.
“Ok….time for a change and then
bed….sorry to leave ya like this James…”
His brow furrowed. “Leaving?”
“Yeah….this boy (I jerked a thumb
at myself) needs a change badly. And I should probably
stop now.” I laughed, finishing off my drink. “I live
right over there, so no worries, I’ll get home just
I could see him thinking to himself
before saying “Would you like me to help you change?”
Blushing time. With all this drink
in me, I was feeling more submissive, more horny, and
more compliant. Although I have to say, even though I
don’t drink a lot or even all that often, I still
somehow retained my…what do you call it….that line most
people cross when drunk and then do dumb stuff? Yeah, I
don’t cross it. I fall asleep first. Anyway….
“Oh….um….s-sure…..if you don’t mind
the mess…..” my cheeks were on fire.
“I won’t mind, but if it’s TOO
messy you might be in for a spanking.” He chuckled. I
gulped and said nothing, simply paying my tab and his,
much to his chagrine, and leaving a decent sized tip for
the barkeep. As we walked, I found myself unable to walk
straight, but when he placed a hand on my shoulder he
helped manuever me, but let me stay in the lead.
I lead him up to my apartment
building, fumbled for the keys before letting us in. I’m
not a dirty person mind you, I do my dishes twice a week
and usually leave blankets lying on the couch or beside
it, maybe a cup or two as well if I’d fallen asleep the
night before…..but as luck would have it, tomorrow was
dish day so the dishes were piled up. I had had a meal
the night before and fallen asleep on the couch, so
there was a plate beside the couch with cheese stuck too
And my room was no different. I was
in need of a new dresser, so clothes were piled up in a
corner. But my diaper was clean as a whistle! But just
looking at James, I could tell he was tsk tsking me in
“W-well….um…I know you probably
won’t believe me, but you caught me before cleaning
day…which is tomorrow.”
“…..” he said nothing, taking me by
hand and leading me over to my bed and patting it,
wanting me to lay down. I did as he suggested.
He grabbed a diaper off the shelf,
a Bambino diaper with Teddy bears on it, and brought it,
wipes, and the powder over to the bed. Without asking,
he began to undue my pants. I blushed even harder,
grabbing my stuffed fox Theese and used his body to hide
my face. Within a few moments, my soaked diaper was
exposed, with all the cute little pawprints dissapated.
Still he said nothing, untapping it and folding it down
to reveal my…..”manhood”….I don’t like calling it that.
Tis a strange thing. Smallest, I’m at 2 to 2.5 inches.
Hardest, closer to 7. When I drink? Total whiskey dick.
But his hands and attention we’re waking him up, even
just a little.
And STILL he said nothing! I wasn’t
sure what to make of it….that is, until his strong hands
suddenly rolled me over, and then proceeded to bring his
hand down on to my wet asscheeks. THWACK! It stung like
a BITCH, and I couldn’t help but cry out in pain and
surprise. But I didn’t pull away….I was too deep into my
little space and mindset. I gripped Theese, and the
first smack was followed by 19 more…..
I felt tears coming to my eyes, but
not a drop fell. Once he was done, he took a wipe and
began cleaning my privates, as gently as I’m sure his
strong hands could. He finally spoke.
“You took that very well, baby boy,
you did a good job. Daddy is very VERY proud of you for
that. Do you know why you got spanked?”
Through my pain and tear choked
throat, I mustered “i-I think so….because my house is
By now he had turned me back over
so we were face to face. Well, face to stuffy face, as
Theese was still covering most of mine.
“That’s right. Baby or not, you
should clean up after yourself. And at first I thought
you might not be into punishment…but look! Someone has
gotten a stiffy.”
Sure enough, despite whiskey dick,
I was now rock solid. I guess the situation of being
manhandled and humiliated by this man had stirred him
from his drunken slumber.
“Ill keep that in mind for later.
But for now….let’s get you ready for bed, huh?”
He unfolded the diaper,
effortlessly lifting my legs and bottom and sliding it
under my red bottom. Then he took the powder, plopped
some into his hands and began spreading it all over my
groin and bottom, not missing a single nook and or
cranny. He shook his head at me, saying “Were gonna have
to get rid of this hair, baby boy. It’s just gonna cause
problems for you in the future.”
I nodded. “Yeah….I’ve been meaning
to wax or something…..”
He continued his process, being
sure to get everywhere before wiping his hands with a
wipe, adding that to the soaked diaper beside us.
Lifting the front of the diaper over my now receeding
dick, he tapped it into place. A top tab first kinda
daddy, I noticed, before he patted my bum. “There we
go….dry as a bone and ready for the night!”
He pulled my shirt off, and tossed
it into the clothes pile, and then tucked me in. “Do you
mind if I sleep on your couch? I probably shouldn’t
“Y-yeah, that’s fine!” I replied,
muffled from my bed covers.
“Alright then ..,…you sleep well
baby boy” he kissed my forehead.
I was in heaven. The attention, the
care, the change, the words, the MOMENT …..ahh….
I fell asleep quickly, my last
thoughts on how the next day would go…..
I found myself waking to the
feeling of someone messing with my diaper. The first
thing I noticed was my headache. Hangovers man. ..I
should have drank water……the second thing was hearing
“Shhhh….it’s ok baby boy, I’m just
giving you a change. You soaked your diapy while you
That’s the other thing about me.
Because I’ve been slowly training myself to not qlench
my bladder once I’m done peeing, it’s weakened my
muscles. Means whenever I go to sleep drunk or
exhausted, I can count on a wet diaper when I wake up.
James did the business, my mind
going in and out of consciousness. I didn’t even notice
that he had finished until he gently shook me till my
eyes opened. He had a bottle of milk in
his hand, one of the ones from the cabinet I keep them
in, and two pills.
“For your head. I’ll bet it’s
pounding right now.” He wasn’t wrong, so I took the
bills and washed it down with the milk. I was about to
stop drinking until he raised it up, making sure I kept
drinking. I drank away, my eyes on his to see if this is
what he wanted, and judging by the silent affirmation I
was getting, I was right. I drank till it was gone, he
kissed my head again saying “Go back to sleep…I’m not
far if you need me.”
I didn’t need to be told twice,
drifting quickly back into the realm of a dreamless
When I awoke, the headache had
greatly subsided, and I could feel that my diaper was
wet again. But I looked around first, getting my
bearings. The hell…..my room was clean! All the clothes
hung up in the closest, the dresser devoid of any water
bottles or dishes….James had been busy. The sunlight was
peeking out behind my blackout curtains, telling me that
not only had the day arrived, but much of it had already
passed. When I see sunlight in my room, it means it’s
I pulled myself from my bed,
holding Theese by his tail and rubbing my eyes, before
crinkling my way out into my living room. Clearly, James
had not done just my room, but my whole house! And there
he sat at my bar, doing what appeared to be some kind of
math problems, before he looked up and saw me. His face
immedisntly broadened into a smile. “Awwww, you look
absolutely adorable!! Your shirt don’t hide shit, baby
boy.” He chuckled, and I blushed.
“Shush….I can’t help it. Dis is my
house and I can wear whatever I wants!” I couldn’t help
a bit of little speech leaking out.
He nodded. “Your right, your right,
but I can’t let you live like this. That’s why I cleaned
up….and made a list of rules for you to follow. Nothing
big, and nothing hard, and I promise if you stick to it,
you’ll get rewards. Don’t follow them, and you get
punished. No, not spankings (dang, he saw me
expression), because those probably won’t work.
Something different. I won’t tell you right now….you’ll
find out eventually. Now then….” He stood up and came
over to me, gently spinning me around.
“Lets get you changed.”
“B-but don’t you have work? I mean,
I’m off today, but what abo-“
“Hush sweetheart. Today is about
you getting to know me and the kind of things I like to
do with my baby boys. And while we’re at it, why don’t
you show me the toys you have?” he pushed me gently onto
the bed. “No, just point. You lay there.”
I succumbed, and pointed at the top
drawer of my dresser which he promptly opened, whistling
to himself. “My that’s some fun looking toys. Wasn’t
expecting stuff that seem so…vanilla..though.”
He held up one of my dildos, a 13
inch long by 1.5 inch thick. “Yiu can take all of this?”
I nodded. “Only if I’m in the right
He bag to lay them out on the
dresser in a row, taking inventory. “Inflatable anal
plug, hollow anal plug, metal anal plug with a cute pink
jewel (I blushed), big boy toy…” he sat that down with a
resounding thud, it’s nine inch by 2.5 inch shaft
wobbling slightly. “…I’ll bet you can handle this no
“If I’m warmed up enough I can take
He was impressed, clearly. But then
he pulled out my too-small metal chastity cage. “And
this lovely item is for your Prince parts eh? Why aren’t
you wearing it?”
“Its too small…..plus I’m a grower,
so at my smallest I can pullout of it. There’s a few on
the market that works against that, but they’re so
expensive…..it’s called The Vice.”
He “ooo”d at that. “Nice name. I’ll
look into that. For now though, before your change, I
think daddy deserves some playtime…..”
He picked up the long dildo and
lube, coming toward me on the bed. My diaper had formed
a tent by this point, my dick trying it’s best to be
“I can see your already excited for
what’s next, eh princess?”
Princess? I’m a prince dammit! But
I didn’t day that. “Y-yes sir….b-but I’ve never came
from playing with my toys…..I’ve been told that if you
can go several days without cumming then your prostate
gets bigger and more sensitive…”
“Hence the cage?”
I nodded. He layed down the toy,
his hands trailing across the front of my diaper before
he slowly, and deliberately, began undoing the tabs. “If
we make this a more common thing, I can guarantee we can
train you to cum the way you want to……your dicklet
useless, and your bottom full” the last tab came undone,
my dick springing upward as he folded it down.
“But Daddy needs to feel his baby
boys bottom squeezing the juices from his balls…the heat
of your body wrapped around him….” His strong hands took
hold of my legs, spreading them and lifting them until
my rosebud was staring him in the face. He dipped a
finger into his mouth, and began teasing my entrance
with it, slowly pushing on it. I couldn’t help but moan
a little….I’d long realized how much I loved having my
ass played with, the sensuality of it, the
naughtiness….and here this man was spreading it open
with his finger, sliding it in and out of my hot hole. I
closed my eyes, gripped my stuffies, and enjoyed the
experience, before he said “You know what? Your actually
pretty lose down there….I doubt we’ll even need your
And down came his zipper, and after
a moment of adjustment, I laid eyes on (what I
considered at the time at least) the most gorgeous dick
I’d ever seen. Cleanly trimmed, very slightly bowed
upward, is say between 7 and 8 inches long and a solid 2
inches thick….a daddy dick if I ever saw one.
And I WANTED it.
Even if I couldn’t get pleasure
from the experience myself, I wanted this man to fill me
with his cock, to enjoy my body, as a thankyou for
taking care of me since the night before. My legs rubbed
together in anticipation, my dick hard as could be,
watching him intently has he applied a generous amount
of lube to his manhood and then to my bottom. He lined
himself up, taking hold of my waist in his hand and
“Are you ready baby boy?” I
nodded….and he pushed. The head went in like butter, the
rest taking a moment or too. I felt every inch as it
pushed into my body, the heat of it…and then he was all
the way in. I gasped and moaned, my instincts telling me
to push this alien intruder from my hole, yet feeling so
hot and submissive! Taken like a girl, soon to be fucked
like one, and hopefully…bred like one.
Daddy slowly sank down onto me, his
breathing heavy in my ear as he said “God DAMN little
one, I knew you were gonna feel nice, but not THIS
nice….your training is paying off~” his hands began
trailing along my body’s curves, along my waist and
hips, my legs and inner thighs, while his lips kissed
along my neckline. I couldn’t speak, not really, my mind
was on all the little sensations of the moment. His hot
breath against my skin, the heat of his body, the
scratching of his pubic and leg hair against my lower
half….but I was thankful for this moment. It meant my
body had time to adjust to his cock inside of me. But it
didn’t last long, as his hips began to move back and
forth, driving his cock in and out slowly. He never went
all the way out, stopping at the head before pushing
back in. He went slow….at first. And then he got into
it, moving faster and faster, his breathing heavier and
heavier. Before long, he was thrusting his entire length
into me at full speed, his heavy balls smacking into my
little ones. This is when things get less fun for me.
Sure I was use to having big toys inside of myself….but
not moving. My dick grew soft, my body screaming St me
to stop….but I didn’t. I wanted this man inside of me.
NEEDED his cum. So I steeled myself, held my fox, and
let him have his way.
He lasted five minutes before his
thrusting slowed, and with a final push to the limit, I
could tell by his face he was cumming. Sure enough, I
could feel the ropes of cum shooting into me, coating my
innards. He lay there a moment, his breathing subsiding,
and said “im going to pullout now……close your hold,
princess when I do, ok? Don’t wanna stain your bedding…”
“Oh…ok…..”was about all I could
manage. He gently slide out, and I squeezed myself shut,
uncomfortable as it was, because I wanted to be a good
boy. He nodded his approval, noticing my discomfort, and
quickly grabbed a fresh diaper and the pink jeweled plug
before making his way back over. He gently pushed the
plug into me, sliding easily in due to the lubrication,
and clearly enjoying the noises I was making as he did.
“There we go…..daddy’s cummies get to stay inside of you
now. Do you like that?”
“Yes….oh god yes…”
“Ah ah….watch your language….” He
began the process of rediapering me smearing the powder
all around my privates before deftling taping the diaper
in place and rubbing my front. The attention was waking
my dick back up…..
“All done. Did you enjoy that?”
“Y-yes sir…” I got a light smack on
“Are you lying?”
I looked away. “…yes…it was a bit
He nodded and lifted me up into his
arms like a child. “I know it was. You just need
practice. Now let’s go get some nummies into that tum
I was living being carried, I felt
light as can be though I was sure it was a strain for
James. He carried me out and sat me on the barstool,
made me a yummy bottle of chocolate milk and said “ok,
you drink that up while I make us some tacos. I made you
a rule list this morning to help get you in a better
place of living, but don’t turn it over yet. You just
read through this and see if that’s something you can
He slid the list over to me, and
without one hand holding my bottle to my mouth and
sucking, I read it over.
Diapers are your underwear, not
exceptions. If you need help getting more, just ask.
Dishes are to be done as you go. If you
dirty a plate, you wash that plate before bedtime.
Showers/baths every day.
Enemas daily during shower time.
20 minute anal training after enema. No
cumming unless your bottom has a toy inside it.
Three changes per day, unless more are
needed. Morning, after work, before bed. Whether the
diaper is used or not.
Drink a lot of fluids to keep your
bladder full and constantly running. The enemas will
help keep your diapers wet, not soiled.
Start a small savings, 25 to 50 out of
each paycheck (I’m paid weekly). This is for emergencies
I was nodding along. Most of this
was my daily routine anyway, give or take a few enemas
or changes. By now my bottle was half empty, and the
smell of cooking beef had filled the apartment.
“Well? Do you find the rules
acceptable?” James asked.
“Yeah! I think I can do this. Been
meaning to step up my game anyhow.”
“Good….then starting tomorrow, the
rules take effect. And remember…..no breaking them,
understood?” he drained the beef, reapplying it to the
skillet and setting it on a lower heat. “Im going to be
heading home tonight after I tuck you in. But I think we
should schedule another time next weekend. Is that
“Oh hell yeah! I’d love that!” I
replied, taking another sip of my bottle. He gave me a
“Yiur enthusiasm is appreciated,
but watch your language please. You’re a baby, and
babies don’t swear.” He began making me a soft taco with
OUT the works. Veggies suck. Bleh. “Ive also noticed you
have yet to call me Daddy….that’s ok, I understand. It’s
an earned title, not a given one. And I honestly…”he set
my plate down in front of me. “…intend to earn it. I’ve
spoken with Annie a great deal (my girlfriend) and she
agrees with my plans. She knows how much you want this
kind of lifestyle, and while she’s not super into it,
she wants to support you. So keep that in mind through
the week, ok baby boy?” he tossled my hair, taking my
now empty bottle and refilling it.
“Yeah….I know she does. I love that
girl so much….d-daddy…” he shook his head, handing me
back my bottle.
“You should only call me that when
you feel comfortable doing so. Go ahead and eat up.” He
took the list back from me, and as he did I noticed what
looked like another list on the back. He winked as he
folded it up and put it in his pocket. “That’s for a
Oooo, I was SO curious now. But I
did as I was bade, eating my yummy taco with lots of
cheese and Catalina. James made himself a plate, sitting
on the couch and proceeded to watch Stranger Things. I
was farther into the show then him. I finished my food,
set the plate in the sink and was about to walk off
before I remembered the rules. So I washed it real
quick, dried it and out it away. He watched me do so and
nodded his approval. I was feeling pretty full at this
point, tummy full of food and drink, so I got my stuffed
foxy and curled up beside him, my head on his lap. I
felt the urge to pee, and knowing I was secure in both
my diaper and James’s embrace, I let it go, feeling the
warm heat spreading across my privates. The plug was
still in place, but knew his cum was probably leaking
out and into my diaper. The thought was making me hot
and ready, my penis growing in size beneath it’s cotton
confines, so I reached down and began rubbing the front
of my diaper to satisfy myself. James noticed, saying
“Are you feeling naughty, sweetheart?”
“Uh huh….” I said, meekly.
“Here….let daddy do it for you…..”
he moved my hand away, taking it’s place and rubbing my
swollen dick through the diaper. He pulled me into his
lap for better positioning, his chest against my back,
while his other hand rubbed my tummy. “Go ahead and make
your cummies baby boy…..shoot it into your diaper.
Daddies got you….”
I was so turned on right now.
Manhandled again, pleasured, in little space and being
masturbated into an already wet diaper……it took less
then 3 minutes before I shuddered, expelling my load
into my waiting diaper. But he wasn’t done there, as he
reached into the front of my diaper and scooping a glob
of my cum up with his fingers, he brought it to my
mouth. “Open up….your gonna get used to the taste of cum
sooner or later….”
He wanted me to eat my own cum?? I
suppose what he said made sense…I was sure he was gonna
have his own in my mouth sooner or later, so I gingerly
opened my mouth and his cum covered fingers went inside.
“Lick them clean…” I did so,
sucking for good measure to make sure I got it all. The
flavor was acidic, the taste strange, and I could feel
it sort of numbing my lips and throat when I swallowed.
“Good boy!” he patted my padded
bottom, positioning me to be more comfortable. “Now
let’s cuddle some…”
And cuddle we did, me still sipping
on my bottle. The milk did little to get rid of the cum
flavors effects, but it did a lot to fill my diaper as
the evening went on. A few hours later, two more bottle
refills and a season finale, I was sleepy and ready for
a change. James heard me yawning, saying “Alright baby
boy…..time for nite nites….”
“Shh….I’ve got you. Little boys
need their sleep so they can be big boys at work. Come
on.” He lifted me up into his arms once again, and I let
him, feeling small and helpless as the child I wanted to
be. He filled up my bottle with water, rinsing it out
and then filled it again, carrying it into the bedroom
with us. He layed me down, and went through the diaper
change ritual, but I was too tired to even care. My
sleep regime was getting to me, having been used to
bedtime hours ago and so I was already nodding off when
he finished his work and tucked me in, making sure
Theese was there beside me. He bent down and kissed my
head. “Goodnight little one. I’ll see you next
weekend…be s good boy, ok?”
“Ill try.” I gave him a sleep
smile. “Nighty night….”
And before he had even shut the
door, my world had collapsed.
I woke up the next morning to my
alarm going off. Well, several alarms, as I had several
set in case I slept through any. I could feel my diapers
embrace around my hips, and still groggy, I pushed my
morning pretty into it’s waiting confines. Satisfied my
bladder was empty, I went about my morning.
Straight to the coffee machine.
James was gone, and in his absence
the place felt lonelier….bigger. But at least it was
cleaner. Coffee was brewing, so I had my morning smoke
(babies don’t smoke, I know, it’s a bad habit. I’m
working on it, alright?!) while it did it’s job. I had
to leave for work in an hour, so I took my time to wake
up first. Drank a cup of coffee, changed my diaper, and
put on my work clothes. Since I work in a hot
environment, the plastic backing off my diapers tend to
chafe the inside of my thighs, so a tykables onesie
under my work clothes seems to fix that problem just
fine. But with the pants as small as they are (small
guy, small pants. 32x32) they make quite the diaper
With everything in order, I went to
I work as a live hanger for a
poultry plant. Not exactly the right job for a baby boy,
nor does it fit my MANLY attitude (pffttt…..) but it
pays the bills. Also helps keep me in shape.
Work was work. A pain, an
annoyance. Got scratched by the turkeys a little, bit no
biggie. But all throughout the day I was constantly
aware of the diaper, and made sure to use it as I
should. It was one of those premium ones from
ABuniverse, a Littlepawz one, so it held quite a lot by
the time work was over. And my day and mind we’re filled
with thoughts of James and the day we had had
together….it seemed like a dream. I wanted to see him
again as soon as I could. Not just for sexual
aspect…..but I absolutely loved the way he was a daddy.
It seemed like his thoughts were on caring for me first,
and everything after that was just a bonus. Just the way
I like it. If I had my way, I’d leave the sex out of my
little space. I like to believe that littles don’t need
sex, nor should seek it…..but as adults, we crave and
lust after that attention and love. So oh well. Just
Driving home was fun, feeling my
soggy diapy squishing under my bottom. I found myself
rubbing it as I drove, lewd thoughts crossing my mind…..
I got home, and got ready for my
shower. James said to have a daily enema….so I did as I
was told, doing my best to clean myself out, getting rid
of the poopy mess while using a few of my toys to
help…..I guess the word would be plungering.
Plunging?....the rest out. I dried off, rediapered
myself, and got to work on some food. Nothing
big….barely healthy….but filling. All the while I was
still thinking about James…..and since I had just had
some fun in the shower, my thoughts were turning to the
more sensual side. My dick was fully awake in it’s
plastic encasement, striving for attention, so after my
food, and because of the rules set by James, I decided
it was playtime. I pulled down my diaper, lubed my
biggest toy, and pushed it inside myself. I worked it in
and out, getting my ass comfortable with it’s intruder,
before pulling my diaper back up to hold it in place.
Now my ass was filled with a slippery toy, and every
movement caused it to either slip out s little, or slip
further in. I was full submissive mode now, moaning from
the mixture of feelings I was receiving from this
rubbery cock. But I didn’t stop there. I turned my
thoughts to the most sexual kind I could, getting my
dick as hard as I could, and I began to rub myself
through the diaper….before long, I was caught between my
front and my back, trying to keep the feelings balanced
so I could cum as James had told me to. But with my
training so crappy, it was a difficult task. But I
managed. I found that pretending the cock was James’s,
my horniness stayed stronger for longer, and I was
moaning and calling out for him….
“Oh James…..oh god, push that cock
inside of me…yes…..make love to your sissy baby
boy…..ahh…..I wanna feel your cum shooting inside of me,
leaking out of my sissy ass and into my
diaper….yes….yes! Yes! Ahh!!”
And as requested, my cum was shot
into my awaiting diaper from the thought of this man’s
dick making love to me.
Once my sexual high had dimished, I
removed the dildo and continued with my evening, washing
the dishes like a good boy, and then settling down for
bed. I hadn’t wet myself yet, and didn’t want to waste
my diaper (them things cost money man!) so off to sleep
And that’s how my week went. Except
for Wednesday. I broke a rule there. I was exhausted
from work, so after my meal I decided to do those dishes
the next day instead. Which I did do! But because of the
longer dish washing time, I knew I didn’t have enough
time to train as I wanted….so I admit I didn’t
cum with a toy like I was supposed to. But who cares, it
was one day. Friday was good though. I did everything as
I was supposed to, plus it was payday AND a shorter day!
I spent that day doing my bills and making sure my
apartment was cleaned up for Jamess visit tomorrow, that
way I wouldn’t get spankings again. As much as I think I
liked them, I didn’t like seeing him
disappointed…..which I found curious. I seem to already
consider him a daddy figure, despite only knowing him
for s day…..well, less then a day really. No matter.
That evening I had more fun with my toy, calling out for
him again…this time calling him daddy. I was feeling
more submissive then ever, excited as well, for what the
next day would bring. But because of work, sleep still
The next day, I awoke at my usual
time. EARLY. That’s my job for ya. So after wetting my
nighttime diaper, I went back to sleep for a few hours.
I woke back up to the sound of my doorbell ringing.
Crap…I’d slept TOO long! I jumped out of bed, ignoring
the idea for pants(it had to be James, so oh well) and
ran to the door. Sure enough, looking through the
peephole, there he stood! Daddy..or at least, the man I
WANTED to call daddy. He was dressed rather nicely, dark
blue jeans with a white button up shirt tucked neatly
into his pants. I quickly opened the door, not caring
about my own missing pants, saying “James! Hi hi! I just
woke up.” I smiled for him.
He laughed. “Oh did you? Late
morning for you isn’t it?” he stepped inside and we
walked into the living room.
“Yeah, it’s my day off and I wanted
to have lots of energy to spend time with you!”
“Awww, thanks baby cakes. I must
day, you look absolutely adorable in just your diaper
and t-shirt.” He patted my bottom, definitely noticing
my wetness as he gave it a squeeze.
“T-thank you…..” I blushed…..I
think I do that hardest when I’m around him.
“Lets get you out of that wet
diaper, huh? Don’t want you getting a rash! Have a seat
on the couch there a moment and we’ll get right to it.”
The couch? Not the bed? I followed
orders anyway. He went over to my tv though, plugging
what looked like a USB into the back and turning it on.
It loaded up a few files, generic names attached to
them. But it had dates. I was confused. He went and got
my supplies while he was talking, saying “So! Did you
follow the rules I gave you this week?”
“Um…..mostly…..one day I did dishes
from the last day cuz I was really tired….and I had a
day where I came without a toy…..” I said, looking away.
He nodded along, as though he already knew. And with
that, he pressed play on my TV remote. Suddenly, a
familiar setting was showing. My room! And there I was
on the bed, rubbing myself sleepily.
“You didn’t lie, which is good. The
punishment would have been worse if you had. But you’ve
also omitted some things. I didn’t see many 3 changes
per day. Several times you went OVER the 20 minute cum
limit…” he nodded at my sudden confusion…and horror.
“That’s right. 20 minutes to cum. Go over that, and you
were to stop playing with yourself. Now before you get
angry and lash out because I was recording you….just
know that it wasn’t my idea. Nope, it was Annie’s. Your
girlfriend. She knows you have a hard time controlling
yourself, and wanted to show me what kinds of things you
do in your spare time. Of course SHE also wanted to
know. See what kind of guy you were when you were alone.
Not much of a surprise as to what you did during the
week. Not much to do with so little time on your hands.
So baby boy, I apologize for the recording. Now I think
it’s time for YOUR apology, and your punishment. Do you
I found myself in an awkward
situation….here I lay, diaper off, getting hard at his
dominance and yet feeling so little and ashamed for
being outed. I could only mumble a feeble “Y-yes sir……”
“Good….” He sat down, and pulled me
over his lap till my bottom was in his face. I couldn’t
see him, only hear him. “Now…..say your sorry.”
“….I’m sorry Ja-“ THWACK! The hand
lay down into my bottom and I cried out. He wasn’t being
as light this time.
“Try again. Apologize for me.”
I hesitated before….”Im sorry
da-“THWACK Another sting. Ok, so it wasn’t the name he
cared about…..um…..”I apologize for disobeying!”
…….that was the magic word. Cool.
“Good boy. Now start counting.”
And the spanking continued. He
alternated between my cheeks and my thighs as I counted
out each one in painful gasps. He went on for what
seemed like forever, and once we reached 25 I wasn’t
sure that he was even going to stop….I could feel the
tears pushing at the corner of my eyes, struggling to
drop down onto the couch below….and sure enough, once we
reached 35, I felt them start to roll down my cheeks. I
wasn’t sobbing….but I was definitely crying. And though
I seemed to enjoy the play aspect of punishment, which
is for sure what my dick first thought when he started
spanking me….after the 20ith, he went back to being limp
from the pain.
50 spankings later, he stops, and
turns me around in his lap till he’s holding me and
rubbing my back, while I was sniffled and moaned into
“Shhh, shhhh, I got you sweety, I
got you….it’s all over now. I’m sorry I had to do that,
but it was for your own good…..I know you enjoy light
play so I had to get a little harder with you. But it’s
all over now……daddy’s reset the playing field. You’re a
good boy, I got you….”
We stayed like that for a solid 5
minutes, him just consoling me while I tried to pull
myself together. My ass was on fire, my pride broken, my
hopes for a fun morning shattered. But he was holding me
so close, so tenderly, I felt safe and secure, even
though this man had just caused me more pain then I had
felt in a long time. He was right….I’d broken the rules.
Once I’d stopped sniffling (his shoulder was now a
little wet), he pulled picked me up and carried me into
my bedroom, laying me down on the bed.
“Ok baby….daddy’s gonna get you
ready for the day, alright? I promise to be very gentle
I nodded my acceptance, and he went
into changing mode, but this time taking the bottle of
baby lotion that I rarely used, and spreading it across
my flaming ass cheeks. I winced at the touched, but then
the cool lotion calmed the flames….so nice….. Then he
took something out of his pocket. A velvet bag?
“I got this for you and Annie.
Whatever happens with us, you and her will still have
it. It’s my gift.” He dumped it’s contents out onto the
bed, and I saw a shower of pink plastic pieces Cascade
across the bed. I recognized it immedisntly. The Vice!
The chastity cage I’d been meaning to get…..oh god, I
was going to be controlled properly now……usually Mr dick
would come to life at seeing this, but I was still too
emotional for such things, and he began fitting the cage
around my member.
“Judging by your growth and length,
small everything might work. We’ll have to see how this
does…..” the base ring slipped around my balls and dick,
and before I knew it, on went the cage. It looked so
massive compared to my dicks current state, but I knew
once I got turned on that would change. On went the
antipullout piece, and with a quick CLICK……the cage was
locked in place. He wiggled it around a little, testing
the positioning. “I think this will do. Only Annie have
the keys now…..so your playtime is over!” he chuckled,
and continued the diapering procedure, getting me into
one of my Littlepawz. Once done, he turned me around on
the bed and sat down behind me, holding me to his chest,
my back to his front, and rubbed my tummy. “Now that
that’sall out of the way……I have a proposition for you
sweetheart. Thanks to your girlfriend. It was her idea.”
“What was? Is?” I asked, enjoying
the tummy rubs.
“Well….she wants you to move in
with me. To take care of you, train you as you want, AND
get you financially stable and in the positive. Youll
want for nothing, but be spending nothing. I’ll take
control of your finances, you work, and be a happy baby
like you want to be. She says you have some debts, so
we’re gonna take care of those, and rebuild your credit
up. That way, she and you can have the happy life your
both dreaming of! Since she can’t join us yet, this is
the perfect time to take care of all your problems. And
dreams. Diapered like you want to be. Chaste like you
want to be. Constant attention and love. Training.
Stress free for….”he thought about it.”….a year?
Somewhere in that time frame. Plus, as a bonus….” He
winked. “..I can cook! What do you think? No rent
required! I make enough to handle living conditions.
Your money will go to food, diapers, and debts.”
I thought about it….long and hard.
What problems would this cause? What issues? I’m seeing
positives…..and very few negatives. Besides
him taking my money…….but if he did as he said he would,
I’d be debt free. I could buy my own place later if
things went sour, even cancel some bank accounts. And
prove he screwed me……..after thinking about it for s
solid ten minutes, I pulled his arms around me tighter,
“….ok….let’s do it.”
He hugged me tight and kissed the
top of my head. “Then let’s get started….”
And we did. That day was spent
packing most of my things into boxes he had brought
along in the hopes I’d say yes, and after ordering a
uhaul, we loaded it up. The entire time I wore just my
diaper and shirt with a pair of tennis shoes….who cared
if anyone saw? I wasn’t coming back. And it was a warm
day out….plus I enjoyed the looks James kept giving me.
By evening time we had most of the house packed away, 3
large bags of trash I didn’t want to bring along, and
all my diapers put in separate boxes for easy access.
Then we loaded ourselves up and headed out.
Thankfully, the drive wasn’t as far
as I feared. Outskirts of town, lots of open fields with
nary another house in site. It seemed James liked his
privacy…..good, cause I was enjoying the fresh air on my
He pulled into a driveway leading
up to a pretty decent looking house. Nothing
spectacular, probably 40 years old, but in fairly good
shape. Two story, quaint, and white. Your
run of the mill farm house I’d say….without the farm. So
far, I was LOVING it. There were even some tall pines
trees partially secluding it from the main road,
providing more privacy to the dwellers of the home. We
pulled up beside the house, and James said “Okie dokie!
We’re here! I’ll bet you could use a change after all
that work we did, huh?”
He was right. I was nearly
leaking…..or maybe I had? After checking….yep, I had. Oh
well. It’s a rental. I nodded my comfirmation to him,
hugging Theese to my chest.
“Well then, we’ll get your diapers
and basic stuff inside, and then we’ll get you changed
ok? Come on.” He unbuckled me (I could have done it
myself, thanks.) and we got out, getting out the diaper
boxes. He took the biggest and heaviest for himself, so
I helped open the door for him. We got inside, and
WOW……everything looked so nice! Everything was clean,
everything was ….old? Antique? Whatever it was, this
place was THEMED for SURE. And I liked it. Probably the
southern in me. I followed behind him, taking glances at
the rooms we walked past. Kitchen, cool. Dining room (do
people use those?) Bedroom, his more then likely. Guest
bedroom (you could tell by the uglier bedding.) We
walked up a flight if steps, into a hallway, and he
turned to a closed white door.
“This is your room. I’ve had it set
up for awhile, in the hopes I’d find someone like you.
It’s definitely not finished, but we can sort that out
later…..” he opened it…..and there were pastel colors
everywhere. The walls were a light purple, or lavendar,
the carpet…that’s not a carpet, sorry. It’s those foam
alphabet padding that the letters come out of? Really
soft and plushie! There wasn’t much furniture, or
anything on the walls, but a adult sized toddler bed sat
in the corner. I had a full sized window as well,
stretching nearly wall to wall on my left side, with a
closet directly next to it on the wall in front of me.
It was a decent sized room, large enough to fit my
computer setup and some dressers. That would be all I
“Ok….what do you think? I was
planning on putting your diapers in the closet there,
with a bunch of shelves to kind of display them. Keep
you in your little mind set.”
“I had the same idea! And yeah, I
love it! I was expecting smaller to be honest.”
He laughed. “theres always the
spare bedroom downstairs. That’s smaller if you want!”
I could tell he was teasing me, so
I stuck out my tongue at him.
He gave me a look. “Don’t stick out
your tongue unless you plan to use it, naughty boy.” He
set down my boxes, rummaged through them and got out the
changing supplies. “Onto the bed please.”
I happily laid down for him, my
soggy diaper on full display from the entire day,
and watched as he went to work. The attention
caused my dick to struggle in it’s plastic cage, but it
held true to it’s noteriety. “I can see your going to
have some issues getting your middle peepee under
control…..that’s ok baby boy. That’s what the cage is
for.” He winked at me and gave it a nudge….and I moaned
from the pressure, pushing my hips slightly in his
direction. He just ignored me, finished up the change
and then lifted me up into his arms. “Im going to give
you a tour of the house before we get settled in for
supper. Tomorrow we’ll unpack everything. Ok?”
“Ok!” I kissed his cheek, feeling
very little and happy at that moment. He proceeded to
walk me around the house, showing it off to me while
describing his plans for the future. Those were
boring…so I won’t add them in. Suffice to say, this
house was well equipped for handling two to three
adults, even some extra kids (I suppose I count as one
of them? XD maybe half an adult.) Three bedrooms, one of
which was being used as storage, kitchen and dining
room, two bathrooms (I watched him lock the extra one in
front of me. He said it was so I didn’t get any ideas.
Phooey on you daddy!) a basement and lots of yard area,
including a tire swing! And a lovely maple tree I wanted
“And that’s the property. It’s not
a mansion, but it does what I need it to.” He said.
“Keeps you dry??”
He tickled my sides, causing me to
laugh and squirm in his arms
“Exactly you little cutie! Let’s
get some food and then get you into bed.”
“Okie dokie!” and that’s what we
did. He made us some hotdogs and french fries, gave me a
bottle of yummy milk to drink up, and then we cuddled on
his couch watching anime. One Piece of course. I picked
it out! The evening was coming to a close though, my
eyes were drooping and I was already starting to doze
off….but my dick was hard in it’s cage, having been used
to getting used in a daily basis. I was too tired to
care though, unable to keep a single lewd thought in my
mind…so it wasn’t too bad. I felt Jamess arms lifting me
up again, and carrying me to my new bedroom. He tucked
me in, making sure Theese was snug in my arms and my
personal fan was doing it’s job of keeping the air
freshener and rotating before kissing my head, and
“Sleep well, my little one….and the
End chapter one.
My first week with James.
I woke up before James did, all
thanks to my dick straining against the cage. I could
already tell that morning wood was gonna suck for
awhile….but I also knew that it would get used to the
cage and stop doing it. I squirmed for a bit, trying to
get comfortable…but alas, with all my attention on my
dick, there was no way it was going to
get flaccid without some help. So I got up, my
diaper still dry, and decided on a smoke. I left my
pants off, but put on my coat, heading outside as
quietly as I could. The morning light was just making
it’s way over the horizon, a beautiful mixture of blues,
purples, and reds. The air was nice, I’d say a good 60
degrees (Fahrenheit) so pants weren’t even needed! By
now my dick had (mercifully) gone flaccid, so I let my
morning pee out into my diaper. I laid my hand on it as
I did, feeling the warmth spread around my crotch. What
a wonderful feeling…..I was going to love being diapered
everyday. I thought about changing….but I wanted James
to do it. Plus these diapers could hold A LOT more….so
why bother? I tapped out my cigarette, made sure it was
totally out, and headed back inside. Threw the butt into
the trashcan, and decided to peek in on James. His door
was wide open….I looked in on, and found him laying on
his bed in just his boxers, blankets off to the side.
Seeing him without his clothes, I got to see his true
physicality…..he was muscular, hairless, and delicious
looking. No wonder he could pick me up without much
issue! And the fact he had a hairless chest? Just like
me? Well that meant that bare chest cuddles would be
VERY much enjoyable….
With his body layed in front of me,
all these thoughts in my mind sent the blood back down
to my nether regions. I was horny. And I wanted my
daddy. I made my way over to him, trying my best to be
quiet (the diapers crinkling made that pretty
difficult), and gently teased the boxers around till I
found what I wanted. Flaccid, his penis was still a
decent size….clearly not a grower like I was. I reached
in, gently pulling it out and holding it in my hand. It
was hot….thick….and boy did I want it. So with one hand
rubbing myself through my diaper, one hand around the
base of his manhood, I leaned down and slowly began
licking the head. It was salty, and wanting more, I took
the entire head into my mouth, rubbing my tongue across
it’s form. Within two minutes it had risen, getting more
hard as time went by, and still I sucked and played with
it. Before long, James began to moan in his sleep, so I
increased my playing. I could taste the precum leaking
from his head, feel it numbing my tongue much as mine
own had. But the taste of his was much better, more
sweet…probably because he had a better diet then me.
I suddenly felt him moving, and I
made to move back off him, but his hand quickly pressed
against the back of my head, holding me in place.
“Someone woke up early…and
apparently wanted daddy to wake up in a good mood!” he
I looked up at him, smiling around
his dick, and then sucked harder, letting his hand press
me down a little more. I’m not good at deep throating,
so I used my hand to keep myself at a comfortable
length, and continued my playing. But with him awake, I
could go harder…and get more into it. So I climbed up on
to the bed, laying down at his feet, and using both
hands down I went to work. Sucking, teasing, drooling
and taking it’s length into my mouth, I worked my magic.
I wanted to prove my worth, and for the next 5 minutes I
did just that. His breathing got heavier, his moans
louder, and through them he was talking to me.
“Yeah, baby boy just like
that…ahh….suck your daddy’s dick like a good boy…..god
yes…ahhh…yes….HERE IT COMES!!”
I felt his dick spasm in my mouth,
his cum shooting against the back of my throat…I almost
choked. ALMOST. I stayed where I was, sucking the last
drops from his dick before crawling up to his face. I
opened my mouth, showing him his own semen and then I
swallowed it and smiled. He smiled as well, saying “Good
boy…..cuddle with daddy for a little bit, huh?”
I happily obliged, curling up
beside him so my head was on his smooth muscular chest.
His arm wrapped around me, holding me close while I
listened to his heart beat slow decrease to normal. When
it had settled, he looked over at me, and I up at him.
“Hows your cage feel?”
It was uncomfortably tight at the
moment. “Im ok.”
He reached down, feeling my wet
diaper. “You’ve got room for more. What do you say we
get some coffee and breakfast?”
I smiled. “That’s sounds great!”
He nodded, rolled off the bed and I
followed him out into the kitchen, where he lifted me up
and sat me on the counter. I enjoyed being up this high,
watching over his work. He got the coffee going, started
on some eggs and bacon (LOVE bacon), and once the coffee
was done he asked me how I like it. I told him tepid and
black. Sue me, I’m weird. With that, he poured it into a
bottle for me (since it wasn’t too hot. Added ice.) and
handed it over. So I had my morning coffee while he made
us food. But…I hadn’t had an enema yesterday. And the
coffee was making my tummy churn.
I struggled a little to get the
words out. “I…have to go…”
“Then go, little one. Your in a
diaper for a reason!”
He looked at me with a smile. “Did
Ohh….so he was willing to handle
messy diapers too. Well alright then! I got up on the
counter, squatting where I was, and gave a little push.
The mess mushed it’s way against my bottom, the heat and
naughtiness making me blush a little. Once I was done, I
say back down on the counter, letting the mess get all
over the inside of the diaper. I didn’t want to make
this easy for him, heh heh. He watched me do my
business, and noticing my little smirk, said, “You may
think your clever….but all you did was make my day a
little easier. You’ll soon see why. And speaking of
that….” He went quickly to the bedroom, and came back
out with a familiar piece of paper, handing it to me.
Then he went back to cooking.
“Flip it over this time. It’s your
I did as he asked, wincing a little
at seeing the original rules….which I hadn’t handled so
well. On the back, a new list….
Diapers 24/7. You do not ask to be
changed, nor do you change yourself. Period.
Bedtime is at 6 pm, no exceptions. This
is both because you’re a baby, and because of your job.
You have a weekly allowance of 75
dollars. This should be used for gas and possible a few
knock knacks you may want. You can save up if need be.
All other bills and finances will be handled by me.
Your smoking will be monitored and
regulated so as to help you quit.
No touching yourself or playing with
yourself without my supervision and permission.
sucked on my coffee while I read, the smell of my messy
diaper already filling the area around me. I personally
was used to the smell…..not my first messy diaper by a
long shot. James was finishing breakfast, making both he
and I a plate.
“Well?” he asked.
nodded. “Yeah….I think I can do this…”
will see, now won’t we?” he set the plate down for me,
getting me some silverware as well. Dippy eggs, bacon
and buttered toast. Yum! “We have a list of things to do
today, so if you want any playtime when we’re done, you
best eat quick. We need to unload the uhaul, take it
back, pick up our cars, unpack your stuff…..” he
wrinkled his nose at my smell.
“Phew! And DEFINITELY get you changed!” he laughed. I
blushed. Nonetheless, I started scarfing down my food,
hungry as I was. He watched me as I ate, and it left me
feeling like he either didn’t trust my eating methods,
or he just couldn’t keep his eyes off my sexy body~
(joking). We finished our food, he out our plates in the
dishwasher (yay! Dishwasher! I hate doing them by hand),
before he picked me up and carried me to the bathroom.
His hands were pressed against my bottom, making the
mess spread even more against my body. Setting me down
on the bathroom sink, he started warming up the shower.
“Let’s get you cleaned up. Before you know it, this will
be a daily thing for you. Messes in the morning.”
“Really really kiddo. All it takes is a change in diet
and a little training.” He stood me up, undoing my tabs,
and being very careful not to get the mess everywhere he
lowered it from my body. Setting it to the side, he had
me step into the nice warm water of the shower and began
rinsing me off. It felt nice to have the ick washed away
from me, not having to do anything but enjoy the
experience. And enjoy it I was, that is, until he said….
held up the cage around my dick. “Look.”
cage was failing! My balls had managed to get out….all
that was holding it on was the antipullout piece….
“Oh…..I’m sorry….”I said, feeling sad.
“Sorry for what? This is hardly your fault, baby boy. It
just means I have to take other options.”
“Well, I can either modify this one, have a custom one
made, get you a Prince Albert, or, well, I guess
eyes widened a little. “C-castration?”
gave me a quizzical look. “I meant it as a joke, but
judging by your expression and tone of voice, you don’t
seem that much against it……if you like, we could do
that, but I war-“
no!” I quickly said. “I-I wanna keep them…Annie and I
want to have kids.”
“Ahh…that’s your goal, huh? The baby boy wants a baby.”
He chuckled to himself. Because I didn’t. Too
embarrassed. “Well alright then, I’ll see what I can do.
Until I can figure this out, well keep using this one.”
finished cleaning me up, dried me off, and took me back
up to my new room for a change. He didn’t seem to be in
much of a hurry, taking his time as he oiled me,
powdered me and then securely taped me into my fresh
diaper. “There! All clean and ready for a busy day! It’s
supposed to be nice out today, so I think a pair of
shorts will be good for you, eh?”
happily nodded, letting him do his thing. Ten minutes
later, I was dressed and feeling energetic! And VERY
little. I was, however, a little timid when he clipped
my paci to my shirt. When I asked why he’d done that,
all he said was “It completes the look” with a wink, and
then popped it into my mouth.
Unloading the uhaul didn’t take us long. I’m ashamed to
say, I don’t own much. I’m a minimalistic kind of
guy…..my most expensive things were my tv, my Xbox, and
my PC. And I don’t have many clothes to boot….
drive back to town was short, albeit a little worrisome.
I knew better then to hide my paci, and knowing any
other passengers in the cars beside us could see me, I
found myself shrinking down into my seat. James only
laughed whenever he saw me do this, but said nothing in
got our cars and returned the uhaul, and now knowing the
way back I easily followed James back to his house. I
sipped anxiously from my coffee bottle which he’d
refilled before we left, avoiding all contact from any
other drivers I may have passed along the way.
home, I got to work unpacking my things. Setting up my
computer and tv was fun! Everything else….not so much.
More often then not I found myself messing with my
electronics instead of my other things. And for good
reason. PC equals fun. Clothes….not so much.
hour or two into unpacking (I wasn’t keeping track)
James had refilled my bottle twice, and I’d filled my
diaper once. Still lots of room for more though! So I
kept at it. By noon, my room was nearly done! All my
diapers in place, my stuffies lined up on the bed in a
neat and (might I say) adorable fashion, PC set entirely
up on Jamess WiFi and my tv was perfectly aligned so
there would be zero glare from the outside light. I had
to say…there was something about seeing my room in such
a new light, knowing I would be spending St least the
next year in here in diapers and in Jamess care that
made me feel….hopeful. Excited even! I happily got onto
my computer, fired up Minecraft and joined my favorite
abdl server. I was telling everyone about my new place
and setup, about an hour later, when James knocked on
the door frame, looking in on me.
“Everything in order?”
“Yeah! I was just making sure everything was working. “
I said smiling at him.
“Looks more like you were playing a game.” He replied
“Hey…I did what I was supposed to do…..”
you did, and a good job at that.” He walked over behind
me in my chair, leaning down and feeling my diaper. By
now I was near soaked.
it’s time for a change. Among other things. You probably
wont enjoy this.”
“W-what is it?”
turned me around, pulling me up to my feet. “Don’t
worry, it’s just hair removal. Like you wanted. I’ll
make it as painless as I can. Ok?”
shuffled my feet. “…ok…..”
on. Lay down on the bed for me.”
so, and he took off my diaper. After wiping me dry and
patting me down, he took off my cage. “Were gonna leave
this off for a few hours, but I warn you. If I catch you
doing anything naughty, then spankings will be the least
if your worries. Understand?”
sir.” I was being honest. I had no intention of playing
with myself, despite my growing horniness at the
situation. He left the room, returning shortly with what
looked like a box of waxing strips and another bottle of
Nair hair removal, as well as other various supplies.
I’d tried them both in the past, never really knowing
what I was doing. He set them down, opening everything
up as he said “Well start with the worst spots first.
Get them out if the way. Then we’ll do your legs so you
nodded my affirmation, knowing I was in for some pain.
I’d tried one was strip before. One. After that, I
couldn’t go through with it. But knowing James…..I knew
laid a hot wet washcloth across my pubic hairs, let that
sit for a few minutes, dried me off and got the first
wax strip ready. He gently pressed it against my skin,
holding it at the ready as he said “Here we go…brace
ow OW OW OW was all I could think as I gasped in pain,
recoiling from his hands as best I could while he held
“FUUUCK” was all I could manage.
now….usually I’d tell you to watch that language, but
because of the situation…..I’m allowing it. I’m not
going to stop….best to get it over with.”
to his word, he kept on. Strip after strip, rip after
rip, my hair’s were pulled from my groin until barely
any we’re left. What WAS left got shaven off with a
razor and cream. After that, he moved to my legs,
letting my privates alone. Nair cream time. He spread it
on as the instructions said to, setting a timer on his
“So….”he asked me. “How did you meet Annie? What draws
you two together?”
felt embarrassed at the moment. Surely this wasn’t the
time? “We met on an app…about a game. Like a fan made
app. We were roleplaying as the characters.”
“Yes?” he edged me on, now putting some cream on my
“Well……I liked her attention to detail at first….it made
our story more immersive. After our story was done, we
just kept talking. I guess I fell in love with her
heart. And then her mind. She’s kind, and caring, and
tries to help others before herself.” I chuckled “Modt
times that means she forgets about herself. So I try to
help her too!”
nodded, checking the patches of cream with a small
scrapper to see how well it was working. Satisfied, he
continued. “Soundd like mommy material to me.”
looked at him, all somber. “Yeah….she really could be.
But she’s not really into it. She supports me! Big time!
And she knows about my fantasies and stuff…but she’s
never made an attempt to join, or roleplay with me.”
shrugged. “She might be scared to. I’ve heard you’ve had
some bad times with this side of yourself in the past.
Maybe she just doesn’t want to mess it up.”
….I have had some bad times. You could be right.”
He began wiping off the cream.
that she could mess it up….I’m not hard to deal with.
Just…acknowledge me. Call me cute. Pat my butt. Tuck me
in…..that’s all I really need. Nothing else.”
is a mysterious force. Who knows what’s in store?”
finished wiping away all the cream, and I’m moments I
watched my 26 year old body being turned into that of a
smooth baby boys…..with a few stretch marks included.
Bleh on those.
“There! All done. I’m not going to rediapered you, not
yet, but I know you have some pullups you can wear until
I do. So put one of those on while I work on this cage
I’ll just okay some more Minecraft.”
boy. Keep drinking. The more you drink, the more you
pee. The more you pee and just go whenever, the weaker
and smaller your bladder will get. And that’s the goal!”
he took the cage and supplies, walking out if the room.
stood there in only my shirt, examining myself. Smooth
as could be….but my skin was turning red from all the
agravation. I’d let James worry about that, taking one
of the large pullups I had from the closest and slipping
it on. It slid up so easily! Small hips
are a blessing when it comes to these things. And
with that, I went back to my game.
an hour passed before James returned. By now, I had
finished my fourth bottle of the day (we switched it to
Apple juice when we got home), and had already wet my
I think I might have done something here.” He said. “Ive
adjusted some things, made other things more secure, and
hopefully….it’ll do the job.”
felt my wet pullup, and I gasped a little from the
attention. “Looks like I came at a good time. Let’s get
your security back in place.”
placed back on the bed and the pullup removed. “No buts.
That’s the deal for living here. Hmm….now that’s a
was referring to my hardened dick. “I know a sure fire
way to get him back in his place….two actually. One you
won’t like. The other ILL like a lot more. Pick.”
gave me a sly smile. “Trying to be a big man huh? Well
left, and returned shorty with what look like a wet
bulgy rag. He then wrapped it around my dick.
rag? What was that going to—OH SHIT…IT WAS FREEZING! I
squirmed in place, but his hands held me down.
is what you asked for….just give it a minute, it’ll be
whimpered, wanting it off, but he remained firm. It was
working though, the blood receeding from my penis and
causing it to drop in his hand. Once it was small
enough, he quickly went about replacing the cage.
minute later, I was back in chastity.
have to say, you look much more sexy like this! Smooth
as a baby, locked up snug, and boy does that boy pussy
look clean as a whistle. But just as your not having any
playtime, neither am I. I’m saving that for next
weekend!” he got my new diaper ready as he talked.
“Whats next weekend? Should I be worried?”
heavens no! You wanted to train yourself to cum like a
sissy boy, or girl, and the best way to do that is to
let your prostate become more sensitive over the week.
On Saturday, we’re going to see if it’s ready to pop! If
it doesn’t, then we try again the next Saturday. Rinse
boy. That meant I could potentially be going without
cumming for a long time….very disconcerting. But I’d
come to trust James, both from the time we’d spent
talking over the phone and our time spent
together in person. So I only nodded, doing my best to
enjoy the sensation of being diapered by my daddy.
like to say, your tasks for the day are NEARLY done and
over with! I want to go over your finances with you, and
after that we’re good to go and you’ll have the rest of
the evening to play before bedtime.” He checked his
imaginary watch. “Which is in about 3 hours. So let’s
get some food and do our business.”
Food!” I was a hungry boy.
minutes later we were in the kitchen, making some food.
All the while, James was telling me how he was going to
take care of my debts and finances. He was going to use
his savings to pay off my debts, then use my cars title
for a loan. The loan itself would go to supplies for me,
diapers, clothes, and other odds and ends. My paycheck
would be used to pay off that loan and to pay him back,
as well as for groceries. All in all, it didn’t seem
like a bad idea. Sure I wouldn’t have any control over
my own money, but when everything is being handed to you
anyway, who cares? I certainly didn’t
ate our yummy supper, my bottle filled again, out away
iur dishes and then I went back to my game. I had wet my
diaper twice again by this time, and I knew with
certainty that my pee had to be crystal clear with all
this liquid I was drinking. Two hours later, James came
in for my bedtime.
“Bedtime sweetheart. Tell your friends it’s time for a
change and nite nites!”
giggled. “Will do.” I sent what he said, my friends all
said goodnight, and I put the computer to sleep. Hopped
up onto my bed and got myself ready for the change.
James got the supplies and changed me, but not before he
spent a moment rubbing my tummy and asking.
you have a fun day?”
“Yeah…..I really did!, The morning was fun, the middle
bleh, the evening great! Waxing hurt though….”
know it did …we won’t have to do that very often though.
I’m going to get you one of those hair removal things
I’ve seen advertised. See how that works.”
finished my change and patted my butt.
now it’s sleepy time. Work tomorrow!”
pulled me into his lap, giving me a hug and rubbing my
butt and back. “I know, baby boy, I know….but you’ll
come home and have a good time again! Just stay strong
for your papa.”
“Ok…..I seepy….” And I was too.
laid me down on the bedtime, making sure Theese was
tucked in beside me, and kissing my head again.
“Goodnight my boy.”
hesitated a moment….and said.
“Nighty night Daddy.”
smiled, a big proud smile, said nothing and turned off
then there was darkness…..
wish I could say it was an easy sleep. But sometime in
the night, awoke to a rather uncomfortable feeling. My
dick was trying to get hard, unable to in it’s cage, but
trying nonetheless. I shifted around, trying to think
boring thoughts, begging my pain to end…and thankfully
it did. It took awhile, but it receded back to it’s
sleeping form, giving me the blissful comfort once
again. I had to pee anyway, so I let it out, and settled
in to go back to sleep…..
“Hey….time to wake up, little one.” I felt Jamess hand
gently stirring me awake, and I blinked my tired eyes up
“Don’t wanna…” I said sleepily.
know you don’t, but you have to buddy. And I want to go
to sleep!” he chuckled. He had stayed up all night just
to wake me up? I felt guilty….
“Here. I made you some coffee. You drink that while I
get you changed. Do you have to go anymore?”
Anymore? Oh right, I’d already wet myself last night. I
gave a push to get any left overs out, and sure enough I
filled my diaper again. His hand was laid against the
front of it, and he smiled as he felt the warmth spread
beneath his hand.
boy. Drink this.” He handed me a sippy cup full of
coffee, and I happily began drinking it. He got to work
changing me, but I was too sleepy to really enjoy the
moment. He took no time getting me clean and rediapered,
giving me a happy little padded pat on my bottom.
Hop up and get dressed, alright? I’ll get you some food
before you leave.”
“Ok…..” I made my way out of bed while he went to (I
assume) the kitchen to make food. My sippy cup barely
left my mouth as I out my work clothes on, onesie as
well, and then my boots. I had no idea what time it was,
but I was sure I was up earlier then I usually was so
James could feed me. I didn’t mind too much.
I needed to eat better anyway. My job was too
physical for my regular diet.
headed downstairs, where I could smell fried eggs and
potatoes cooking, and sat on the counter where I could
watch. James turned around and saw me, still sipping on
“There you are! Was worried for a moment you might have
gone back to sleep!”
shook my head no. “Gotta make dat money somehow.”
said. Let’s get some nummies in your tummies and then
I’ll send you off to work. Remember….no changing while
your there. Your diaper can hold quite a bit, so just
let it do it’s thing. Now, if you have to poo, that is
the one and only time I’ll allow you to change. It’s for
your health and your workmates noses health.” He
chuckled at that. Haha, so funny.
don’t think I’ve ever had to poo while I was at work….so
I don’t think that’ll be an issue.”
started scooping the eggs and potatoes into a bowl for
me. “That’s good to hear. Here you are. Eat up! Times
so happily, scarfing into the food as best I could, but
making sure I didn’t choke. Long story short, I soon
found myself at work, hanging turkeys as I always did. I
wanted to tell my friends all about my week and weekend,
but…….they were too vanilla. Wouldn’t understand.
second break I’d already wet myself twice, with several
smaller wettings in between. My diaper would have been
sagging at my knees if it hadn’t been for my onesie! But
I followed the rules, finishing off my day with a third
wetting, and headed home. I was leaking by this point,
my pants and car seat soaked, when I went inside the
house. I felt little, ashamed, yet strangely invigorated
from the naughtiness of my situation. Which of course,
meant SOMEONE wanted to play. It had been two full days
now since I had cum, meaning I was horny as hell.
“James! You home??” I called into the house. A muffle
voice from his bedroom replied “In here!”
walked in there, finding him folding his clothes on the
bed. I lifted my shirt to reveal my wet pants. “I
Don’t be sorry, sweet cheeks, that means you obeyed the
rules! Well get you changed and your clothes washed. And
tomorrow we’ll had a stuffer into your diaper. That
ought to help with the leaking.” He began undressing me,
right then and there. His hands against my skin was
making me hotter, and I moaned uncontrollably at his
gentle touch. He kept at his work till I was down to my
diaper though, either not noticing my lust or ignoring
it. Whatever the case, I soon found myself laid on his
bed with my legs up and my bottom being cleaned of all
urine. My cage was keeping my penis from growing, and
boy was it uncomfortable! I knew from my research that
this is how it was supposed to work, as a deterrent.
James finished his work with a fancy flourished toss of
the wipes into my used diaper, rolling it up and tossing
it into a nearby trashcan. I was now entirely naked in
front of him. And I didn’t care?
time baby boy! Youz a stinky boy! Those nasty birdies
making you smell like their poopoo….but we’ll show them
now won’t we?”
“Yeah!” I giggled. He really is a funny guy….I liked it!
He pulled me to my feet and lead me to the bathroom,
we’re he began running the water for a nice hot bath. He
dumped some bubble bath solution into the water, and I
watched entranced as it started filling with bubblegum
scented bubbles! Yay! Once it was full and read I was
plopped into the water, and he added two rubber duckys
and a boat into the water for me to play with. I did so
happily, while his hands went to work cleaning me up. He
washed my hair, my aching shoulders and back, down my
tummy and then onto my groin. My dick wanted some
attention too, but alas, the cage would have none of
that thank you very much. I couldn’t help but squirm and
giggle when he got to my feet….I’m still ticklish. And
because of that, I think he spent more time then was
needed in them.
I was all clean, he drained the tub, and I pretended the
drain was a giant whirlpool about to suck my duckies and
ship away into the depths! James got a kick out of that,
so of course I milked it. All the water gone, I was
stood up and dried off with a cute foxy towel! Foxes!
Perfect! I have to mention, at this point I’m pretty
exhausted from work, so my little side was much closer
to the surface. I always get little when I’m tired.
placed on the bed and rediapered, the powder smelling so
good and helped to make me more comfortable in my
headspace. I was in bliss, happy and tired from all the
attention I was getting.
“There we are….a clean baby, ready for nummies and bed!
How you feeling precious?”
sighed happily. “I feel….good. Really good!”
rubbed my tummy. “Abd how’s the cage feeling? Any pain
thought about it. “No…not really. It gets tough when I
try to get hard…but I know that’s normal. It IS making
me really horny though….”
do you think I feel? I have to see your cute little
bottom all smooth and clean, and I want to take it for
my own every time I change you! But you have a training
schedule now, so Im not allowed to. Just like your not
allowed to play with yourself!” he blew a raspberry on
my stomach, and it took all I had to not kick him in the
face as I squirmed and laughed. Huh….I hadn’t thought
about that. Daddy or not, he was still a man with a
sexual drive….and to have me at his mercy must be
driving him crazy! He certainly had better control then
Before long we were in the kitchen, me only wearing a
t-shirt and fuzzy socks. He handed me a sippy cup,
saying. “This is a protein shake. As well as a long
acting laxative. It’ll do it’s job while you sleep, and
you should find the need to poo either once you wake up
or during sleep. It’ll help get your body on a routine.
Your daily enemas won’t be needed now that your in your
cage, and the only time you’ll need one is on Saturday.
So drink up!”
a protein shake huh? And laxative? Both will be helpful,
I was sure of it. So I drank up while he made food. I
loved his cooking…so much better then mine!
food and my shake, we snuggled in to watch an episode of
Stranger Things, me snuggled against his chest with his
arm around me. After all the liquids I have been
drinking, I had wet the new diaper twice before he said
“And now it’s time for bed, baby boy. Big day tomorrow!”
didn’t want to….I was too comfy. So I didn’t move. Not
like that stopped him or anything, as his strong arms
lifted me up and carried me to my room. I was changed
once more, the shirt removed, and then tucked into bed
with a kiss on both my head and Theeses. Theese liked
that for sure! I did too of course.
“Goodnight sweetheart. And sweet dreams!”
smiled at him sleepily. “Goo’night daddy~. I see you
smile at my words warmed my heart, and it didn’t take
long before I was asleep and dreaming of the days to
After you've finished reading, you might want to return to the
DailyDiapers Story Index