Date: Tue, 12 Jun 2018 22:08:18 -0400
From: gabewallis <gabewallis@protonmail.com>
Subject: Personal Responsibility chapter 3

DISCLAIMER: This is a fictional story and contains descriptions of sex
between young boys and men. If that offends you, stop reading. If it's
illegal where you live, stop reading. If you can't differentiate between
fantasy and reality, stop reading and get help.

Key words: spanking, humiliation, oral, anal.

* * *

The next day, Kyle arrived early. I was pleasantly surprised at this: I'd
half expected him to not turn up, but at 8:50 on the dot he knocked on the
door, his mom's hand on his shoulder. "Hey, Sir," he said, eyes
downcast. "I hope it's okay that I'm early." He spoke as if reading from a
script; clearly his mom had given him instructions.

His mom smiled apologetically at me. "Sorry about this, I have to be at
work early today. Thank you so much for doing this for me. He was much
better behaved last night!"

"I'm glad to help," I said. "It's all down to you, really; he's been raised
right, that one."

She beamed at me – apparently her parenting skills weren't complemented
often – and gave an awkward little wave. "I'll see you at five, Kyle."

He side-eyed me until his mother had walked back down the driveway. It gave
me chance to really look at him. He was wearing basketball shorts like
yesterday, these ones dark blue, with a white slogan t-shirt. 'Be the best'
along with a big Nike tick.

"You're going to be the best today are you, Kyle?" I asked, closing the
door and ruffling his hair. He tensed up a little as I did, scowling.

"I guess."

"That's my boy. Let's get you through to the sitting room. You've had
breakfast, yes?"

"Yeah." He was already speaking like a typical teenage boy, I thought; a
monosyllabic monotone. I'd have to address his attitude if this kept up.

"Good, we can get started then. Strip for me, Kyle. Remember to do it
slowly. Be as sexy as you can, understand?" I sat down on the couch, ready
to watch the show.

Kyle took a deep breath and got started. He'd clearly been practicing since
yesterday: he lifted up his shirt to his torso, flashing his smooth little
tummy at me several times before finally pulling his shirt over his
head. "You like what you see?" he asked, voice trembling slightly. His face
was bright red, but somehow that made it all the more endearing. It seemed
he'd been waiting for his mom to leave before he really got into things.

"I do," I murmured, hands reaching up to pinch both nipples at once. He
giggled, squirming. "Remember, Kyle, strip," I said sternly.

He nodded, putting his fingertips into the waistband of his shorts and
tugging them down. Today's underwear was light gray. To my dismay I saw he
was wearing Hanes boxer-briefs again. No matter, they'd be coming off soon
enough. "I'm going to have to get you some better underwear, Kyle. Perhaps
you can have some of my nephew's old things?"

His face turned even redder at this, but he nodded. "Y- yes,
Sir. Um... should I take them off?"

I nodded. "There's a good boy."

He did as he was told, eager little boy-boner coming into view. He reached
a hand down as if to touch it but then thought better of himself. I reached
out and tapped the end of his dickie at this, watching it bounce. Kyle's
eyes closed, a contented smile spreading across his face. "Thanks, Sir." He
opened his eyes again when I let go, looking disappointed, but he didn't
protest.

"Do a slow turn for me, Kyle. Let me get a proper look at you." He did. As
his butt came into view I couldn't help reaching out to squeeze it. The
nasty red marks from before had completely faded. "Oh, good boy. Your
butt's all soft and smooth again, isn't it?"

He shrugged, head tilting down. "I guess."

"That won't do, will it? I think we need to remind you of your place. Put
your hands on the floor and get your legs up onto my lap."

"Oh c'mon!" he protested. "I just got here, you can't spank me already!"

I did just that, giving his ass a hard swat.

"Ow!" He hopped from foot to foot, rubbing his butt as a red hand-print
appeared on it. "Okay, fine." Kyle glanced at me over his shoulder, green
eyes narrowed and sulky. He did as he was told, getting into position as
slowly as he could.

"The longer you take, the more I'll have to spank you," I warned. He sped
up, squirming his hips around on my lap. "Good boy. Now, are you ready?"

"Yeah," he sighed. I could feel his preteen nail poking my own erection,
twitching around as he humped my crotch. My hands explored his little butt,
spreading his cheeks for a look at his prize. It was pink and puckered;
clearly he'd showered this morning as well.

After a few moments' playing with his butt, I started to spank. He wriggled
from side to side as I did, dicklet staying rock hard the whole time. After
a minute or so of light spanking, I stopped, rubbing his cheeks
better. "There we go little guy, that wasn't so bad, was it?"

"No," he admitted reluctantly. "It still hurt, though."

I chuckled, reaching under him to grasp his erection. "Didn't hurt so much
that this went down, though, did it?"

Kyle mumbled something under his breath, but I wasn't paying attention. I
was focused on my boy's stiff little prick, currently leaking pre-cum onto
my pants. "Kyle, when did you last play with this?" I asked.

"The shower," he mumbled.

"As in, a few minutes ago?"

"Mm." He wriggled around and lifted his head up, evidently uncomfortable in
his face-down position.

"And you're already making this much of a mess? Dear, dear. What am I going
to do with you?" I spread his cheeks again and prodded my finger against
his little hole. He gasped and squirmed, squeezing his legs tight around my
hips. "Do you want me to stop?" I asked, teasing his anus gently.

"No!" came the immediate reply. "Keep going!"

For a few moments I did, feeling his hole twitching under my
fingertip. Then, I stopped. "I think that's enough for now. If you want to
feel better, you'll have to earn it."

"How?" Kyle sounded eager. Perhaps just eager to get that good feeling
back, but it was a good start. I took hold of his legs and hoisted him off
of my lap. He got to his feet, boner bouncing around as he did.

"I'm going to take some sexy pictures of you, Kyle. Stay right here, I'll
get some things." I manhandled him towards the corner and placed his hands
behind his head. "Don't move." With one last pat to his butt, I left the
room.

Several minutes later I returned to find him still in position. "Good boy,"
I cooed, ruffling his blonde hair. I put the camera down on the couch along
with a few pairs of my nephew Alex's old underwear. I was glad I'd kept
this stuff: it was only a few years since Alex had been Kyle's age and he
was still on the small side, but he definitely wouldn't fit into this any
more.

"Put these on," I instructed, handing Kyle a pair of plain white briefs. He
obeyed, wrinkling his nose as they slid into place. They were made from a
very thin, silky material that left absolutely nothing to the
imagination. "Are those comfy?" I asked, helping to adjust his boy bits in
the briefs.

He shrugged, face going red. "Yeah." He was back to the teenage monotone
again.

I resolved to punish him after we'd taken some pictures; I didn't want his
red ass to show through his undies. For now, I gave his shoulders a little
squeeze. "Good boy. Now, wipe that scowl off your face. Smile for the
camera!"

I snapped a picture, capturing Kyle's shock and embarrassment. Good. Some
of my customers would pay top dollar for that kind of humiliation. With
Alex, it was always clear it was an act; not so for this one.

"Smile," I said again. "Come on, if you want me to make you feel good
you're going to have to do as you're told." His face crinkled up into
something of a grimace. Close enough, I thought, taking a few more
photographs.

I continued like this for a few minutes, directing him towards the couch
and bending him over so that his pert little butt was on display. His
briefs were thin enough to show off every curve and crevice, but not so
thin that the red of his ass was visible. Kyle's shoulders were hunched up
as he posed, staring daggers at the camera. Enough was enough.

"Kyle," I said in exasperation, putting the camera aside for a
moment. "Nobody's going to pay money to see pictures of you throwing a
tantrum. Fix your attitude I'll fix it for you, do you understand me?"

"But-" he started, but then thought better of it.

I sat down on the couch, dick stiffening up. "You've got something to say?"

"No," he mumbled, one hand reaching behind him to tug the skimpy underwear
out from between his cheeks.

"No Sir," I corrected. "Go upstairs and fetch the paddle from my room. I'm
not sure you've learned your lesson yet."

"But Sirrrrr!" he whined. "You don't have to hit me, you just did that!
I'll be good!"

I slapped his ass, making him hop from foot to foot. "You will be good," I
said with a quiet anger, "Once you've been sufficiently punished. Come on
now, Kyle; do as you're told or it'll be worse for you."

Ever the petulant child, Kyle stomped his foot and stormed off upstairs. I
heard him come down the stairs again a few seconds later, carrying the
paddle. His eyes were slightly red from crying, but he was still fully
hard. "Here," he grumbled.

"Good boy," I said, taking the paddle from him and patting my lap. "Over we
go." He did as he was told, wriggling his hips around so that he was
comfortable. I placed a hand on his butt, adjusting his underwear so they
cupped the curve of his ass.

"Sir, I'm really sorry," he started. "I promise I'll be good, I promise-"
but I cut him off with a firm spank with the leather side of the
paddle. "OWWWW!"

He started to kick and struggle, taking me by surprise. He almost escaped
before I leaned my weight against the small of his back, hitting him a
second time. And a third, and a fourth. He was shouting as he tried to push
my hands away from him, but no words came out. It was a good thing his mom
had already gone to work or she would probably want to know what all the
noise was about.

"There, there, kiddo," I said, stroking his butt better. "It's finished
now." I couldn't help but thrust my hips against the lithe young boy over
my lap.

"Ow," he whimpered. He seemed to have shouted himself out during the
spanking, and was now slumped over me, head in hands.

"You're going to behave now, aren't you? You're going to do as you're told
without the attitude?"

"Yes Sir."

I let him lie there for a few minutes, rubbing his back and butt with one
hand, stroking his hair with the other. He seemed to calm down, so I let
him stand up. "Now, wipe those tears away. We're going to take more
pictures, alright?"

He nodded, wiping his eyes on the back of his hand. As pathetic as he
looked, he was still beautiful. "Yes Sir." His defiance from before had
melted away.

"Good boy. Now smile for me."

He gave his best watery smile, hands holding his aching butt. We took a few
more pictures like this, submission written all across Kyle's face. For a
last little touch I pulled his briefs down at the back. He looked at me
like he was about to protest but instead took a deep breath and kept on
posing, bright red butt up in the air.

"Oh, that's a very good boy, Kyle. With the money from these I might be
able to afford to keep you on after your punishment is done. Would you like
that?"

From the look on his face, it seemed Kyle wouldn't like that at all, but he
just shrugged at me. "I dunno, Sir." There was a slight pause while he
pulled his undies back up to cover his ass. "How much money do I get from
the pictures?"

I just laughed. "We've already agreed you get $30 a day, kiddo. Unless
you'd rather get less?"

Kyle scowled. I was sure he was about to complain, but he just sighed
crossed his arms at me. "No."

I ruffled his hair. "There's a good little boy. Now, get down on your
knees. I want to see how much you remember from your lesson yesterday. You
can play with your little weiner again while you suck me."

I sat down on the couch, fishing my cock out of my pants. His mouth gaped
at the sight of it, as if he'd forgotten how big it was overnight. Still,
his green eyes flashed with lust as he leaned forwards to start
sucking. "Mmm," he said as he stuck out his tongue to lick up the pre-cum
that had started to leak from my tip during the spanking.

"You like that, do you?" I asked, running both hands through his blonde
hair. Kyle gave another little moan in reply and started to suckle on my
cockhead, one hand rubbing himself through his little briefs.

It seemed he remembered his lesson. His little tongue darted around my
shaft as he tried his best to get my dick as far into his mouth as he
could. Slurping sounds filled the sitting room. Kyle even seemed to have
forgotten his sore butt in his efforts to please me. He rocked forwards,
leaning his left arm on my thigh, right hand still rubbing at the front of
his undies.

I was just starting to feel an orgasm building when Kyle started to
splutter around my cock. Shit, was he choking? He was supposed to enjoy
this part of things, at least. I took hold of his head and moved him gently
away from it so he could catch his breath.

With his mouth freed up, Kyle bit his lip, looking guilty. "I'm sorry,
Sir," he mumbled, wiping his hand on the back of his briefs.

"Stand up, boy," I ordered.

He did, still wiping his right hand on his underwear. I could see a wet
spot forming at the front, making the already translucent silk practically
see-through. His boner was still throbbing away in there despite the orgasm
he'd just had.

"Did I tell you you could cum?" I asked.

He shook his head meekly. "I'm really sorry. Please don't hit me!"

I felt my dick throb at the thought of beating his little ass again, but
perhaps a different approach was needed here. "I should beat you, shouldn't
I?" I jerked myself off as I looked him over, the poor boy trembling
slightly.

He shrugged. "I... I guess, Sir." He looked terrified, but he'd said the
right thing.

"That's right. I won't. We'll take a few more pictures for your fans, does
that sound fun?"

He gulped. I could see his brain working overtime trying to figure out what
the trick was. "Y- yes, Sir," he said eventually.

"Good boy. Let's get you ready for your photoshoot."

Kyle just nodded. I headed upstairs and got a few more of my nephew's
toys. "There we go, kiddo. We'll take these outside; the light out there is
beautiful today."

"But-" he started, but I gave him a withering look.

"Would you prefer I punish you instead?"

He shook his head. "N- no, Sir."

"That's a good boy. Hold still while I put your little ring on."

His eyes widened, but the threat of another spanking had him right where I
wanted him. He obeyed, putting his hands behind his head while I pulled
down his undies. The front was wet to the touch, but his dick was as hard
as ever. The ring went around it easily. Kyle pulled a face, but stayed
obediently still. Once the ring was on, I tugged his undies back up,
patting his sore butt tenderly.

"Smile!" I reminded him, stopping to get a tube of sunscreen as I led him
towards the door and outside.

He did, this one looking almost genuine. That was good; he was learning. I
snapped a photo of the boy walking barefoot and nearly-naked along the
grass, erection tenting out the clear patch of boycum at the front of his
briefs.

"Now then, let's get you over on this chair, shall we?" With a hand on his
shoulder, I pointed him towards a deck chair. He sat down gingerly, his
butt clearly still hurting. "There's a good boy. Stretch out and smile for
me!"

He stretched out, a self-conscious little smirk on his face. He wouldn't
stop looking down at his boner, which was twitching madly.

"You want to play with your little dickie, don't you Kyle?"

He nodded. It seemed I'd worn him down too much for him to lie now.

"Let me help you with that."

His face lit up in relief, but fell again when I pulled out several lengths
of rope. "Sir," he started. "What are you-" but I cut him off with a firm
slap to the face. "Ow!"

"Quiet, boy," I almost growled. "If I wanted you to speak I would have told
you to. Unless you'd prefer to try the cane instead of this?"

He shook his head, meekly placing his hands where I showed him. In less
than a minute, his ankles were both secured to the base of the chair, arms
tied down at his side. His erection hadn't gone down at all during this,
though I suspected that was partly due to the cock ring he was wearing.

"Good boy. Looks like you're enjoying this, aren't you?" I snapped a
picture and ran my hand up his leg towards the wet bulge in his briefs. It
twitched. Kyle wriggled around and nodded, blushing. "Oh, there's a very
good boy."

I popped the tube of sunscreen open and squeezed a little onto my hands,
applying it liberally to his legs. The boy squirmed as I did, clearly
wishing I'd move my hands higher. "Siiiiiir," he whined. "What if someone
seeeeeees?"

I chuckled. "Nobody's going to see, Kyle. If you don't stop making such a
ruckus they might hear you, though."

The boy's face turned white at this, and he stopped whining.

"Good boy."

I continued to apply sunscreen to my wriggling boy, covering only the parts
of him that would be exposed to the sun. I liked my boys with tan lines, so
he'd be out here a while. Once I was finished, I stood back and took
photographs from several different angles of the bound blonde boy, his skin
glistening from the sunscreen. As I worked, I teased him. "Oh, I'm going to
make so much money from you. Do you know how many men will pay to see a
sexy little thing like you all helpless like this? And you're loving it,
aren't you?"

Kyle scowled at me so I leaned in and gave his thigh a light slap.

"Smile, little guy. We both know you love this. We both know why that tiny
little weiner is all stiff. You've jerked off, what, twice today? And still
you're desperate for more." I gave his cock a little flick through his
briefs, making him moan and writhe against his bonds. "You're an insatiable
little slut, aren't you?"

He shrugged. Or, as best he could with both hands tied down at his sides.

"Say it, Kyle. Tell me what you are."

He looked around cautiously. The next door neighbors were outside in their
pool, playing noisily, but if he spoke quietly nobody would hear. "I'm
an..." he started, bottom lip trembling slightly. I made sure to set the
camera to record video; this was too good to miss. "I'm an insatiable
slut," he mumbled.

"And what do you love, slut?"

He narrowed his eyes at me, clearly unsure what he was supposed to say
here. "Um... I love... being tied up? I love sucking dick, and, um, I love
it when you play with my weiner."

"Are you asking me or telling me?" I taunted.

He gave another awkward shrug, and then said. "T- telling you, Sir?"

Satisfied, I stopped the recording and ruffled his blonde hair, sweeping it
to the side. "There's a good boy. Now, let's just relax here for a while,
shall we?" I snapped a few more photos and then sat down at a nearby deck
chair, stretching out and watching my boy. He squinted in the sunlight,
wriggling around in his bonds every now and then. His dick was still
twitching.

After twenty minutes, I untied him. He gave me a grateful hug and rubbed
his wrists, wincing. I half expected him to rub his little dicklet too, but
he seemed to have learned his lesson. "Can we go in now, Sir?"

"Nope. You need to get a nice even tan for me, little guy." With that, I
manhandled him around so that he was face down on the deck chair, butt up
in the air. I lifted his hips up and placed a towel under his crotch,
rubbing his ass. "You can even hump the chair if you'd like. Make sure you
do it all on camera, though!"

He turned to look at where I stood behind him with the sunscreen, clearly
worried this was some kind of trick. "Are you sure Sir?" he asked, green
eyes wide.

"Not until I apply your sunscreen. I don't want you getting burned!" I
squirted a dollop onto his back and started rubbing it in gently, feeling
his lithe muscles relax. "There's a good boy, just relax for now. Hold
still."

I felt his hips jerking slightly. He was clearly only just restraining
himself from going all out on the towel. After a hard slap to the butt, he
stayed still, whimpering slightly. "Good boy," I said in a soothing
voice. "You're doing great. I'm almost done." I took my time on his legs,
feeling his body quivering, super responsive to my touch. Finally, I was
finished. "There we go. Wait until I'm recording..."

He gave another desperate whimper but held still as I readied the
camera. "Now, Sir?"

"Now," I confirmed, hitting record.

Immediately, he started to hump, his white briefs clinging to his pert ass
like a second skin. "Nggh," he groaned, voice slightly muffled by the deck
chair. "This is weird with the ring," he grunted. It was difficult to make
out his words between his moans and the creaking of the deck chair.

"Are you a good little faggot?" I asked, my voice low and guttural.

"Yes," he gasped. His voice gave a little squeak as he spoke.

"What are you?"

"A good little faggot." He coughed a little, burying his face in the back
of the chair.

"That's it. Cum for me now, little faggot."

He did exactly as he was told, his melodic voice grunting. It was a good
job that the neighbors were so loud in their pool, because Kyle was making
a great deal of noise indeed. Finally, his orgasm subsided and I turned off
the camera, leaving my boy lying limp on the deck chair, still weakly
grinding his cocklet against it.

* * *

Several minutes later, I untied Kyle and allowed him to rub his wrists
better. "Did you like that, little guy?" I asked, ruffling his hair.

He shrugged, adjusting his tight briefs over his still-stiff little
prick. "I guess," he mumbled. It seemed he was back to his awkward self
after he'd come down from the high of his orgasm.

"I'm glad to hear it. Looks like your undies are pretty soaked now, huh?" I
put an arm around his shoulders and led him in towards the house, camera
hanging around my neck.

He gave a shrug, glancing down. His undies were fairly damp now, the thin
white material almost see-through in the sunlight. "Mm."

We reached the door. I opened it, letting him step inside before me. As he
did, I glanced down at his ass: the perfectly round little cheeks were
still pink from his earlier spanking, but nowhere near the angry red they'd
been before. Perhaps it was time to remind the boy who was in charge. "Not
feeling very talkative are you, Kyle?" I asked.

He shrugged. The boy's eyes widened as if he were trying to guess what the
trick was. "Um... no, Sir."

"That's okay, you don't have to talk. In fact... get your undies off. I'd
like some peace and quiet."

He frowned, obviously trying to figure out the link between nudity and
quiet. "Y- yes, Sir," he said, obeying.

I took them from him and balled them up tight, feeling the sticky boy-cum
against my hand. I couldn't resist raising them to my nose to sniff
them. His jizz smelled delightful. "Now open your mouth, Kyle."

"But Sir-" he started to say, clearly having just put two and two together.

I cut him off with a firm smack to the butt. "But nothing. You're going to
do as I say. Your only choice is whether I beat your little ass again
first."

Kyle scowled at me. Inwardly I was egging him on, daring him to resist, but
he didn't. Face burning, he did as he was told, green eyes averted from
mine.

"Good boy." I placed one hand on his face, holding his chin down while the
other pushed his cum-covered briefs into his mouth. "Don't spit them out,"
I warned, patting his face while I got a length of duct tape from my bag of
supplies. He just glared at the floor, clearly too humiliated to react.

Finally, he was gagged. I made sure he could still breathe – I wasn't a
complete monster – and gave his little weiner a flick. "Do you think
that'll help you remember your place, Kyle?" I teased.

He shrugged, trying to mumble something around the gag.

"That's what I thought. Now, come with me. Let's get you in some more
suitable work attire."

Kyle hung his head, allowing me to push him towards the stairs. Instead of
heading up, I opened a door the basement and headed down. He stumbled a
little before I turned on the light, looking around at an empty room with
bare plaster walls. "Mmph?" he said.

I gave his bare butt a pat. "This is going to be a playroom for my nephew
when he comes to visit me. It'll be where he'll stay. There'll be a cage
down there, a harness from the ceiling over there, and all kinds of goodies
on the wall there." I pointed as I spoke. A few hooks hung on the ceiling,
ready for a harness to be hung on them. There were a few more hooks on the
walls for ropes and cuffs, along with a few more toys in storage. Kyle's
eyes widened as he looked around, little dick twitching as his imagination
ran wild.

"You'll be painting the walls today. The paint is upstairs in a closet, go
and find that while I get you your uniform."

He made a noise of assent – clearly meant to be "yes, Sir," – and
scrambled off to do as he was told. While he did, I got a small jockstrap
from its box in my bedroom, bringing it down ready to show my little
houseboy.

He got back first, and was standing in the middle of the room fidgeting
with his cock ring. His preteen boner was still completely hard, bouncing
around in its restraints. When he heard me coming, he snapped his hand away
and placed it behind his back as if it had been there the whole time.

"I saw that, kiddo," I said, chuckling. "Here, put this on."

He caught the jockstrap from me and frowned at it, turning it over in his
hands. It was styled like a pair of mesh briefs with the back missing, a
transparent little pouch at the front for his package. "Mmm?!" he
exclaimed, holding it up to me, confusion written all over his face.

"Put it on, Kyle, or it'll be the belt for you." I started to loosen my
belt, glaring at the boy, and he got the message. Shoulders slumped in
defeat, he stepped into the jockstrap and pulled it up his coltish legs.

Once it was on, he stood and faced me, waiting for his next instructions.

"Good boy. Do a little twirl for me, Kyle."

He did as he was told, giving me a good look at him. This had been my
nephew's favorite thing to wear around the house, but it suited Kyle even
better, if that were possible. The straps at the back lifted his pert
little ass up, making it stick out even more. When he turned to face me
again, I saw his boner twitching around in full view inside the
pouch. "Mm?" he asked.

I smirked. "You look beautiful, Kyle. Good boy." I ruffled his hair and
earned a cute little smile around his underwear gag. Good, the boy was
learning. "Now, let's get you to work, shall we?"

Kyle spent the next hour applying paint to the back wall of what was soon
to be my sex dungeon. Once he was finished with the wall, I led him
upstairs to the kitchen and let him wash his hands. The little paint he'd
gotten on them came off easily, leaving him free to make our lunch. Before
he did, I took his gag off, throwing Kyle's briefs into the laundry.

The boy pulled a face, spitting into the sink. "Thank you, Sir!" he
chirped. "My tongue's all dry now."

I gave him a glass of water, watching him intently as he sipped on it,
before directing him to the stove. "We'll be having bacon and egg for our
lunch today. Should be easy enough for you, hm?"

Kyle shrugged at me, tugging at one of the butt straps of his jockstrap. "I
guess, Sir," he mumbled.

"Well let's get started, then." With that, I showed him how to crack the
egg – and, immediately after, how to get bits of broken shell out of the
egg – and how to prepare the bacon. A few minutes later, our food was
sizzling away in a frying pan, Kyle's brow furrowed intensely as he poked
at it.

"Is... is that good, Sir?" he asked once it was done.

"Hmm..." I said, leaning in close to inspect the food. It was definitely
edible – better than my nephew's first attempt at real cooking, which
had earned him six of the best from my trusty cane – but there was some
room for improvement. "Let's see how it tastes first, shall we?"

He nodded at this, and set about serving it up on plates. We sat down
together and he took a bite, bracing himself. Apparently surprised, he
cracked a grin. "Sir, this is actually really good!"

I ate some as well. "Mm!" I exclaimed, giving his shoulders a little
squeeze. "I think you might've earned yourself a reward, little guy."

If being called little guy was embarrassing, Kyle didn't show it. "Really?"
His eyes lit up as he kept eating. "What is it?" Then he paused, giving me
a wary look. "It's not... it's not a trick, is it? Like, you're not gonna
just spank me or something?"

"As long as you're a good boy, you're done with spankings for today."

He shivered slightly. "For today?"

I didn't respond, preferring instead to finish my food. When we were done,
I led him back downstairs, making sure to take some lube and toys with
us. "Now, you're going to be painting a little more for today, okay Kyle?"

He nodded, bending down to pick up the paintbrush.

"Not so fast. There's your reward first, isn't there?"

He gulped, obviously not sure if this was going to be a reward for him, or
for me. "Y- yeah."

"Get down on your hands and knees now. There's a good boy." He did, lifting
his butt in the air and wriggling it around slightly. He looked so perfect
in the little jockstrap. "Good boy. Now spread your legs a little." He
obeyed, leaning around to look at what I was about to do. Squeezing a
little lubricant onto my finger, I pressed it against his asshole. "You
liked it when I touched you like this, didn't you?"

"Oooooh!" he cooed, goosebumps erupting up and down his arms as he arched
his back. "Yes Sir!"

"Good boy. Hold still now, or this might hurt."

He did as he was told, clearly trying hard to suppress shivers of pleasure
as my lubed finger probed his hole. Once he was relaxed enough, I slipped
it inside, making Kyle moan a little louder.

"That's it, be as loud as you like. This room is soundproofed." I wriggled
my finger inside of him, searching for that special spot. "You like that?"

"OHHHHH!" he exclaimed. If he hadn't already been on his hands and knees, I
suspect he would have fallen to the ground. "Y- yes, Sir! That's fucking-
um- freaking awesome!"

I laughed, my free hand caressing his boner through the mesh of his
underwear. "It gets even better, kiddo," I murmured, slipping my finger out
and patting his firm cheek. "Just hold still while I get a surprise for
you."

He held still, craning his neck to watch me rummaging around in the bag of
supplies. Finally, I found what I was looking for. I held it up for him to
see: a small black plug a little larger than my thumb, with a flared base
to prevent it getting stuck.

"Sir... does that go, um..." he started, looking nervous.

I nodded, coating it in lube before pressing it against his hole. "It goes
up here, little guy. Just relax as best you can, okay?" I started to push
and Kyle grunted, apparently resisting the urge to fight back against this
new invasion. "Push out with your muscles, okay? It'll help it go in
easier."

"Mm," said Kyle. He must have done as he was told, because the butt plug
slid inside him without much more effort. He gave one last little grunt as
it was fully inserted, and then relaxed, looking around at me. "Wh- what
now, Sir?"

I flicked a button on the base of the butt plug, smirking. "Now you get
back to work."

His face contorted in pleasure as the plug was turned on, vibrating against
his little prostate. "Yes Sir!" he yelped, getting gingerly to his feet and
picking up a paintbrush. He moved slowly, clearly not wanting the plug to
fall out, but the flared base was enough to keep it inside the slut's hole.

I took a few more photographs as he worked, capturing the mixture of
ecstasy and concentration on his face as he painted the next three
walls. Hours later, his body shaking with exhaustion, the first coat was
finished.

"That's my boy, Kyle. Let's get your little plug out, shall we?"

He turned to face me, gratitude written all over his face. As he did, I
noticed the front of his jockstrap was soaked with pre-cum. Clearly three
orgasms a day wasn't enough for this little slut. I made a mental note to
start restricting his cumming privileges. "Hold still."

The plug was much harder to remove than it had been to insert; the boy's
body had gotten used to it. Eventually, it slid out, leaving Kyle with a
desperate, frustrated look on his face. Good, he would have to get used to
that too. "Thanks, Sir," he mumbled.

I guided him back up the stairs to the sitting room, hands on his soft
shoulders. "Let's get you dressed. Your mom should be here to pick you up
soon."

"Mm," he agreed, tugging his jockstrap down his knees. He made to take it
off fully, but I stopped him.

"That stays on. You're to wear it tomorrow as well, you hear me?"

He nodded. "Um... yes, Sir."

"Good boy. Let's get this off now, shall we?" I took hold of the ring at
the base of his little cock. He gasped as I tugged it off, wriggling his
toes as his boydick went soft for the first time that day.

"Thanks Sir."

I tugged his jockstrap back up and handed him his shorts and t-shirt,
smiling. "There we go, little guy. You've done a very good job today, I'm
proud of you." While he was getting dressed, I gave him his pay along with
an affectionate pat on the butt. "Are you ready to head off now?"

He nodded. Almost as soon as his shirt was back on, there was a knock at
the door and it was time for him to go home for the night.

* * *

To be continued...

If you have any comments/suggestions/complaints, feel free to email me at
gabewallis@protonmail.com. :)

I plan to have Mr. Burt show Kyle what his fans have been saying about him,
so I thought it could be fun to let readers send in comments about Kyle
with the chance of some being included in the next chapter. If you'd like
to do that, feel free!

My other stories can be found here:

Chance Encounter:
https://www.nifty.org/nifty/gay/adult-youth/chance-encounter-series/

Caleb Gets Sent to Slut School:
https://www.nifty.org/nifty/gay/adult-youth/caleb-gets-sent-to-slut-school