Date: Mon, 8 Apr 2024 22:12:35 +0000
From: Mike Young <tallboy251@hotmail.com>
Subject: A Sub Boy Learns the Law - 5

I had my stuff packed before my last final. I remembered Rick saying that
he would be providing me everything for the summer but I still packed
some basics. I did my best to prepare everyone for me to not be around
for the summer. I had broken things off with my law school semi serious
girlfriend once I met Rick. She was going to DC for the summer anyway so
it was sort of a non-issue. I told my parents that I expected to be
basically working 120 hour a week for the summer and I apologized in
advance for not being able to contact them much. Nobody suspected a
thing, why would they?

Rick lived in the first ring of suburbs in the south side of the city.
Not surprisingly, he lived in an impressive home. Not quite a mansion, it
had impressive landscaping including strategic tree placement to keep the
home completely hidden from the street. The house was ultra modern and
was probably 5-6000 square feet. It had the look of a successful law
partner home.

I took a cab to Rick's house per his instruction to not bring a car. It
was early evening when I was dropped off.

As soon as I walked up to the door Rick opened it, clad in a fancy
bathrobe. He had a collar in his hand and he handed it to me without
speaking or looking me in the eye. He seemed impatient. As soon as I
snapped the collar on (pleasurably tight) he snapped the leash that also
had in his hand onto the ring of the collar and pulled me violently down
to my knees. His dick was in my mouth almost immediately. I'm fairly sure
that sequence occurred fast enough for the cab driver to still be in the
driveway. I hoped so.

Rick wrapped the leash around his hand enough times and pulled tightly so
that I was actually on the verge of choking. He was yanking the collar at
just the right angle as to pull my head up and down on his cock. I looked
up at him because that was what I thought he liked and he looked at me
with near disgust. He pursed his lips and spit a perfect stream of spit
directly on his dick as I was slurping him.

"Ever been spit on boy?" He asked.

"Uh uh" I garbled - cock in mouth - the honest answer.

"Oh shit?" He semi-asked as he pulled his cock out of my mouth. He then
grabbed me under the chin and instructed me to open wide. I did. He
launched a heavy loogie directly into my mouth. If my dick had been
touched at that moment it would have exploded I was so turned on. He then
proceeded to spit a few spitballs onto my face and wiped it over my face
with his open palm, before using his dick to spread it and slap my face.

All this continued to take place at the threshold of his house, with me
on my knees on his doormat and him standing in the door, step above me.
For the next few minutes Rick engaged in some very serious throat
pummeling. He would continue probing his cock all the way down his throat
and keep it there, even as I gagged and choked, creating a large amount
of spit and snot on my face. I felt like I was going to puke and I was
resisting the urge, but any time I tried to pull away at all Rick would
pull my head tighter. I gagged and burped a number of times and I
believed puke was imminent a few times. However, I wanted to impress Rick
that I could take a dick. I am not sure if resisting puking was helping
because it was unclear whether he was trying to get me to puke or if he
was just pushing the limits. At times it really felt like he was trying
to hurt me. For the first time and not the last time that summer, he
restricted my airway enough while facefucking me that I got extremely
light headed and felt on the verge of passing out. In fact, I may have
lost consciousness very briefly, but it wouldn't have made a difference,
since I was being used like an inanimate object.

Rick eventually started to growl while pumping my throat and I
anticipated a load was coming. He groaned to me "wanna see how my boy
looks with a messy face" and he pulled out and provided me with a Peter
North-esque face painting with his cum, to go along with the spit and
snot that had accumulated. My eyes were virtually glazed close. I could
feel Rick jerking every drop out near my face groaning "sweet nothings"
of sub boy humiliation. Telling me what a messy little pig I was and all
that.

As I sat there coated in cum I started to realize that my knees were sore
from the concrete and that the leash had started to feel pretty
restrictive. A fun little session to start but I was ready to go in and
hopefully get situated.

"All the clothes off, bitch." Rick said as he ripped the T-shirt that I
was wearing straight off my body "sorry, don't want to mess up my
artwork."

I kicked off my shoes and unsnapped my jeans and pulled them off quickly,
along with my boxers. The socks came off last. My eyes were barely
operable from the caked on mess as I sat obediently on the leash.

He picked up my jeans and pulled out my phone and wallet "I will keep
these safe for the summer" Rick said and then he walked over to the small
suitcase I had brought "what is all this shit?"

"Just some stuff, I didn't know...." I started to say.

"I told you I was going to take care of everything this summer, come
boy." Rick picked up my bag and started walking away from the house. I
got up to start walking and Rick said "nope" and pushed me hard. I didn't
fall but the message was clear I was not to walk while on the leash. I
got back down and crawled along with Rick towards the driveway. He opened
the trash barrel in front of the garage and threw my bag in and move back
towards the house. When we got back to the front Rick maneuvered into the
front door, keeping me outside, and closed the door behind him as he
slipped in. I could hear and feel that he was wrapping the leash around
the inside handle. "Stay boy" I heard through the door.

I sat back down on the front step area. I could feel my eyes burning a
bit to look around. The leash was not locked in any special way so I
could take it off. However, I had heard the door lock and I was
completely naked. I also looked up and saw the camera pointed towards
where I was. I knew that Rick had told me that I could walk anytime that
I wanted but if I stayed with him it would be a great summer for me and
my future. The message was clear that I should stay on my leash if I
wanted to make it with Rick.

As I suspected when he closed the door behind him, Rick was not playing
around. He did not come back. Time ticked by and the minutes clearly
turned to hours. The sun started to go down. It wasn't long before I
started to feel hunger and I eventually ate the load off my face for
sustenance, as dried and caked as it was. Rick eventually walked around
the house with a dog bowl with some chicken and rice and a bowl of water.

"Get some rest boy, we have a lot to do tomorrow." Rick told me as he
slipped by me into the house. I ate my dinner and I eventually found the
most comfortable position I could find and started to try to wind down to
relax. There was no real comfortable position but sitting with my back to
the door near where the leash was tucked brought me the most comfort.

I can't say I had a good night's sleep but I eventually did fall asleep.
There was a certain enjoyment I got from knowing that Rick was not the
type of dom that was going to leave me there for a few minutes to play
around. He was sending a message that he expected absolute obedience and
that he was going to push me to the absolute limits of submissiveness. I
had hoped that he would come back and let me in, but I fell asleep
feeling a slight bit grateful that I was being trained to be such an
elite piece of meat.

----

Rick woke me up in the morning by jerking the door open and pulling on
the leash. The result was that I was pulled backwards into his house and
pulled a few feet away from the door.

"wow that was impressive, no barking or whining during the night, another
successful test. want breakfast?" Nice and tender Rick had woken up this
morning (except for the leash pulling).

"Yes please."

He unsnapped the leash and helped me up. He looked at me and smirked,
maybe even laughed, when he saw what a disheveled mess the night had left
me. He put a hand on my ass gently and guided me toward the dining room.
He guided me to sit down at the table and he gave me some fruit and
oatmeal for breakfast. He told me a little bit about what we were going
to do workwise that day.

After we ate he showed me around the house a little and guided me to the
guest shower space. He told me to cleaned up and told me to be extra
thorough washing out my ass "for my own sake." He left me and I saw the
enema, bidet, and shower head system for asshole cleaning that I would
get very familiar with during the summer. I spent some time enjoying the
shower and cleaning up before thoroughly cleaning out my insides. I had
been eating extra well since Rick had told me the summer plans and had me
working with the trainer, plus I had been mainly deprived off food the
night before so it was fairly easy to clean out.

When I finished in the shower there was a jock strap and an outfit
waiting for me. Never in my life had I worn a jock strap before this so I
was a little confused by it. As I started to fuss with it I felt Rick's
presence in the hallway and he came into the guest room and redirected me
and helped me get the jock strap on.

"Don't worry, you won't be staying in here, but we gotta get you set up
for the summer so starting in here." As I started to put the suit that he
had left for me on Rick said "Oh, hang on" and he pulled something out of
his pocket. I could see pretty quickly that it was a medium sized butt
black butt plug. He spit on it and pushed me down onto the bed so I was
bent over.

"Can't believe I have held off on tapping this so far." Rick said as he
slapped my ass hard. I moaned with pleasure. "Oh shit you do like the
rough stuff don't you?"

"Yes sir I do." I said - speaking truthfully (thought Rick was certainly
a guy I knew was going to test me).

He spit on the plug again and grabbed one ass cheek and started pushing
the plug in. Now, I had somewhat limited anal sex experience at this
time, but I did know that my preference was for dicks and tongues and not
hands and toys in my ass. The wide head and the rubber material felt
uncomfortable on my ass. The limited spit lube didn't help. As Rick
forced it into my relatively tight asshole it really ripped a shock of
pain through me. I practically screamed and moved my hips to escape the
plug. Rick had a good grip on my ass cheek though and was able to keep me
from getting far just holding my ass. "You are going to have to learn to
tolerate pain - you ass will be tested with me" Rick barked as he pushed
even harder in response to my reaction.

And then, suddenly, it was in. A relief. I stayed prone awaiting
instruction, not wanting to trigger Rick. However, as I was learning,
Rick didn't need to be triggered to unleash aggression on me. He kept his
grip on my asscheek and pushed the small of my back down - to keep me
bent over the bed. He let go of my ass cheek and grabbed the belt that he
had left out with the suit. He wrapped the belt in a loop and unleashed a
symphony of slaps on my ass. In this regard, Rick was a benevolent
abuser, as he knew perfectly well how to whip my ass with the belt
without making the type of painful blunt impact that less experienced
masters sometimes subject their whipping boys to.

After a little while the lashes started to add up enough that it started
to hurt a bit. But it was mostly euphoric. I moaned in pleasure. Rick
wasn't sure if I was moaning despite the pain to show obedience or if I
was truly enjoying it. Either way after a minute or so that he dropped
the belt on the bed, pulled me to a standing position, and grabbed my
throat firmly and looked me in the eye. "I'm so lucky I found a good boy
like you. You're going to do great." He then gave me a sensual kiss and
massaged my chest for the minute or so that we were making out.

"Ok, let's hurry, we have a lot to cover today." Rick said as he walked
out of the room.

After I was dressed I came out and Rick gave me a look of approval. His
driver arrived shortly thereafter. I was introduced to Jeff the driver.
It was a professional and friendly conversation, but there was no
avoiding that Jeff must have known I was his boss's new fuck toy. It was
a mix of erotic and anxiety inducing as we drove.

Jeff dropped us in the parking garage and we took the elevator up. I was
just following along but I was very nervous because I didn't know exactly
how to act. When we got up to the office Rick showed me around. He
introduced me to his personal assistant and paralegals. I had no clue who
knew and who didn't know what was really going on. He took me down the
elevator and introduced me to the other Dayton attorneys and staff on the
other floor. I got the sense that the "other floor" Dayton people were
pretty clueless. I would quickly learn that Rick was able to keep things
seperate as needed by using the facade that he was difficult to work with
and a maniac and he needed his own space to operate.

He took me back up and showed me his office. It was a luxurious corner
office with lots of space and nooks and crannies. He explained to me how
he had been able to soundproof his office by telling the Dayton folks
that his yelling on phone calls had been distracting to the other people
in the office. He also had a nice camera system in his desk area that
showed basically what everyone else was doing in his mini office.

He took me to my office, which was a nice windowless space next to his
office. It had a hallway door and also a door connected to his office. It
had a lock. He explained how he had gotten the contractor to put up sound
proofing in there as well. My office had a luxury bathroom with a
mini-shower. The office had a back area with a couch and lazy boy chair.
I could see the possibilities.

"Here is some stuff for you to look at for the work we have to do"
handing me a binder. "There is more stuff on our firm file system, take a
look around and get familiar."

"Lunch is at noon, come see me around 11:15 so we can put our orders in."
Rick said to me with a smirk.

I spent the next few hours getting acclimated with the work part of the
job. There was definitely a lot of legitimate work to be done.

I went to Rick's office as instructed at 11:15.

"Can't believe I made myself wait this long for some of that ass" Rick
said as I entered and closed the door.

"Come here boy let me get a taste." I walked around his desk and coyly
faced him as I got close, unsure how he was going to proceed. Being in a
corner office with panoramic windows made me feel like I was about to get
fucked in front of an entire city... and that was cool. I was a little
nervous about someone coming in on us. When I stood and faced him Rick
unbuckled my belt and unbuckled my pants and pulled them down. He quickly
spun me around and bent me over the desk. The jock strap was still on as
he bent over and put his face between my cheeks and took a few licks. He
seemed pleased. A few moments later as he was sensuously licking he
suddenly and violently pulled the plug out of my ass and stood up and
reached around and jammed it in my mouth to the hilt. He immediately got
back to eating my ass. I could hear him unbuttoning and unzipping as he
licked. Soon I heard him pull the drawer open and grab something. I
assumed that it was lube, which seemed merciful for Rick.

He stood up and I heard the cap of the lube come off as he prepped his
cock. Soon he was slapping his dick against my hole. "Finally, the moment
we've all been waiting for." He slid into me. The plug had opened me up
but I still felt the pressure of his large piece. However, I was
incredibly turned on as I soaked in the moment of getting fucked on the
desk of my boss's corner office during the workday. I was able to see the
camera system on his desk and could see the door around the corner a bit.
It seemed risky but also safe. I turned my head to the side to look at
the view of the city. Rick took that as a good moment to push my head
down hard into his desk as he started to get into the rhythm of fucking
me. It wasn't long before I was thinking "I hope to god this is really
sound proof" as Rick's pumping was eliciting loud grunts from me, the
usual Rick shit talk from him, and loud smacks of my ass whenever he
decided to remind me that I was his little piece of ass.

As far as core experiences of being a little sub boy, this will always be
one of the hottest. In that moment I was a hot young associate getting
fucked to make my way to the top. And nobody would have ever expected
that from me.

AS he continued his fucking got more violent and he was pushing harder
into my insides. I was not a very experienced bottom at the time and I
could feel the various walls of my ass being broken down. When it was
time for him to cum he grabbed me by my shoulders and let out growls as
he pumped me full of his spunk.

He collapsed on my for a few seconds, sweating, his cock still inside of
me. He whispered in my ear "you're the fucking best pussy I can remember"
and he took the plug out of my mouth, that I had been compliantly
groaning through during the fucking. He put it in his drawer with the
lube and took a few steps back to get dressed. I pulled my pants up and
tucked back in and got ready to head back to the office.

"Stop by at a few minutes before noon."

I came back a little before noon and he had our lunches ready. He had
picked up a healthy salad with chicken for me.

"You cleaned that asshole out good, right, boy?" he asked me.

"Yeah it was clean, right?" I answered, worried that I was about to be in
trouble for making a mess.

"Well, guess we will find out how clean it is... you ever push a cream
pie out before?" Rick asked me. The truth was he was the first guy to cum
in me so I was dealing with being full of semen for the first time.

"No I haven't sorry." I said.

"Just take your pants off real quick." Rick instructed. He then directed
me down onto all fours. "Lean back a little and push like you are trying
to take a shit." Rick instructed. I heard him pick up the lunch and open
up the box for my salad. He positioned himself behind me with the box. It
took me a few moments of pushing before I started to fart his jizz out.
It felt something like giving birth as Rick was waiting behind me with my
lunch ready. As I started to spray him out of me, he placed my lunch
right near my asshole. A significant load dripped out of me and Rick was
directing it all onto my lunch. After I got what I thought was all of it
out Rick ran his fingers into and around my ass and told me to get up.
When I got up he spooned the residual cum into my mouth.

"Get dressed lets go eat." Rick closed the lunch back up and placed it
into the bag. We made our way down a floor to the Dayton lunch area and
sat with numerous other attorneys and staff. I was introduced as were
several other new summer associates. I ate my creamy salad and enjoyed
every bite and drop. Rick kept smirking as me and I realized that nobody
had a fucking clue how nasty we were and I was loving every second of
this.