Date: Sat, 28 Jan 2023 16:27:36 -0500
From: Robert Halstead <subkodak25@gmail.com>
Subject: Brandon's Bosses-11

THE ALEX SERIES, BOOK 3: "Brandon's Bosses"

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Chapter 11. Shopping with Nana. Stripping for Nathan.

Nana picks up Michael as planned and takes him to a men's clothing
establishment that prides itself on superb personal service. When they
enter, Nana does to the counter, gives her name, and they are quickly
directed to one of the staff members who specializes in measuring and
fitting men of all ages with whatever clothing they wish to purchase. The
fellow's name is Nathan. He is in his early thirties with a good build,
long black hair tied in back, and a certain sense of confidence and
self-possession that immediately attracts Michael's attention. Nana tells
him that her young charge here needs a complete new wardrobe from "the
bottom up" including suitable underwear.

Nathan immediately puts his hand on Michael's shoulder and subtly weighs it
down, and brings Michael to a private room and orders him to strip down to
his underpants while he stands there and watches. Michael is trembling
inside, not the least bit surprised about his reaction, because Nathan
immediately lets him know that he is in the presence of a Superior
Man. Much to his embarrassment, Michael grows hard while he is stripping,
and suffers the humiliation of being viewed dressed only in well-worn
tighty whiteys which cannot adequately hide his erection.

Nathan smiles and reaches out saying, "This won't do at all," and actually
rips the underpants from Michael's body. "I'm going to enjoy dressing you
but suspect that you are a boy who should be naked in the presence of
others quite frequently." Michael shyly nods. "We'll need to reduce your
arousal, boy. Think of what it would feel like if you were forced to kneel
down and lick the dripping cunt of a middle-aged matron. Taste the juices
you would have to suck." Eventually, that does the trick. Nathan quickly
produces a chastity device and locks the boy into it, preventing further
sexual arousal, although Michael is so sexually turned on by Nathan that he
is losing the ability to think clearly. "I think that will do until this
evening if you are free."

"I am, Sir," Michael answers, quickly embarrassed by using the word
`Sir'. Nathan smiles again and says, "Let's not play games. I want you
naked in My apartment tonight and if you're a good boy, I'll unlock this
cage and allow you to touch yourself. Agreeable?"

"Very agreeable, Sir."

"Excellent. Now for measurements." Nathan deftly takes all necessary
measurements and then says, "We'll begin with basics. And remove the socks
as well and put them in the trash here along with those ratty underpants."
He leaves the room. Michael strips off his socks and just stands there,
completely naked except for the chastity device, awaiting Nathan's
return. It takes quite a while, and Michael's imagination takes over and
for the first time ever, he learns what it feels like for his cock to be
prevented from growing, held tight by the sheath which Nathan locked him
into.

Nathan returns, bringing in a cart loaded with nice things. He rips open a
package of black boxer briefs and tells Michael to put on a pair. What a
wonderful feeling to be wrapped in some kind of bamboo material, so much
better than the ordinary little boy white shit he used to wear.

"That looks good and easily accommodates a cage. It will also snuggle that
sweet cock of yours nicely once it's been set free again."

The ritual of dressing continues. T-shirts, pants, shorts, socks,
comfortable shoes, shirts, dress shirts, a couple ties and a blazer
complete the ensemble and Michael is overwhelmed with the amount of
clothing Nathan has selected for him as well as the extent of Nana's
generosity.

Nathan shows him what he wants him to wear tonight. He'll be taking the boy
out for dinner and getting to know him before bringing him home and under
his control. There is no room for negotiation. What Nathan wants, Nathan
will have. Michael wishes he could simply kneel before this overpoweringly
controlling man. After Nathan has finished dressing him in what he is to
wear home, he looks deeply into Michael's eyes and says, slowly and
deliberately, "Go ahead. Do what your inner submissive wishes it could do."
Michael, almost in a trance, gets to his knees and bows and kisses the
ground before Nathan.

"Good boy. Now stand up and get that horny look off your face. There will
be plenty of time for that tonight. I'll pick you up at 6 pm. Be ready."

They walk out into the show room and Nathan proceeds to package the things
He has selected while Nana settles up with the business manager. Nathan
summons one of the younger workers to help bring all the purchases out to
the car, winks at Michael, and departs from the scene.

Once they've settled back into the car, Michael begins to weep, overcome
not only by his experience with Nathan, but also because he is overwhelmed
with Nana's extraordinary kindness and generosity to him.  "It's okay,
child. Let it out. You've had it rough. Life will be so much better from
now on, sweetheart," Nana says to him. And then she asks him, "did Nathan
ask you for a date?" And giggles. Michael blushes even more than Brandon
usually does. She pats him on his leg. "I figured he was taken with you,
especially when he brought you into the dressing room and had you
strip. They don't usually do that. And I overheard Nathan telling the
person at the desk, `This one is mine. Tell everyone else to stay away.'"

"Really?"

"Yes, sweetheart. And I know he is a very nice guy and I'm sure he will
treat you well, so just be a good boy for him and I'm sure you'll have a
wonderful time."

"Nana!!!!!!"

She gives him a wry smile as she drives back home from their expedition.

Michael sends Brandon a text. "She bought out the store for me, dude. Can
you help with packages when we get home?"

Brandon sends a "thumbs up."

As soon as they pull close to the house the door opens and Brandon comes
out to help bring in the packages with Michael's new wardrobe. He kisses
Nana on the cheek and thanks her for being so good to his friend. "Brother,
sweetheart. He's your brother now. Two brother subs living together. You
should put out an ad saying that."

"Nana, he doesn't need any more advertising than he already has."

"I know, dear. Nathan from the shop made a date with him for tonight."

"See. He needs no help at all."

"Well maybe he can send some of his castoffs your way then."

"Nana!!!!!"

She laughs her head off. "Now I've got both of you yelling my name. This
has indeed been a good day." She gives him a hug and gets back into the car
to drive away.

Brandon goes back inside and runs up the Michael's room to see all the
things she got for him, and Michael tells Brandon about the horny
experience he had when Nathan made him strip so he could take measurements,
and that Nathan is taking him out to dinner tonight.

"do you think you'll be home tonight?"

"To tell you the truth, I'm not really sure. I guess it's not up to me."

"Good thinking, brother! Let Nathan call the shots. All of them."

The afternoon goes by quickly. The two boys catch each other up on what's
going on. Brandon is staying in tonight to catch up on messages and get
into more mischief on gsm.

Things aren't always the way they seem to be.

Nathan pulls up to the house at precisely 6 pm. Michael gives Brandon a hug
goodnight and goes to get into Nathan's car, a bit surprised that he drives
such a nice vehicle. Nathan makes it a point to tell the boy how nice he
looks and Michael looks at him and says, "It's all thanks to You, Sir."

"I like it that you've got that `Sir' usage down pat, boy. You're not a
customer now. You're a boy I'm interested in possessing in one way or
another. Consider that I already have your dick locked up and unable to be
given pleasure. That means there is only one cock in this car that really
matters, doesn't it, Michael?"

"Yes, Sir. Your cock is the only one that matters tonight, Sir."

"Keep that in mind, boy. I always find it so enjoyable to see a boy dressed
nicely with clothing I selected, knowing that before this night is over
that clothing will be removed and the boy's bare body will be there for me
to enjoy any way I wish. I am already picturing you naked and crawling to
me to beg me to train you how to service me."

"I almost wish that we could already be like that, Sir. I wish I could be
naked for You in public so that everyone would know what I am and that You
own me for the evening."

"You please Me with your words, boy. A nice prelude to the service you will
be offering Me later on."

Nathan pulls up to a restaurant that doesn't have a sign on it. Michael
notices that there are couples going in and also couples leaving. What he
doesn't seem to notice is that one of the men in each couple is barefoot,
until Nathan says to him while turning off the engine to his car. "Oh, I
forgot to mention that this restaurant is for men and their boys, and the
boys are required to be barefoot. Please take off your shoes and socks and
put the socks into the shoes."

Michael is a little surprised at first, but Nathan pounds the cage between
his legs and quietly says, "Do what I told you to do or you'll spend our
time inside at the whipping post in the middle of the room. Trust me in
this." Michael, a little turned on and a little frightened, bends down to
do what Nathan had asked him to do. "Let's go," says Nathan and gets out of
the car and comes around to hold the door open for Michael and to help him
get out of the car. Nathan takes him by the hand and effectively pulls him
along while Michael tries to find his way across the rocky ground in his
bare feet and is forced to step quickly and he sucks in the humiliation of
having his bare feet abused quite a bit on their way into the restaurant.

It is a very nice dining room with benches rather than chairs or
seats. White tablecloths, black and red napkins, candlelight and as they
get to their table Michael also noticed that there is a vicious looking
paddle resting on each table over by where the Dom sits—the black
napkin. Nathan instructs Michael to sit, and as he takes his place, he
picks put the paddle and slaps it across his leg so he can assess its
usefulness. The music is rather hypnotic, mostly chanting and singing in
unknown languages, quite pleasant, and Nathan directs his attention across
the room where a barefoot boy is bending over the table, his pants lowered
to expose his ass, and his Dom is beating the boy's ass with the paddle and
the boy is grunting and beginning to whine.

"We don't fool around here, son," says Nathan. "We have a clear protocol
and code of behavior for boys and enforce it with corporal punishment, so I
suspect this is an excellent place for you to be learning how to show
respect to Superior Men," he says.

"May I ask a question, Sir?"

"You may."

"thank You, Sir. I'm just wondering what is required of a boy like me in
order to show you proper respect."

"For one thing, you will keep both hands on the table at all times. You
will also keep your eyes lowered at all times. Do not be distracted by the
sounds you may hear of boys like you being disciplined in order to reform
their behavior. I find this an excellent place for a boy like you to learn
your place in the human hierarchy. Fear not; I know the pain you are
carrying from recent events, but the humiliation you suffered at the hands
of your rotten parents was not a prelude to the humiliation you need to
experience in order to learn what I require of you."

A bare-chested waiter comes by and offers Nathan a menu then orders Michael
to get up and fill the water glasses at the table from a pitcher sitting
atop the bar. Again, Michael hesitates. Finally he gets up to follow the
waiter, remembering to keep his eyes lowered so all he can see are the
waiter's legs that he has to follow. The pitcher is put in his hands and
Michael finds his way back to the table, fills Nathan's water glass first
and then goes to fill his own, but Nathan puts out a hand and stops him.

"Have you asked Me if you could have any water?" He asks.

"No, Sir, sorry, Sir. May I have some water, Sir?"

"Half a glass. Pour it and bring the pitcher back to the bar."

Michael fights back a wave of resentment and does as he is told. Then he
come back to the table, thinks to ask permission to be seated and then
takes his place.

"Look into my eyes, boy, " Nathan says and Michael quickly responds. "The
next time you are given a command and you hesitate to obey it, you will be
paddled. Do I make myself clear, boy?"

"Yes, Sir. This boy understands and will obey every command immediately."

"Eyes lowered again, boy. Do you have a dairy allergy?"

"no, Sir."

"Excellent." He summons the waiter to the table. Nathan orders a burger for
himself and what goes with it and a bowl of mac and cheese with a spoon for
the boy. "Are you left-handed or right-handed?"

"Right-handed, Sir."

"then eat your dinner with your left hand, boy."

"yes, Sir."

`You are settling into this nicely and are smart enough to sense the
protocols without having them specified to you. I am pleased."

One of the waiters comes to the table—not the one Nathan ordered the
food from—and sits next to Michael and puts his hands behind his head.

"Lick and suck those armpits, boy." Michael blanks out his mind and rushes
to obey. The armpit is a little ripe but not too bad. Michael licks it with
long strokes and then buries his head into the pit and sucks on it. Nathan
snaps his fingers and Michael almost instinctively moves quickly to the
other armpit and performs the same service there as well."

The other waiter brings the food to the table. Nathan begins to eat but
Michael sits there with his hands on the table and waits for permission to
eat his own food. Eventually it is given and Michael struggles a bit to eat
with his left hand.

"You spilled a bit of your food on the table. Put your head down and suck
it off the table, boy." Michael does as he's been told to do and tries
especially hard not to drop anything more.

"I'm interested in knowing how you will be spending your time here in
Lipton," asks Nathan.

"Sir, this boy hasn't been given any instructions yet. Brandon—my
housemate's—stepfather has promised to find me work. And I've been
instructed to enroll in an accounting course at the local college as well."

"Brandon was your roommate at the U as well, wasn't he?" asks Nathan.

"Yes, Sir."

"And you are both sub boys?"

"Yes, Sir."

"Are you sexual partners?"

"No, Sir, not at all."

"Not ever?"

"No, Sir, not ever."

"What do you both wear when you are home together, boy?"

"We both remain naked, Sir."

"Why is that?"

"We'd been ordered to do so at the U by our Masters, and we decided to just
continue doing so now because we are accustomed to doing so."

"Excellent practice. And when others come to your home? What then?"

"We haven't worked that out yet, Sir."

"I believe you were instructed to keep both hands on the table at all
times, and yet I notice that one of your hands is now massaging the back of
your neck."

"Sorry, Sir."

"Get up, bend over the side of the table and lower your pants and
underpants so your ass is exposed to the air, boy."

Brandon hesitates only because he couldn't make sense out of what he was
being told to do.

"Hesitating to obey, after what I warned you about. You will receive 8
strokes with the paddle instead of the usual five. I will do it myself just
so you can make a connection between your pain and My mastery of you for
the evening. Make sure you push that ass out after every lash."

Michael gets into position and nervously anticipates the first blow. When
it lands, it sends stars in the boy's eyes and the 2, 3, 4 fall in rapid
sensation, causing Michael to lose his breath for a second. He begins to
breathe more deeply and Nathan lands one hard stroke on each ass cheek, and
then the last two lower on his legs in order to make it painful for him to
sit in the usual way. Michael has tears coming down his face but then
shakes himself out of it and thanks Nathan for the discipline.

"I know that heavy impact is not your thing, but sometimes it is inevitable
that a sub like needs a thrashing from time to time, and I will the one to
determine when that must happen and how severe it must be," says Nathan,
once again definitively putting Michael in his proper place.

Meal finished, check settled, Nathan orders the boy to leave the restaurant
and walk out to the car to wait for him. As Michael is leaving, a naked sub
is being bound to the whipping post in the center of the dining
room. Michael wonders what he must have done to deserve what is coming, but
is glad he doesn't have to stick around to see it. Michael painfully picks
his way into the parking area and manages to kick away a few stones and
stand on flat ground awaiting Nathan to let him into the car.

Once in the car, Michael leans over to put on his socks but Nathan stops
him. "No reason to do that now. The bottoms of your feet must be scrubbed
first and I'll take care of that when I get you home."

As He drives home, Nathan has further questions for the boy.

"Had you been under a Dom's rule for any great length of time up at the U?"

"No, Sir. There were a few men who were interested in building something
with me, but I was not willing to make that kind of surrender the way my
roommate did."

"Why is that?"

"Mostly because I couldn't see myself under their kind of treatment on a
permanent basis."

"So what I want to know is who carried the blame for these disappointments,
you or them?"

"To be honest, Sir, a bit of both. As much as I am submissive, what they
wanted me to submit to was not really . . . .um, . . . I guess it was just
not the right time or the right connections, Sir."

"I want to know what was going on. Describe these men who wished to claim
you for themselves."

"One was Russian and brought me to one of their clubs where few spoke
English. They were rough and mean. He continually would slap my face and
spit on it and force me to lick his boots and the boots of other men in the
club. Slapping and kicking were his favorite things to do to a
sub. Couldn't handle much of it and definitely did not want a steady diet
of that kind of treatment."

"did you suck much Russian dick?"

"No, Sir. Not at all. Not even Him. He'd jerk off and cum on the back of my
neck while I was cleaning His boots with my mouth." Michael shudders,
remembering it.

"And another?"

"Craig was mostly a sweet guy but was still learning His way as a Dom and
was clumsy about it. The last straw was when he left me tied to a table in
the garage of his house while He was inside smoking weed with His friends
and fell asleep and left me tied in the cold garage for the entire
night. That was when I quit him."

"And was there anyone else?"

"Alan was an older guy like Yourself, Sir. He has a very polite way of
being very demanding, punishment was common and painful, and as time went
by He got more and more demanding and really began frightening me. I think
that beneath that polite exterior there was a real monster emerging and I
finally had to practically escape from Him."

"Any others?"

"No, Sir. that was it."

"How much cock did you suck as a freshman at the U?"

"Quite a bit, Sir. Everyone knew that Brandon and I were subs and were
always naked in our room, and some of them would stop by from time to time
to be serviced. Brandon and I would do what they wanted and when Brandon
wasn't around, especially on weekends when he was with his Master, I would
have a lot of "visitors" coming by with hard cocks needing attention."

"Would you say that you were a good cocksucker?"

"Never had any complaints, Sir."

"did you gag or choke on cocks, boy, like a good Sub."

This was getting progressively more humiliating. "yes, Sir, it happened
frequently. Some guys really got off on hearing it happen. Some just wanted
an ordinary bj but not to the point where they expected me to swallow them
whole. I think that the guys who were roughest always preferred to use
Brandon since he was publicly known as a faggot slave, but not me."

"So tell me the truth now: does your inner spirit seek to become a real
faggot slave, boy?"

"No really sure, Sir. Maybe with the right person it might happen, but I
wasn't actively looking for a Master, Sir."

"and now?"

"Don't know, Sir. I guess it would depend on the Dom and what He would
expect of me."

"I see. Your attitude is pretty common, but tonight I want you to suppress
that attitude and imagine that I have owned you for a long time and that
your greatest desire in the world it to please Me the way I want to be
pleased. As long as you can humble yourself sufficiently for My enjoyment,
you will escape being punished like the fussy make-believe sub you have
acted like in the past. Do I make myself clear, boy?"

"Yes, Master. For some reason I want to be a good slave for You."

"I'm not surprised. I could sense what you truly needed the moment I stood
there and watched you strip for me. We shall see, cocksucker. We shall
see."

They get to Nathan's house. "Pick up your shoes and carry them inside with
you. As soon as we get in the door you are to get naked and step into the
tub of water just inside the door."

"Yes, Master."

"Keep using that word, boy. It will help you be what I want you to be."

And with that, Nathan gets out of the car and goes to open the door to his
home, expecting Michael to follow as instructed.

Half an hour later, Michael, the bottoms of his feet scrubbed raw, bearing
6 welts across his ass from Nathan's cane, is kneeling at the side of His
bed with his head buried in His ass being commanded to "suck harder and get
that tongue deep inside of Me, while his own asshole and cock and balls are
on fire from some lotion that Nathan rubbed into him. His own tears are
keeping Nathan's hole well lubricated as he, out of his mind with the pain
and humiliation, is actually trying to crawl up Nathan's rectum. He has
lost all desire to resist. "obey, obey, obey," his mind is chanting to him,
continuing the words that Nathan spoke to him with each stroke of His
cane. For the first time in his attempts to find a true Dom, this conquered
slave was broken and all traces of resistance, dignity or pride have been
burned out of its mind.

"Enough!" Nathan calls out. "Down, pig. Suck the Master's toes and clean
between them"

Michael had often seen Brandon doing this, but he never imagined that He
would derive such pleasure from the humiliating act He was being commanded
to do.

Bit by bit, Nathan ordered the newly-conquered slave to interact with every
inch of His body, and when at last, He fucked the boy's mouth with His
thick leaking cock, He easily broke through the boy's gag reflex and took
possession of its throat the same way He had taken possession of the
slave's mind.

Michael found himself surrendering its right to breathe to the Master and
was held tightly to the Master's pubes until it thought it would pass out,
and then was quickly released in order to gasp for breath, then suddenly
cast back down again and choked more. Up and down. Trembling and begging
for breathe and then released to gasp as phlegm and juices from its mouth
poured out and down its chin onto its chest until at last Nathan knew the
slave might vomit. Suddenly Michael was pushed away and fell onto the
floor. Nathan got off the bed and dragged the boy by its feet across the
room and into the bathroom and was somehow tossed into the tub, ordered
onto its back with eyes closed and mouth open, and was bathed in a powerful
flow of piss until Nathan held His flow steadily aimed into the slave's
mouth until it choked again and ended up swallowing a Master's piss for the
very first time.

Nathan then left the room without a word and left the demeaned slaveboy
lying in His piss which quickly grew cold. After a good while, Nathan
reentered the room carrying Michael's clothes, and looked down at the
shuddering pig, ordered it to open its eyes and proceeded to spit onto its
face, then take drinks from the bottle of beer He was holding and spitting
them to onto the miserable slave's body. Finally, grabbing it by its hands,
he hauled the slave out of the tub and ordered it to get dressed again in
its clothes while still covered with piss and spit and beer and Nathan was
turned on by the fact that the slave obeyed without a single word of
protest and without begging it be rinsed clean first. This, to Nathan, was
a supreme victory over the slave's will, and He knew that from this point
on Michael would never dare to judge or assess a Dom's competence, and
would be completely obedient to anyone who decided to dominate him in the
future. Using His fists and then a strap from the bedroom, Nathan drove the
miserable stinking pigslave out of His house and into the back of an old
rusted truck, then drove him back to Brandon's house, opened the back of
the truck and pulled him out and down unto the ground and drove
away. Michael tried to stand up but couldn't. Finally, he just collapsed
onto the ground and passed out.

Eventually he awoke, confused, because he was in his own bed and not on the
ground outside, and everything seemed fine, except that his ass was very
sore. He was naked as usual, and there was no smell of piss in the air. He
reached for his phone; it was 5 pm. Nathan was supposed to pick him up at
6, but he didn't want to see the man again after everything that had
happened. Or wait? Was it just a dream? Had none of that happened? But why
was his butt aching from a serious thrashing?

He decided he wasn't going anywhere. He texted Nathan, "sorry, but
something has come up and I'm really not feeling very well. I'm afraid I'm
going to have to cancel for tonight."

And answer came back: "You okay? Need me to bring chicken soup? Or maybe
give you a nice massage?"

Weird.

"No. That's okay. I just had this very strange dream and I'm having trouble
making sense of things."

"Understand. Sometimes, Michael, dreams are more real than reality."

"don't make me even more confused. You were in the dream, and you . . . oh,
I don' t know."

"How's your ass feeling?"

"Like I was thrashed."

"Interesting. I had a nap myself and dreamed I had caned you."

"Hell of a thing to do on a first date."

"I guess. But that fact is that the next man who gets to have you is going
to discover that you are a very good boy, the perfect sub, totally obedient
and resisting nothing. Just you wait and see, boy."

"Ha! I doubt it. In your dreams, dude!"

"No, boy. In your dreams!" And the call is disconnected and now Michael is
even more confused, and damn it! He feels like he really had been
caned. What the hell is going on? He goes downstairs and Brandon is in the
kitchen.

"Did you have a nice nap, Mike?"

"Strange. Have you ever had a dream that was so real that you can't figure
out what is real and what is not?"

"No. Why?"

"I dreamt the Nathan picked me up and brought me to this weird restaurant
and made me go barefoot, and afterwards worked me over, pissed on me, made
me get dressed over the piss and dropped me off on the front lawn, but when
I woke up I was in my bed but damn, my ass hurts like hell."

Brandon turns Michael around to look at his ass. "Hmmmm. Very red. Welts on
it. You sure you didn't just beat yourself up while jerking off?"

"No! Never did anything like that."

"Hmmmm. Definitely weird. Sure looks like you got your ass beat good. What
time is Nathan picking you up?"

"He isn't. I cancelled out. But he said something strange. Told me that
sometimes dreams are more real than reality, then he asked me how my ass
was. And shit, he told me that I was going to be a perfect sub for the next
Dom I'm with."

"Speaking of Dom, one of the men I met during the Zoom meeting is coming
over to go over some things with me. He'll be here at 7. I'll bring him
right downstairs."

"That's fine. I'm still feeling very weirded out, so I'll just be in my
room on the Internet or watching a movie."

"Okay, brother. See you later." They both go to their rooms and Brandon
waits for Ned to arrive.

And now we're all caught up. And now it's tomorrow evening and Brandon is
on his way to Nick's.