Date: Mon, 27 Nov 2023 14:07:36 -0500
From: Robert Halstead <subkodak25@gmail.com>
Subject: Training Toby 27

TWENTY-SEVEN

Derek decided to leave Toby at the cottage when he met with Dr. Sullivan
and that proved to be a wise decision. He got to tell her about what had
happened between Uncle Harry and Toby from his own perspective as Toby's
lover and Master in ways that he wouldn't have been able to do if Toby had
been with him.

Because of how sincerely and openly he spoke, Dr. Sullivan decided it was
time for her to "come out" to him. She, too, had a slave, she told him, a
man slightly younger than she; they've been together for over ten
years. The evolution of their relationship over the years had taken them
through times of joy and times of trial. This gave her a vantage point from
which she was able to understand the process through which all Masters and
slaves must pass if they are to maintain viable and lasting
relationships. What she had to offer Derek was quite a surprise, and
suggested ways that he could view what had happened from the point of view
of a Master sincerely interested in helping his slave enter more deeply
into the its submissiveness.

"Let me tell you about what happened to us four years ago," she told him.

"Andy, my slave, was an upper management executive in a corporation which
had employed him for several years. The corporation ended up being bought
out by a larger predatory organization and in the midst of a general
reorganization of the new larger enterprise, he found himself made
redundant and he lost his position. He felt, accurately so, that he had
been a victim of some pretty sleazy political maneuvering. All of this was
obviously frustrating and painful and he grew resentful and angry over what
had happened.

"If we were an ordinary heterosexual couple, I would most likely have sided
with his point of view. I'd have offered as much consolation possible and
tried to sustain him as he continued to analyze and over-analyze what had
happened to him who, he believed, had been an innocent victim of
circumstances over which he had had no control. Eventually, I imagine, the
pain would have become part of his "story," but eventually he would have
found a new position in a much better situation. That was basically what
eventually happened, Derek. But there was one very important difference in
his situation: he was not an ordinary free straight man; he was a slave. He
was, and is, my slave. And that was the key to how I decided he would
process what happened to him."

"But, like I said, he is a slave. As his Mistress, I knew that sometimes
things happen to slaves which are unpleasant, unjust, even cruel,
perhaps—not at my hand, but simply as a result of the things that life
handed him. Because of this, I saw my role in his life very differently. I
am responsible for training and forming him—not only his behavior, but
also his way of thinking and his way of processing what took place in his
life outside of our particular relationship."

"He is a slave. Submission and surrender are what slaves need to be
conditioned for and trained to accept in all circumstances. He could do
absolutely nothing about what had happened, and as his Mistress I refused
to allow him the luxury of feeling sorry for himself or indulging in
over-analyzing what had happened with a view to blaming others for his
misfortune. Certainly, I allowed a little of that to take place for may two
or three days, but eventually, I knew that such lines of thought would only
weaken the progress he had made as my slave, and as a slave in
general. True: what had happened to him was a painful and unfair blow. But
also true: slaves have to learn to endure such things even when they are
unexpected and outside the boundaries of their principal relationships;
that is, his relationship to me as my slave. Do you see what I'm getting
at, Derek?"

"I think so, Professor. Something happened to Toby which really hurt
him. My role is to help him realize that as my slave he had to endure and
submit to the pain of it all without overthinking it because that would
only lead to a big pity party."

"Well put, Derek. While I agree with you that the uncle's reaction and
behavior is not what usually takes place, that most of the time, the notion
that `family trumps kink' is how things usually turn out, this is not what
happened, and your boy's uncle decided to lay down the law in unexpected
and disappointing ways from which there is no escape and over which the
slave has no control. Your role, if I may be blunt, is to help the slave
realize just how much it had just been treated as nothing more than a slave
and then, accept it, surrender to it, and submit to the humiliation just as
it would surrender and submit to any humiliation you decided to demand of
it. In short, the circumstances of its life had dealt it a painful blow,
and all it can do as a slave is surrender it as part of its on-going
training. The uncle had, in essence, defined the role his former nephew
would play in his life as a slave, not his slave, perhaps, but as a slave
owned by another Master—that is, you.

The uncle decided what the nephew's new role would be in his life
considering that the nephew is now a slave and would remain a slave even
within the bounds of their own relationship. Uncle/nephew would no longer
be permitted, and this is certainly the uncle's choice in the matter. The
slave is a slave and will continue to be a slave even with respect to a
superior man with whom it had enjoyed a different kind of relationship in
the past.

All that is done now. A new reality is the order of the day now considering
the fact that Toby has become a slave. The uncle is choosing to accept the
new order and will not weaken it. To the uncle, Toby is a slave, just like
any other slave. That is how the uncle chooses to consider it from now
on. The only thing the slave can do is surrender and submit to the uncle's
wishes just as it would to the wishes of any other Master in its life,
always, of course, subject to your approval and willingness to accept it
for the sake of your slave's own development in submission."

Derek thinks for a while and then says, "So this means that I . . ."

"This means that you do the slave a disservice if you allow it to continue
to feel sorry for itself. Your role here is to help the slave be the kind
of slave you've decided it should be. No more overthinking Submission and
surrender are the magic words that need to be applied to this situation."

"Wow. This is going to take a lot of thought."

"And action. How might you proceed?"

"First off, I will forbid any further discussion of the situation."

"That's a good start. Then take it from there. Derek, your duty is clear
here: train your slave. If you keep that in mind, the answers will come of
their own accord, I assure you."

"Professor, may I ask how things managed to turn out in your own situation
with Andy?"

"I made it understand that the power it previously enjoyed in its career
was now gone. I decided it would remain unemployed for as long as I
wanted. Money, fortunately, was not an issue. In time, I found menial work
for it to be doing and kept it engaged in such service for well over a year
before I allowed it to seek further employment on the level of its previous
employment. Fortunately, an opportunity came along at just the right time
and that is where things remain—with one exception."

"What is the exception, may I ask?"

"In addition to its new career, I arranged for it to be hired as a janitor
at a local bdsm club, cleaning the facility on Friday and Saturday nights
along with a couple of other slaves after closing. It continues to serve
that way until even now. This provides a good balance as far as I'm
concerned. Of course, I have to allow it extensive times to rest on
weekends. A small price to pay for the sake of maintaining its
understanding of what it is."

Needless to say, this conversation inspired Derek and helped give him a
sense of priorities to put into place. He started as soon as he got back
home.

After the initial greeting and customary hugging and affectionate
greetings, Derek sat back in his favorite chair and ordered Toby to lick
and suck his feet. "I got a lot of good advice from the Professor," he told
the slave, "so I'm going to be put it into action." He kept instructing
Toby while the slave groveled before his feet.

"There will be no further discussion of what happened between you and Uncle
Harry. No more tying to figure things out. And, most importantly of all, no
more self-pity. What happened when you were under his care happened because
you are a slave. Pure and simple That is all. He decided to deal with you
as you are now: a slave, and he intended to drive home that point. That's
the way things are. He made a decision how to treat my slave, with my
permission. That is the way things will be. End of discussion. Now go down
to the dungeon, faggot. I intend to beat any remaining resistance to what
has happened out of you. Go down there now. Wait for me on your knees."

Toby had been nervous all morning while its Master had met with the
Professor, wondering what would come of their conversation and also
resentful that Master had decided the slave wouldn't join him at the
meeting.

Now, on its knees in the dungeon, the slave was actually less anxious. The
Master had spoken: no further talk about what had happened. Wow. It's all
so simple. Master decided. If the slave obeyed, a lot of brain-flutter
would come to an end. Sure there were strains of pain and even resistance
still lingering; things weren't that simple. But then Master wisely decided
that he would "beat it out" of the slave. This is language the slave
understood; it hoped the whipping would do the trick. Needless to say, the
slave was humiliated and humbled, but these were things that it's inner
masochist sought as a general rule.

Derek came downstairs, and the first thing he did was walk over to the
slave and massage its scalp—an affectionate action which always reminded
the slave how much Derek loved it. He locked the slave into the stocks and
began to speak. "You are my slave. The man you met with, formerly your
uncle, has decided that he would henceforth treat you as you are—that
is, as a slave. As my slave. Everything he did and said to you reinforced
that idea.

"He now sees you as what you are: my slave. I gave permission to him to do
whatever he wanted to you. He beat you and he laid down the law as to what
your relationship would be in the future. He has a friend of your Master;
you as that Master's slave. Nothing more. The line has been drawn. Your
job, slave, is to accept it without any further overthinking or bullshit of
any kind. In order to drive that point home, I'm taking my crop to you. Cry
out when you must. It is going to hurt. You may not use a safe word."

And with that, Derek proceeded to slowly lay the crop on various spots on
the slave's body, most especially to the right side of its ass cheek where
the pain always seems to be the most intense. The blows landed on its ass,
the back of its thighs and in various places on its back that didn't show
any signs of an earlier beating. By the twenty-fifth blow, the slave was
sobbing. Derek threw down the crop (he likes that gesture) and walked out
of the room, leaving the slave still bound to finish weeping out the
effects of the discipline it had received.

And with that, Derek hoped, the slave would stop tormenting itself over
what had happened with Harry and could begin accepting the new reality such
as Harry had defined it. It used a mantra to drive out any further
thinking. "I am a slave. I am a slave. I am a slave."

About 30 minutes later, Derek came back downstairs and right away Toby
said, "thank you, Master." He let the slave free from the stocks, sat down
and demanded a blow job. With love and gratitude, the slave thanked its
Master as it had been commanded. Derek kept affectionately saying, "You are
my faggot cocksucking slave. Let me hear you gag on my cock. Show me how
addicted to my cock you are becoming, faggot. Show your gratitude." And
Toby surely did. more so than ever!  >>>>>>>

Friday at precisely 12:30 pm there was a knock on the door. Derek sent the
slave to open the door wide exposing its nakedness to Elliot on time and
barefoot as instructed. Toby hadn't been told about this so it was a bit
puzzled to see a barefoot man waiting at the door.

"Hi, you must be Toby. My name is Elliot. Your Master summoned me to come
today so he could get a chance to meet me. I think you know my older
brother. His name is Galvin, one of your Master's friends."

"Oh yes. I met Master Galvin at the New Year's Eve party we attended. So
tell me, Elliot, why are you barefoot?"

"I was instructed to report here this way by your Master who wants to get
to know me."

At this point, Derek comes to the door. "Good boy for obeying my
instructions. Now be so good as to get naked so I can view you,
Elliot. It's my house rule that subs are always naked here, so strip, boy,
quickly," Derek says in a friendly voice. Elliot hesitates a little but,
blushing, slowly removes his clothing and then stands before Derek, legs
spread, hands behind his back, eyes lowered.

"Turn around and expose your hole, boy." Elliot does as ordered. Toby
stands there open-mouthed at the sub's willingness to expose itself in such
a humiliating way.

"Toby, I was informed that this particular sub is aroused by
humiliation. you two obviously have something in common," says Derek, and
then to Elliot, "you may stand up again. Tell us, has anyone ever had the
opportunity to penetrate that tight little hole of yours?"

"A couple times, Sir, but since I haven't yet met anyone I'd like to serve
regularly, it's not something that usually happens. I'm kind of waiting for
a Master to take charge of it."

"Well I'm a Master, as you know, boy. I'm not interested in fucking you,
but I think I will take advantage of this situation by penetrating you with
my finger."

Elliot lowers his head and says nothing. "Toby, go fetch me some lube,
boy. And crawl as you've been trained."

Toby assumes the humble position and goes to obey its Master. It returns
with a tube of lube and Derek takes it from him, lubes up his finger and
then orders Elliot: "Assume this position: legs spread, you bent over,
spread your cheeks and offer your hole to my finger."

Elliot is quite overcome by Derek's brashness but nonetheless quickly gets
into position and grunts a bit as Derek gently explores its hole with his
finger. "Yes, for sure you are tight. I'm sure the right man is going to
really enjoy taking you the way you deserve to be taken. Loosen up a bit,
boy. I'm gonna fuck you a bit with my finger. Be a good boy and I'll give
you a reward."

Derek waits a little bit and then begins finger-fucking the boy until it
yelps, than quickly removes his finger and wipes it clean in Toby's
hair. "Stand up now and I'll give you your reward."

Elliot, crumbling from embarrassment, stands back up resisting the urge to
wipe his butthole clean. "Don't touch that hole, boy. Never touch your hole
after a man has been at it. But here, hold out your finger and I'll give
you a reward." Elliot holds out his finger and Derek quickly lubes
it. "Toby, present your hole to our guest here. Same position as Elliot
held."

Toby is shocked, absolutely shocked, but knows better than to resist the
order its Master had just given it. Tears come to his eyes from the intense
humiliation in part but mostly because the Master had just defined the
pecking order in this little threesome: Toby was by far the lowest. Getting
its asshole penetrated by another sub.

Derek instructs Elliot. "My slave has a tight hole but it has learned to
open easily. Just hold the tip of your finger at the entrance to the hole
and slide right in there when my slave opens itself to you. Have a good
feel around in there so you know what a good sub's hole has to feel like."
Elliot, almost every bit as embarrassed as Toby, hesitatingly does as he's
been told and then his eyes grow wide in amazement as he feels his finger
easily settling into Toby's anus. He feels around for a bit and then
quickly withdraws. "Good boy. Now, one more thing. Take your finger and put
it at your own hole and then slowly work it in." This is even more
embarrassing, and Elliot discovers that he is a lot tighter than
Toby. "Feel around in there, Elliot. My point is that your asshole has to
feel like my slave's sooner or later. You can help get it into condition by
fucking yourself every night either with that finger or maybe something
bigger. I'd hate to think that a potential Master would turn you down
because your ass is too tight. That would be a real shame because you've
got what it takes to be a good submissive."

"thank you, Sir," Elliot shyly replies.

Derek has Toby stand up and let Elliot wipe off his finger in his hair (!!!
ugh). He tells Toby to get dinner ready. He and Elliot would share a bowl
of tomato soup, not too hot, in bowls on the floor. The Master will have a
bowl of his mother's home-made stew. Elliot hears the order but isn't
really sure what it means. Once Toby leaves for the kitchen, Derek turns
around to take a closer look at Elliot's groin. "No one has ever shaved
you?"

"No, Sir."

"And you didn't think it would be wise to shave yourself?"

"I was afraid to, Sir."

"I'm surprised that the men you've been with didn't order you shaved. It's
totally disrespectful for a sub like you are meant to be to be parading
around with hair down there. Tell me something, boy: do you have a key to
that cage with you?"

"Yes, Sir."

"Excellent. I'll remove it and give you a good shave after supper. but
you're damn well gonna have to learn to do it yourself after this. If I
ever see any hair sprouting down there, myself, you'll be tasting my
belt. That's a promise. Understand?"

"thank you, Sir. Yes, I understand. And thank you for offering to shave me,
and for the advice."

While they're waiting for supper to be ready, Derek asks Elliot more about
himself and his sexual history. "I knew I was gay in 9th grade and told my
best friend. He had me suck his dick all summer and when we got back to
school he told his friends on the basketball team. Next thing I know, I'm
sucking most of them off. During that year, I got to be boyfriends with a
guy who was much bigger than me and he made everyone else stop bothering me
any longer. He told them that I belonged to him now, and that really turned
me on. He treated me pretty good and I thought I was falling in love but he
ended up dropping out of school and wanted me to go with him and we'd find
jobs to support ourselves. I just had to break it off. He was upset, but
said he understood. However, the last night we were together he insisted
that he was the one who was going to take my cherry. He fucked me a
good-bye fuck and it hurt like hell."

"Next boyfriend was when I was a senior. The guy was a senior here—4
years older than me—and he taught me a lot of things, helped me realize
I was submissive, and took his time getting me ready to take his cock up my
ass. I told him I was afraid because of the first time and he promised me
it wouldn't hurt. He kept his promise. It was awesome. But by the end of
the year he broke up with me because he was going to move to another
state. I ran to Galvin crying my eyes out. He helped me get over it all.
Haven't had any decent experience here. A few blow jobs and one-night
stands. No more fucking. I'm saving it for marriage. (He laughs)"

"Or until a genuine Dom or Master decides to stake claim on you. Be
careful, though. There are a lot of phonies out there who have no idea what
it means to take care of a sub or slave. It's not all just about getting
someone to lick your balls or bend over for you. A real connection takes
time and caring. If you feel serious about someone , have us meet him and
size him up. I know your brother doesn't want to get involved. That make
sense. But I won't hesitate to offer help and advice if it can prevent you
from getting into something too hot to handle or some way you might get
hurt."

"Wow. Thanks so much, Sir."

"I think supper's ready. Let's go inside." When the enter the kitchen,
Elliot notices that the table is set for one. Meanwhile Derek gestures to
the floor where there are two metal bowls of soup. Right away, Toby crawls
to one bowl and starts lapping up his supper. Derek says nothing—he just
sits down an starts to eat. Eventually he says to Elliot, "That's all the
supper you're getting tonight. If you don't have at it, the slave is gonna
eat yours as well." Then Elliot gets the point and blushing, gets down on
the ground alongside Toby and starts to try to suck the soup out of the
bowl.

"Yes! That's the way naked boys eat in my house," says Derek. "When a
Master finally claims you for himself, I'll invite him over to see how
naked boys should eat." Elliot sucks up the soup and gulps down the
humiliation that comes with it. He begins to wish he could find a Master
like Derek.

####

Thanks for all the emails and the stories you share with me.
Please keep writing me. Emails are my reward for writing.

I've chosen pictures of what Derek and Toby look like in my mind. I'll send
them to you if you ask.

subkodak25@gmail.com

Other Stories of Mine:
The Alex Chronicles
Sweet Subjugation
Tommy Loves His Sub

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