Training Toby

By Robert Louis / Robert Halstead

Published on Jan 1, 2024

Gay

FORTY-NINE

Matty and Vic had made arrangements to come over to see the cottage and have dinner with Derek and his sub. Tonight was the night. Vic called Derek to find out if they should bring any subs with them. They have one slut in mind who serves the both of them as houseboy and slave quite often. Derek thinks about it for a while and refuses the offer. "I'm really interested in seeing what turns out when my boy has to fix and serve supper to three Doms enjoying a conversation about subs like him. It might lead to some interesting developments. But he's making a nice supper. I never realized the sub could cook, so this is a bonus."

"Sounds to me, Derek, like you've won the jackpot when it comes to bonuses," says Matty.

"You can say that again. Considering we never realized this would happen when we first started school in August. But it's scary, how things seem to have moved on so quickly."

"The boy had a little bit of training as a submissive. He has an uncle into the scene, and the guy had been grooming him ever since he was a little boy—not for sex, no not that at all! Just as far as being obedient and doing whatever his uncle asked him to do. He's a really nice guy, has a slave of his own, and has been a mentor to Toby all his life."

"How does he feel about you taking over the boy as your sub?"

"We've met and talked. He approves. Says he's pleased Toby found such a good Master."

"Or rather, that you helped Toby realize what he was meant to be," adds Vic on speakerphone.

"Tonight will be a good opportunity to train him. You guys are the first company we've had and the fact you're both Doms so he's going to have to get deeply into subspace . . . or else."

"If I could make a suggestion, it might be helpful for you to paint the boy a picture of what it's going to be like, what he has to do, the whole thing. Will he be stripped? Crawl, Serve? how does he get his supper? The fewer surprises the better. He's still pretty new at this, just as you are, but you've got the upper hand and you've got to do what you can to help him succeed. That way we all have a good time and he'll end up feeling really good that he's proven himself to be a good slave."

"Hey thanks for the advice, Matty."

"It will also help if you paddle his ass some unless you plan on doing it while we're there."

"I'll do that as well. Hey! What about sex?"

"He's your slave, Derek. What exactly do you have in mind?"

"I dunno. Maybe sucking your dicks under the table."

Matty and Vic both crack up. "We're getting off before we come over, so we'll pass. This time."

Finally they end the conversation. Derek goes into the kitchen to see Toby hard at work. "I have some things to discuss with you when you get a break and can come inside."

"Just a few minutes, Derek," answers Toby.

"Sir or Master for the rest of the night," says Derek as he goes back inside.

Matty and Vic take their sub from both ends then send it off after they're satisfied, but cage up its cock so it can't get any selfish satisfaction while they're away.

Vic readily agrees, chuckling at the possibilities. Nonetheless, he calls their usual slut sub over; both Matt and Vic drop a load and then send the slut home as they shower and get ready to head out to Derek's. Toby's been working all afternoon fixing chicken and dumplings according to Cindy's recipe. He spends a lot of time on the phone with her getting advice and he's pleased that things are turning out just the way they are when she makes them. Derek told him he'd arrange for desert and heads out to get some infused brownies to top off the celebration and enhance the conversation. He was thinking of getting Toby virgin brownies but decides to make sure Toby gets good and stoned after dinner. Oh, what a night this is going to be! He has Toby make up the guest room in case Matt and Vic end up crashing with them.

About 4 pm, having finished his dinner preparations, Toby crawls to Derek. Derek gets him up on the couch with his head in Derek's lap as usual. "Open," says Derek, and he spits into Toby's mouth a couple times. Toby swallows. "Thank you, Master. So what's on your mind?

"I want to fill you in on how things will be tonight so there aren't any surprises."

"Master, please use me any way you want tonight, I'll be a good slave. I will surrender to anything you want, obey every command, do everything I can to make you proud of your slave. Promise, Master."

"So you don't need any other details?"

"No, Master. Just that you're my Master and I'm your slave and I'm here to obey and surrender to everything. We can always talk about it afterwards."

Derek leans his head down and pours wet kisses into his boy's mouth. "I love you so much, Toby. Now move yourself over boy and get over my knees. I'm gonna beat your ass so it's nice and red when they get here." Toby's going to get more than an ass-whipping, however. Derek has a nice pain-bath in mind for the slave. Derek ties it down on the bed, spread eagled, takes off the cage and washes the boy's genitals and gives a touch-up shave, which, of course, gets the sub hard for the first time in quite a while. Derek plays lightly with the tip of Toby's hardon. "Who does that belong to, Toby?"

"It belongs to you, Master," answers the slave, seemingly entering into a submissive trance.

"Who decides when this dick gets to shoot?"

"You do, Master."

"Is it important for a slave to get to cum?"

"Only if the Master wants it for some reason, Master," answers Toby, trying to writhe as Derek toys with his dick.

"what happens to my slave after it cums," asks Derek. "Do you remember, slave?"

"Its dick and balls get whipped, Master, hard," answers Toby deep in sub-space.

Derek goes to the closet and brings out a plastic bag.

"Do you know what's in this bag, boy?"

"No, Master."

"I'll show you." Derek empties some of the contents of the bag onto the slave's tummy. Clothespins. Toby's eyes grow wide.

"Who owns you, baby?"

"You do, Master."

"Who gets to give you pain, boy?"

"You do, Master, or anyone else you decide can do it."

"Watch your Master take possession of you, boy." Derek puts one cpin on each nipple and Toby breathes through his teeth. Then he continues putting cpins to the sides of the nipples, two on each side until at last 6 cpins are biting across the slave's chest."

"Who owns you, slave?"

"You do, Master," the slave struggles to get the words out. Derek puts 5 cpins on the slave's balls, and then as many as he can manage along the slave's inner thighs. Toby has closed its eyes and is moaning heavily. "Breathe deeply and get beneath the pain, faggot. Suffer for your Master to show him how much you need to be his slave." He manages two cpins near each armpit and then two on the bottom side of each upper arm. The slave begins to whine with tears. Derek strokes the slave's dick which cause it to writhe and this increases the pain of the cpins. "Breathe, slave. Take what I'm giving you."

Toby continues to cry.

"Who are those tears for, slave?"

"They're for you, Master. thank you for making this slave suffer, Master."

Derek is very pleased to hear the way Toby is offering itself to him. "I love hearing it when you're crying like a little boy, Toby."

"Master, PLEASE!" Toby shouts, nearly out of his mind from the increasing pain.

"Please what?"

"Please help your slave bear the pain, Master."

Derek leans over him and puts his lips to Toby's and allows Toby to suck from his mouth in a wet kiss. "Drink your Master's strength, slave. Weep like a child for your Master to show him how you are willing to suffer as a way of honoring your Master."

These words penetrate deeply into Toby's slave spirit and cause the slave to begin to sob.

"You are doing very well, boy," says Derek in a soft voice as he toys with the head of the slave's dick a bit more until he senses that the slave is almost ready to sum. He lets go and begins removing the cpins. Each one causes an increase in pain as it is removed. Toby's sobs turn to light screams.

"That's right, boy. Let me hear your pain. Honor me with your pain." Slowly but surely all the pins are removed and Toby is babbling incoherently.

Derek does not lock up slave's dick again. "I want my guests to see you totally naked with your little cock dangling. I know it's pretty close to spewing your semen all over the place. I order you not to touch it under any circumstances. You are not allowed to cum. You will have to show some self-control. Being caged is too easy for you, especially since you're going to be horny as hell after I do that I intend to do to you."

Once all the pins are removed, Derek takes out a new toy: a pin wheel, which he rolls over all the marks made by the cpins and Toby babbles and screams and continues to sob and cry out as the wheel crosses over the places where the slave had been pinned.

Once he's finished, Derek kisses the slave again and says, "Sleep, my sweet boy. Know that I love you and that I give you pain because I know how much you need it, even when you fear it." With that, he walks out of the room and leaves the slave alone, bound to the bed, feeling pain all over its body. Toby does actually fall asleep for a while and doesn't wake up until Derek comes back to unbind him from the bed. As soon as he can, Toby wraps himself around his Master and kisses his neck mumbling words of thanks.

"Okay, tiger, let's get ready for my guests," says Derek, helping his slave to stand. "I want to impress my guests with how well you've been trained. Toby is aware the twice now, Derek has referred to Matty and Vic as MY guests, not OUR guests. Toby is a possession tonight, not part of a couple hosting the two Doms. It's only fitting, it realizes. And so Toby remains subdued and silent from then on until the end of the evening, unless spoken to directly. The slave dives down deeply into subspace. As it turns out, this would help contribute to the success of the evening. When Matty and Vic arrive, Derek sends the nude slave to open the door for them and then to bow to the ground and kiss their footgear. Derek comes right out to greet each of the with a big hug and pounding on the backs. He asks them what they'd like to drink and then lightly taps the slave with his foot. The slave immediately crawls into the kitchen to fix the drinks Derek's guests have requested along with a beer for Derek. Derek orders the slave to crawl into the living room and kneel. He puts the two drinks into the slave's hands and has it step on its knees to Matty and Vic to hand them their drinks. Derek comes in holding his beer, sends the slave crawling back into the kitchen to finish up dinner, and gives his friends a quick tour of the little cottage and then brings them down to the dungeon he's been putting together. "You've done a great job here," says Vic. "Top-of-the-line all the way, I see. Rather surprising considering that you're only a freshman in college."

"The slave is a trust-fund baby so I have the resources to get the best things possible."

"Is the fund still in its name?" asks Matty. "Sorry to be so nosy, but I'm facing a similar situation myself and I'm not sure how to proceed." "It has to stay in Toby's name. I don't want anyone poking into our special situation. I have it make the request for a withdrawal of funds and as soon as the transfer comes through the slave turns it over to me. I allow it to "technically" own nothing and have no access to funds on its own. Technically, I could keep the latest withdrawal for myself and kick it out into the street and it would have no recourse. But I'd never do anything like that. I love my boy and I'm not ashamed to say it." "Good for you," says Matty. "To many so-called Doms are so locked into their presumed identities that they can't see reality and feel that if they admitted love for their subs it would somehow weaken them in the sub's eyes."

"I was just having a discussion with one of our friends the other day," adds Vic, "and he is head over heels for his slave but refuses to admit it or give the slave any indication."

"Can that be possible?" asks Derek. I would imagine that the slave would be well aware of what's going on even if its Master refuses to use the L word or show any affection."

"It's a fucked-up situation," says Matty, "and a damn sorry shame. I've had a number of subs over the years and have always been sweet on all but one."

"What was the story about that?" asks Derek.

"It just wasn't working out on any level. I quickly sent it on its way."

"So guys, tell me, do you ever think you'll end up with a permanent sub or slave, or is that something you're not willing to consider."

Vic is quick to answer. "If it happens, it happens, but I think my primary relationship will always be with my mate here," he says, patting Matty on the back. "We're both Doms and both Tops and not willing to try the other side, even for each other. We've tried and it always turned out to be a disaster. If it had worked out," "--either way," inserts Matty, "we'd be fucking married."

"And this clearly complicates things," admits Vic. "So we both explore freely and whenever we find a sub we might develop feelings for, we share it and see what happens. So far, any subs we've tried this with have found it to be a hot scene but didn't think they could sustain it over the long haul. It's asking a lot, to be sure."

"So meanwhile, we're both a couple of Dom sluts. We've thought of a throuple or even a foursome, but so far nothing's worked out. We've set up a really nice comfortable home, separate bedrooms and a good dungeon although a bit old-fashioned compared to yours. In a way, I envy you," admits Matty.

"so do I" admits Vic, "although I have to caution you that these relationships tend to evolve over time, so you have to be upon to the unexpected and even be willing to let go if future circumstances warrant it."

A nicely-tone bell sounds. "Ah. Dinner is ready. What I'd like to do, if it's okay with you two, is have the slave feed from our hands. That's why I've put knee pads on it, so it can get around without causing its knees to bleed."

"Hot!" says Vic. Matty eagerly agrees. "One other thing," adds Derek.

"The slave will be silent and uninvolved in our conversations unless one of you decides you'd like to address the slave briefly."

"That won't be necessary," says Vic. "I like the idea that a slave is basically unable to take part in an adult conversation."

They head into the dining room which Toby has arranged very nicely, serving bowls ready along with a nice-smelling meal. They take their seats. The slave immediately stands to pour water for each of the three, then gets back down on the ground. Hopefully nothing else will be needed that will cause the slave to have to stand again in the present of the three superior men.

By the way, at each place there is a small dish similar to one big enough for just a few olives. It's possible for one of the Doms to spoon a bit of the saucy supper into the dish and hold it out for the slave to suck out of the dish. This was actually Toby's suggestion and Derek decided to go with it. Otherwise it would be really messy for any of them to feed the slave the stewy and soupy mixture.

The three of them dig into their dinner and the freshly baked rolls that go with it, still warm enough to melt the butter they put on them. Matty has a question, "Have you heard what happened at the club a few weeks ago, how some asshole dropped off his slave, offering it to anyone who wanted it. Can you believe someone would do that to a broken slaveboy. Apparently, the slave was naked and collared and was left there with a paper advertising its availability."

"As a matter of fact, I have heard about it. As it turns out, the slave had been badly beaten. Fortunately it was picked up by someone I know who is a fine and caring man and who will take good care of the boy and even help him work through the obvious trauma," explains Derek, without making any reference to who the Master is or to the Master's connection with Toby.

"Really?" asks Vic. "That's a relief. Does anyone know who was responsible for it?"

"Yes," answers Derek. "Apparently the individual had gotten himself involved with some shady deals and I was told he had to escape the country." "

"Good riddance," says Matty. "Derek, you've got to start coming around to the club. We need people there who are light and healthy. Too many morons and make-believe idiots taking up too much space."

Derek spoons a small piece of meat and some sauce into his little dish and holds it down on his side. The slave quickly scampers over and sucks the food from the dish, then kisses Derek's fingers holding the dish. Vic watches the whole scene. "fucking adorable, Derek. do you feed the slave this way all the time?"

"Usually it just eats from a bowl on the floor. Sometimes I have it kneel by me with its mouth open and I feed it that way. And other times, we just have friendly face-to-face dinners, especially when I think it deserves a treat. I thought you guys would enjoy helping feed the boy."

"Suits me just fine," says Matty, holding down his dish for the slave to lick clean. Again, Toby kisses Matty's fingers in thanksgiving. Derek tears off a bit of buttered roll and holds it down for the boy to snatch from his fingers.

Vic moves the conversation in a new direction. "Derek, I know this is all new to both of you, but it certainly looks like you're working it out well. Am I correct in assuming that neither of you has any experience before the both of you met?"

"That's the way it is, Vic," replies Derek. "Both of us need to learn a lot more."

"I'd correct that, Derek. What you mean to say is that YOU need to learn a lot more. The sub learns through you. All the responsibility has to be yours or it weakens your position vis a vis the slave. Otherwise you end up situations where the sub begins to coach from the bottom, and that is a total disaster. Of course, during times for informal chats the slave might mention something that had it intrigued and then Dom decides whether or not to pursue it. But in the long run, I really prefer it for the sub to take its direction from me and never the other way around. There's one sub at the Club who is always trying to tell a Dom how to give it a thrashing, constantly giving orders to the guy holding the riding crop. Some guys actually go along with it. I suspect that it might be a good way for them to learn technique."

"Of course I'm a beginner, but it seems to me that could be a good learning experience, say, for example, that I wanted to try being a lot rougher so needed a more experienced sub who could handle the pain, maybe someone like that would be good for me."

Matty decides to jump in. "I think you'd be making a mistake, Derek, going that route. I can see having someone coach you while you're working your boy over, but never with someone else, especially if your agenda is to be able to get a lot rougher than your sub could handle. Give it some thought before proceeding."

Vic adds "You know there are demonstrations and workshops in the community from time to time. We'll certainly let you know whenever something is scheduled. We're pretty much in touch with most of the Doms in the area." Vic gives the slave something to eat.

"You know, Derek, if you find yourself really wanting to step up your game, considering your situation, that might mean that you won't be able to sustain a monogamous relationship with your sub. Once you use the excuse that "my boy can't handle all this" as a reason to play elsewhere, what does that really say about the state of your relationship together?"

"That makes a lot of sense. Thanks for the good advice, guys."

"Derek, you're honest, your fresh, you're eager to learn and you have a very special relationship with your sub." (Notice that neither Matty nor Vic will refer to Toby by name. That would confuse this sub who is really pretty deep in sub space and almost invisible.) "Anyway," he adds, "you make it easy for us to give advice and our conversations are pleasurable for all three of us. No one keeps giving advice if it seems like the advice goes unheeded. But you're sincere, and you don't try to posture. That's good. And unfortunately, it's also rare. You'll find that at the Club. A lot of guys walking around pretending to look tough. Those are the ones to avoid. And never let someone like that have at your boy." Matty hands the slave a piece of potato in gravy.

Derek has one thing to say before the meal is over. "I'm not sure when I'll decide to come to the Club, but when I do, I'm going to make sure that at least one of you is there when I am."

Vic laughs. "good thinking. But don't rush yourself. It may be a good long time before you'll want to do anything with your boy in public."

"I'm glad to hear you say that, Vic," Derek replies.

They get up from the table and go inside, leaving the slave to clean up. Before he's finished, Matty and Vic have already left. No need to say goodbye to a slave! Derek comes in and hugs Toby from behind. "Did you get enough to eat?" he asks. "No," says Toby and they both laugh. "Fix yourself a plate from the leftovers and warm it over in the microwave. I'll finish up while you're eating." Toby kisses Derek and goes to fix some more supper for himself. Derek sits at table with Toby and watches him feed himself. "I was pleased with your performance today," Derek tells him. "It was exactly the way I wanted it to be. As the meal went on I no longer saw you as my roommate Toby. You became an object, a possession. An object unable to speak like a human being. So now I want to know what it was like for you before I make any decisions for future experiences."

Toby finishes up his food and puts the plate in the sink to be washed later. He comes back to the table and gets down in his knees and rests his head on Derek's thigh. "I can't speak about it at the table with you because it's too confusing. The only way I can speak about it is as your slave, Sir.

So they go inside. Derek sits down and Toby kneels up between his legs. Master, I think you know that it really turns me on to obey you and submit to your will. But what I have to say about today is that the only thing about it that turned me on was the fact that I was doing it because that was what you wanted from me. Other than that, I hated all of it. Humiliated like that in front of two Doms I hardly know, scampering around from one to the other to get a bit of food, being talked about as if I wasn't there, not being able to get invested in the conversation—and I swear, Sir, I hardly followed any of the conversation at all because I was having so much trouble dealing with my resentment and resistance."

"I see. I am pleased that you spoke so honestly, baby. So I guess the only reason I would ever plan anything like that would be if I was really upset with your attitude and behavior and I wanted to lay a humiliating punishment on you. Then out would come the knee pads and the little dishes and all of it. And I'd probably have three or four Doms over. Yes, indeed. That's what will happen if I ever feel you need to be brought down that way again. Fair enough, boy?"

"Master, what does `fair' mean to a slaveboy like me? Your decisions are wise, Master, and I am hoping that I would never ever start acting in a way that would make you think I needed to be punished that way again. But if you were pleased with my answer, Master, might I make a request of you?"

"Go ahead, slave. What do you wish to ask?"

"May your slave suck your cock, Master?"

"Will you do it as nicely as you did it the last time?"

"Yes, Master. Promise."

"Well then let's go inside. I want to strip down. And before you begin, let me cover your face and throat with my spit. I liked doing that to you. So crawl inside after me, slave."

"Yes, Master. Use your slave the way that pleased you best."

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

subkodak25@gmail.com

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

Also please help support Nifty for all the great fun it gives us. donate@nifty.org

Next: Chapter 50


Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate