Training Toby

By Robert Louis / Robert Halstead

Published on Nov 19, 2023

Gay

TWENTY-TWO

Back at home, August has a few of his high school friends over, including Derek . Eric, he notices, has a tight black band of leather around his neck. Chuck and Freddie, former teammates of his, ask about what he's wearing but Eric simply says it's something he saw in a magazine that he ordered because it looked so good to him. "Makes you look like some kind of submissive," says Freddie, half-joking, but then continues with another question: "Who is she, this woman, who has you under her high heels?" Eric blushes and pretends to laugh, simply responding that "nothing could be farther from the truth," and "you'd not believe it if I told you what's been going on," and then moves away from them before any more questions are asked. Fortunately, Derek calls him over, which gives him a good excuse to escape an uncomfortable situation.

August was watching this whole interchange from the other side of the room while talking to Derek. When Eric joined them, Derek thanked them both for helping with Toby. "I was afraid we were coming on too strong," August admits. "Toby begged me not to make him go back to you guys again, so I guess you did. Nonetheless, I'm grateful for what you did. It gave a wake-up call that has benefitted the slave quite a bit." Derek reaches out and touches Eric's collar. "It was brave of you to wear this here tonight," says Derek. "I was told that if I wanted be here tonight I had to wear it," he explains.

"August has taken over," he tells Derek. "Well then, I guess you're lucky you're not naked," says Derek. "I think I would have been if you had Toby here," Eric replies. "August was also affected by working on Toby. Now he's become my Master in ways he never was before. I've become a total slave. I'm still having some trouble getting used to it, but, as you know, August is a damn fine Dom and he doesn't believe in sparing the rod. I'm always sore now."

August smirks and tells Eric "I think I'd like you to be barefoot." Eric hesitates a second and then just goes to his room to strip off his sneakers and socks. He returns, clearly embarrassed. "You're lucky, boy, that I'm not outing you, and that's only for Derek's sake," says August.

Eric says nothing but just drops his eyes. "Hey Derek, there are 9 guys here. How many do you think are gay?" "Maybe everyone except Chuck and Freddie, and I'm not really all that sure about Freddie. He seemed awfully interested in my boy's collar." Derek turns to August. "So what do you think? Are you going to out us? It's fine with me, but it's your house. You call the shots, dude. As for me, I don't care what anyone knows." Derek gives it some thought and then suggests they pass a couple joints and then make a decision when everyone is mellow. So that's what they do.

About 45 minutes later, they're all sitting around in a haze and there's some pothead music playing. August looks to Derek, who nods. "Hey Eric," says August, "it's getting warm in here. Take off your shirt." Eric simply responds and some of the guys gasp because they see a couple welts across the boy's back. . Freddie says, "Holy fuck! I was right. This dude is a slaveboy now, for a guy! Shit, kid. I thought you'd have a lady dominatrix, but you're actually a faggot slave?" Eric lowers his head and says nothing. August goes for broke and orders Eric to strip completely and kneel with his head in August's lap. Now everyone can see that it had had its ass whipped as well.

"What the fucking fuck!" yells Chuck. "You guys are faggots? Shit!" August is quick to respond, pushing Eric's head down to his feet and pointing to him. "This is the faggot," he says. I'm its caretaker."

"You put your dick in his mouth?" asks Chuck. "Whenever I want," replies August, emboldened. "Take the slave in the other room and I'll have it suck you off as well." "Fuck," says Chuck. I'm outta here you sick fucks!" He goes to leave, expecting Freddie to go with him but Freddie tells him he's hanging around. "Make the slave suck me off?" he asks August. August spins Eric around. "Crawl inside with Freddie and do whatever the fuck he wants," he orders. Without another word, Eric follows after Freddie. "So you knew about this?" asks Andrew, another friend. "Sure did," says Derek. "In fact, I have a slave of my own back on campus. It's with its uncle for the night while I'm here." "This party it turning out better than I thought it ever could, he says, pulling Paul into his arms and giving him a kiss. "We're together as well, but none of that kinky stuff." "Not yet, anyway," says Paul.

Before long Freddie comes back inside with a satisfied look on his face. "Damn, August, you've trained the boy very well. Best I ever had. Better than any chick ever," he says. Derek tries to lighten the atmosphere by joking around. "Then maybe you should go find yourself a sub boy of your own," he tells Freddie. "Sure, dude. How the fuck do you do that?" "Just luck, I guess. Like me. My roommate turned out to be submissive and we're having a real good time experimenting with this stuff.

"Do you whip its ass like August does to Eric?" Freddie asks. "Of course. Tonight, however, my slave is with its uncle who's preparing to give it a good solid thrashing for the very first time." "fucking hot," says Carlos, speaking up for the very first time. I have a stepdad who still beats my ass," he says. "I get off on it but don't dare let him know or it will ruin all his fun. I make a big scene out of resisting him and begging him to stop treating me like a child, but he insists as long as I'm feeding off him and my mother, I'm subject to his discipline."

Derek turns to Freddie. "hey, Freddie, maybe Carlos needs someone his own age to discipline him sometimes." Freddie gets real bold all of a sudden when he sees Carlos looking at him with interest. "If you do, kid," he says to Carlos, "lose the clothes and come sit down over here between my legs." Carlos hesitates a good long while, but eventually strips down to his briefs and goes to sit down, but Freddie stops him, reaching out and pulling them off the embarrassed boy.

"Give me any trouble and I'll whip your ass harder than you Daddy does," he says to Carlos. Suddenly this whole party has turned into a kinkfest, and it seems that the only one who isn't benefitting from it sexually is Derek, who is quite content to watch the shifting dynamics, knowing that his own boyfriend/slave is in good hands tonight.

Speaking of whom, Toby is sitting on the floor next to Uncle Harry's chair nibbling in a piece of pizza his uncle gave him. "Finish that up I'll give you another, boy, but after supper you're getting your spanking from me so give some thought as to how full you want your belly to be, boy." "One slice will be enough. Thank you, Sir."

For years Toby has been fantasizing about his uncle's hands striking his bare ass. Tonight it's going to really happen, but Toby is worried because he's still so sore from getting the strap last night. Uncle Harry can see the fear in the boy's eyes. "I know it will hurt more because you got the strap last night, slave. Tough. Besides, I'm only using my hands, and there's a lot more of you that did not get beat last night. Trust me to take good care of you. After all, you fell asleep when you were supposed to be doing a task I told you to do. All the more reason you get seriously punished, slaveboy.

"Please, Sir, give this slave the punishment you think it deserves."

"Don't worry, I intend to. Clean up the kitchen again then come crawling inside and get up over my knees and we'll get started, naughty lazy slaveboy ."

This is a special time for Harry, the first time he's ever seen his nephew naked and now the first time he'll ever deliver some corporal punishment—something he often thought of doing when the boy was younger but never followed through. Today will make up for all of it. Toby crawls to Harry and, trembling, gets himself up over Uncle Harry's knees. Harry can tell how sore the slave's ass is, so he begins by caressing and rubbing it with a gentle hand and delights in the fact that Toby is practically purring. He spreads the slave's cheeks to see its asshole, knowing that Derek has begun fucking the slave, probably every night. Harry smacks the inside of the slave's cheeks, landing his hand directly over its hole and that gets Toby squirming from embarrassment more than pain. Harry gets started lightly peppering the boy's already sore ass and it doesn't take much for the boy to be moaning loudly and occasionally crying out when a slap lands in a particularly painful spot.

"I assume you've been trained to let your Master hear your reactions, not to hold anything back, nor to act in any way." "Yes, Sir," the boy answers with a grunt as Harry lands a blow right over the outline of a welt from the strap last night. A few more well-placed blows have the boy crying out now.

"This won't do," says Harry. "I'll spank you where you haven't been touched yet. Flip over, slave!" Toby does so, bent over backwards in a strange position. "Spread your legs as best you can," orders Harry, who then begins slapping the slave's inner thighs, up and down, left and right, again and again until they appear bright red and the boy is squirming and crying out. Harry slaps the slave's balls a few times, which cause it to sit up on Harry's lap, trying to protect itself. Harry speaks sternly. "Do not deprive me of access to any part your body I want or I will get out my strap after all," he threatens. "Kneel on the floor in front of me." Toby obeys. "Hands behind your head."

Harry takes hold of one arm and begins flogging the boy's armpit with his hand until it is fighting to get away again. He switches to the other, and when he's finished with that, he begins laying blows over the boy's perky nipple and surrounding area. Again and again he finds new places to mark up with his hands. Eventually Toby stops hollering and begins sniffling. The tears are about ready to fall again, especially as Harry practically turns the slave's bare pubic area almost black and blue.

"That's right, baby. Never forget how I claim your body after all these years. Never forget the pain I can give you and will give you if Derek ever has reason to turn you over to me again for disciplining because he's frustrated or disappointed with you." Now lay your tummy over my knees so I can punish your back."

Toby is hurting all over his body now, and the hurt is even more painful because dear Uncle Harry has just turned into a monster disciplinarian sparing him no loss of dignity—Uncle Harry who had always been so kind and gentle. Uncle Harry who now is showing the slave what it's like to be thoroughly thrashed by a harsh Master. But the worst is yet to come.

"Readjust yourself, slave. Get that ass up over my knees again. I want a final crack at it."

It turned out to be twenty cracks, harder than ever. Finally the slave had given up screaming for mercy and when Harry was finished with the spanking he rolled the boy off his lap and it tumbled to the floor, curled up, lost in its sobbing and out of its mind.

Harry waited for things to calm down a bit, then said, "As far as I can tell, you still have a lot of lines to write, slave. Get yourself over to the pad and get back to work." Toby was shocked that no other reprieve was given and not even the slightest touch of affection. Even its Master turned affectionate after punishing it. Painfully, the slave made itself over to the pad and, still hiccupping from all the sobbing, began once again to write a lesson which it would never forget.

Meanwhile, Harry sat back and watched a movie, fighting the impulse to comfort the slave. Toby needed to understand that their relationship had just been redesigned, and for the first time in its life, the slave yearned to get away from the man who had been its Uncle but now was its tormentor. How it yearned to be back in Derek's arms! Tonight, however, it would sleep alone on its uncle's floor beside his bed, sadly remember all the times Uncle Harry would let him into his bed to snuggle when he was feeling down. Those days are over, he figures.

After Toby showers, Sir comes to the bathroom door and speaks gently for the first time. "Come inside, child, and sit on the carpet at my feet like a good boy." A hope arose in Toby's heart that Uncle Harry might act like "Uncle Harry" again, even if for just a little while. He went to sit by his uncle, realizing that for years Uncle Harry had been training him to sit this way, and that he had always enjoyed it, feeling younger and smaller and less significant than this man he had idolized all of his life, and who was not the man who called him "slave" and last night had beaten the living daylights out of him.

Uncle Harry began to speak."You used to be a good boy, Toby, and now you are learning how to be a good slave. I am convinced that this is the way you have to live, the only way you will ever be happy, that in your slavery you will find meaning and fulfillment and, yes, even love. I know that your Master loves you, and I hope you realize that I will never stop loving you either, despite the fact that clear lines now need to be drawn between you and me. Yes, you are nephew, but more importantly, you are a slave and I must respect your Master by regarding you in your new state in life.

But look at us now, baby: We're both spending time together the same way we have for years now, myself on the couch and you at my feet, respectful and obedient. Of course, now you are naked and collared and marked by corporal punishment. So much like the past, but so much obviously changed. But know this, Toby: I am still in your life, and I will always be in your life. I will help your Master become the best Master he can possibly be and, when necessary, I will do whatever is necessary to help you settle into your new way of life. Find love in the pain you will experience, my dear child. Find love in the pain a slave like you needs in order to be true to its calling. Your slavehood is sacred, Toby, and it will take time yet before you are able to understand what that means.

One final thing: your Master offered you to me as a personal sex slave this weekend, but I decided that other things were more important right now than you giving pleasure to my cock. The time will come when, perhaps, I will demand that of you. But not now, Toby. I am well aware that you have lusted after me in the past; therefore, I will not allow you to satisfy that lustWhen the time comes that you can submit yourself to me strictly as an act of humble submission the same way you will submit to any other man your Master orders you to serve, then you will indeed have my cock buried in some part of your body—for my pleasure, not for yours. I am a patient man. I can wait for as long as it takes. I want you to think often of what I am telling you now. I want you to grow into your slavery so deeply that you will be able to serve me as if I were any other superior man your Master commands you to service. Be a good slave, Toby.

Remember that I will always love you, but now I will love you because you are Derek's slave and I'm quite fond of Derek. I couldn't have picked a better Master for you myself. Remember that I am pleased beyond measure to see you become the slave you've always needed to be."

Thanks for all the emails. Some have asked me what they should call me. My name is rob and I think of myself as a slave without a Master. So call me whatever you want.

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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Next: Chapter 23


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