Brandons Bosses

By Robert Louis / Robert Halstead

Published on Mar 10, 2023

Gay

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

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Chapter 39. Brandon punished. Michael owned. What a weekend!

"Disobedient slave," Brandon repeated to himself in his mind, trying to prepare himself surrender to what was about to happy to him. "I am a slave who deserves to be punished," he says to himself just as the first lash of the whip strikes the upper right side of his back and he cries out, more from shock than from the pain, because the pain isn't as bad as he thought it would be although it planted a ring of fire on his flesh, more stinging than the thudding fire of a strap or paddle.

TWO! strikes low in his right ass cheek. He gasps.

"Relax your muscles, slave. Surrender to the whip," advises Steven and he feels the humiliation more than the lash. Nonetheless, he realizes that it will hurt less if he lets go. "I am bound naked and being whipped because I am a naughty slave," he says as THREE! strikes in the center of his right ass cheek and this one hurts the most of all. FOUR! slightly below the first one and this time the slave really cries out.

FIVE! the other side of its ass and SIX! right below it and this time the slave chokes as it cries out. SEVEN! upper left back and EIGHT! slightly below that. these lashes close together really emphasize the pain of the previous lash. the slave realizes that tears are forming and soon it will be thoroughly broken down and crying. it tries to hold back, but that means it tightens its muscles. Not a good idea. NINE! still in the same side below the two previous and this time the slave loses it and starts to cry real tears.

TEN! upper part of right cheek ELEVEN! upper part of left cheek TWELVE! right below that one and now the slave blubbers in pain and fear. "Please, oh please," it tries to beg, but the words are blocked by the gag in its mouth, THIRTEEN! left of the spine on its back. FOURTEEN left of that one and its entire back now feels as if the fire is spreading. FIFTEEN! on the ass again, and this one feels almost pleasureable. SIXTEEN! again the sharp sting turns to cool pleasure. SEVENTEEN! right of spine low on the back.

At this point, the slave is crying so hard that it loses count and doesn't realize at last that all twenty lashes have been delivered. it braces itself for another lash but is told "That is all," by Steven again, as Steven lowers the chain just a bit so that the slave can stand on its entire feet. No attempt is made to release it from being bound, however.

The slave continues to cry but the crying does not turn to sobbing. There are so many points of fire on its flesh that it can almost count them. Its ass hurts more than its back and the slave realizes why the Master asked for the whipping to be also to its ass. It seems the man wielding the whip preferred to see the lash strike the slave's ass.

The pain doesn't abate as the miserable boy hangs there naked and weeping. The gag is removed. "Wow, you chewed the hell out of this!" says Steven. Brandon didn't even realize he was biting down on it.

Archy opens his medical case and goes to take a close look at the slave's body. Only two places need any attention, places where the skin was nearly broken. Archy applies antiseptic, knowing full well that touching the slave's whip marks would greatly increase the pain. A full dose of Witch Hazel is sprayed over the slave's body and now it screams out loud from the burning on top of the burning of the lashes.

Archy looks to Steven, hoping he'll let down the boy so Archy can make it drink his piss, but Steven doesn't seem in any hurry. "I'm going to leave the slave hanging there for another half hour," he says. "Let it keep feeling the pain without being distracted by movement."

"All movement will be painful by morning," says Archy. "Do you want any painkillers?"

"None," says Steven. "Let it taste this punishment for as long as possible. That way it will never try to pull the same thing it did that made this punishment necessary. It will be alone for three days. Let it suffer the full brunt of the whipping."

Brandon hears Steven offer the Master a blow job, but fortunately the Master declines. "Another time, perhaps. The tears of a whipped slave bring me more pleasure than the best cocksucking."

Steven and the Master sit and carry on a conversation as if nothing strange ever happened here. Brandon couldn't make out what they were saying, but it feels even more humiliated, more naked as it hangs there enduring the agony in its whipped body but for them it is just an ordinary evening. "I am a slave. I have been punished, I have been whipped." Brandon continues the self-talk because it helps him get a masochistic high out of the entire experience. He has discovered in the past couple weeks that the words "whip" and "whipping" really drive him deeply into sub space.

Gradually another type of pain is added to the pain of the whipping. The pain of being hung there for so long, bound like an animal's carcass before being butchered. The slave's shoulders are starting to ache along with its arms and the lower parts of its legs. What's worse, the burning or the aching? It can't tell. All it knows is that it is miserable right now. there is something about a whipping that really drives home the reality that it is a slave, that it is owned, that its Masters will not let it get away with anything, and that punishment like this will most likely be a regular thing in its life now. The slave continues to weep, feeling very sorry for itself but knowing that there are no other options, no other way it can live. Freedom is not an option. It is a slave. It will always be a slave. That is what it is.

MEANWHILE, BACK HOME, Michael is uncomfortable and confused at first and is having a hard time switching from subbing for Zeke to subbing for Oscar, and when Oscar kisses him at first he knows that he will find his true identity in Oscar's arms, drinking from Oscar's mouth and living in accord with what Oscar wants from him and will want from him.

Oscar is also going through a period of adjustment. He's not sure why he finds himself so drawn to all the aspects of BDSM he's reading about, constantly imagining himself taking complete charge of Michael and turning him into a personal slaveboy. Is it just because it's Michael, or is he actually morphing into a true BDSM slave Master? All this is quite a surprise. A very nice surprise. But it is also causing a dilemma of sorts. The other night he was with one of his regular vanilla play-partners and he found himself holding back when he really wanted to make the guy's nipples good and sore, while at the same time he found it somewhat tedious to have to make sure his partner got off as part of an equal exchange. And he missed being called Sir and Master. Interesting, if not a bit disturbing. Obviously, he was really looking forward to seeing Michael on his knees looking up to him with a dark hunger in his eyes. A hunger for things Oscar used to shun in the past.

As usual, Michael is stark naked and Oscar hasn't even opened the top button on his shirt. This time, however, Michael isn't in Oscar's arms. Rather, he is groveling on the floor before Oscar in a totally humbled slave position and he has to resist the temptation to rub his hard cock on the floor because he is totally turned on by the fact that Oscar had "asked" him to assume this position because he wanted to find out how it would affect him. He is obviously pleased. "What a good boy you are, showing me how you feel about me and not being afraid to reveal your hidden desires! You are truly a slave, Michael, and I want you to know that I am both surprised and excited by how much it is turning me on to realize that you are able to respect me as a Master. As your Master, boy. Now kneel up and sit back on your feet because I want us to have a little chat, with you down there naked and me up here all dressed. Let's just hang out here for a while and really get into what it feels like, this difference in rank between us, this inequality where you are clearly inferior and that is where you need to be and how you need to feel. Your hard cock tells me all I need to know about you right now, Michael, or rather, slave. Hard cocks don't lie. This is our fourth time together so you know you have a reward waiting for you the next time we meet. However, I am seriously thinking of caging that cock after I let you cum next time. I want to know what that is like and whether or not it will turn me on to see you restricted that way and also to know that you will not be able to pleasure yourself when we're not together. The idea that I will have total control over your dick even when I'm not with you is turning me on like crazy. I assume that you have been caged before?"

"Yes, Master, another Dom caged me during our time together but then took it off before I left him."

"Well when I cage you, boy, it will stay on. Do you understand that?"

"Yes, Master. I will surrender my rights to my own cock to you, although it might cause a problem with other Doms I get to see."

"Well, boy, it might be too soon, but I want you to start thinking of being exclusively mine. Maybe not right away, but it seems to me that we are heading in that direction very quickly. Just think about it when you're not with me but still wearing my cage."

"Yes, Master, this slave will give it a lot of thought." Michael can't help smiling a bit. Oscar notices it and it thrills him inside. He's never really been in an exclusive relationship before, but after his experience with other night with the vanilla friend of his, he realizes that the bond that's growing between him and this boy is stronger than anything he's experienced before.

"Okay, slave, remove my sneakers and socks and then you know what you need to do to show me your respect for me." Michael discovers that he is eager to obey, that he is actually hungering for the taste of this superior Man's feet even if they are sweaty and stinky, although he knows how clean Oscar is and that he probably showered before coming over tonight.

Oscar talks quietly to the slave while it has parts of his feet in its mouth. "This is awesome, boy. It feels so damn good. And when you stick your tongue in there and start cleaning between my toes, I really feel like you are really, really, my slave, because only a slave would do something like that, I think. (But maybe I'm naïve.) Anyway, that's enough for now. I want you to get up and lie on the bed while I sit up against the wall. Put your head in my lap so we can chat more before I fuck you."

Michael gets up and into position. Oscar reaches down and starts toying with the slave's nipple and Michael cries out right away. "very very sore, Sir," he explains. "So I guess you've been whoring around, haven't you, faggot? Who did a number on your nipples?"

"A guy I met a couple weeks ago when I first got into town. He's really a nice guy and has this awesome playroom that is state-of-the-art. Hot videos are showing all over the walls. Very hypnotic."

"Would you tell me his name? Ok if you don't want to, but I'm curious about who I have to share you with."

"Um...his name is Zeke."

"Zeke?!!! The guy with those awesome hypnotic eyes?"

"Yes, that's who."

"Shit! I know him. Didn't know he was into this stuff though."

"Well, he is. Big time."

"So I guess I'm in competition with him, eh?"

"Oh, I don't know about that, Sir. He is most definitely not into having any kind of relationship. I know that."

"But you like him a lot and he does you good, I suspect."

"yes, Sir, but . . . "

". . . . but if we decide---and it has to be we, not just I---to be exclusive, I think I would be open to sharing you with him from time to time."

"Really?"

"Yes, really. If it makes you happy, and helps you feel more like a slave, I'm all for it. In fact, do you know what would really be hot?"

"What's that, Sir?"

"If the two of us—Zeke and I---both worked you over at the same time. You could be a slave to two Masters in one scene."

"that would be awesome. Oscar, you don't know how happy this makes me."

"Why?"

"Because I was thinking that eventually I would have to choose between the two of you and no it seems that I don't have to worry about that."

"I don't want you worrying about anything like that, Michael. I've got better things for you to worry about. But first, I want you to tell me everything that happened with you and Zeke last night. Every single detail."

Oscar gets up off the bed and starts to strip down, finally. "He took me to meet his uncle who is straight but likes to meet the guys Zeke is playing with. He also like to watch while Zeke beats their asses otk. So that is what happened. Zeke made me strip and then go over his knees and he thrashed the daylights out of me with his hands and then with a bathbrush. Then we sat down, me still naked, and had a nice supper and talked with his Uncle Howie. Then Zeke brought me back to his place, bound me to a table, and worked on my nipples and my balls until I was out of my mind with pain and pleasure."

"Is that all that happened? I sense you are holding something back."

"Well something else happened that is supposed to be a secret."

"I see. Is a slave allowed to keep secrets from its Master?" While Oscar says this, he leans over the bed and takes both of Michael's nipples in his fingers and twirls them around and Michael screams out, "YOURS!"

Oscar lets up on the pressure but still keeps his fingers on them. "Are they mine, Mikey? Do you want them to be mine?"

"Yes, Master, please." Oscar tightens up again and again Michael cries out the magic word.

"Do you want to be mine, Mikey? My slave?"

"Yes, please, Master. Please? Damn, I never wanted anything like this before as much as I want it with you, Sir."

"And Zeke?"

"That is up to You, Master. Please. I'll even give him up if you want me to."

"I don't want that so don't worry about it. I'll just have to work something out with Zeke."

"I can speak to him if you want me to, Oscar."

"No. I will take care of it. I will talk to him about sharing my slave with him at times. Don't you get involved. Let this conversation be Master to Master."

"Yes, Master. Whatever you decide."

"You really mean that, boy?"

"yes, I do, Oscar. Please, Master? Please kiss me again?"

Oscar get on the bed and they make out for a while. Then he stops.

"Do you really want me to own you as my slave?"

"Yes, Master. Please."

"Then tell me the secret. Be completely naked for me."

Michael gets really embarrassed about this but Oscar isn't going to let it slide. He slaps Michael across the face, good and hard. "that's for hesitating. Out with it, pup. Now!"

"He . . . . made me drink his piss."

"Had you ever done that before?"

"No. Not at all. But he was very persuasive. He started just a little at a time. But got me so turned on I ended up asking for more, which was what he wanted. Finally, I ended up drinking it all. Every drop."

"So what was the secret?"

"He said that it would just be between him and me whenever he wanted it, but if I ever refused him, then he would go around and tell everyone else that I'd been trained as his urinal."

"Urinal."

"Sounds gross to you?"

"No. Just unexpected. So he trained you to be his urinal."

"Well, it was only that one time."

"But he will expect you to do it again."

"I guess."

"Interesting. It's something I'm going to have to think about. But while I'm thinking, why don't you be a good slave and give me a nice blow job before I fuck you. Do it while you're kneeling at the side of the bed."

They change positions again. Oscar is already hard, which is a good indication that he had gotten turned on by what Michael told him. Surprise, surprise!

Michael makes real love to Oscar's dick while Oscar plays a bit with his hair. `Oh, so nice, slaveboy, showing me how much you like my cock, how tasty it is to you. Lick my balls for a while now like a good boy." Michael goes to town.

"Okay, that's enough for now. Back up on the bed, boy. On your tummy. I'm going to fuck you this way tonight." He puts a pillow under Michael's groin and gets up to get the lube.

"Very slowly, I'm going to claim you ass as mine, slaveboy. Your sweet ass. All for Me." He begins to play with the slave's hole with his well-lubed fingers and soon enough, one of them slides into him. "Feel me taking you for myself, slave. Feel me opening you up so I can make love to you that way I like." Bit by bit, Oscar's fingers find their way into the slave's hole and begin spreading inside and also working on its sphincter to make it easier to open. He finds the boy's prostate and rubs against it and Michael groans like a drunken slut. "Ah, found your special spot. Nice to know. I bet I could make you cum this way."

"I know you can, Sir, because I'm almost all the way there already."

Oscar removes his fingers and Michael groans in disappointment. "Patience, lad, the best part is coming." Oscar positions himself and slowly enters the slave's body, once again doing it gently and lovingly and Michael is in heaven the way he's doing it. "Bad slaveboys need to be punished, but good slaveboys need lovin'. And I'm lovin' you tonight, Mikey. Mikey my slaveboy. Mikey I can make love to. Mikey I can own." His voice is hypnotic and Michael loses the ability to process what he is saying. It feels like Oscar is fucking him with his voice and he's never been happier.

"So I'm thinking of the possibility of using you as my urinal, boy, and notice that I'm still hard and able to fuck you. Actually, it makes good sense to me, using you that way. it kind of completes the relationship, subjugating you to that extent. Not tonight, but maybe sometime soon. You'll do it for me, won't you, slave? Drink my piss?"

Michael sighs. "Yes, Master."

"I'll bet mine is sweeter than his."

"Not about to make a taste test, Master."

Oscar chuckles. "Don't be so sure of that. It's up to me as your Master and Zeke who I'm sharing you with. You are going to have to learn to stop trying to take charge of things or figure things out for yourself, boy, if you're really going to become my slave. Otherwise, I will have to resort to punishment—or maybe give you to Zeke to have him take care of that. That would be hot. Me watching Zeke punish you, just like Zeke's uncle watched him spanking you."

Michael is really out of his mind now.

"This is actually perfect. I can get Zeke to teach me some techniques to use on you, instead of trying to figure it all out on my own. A lot safer for you in the long run as well."

Oscar withdraws from Michael's ass and rolls over onto his back. "Sit on it, slave. Let me watch you fuck yourself with my cock." Michael gets up and positions himself and soon enough, Oscar is getting what he wants. And he reaches up for the nipples again and Michael leans forward and kisses his hand. Oscar changes his mind and puts hands down into Michael's crotch and begins toying with his dick as well.

"Do.not.cum," he orders the slave. "I'll try not to, Master, but you're making me feel so good."

Oscar lets go. "then enough of that. you don't get to cum until next time. And I am ordering you not to play with yourself until then. The next time you cum will be with me, slave. Do you understand?"

"Yes, Master. I'll only cum with You, Master."

"I saw on line that there are some slaves who get permanently locked up and only come when being fucked. But I don't think that would be much fun. I'd just want to make sure that your cock gets absolutely no attention unless you're with me, boy."

"Only with you, Master."

"Okay, let's change positions again without taking my cock out of your ass. I want you on your back holding your legs up so I can spit on your face while I finish fucking you, baby."

"They actually manage to make it happen, and once they're in place, Oscar starts fucking hard and heavy and spitting onto Michael's face at the same time."

"Yeah, look at the faggot slave getting fucked by its Master and spit on at the same time to show it how low it is."

Then Oscar takes his hand and rubs the spit all over the boy's face. "Nice slave boy, wearing its Master's juices. And oh shit! I'm gonna cum in you, boy. Cum hard in you. Breed you, faggot!"

And Oscar shouts for joy as he cums and spills himself deep inside Michael's body. And leans forward and kisses him at the same time.

"Know what I'm gonna do?" He says, breaking off the kiss.

"What, Master?"

"I'm gonna get together with Zeke and we'll have ourselves a nice chat, and then I'm gonna have Zeke take me to one of those adult stores and show me which products are the best to buy. Cause next time you are serving me, you will be locked into a cage."

"Sounds good, Master. Especially the idea of having Zeke show you how to do heavy impact stuff."

"Like that, huh?"

"Yes, Master."

"Now go inside and get something to wipe my dick clean, boy. That's your job."

Michael goes to obey and when he comes back, Zeke is standing up. Michael kneels before him and lovingly washes his cock. `Make sure you do a good job because you're putting it in your mouth when you're done."

And finally, Michael is holding Oscar's cock in his mouth, wondering what will happen next.

"No. Better yet, go get in the bathtub. Let's go."

Michael gets into the bathtub on his knees.

"You look beautiful this way, slave. Kneel back and then open your mouth."

"I don't want you to swallow. I want you to keep your mouth open and I'll be pissing into it and the piss will fall out of your mouth and run down your body. And I bet you'll be wishing I would let you swallow some, you nasty pig." Michael gets into position and looks up at the tip of Oscar's dick, and it looks so damn sexy!

Oscar begins to piss and has good aim. Right into Michael's mouth and eventually his mouth overflows and the piss is running down his body the way Oscar said it would. And he spoke the truth: Michael is really wishing he would swallow it down to show his Master just how much of a slave he is going to be for him.

But no. Oscar finishes and tells Michael to lean over so the rest of the piss falls out of his mouth. Then he reaches over and fills a cup with water and pours it into the slave's mouth and then tells it to spit out the water.

"Best you brush your teeth after you take a shower, slave. Meanwhile, I'm going to get dressed and take off. I have an early meeting tomorrow morning. But before I go I want you to consider your situation. There you are on your knees in the bathtub covered in my piss and with the taste of my piss in your mouth but you never got to drink any of it, and now that you know its taste you want it more than ever. But guess what, slave? You've going to have to earn my piss. You're going to have to be a very very good and humble slave for me before I'll be willing to put my piss into your tummy. Get it? That says a lot about who you are right now and who I am. I'm just going to leave you here in my piss. We'll talk more tomorrow, boy, don't worry."

m – shakes its head yes and gives a little wave as Oscar leaves the room. Michael just sits back in the tub thinking over everything that happened tonight. Too good to be true. Too much to be true. He can't wait to tell Brandon about it when he gets home from wherever he is being sent.

Next: Chapter 40


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