The Annex

by Harlonterry

3 Mar 2023 1516 readers Score 7.6 (8 votes) PDF Mobi ePub Txt


ALEX

The training session this morning is double penetration. The boys are in groups of three tasked with being proficient in all three positions. They also learn the varieties of dp. They are in the middle of the variation where the bottom is laying with his back on the lower top whose cock is inserted in the bottoms butt, the second top lays topmost also with cock inserted. This scene has just started, the boy's butt is stretching to take the second cock and his grimacing face show the pain he's in. There are twelve guys in the session so they all fuck everyone else. 

You guys have an hour for questions and comments regarding the curriculum, and whatever else you want to say. "

Today the trainees can talk to me or to one another. We're in the auditorium, I'm sitting on the stage edge looking at 45 trainees, we're naked as always. In the mix I see three boys with erections, I'll have to talk to them later. Nothing wrong with stiffies, but if their sex addicts like myself we need to be aware. A freckled blonde boy raises his hand. Polite. Nice. 

"Master Alex , I have a question about the curriculum....."

"Hold up, let me interrupt for a sec. Our curriculum is based on questionnaires given to prospective Masters. So if you're asking why? That's the reason, we make you as proficient as possible in each subject they request. We don't accept all suggestions but the ones frequently requested we consider. Does that clear anything up for you?"

The boy is turning a very bright, but adorable, shade of crimson. "No Master,  how much piss are we supposed to be able to drink?"

"All depends on your Master. Questions like that should be brought up in the interviews during the courting period. We think it's important you are able to drink piss. You may be in a situation when you are required to do it by someone other than your Master"

"I'm afraid I'll throw up". 

"Then make a point to practice as much as you can. I'm telling your group right now to piss in this boys mouth, all of you, at least once each day. Practice will help. It's an acquired taste. Next?"

The room is silent. Maybe I went a bit too hard on the boy. 

"Ok. You are all here to train to be a submissive to a Master. A Master who will tell you what he expects from you. You must let him know if you're uncomfortable with what he's wanting you to do. This should take place during the courting period. You will not be let go from here without your express consent. We want you to be aware you should be able to look at that man and be confident you will go with him, obey him, do everything you can to can to please him and make him happy with you.  These feelings must germinate during courting. You've all been drilled in basic stuff. Don't kid yourself, sex is not love. "

A hand goes up, a ginger headed boy of about 22. "Master Alex, I'm being courted by a couple who only wants to fuck when we meet. The fucking is fine but we never really talk.  I'd like to know what life with them will be like"

"When are they coming next?"

"Today at 4:00 pm"

" I'll meet with them first"

"Master Alex. I here the Annex has a weekly orgy, can we do that ,too?  Film it for the website?"

This was from one of the boys with a hardon, #9. 

"I think thats a great idea. Lyric, maybe you and #9 could figure a schedule for that?"

"Absolutely Master. Sorry, I mean yes, Master"

"You'll pay for that later, boy. ". I know exactly what his punishment will be, and I know he fucked up on purpose. 

"You've got 45 minutes. After you're done fooling around here go to the dildo wall, you're scores last week sucked. Do the wall for the rest of day"

A groan rose from almost everyone in the assembled group. Everyone hates the dildo wall. 

"Just for that bit of insubordination all day tomorrow, too. I'll be the leading that session "

Silence

I love the silence. Almost louder than noise. 

LYRIC

Master said I'm going to be punished.  Yay!!  Can't wait. He must be in a really kinky mood to promise that. Gotta tell Huntr. What ever the Master has planned we need to able to anticipate and counter with something crazier. I love this game.  

HUNTR

Fucking Lyric, always fucking up on purpose so Master Alex will "punish" us both. We get enough strange sex doing the videos, livestreams, and fan page posts we do.  I'd just like an evening of us three being normalish.  I have to say what Lyric has planned sounds awesome. Maybe this is normal for us. I think Lyric and Alex want me to be a sex addict like them. I'm not sure about that. Some days ( and they're damn rare) we have no sex at all. Not even between ourselves. Maybe I'll ask for a no sex day, I'm sure that'll go over like a lead balloon. I wonder what punishment we'll get for suggesting that?  

ALEX

All the boys here at The Academy start looking alike. The turnover is increasing so their faces just blur, mostly. There are a few that stand out and I make sure they visit me and my boys in bed at night occasionally. Sometimes the viagra I take every day doesn't last long enough. There are times I feel like I've actually had enough sex for the day. My dick needs a nap. I think that right up until I see my boys ,Lyric and Huntr. Today I saw them out by the pool, sitting on the wall, their backs to me. They were sitting so close, leaning their heads together. That's always when the feeling starts. It starts with a tiny fire down there somewhere in my belly and just grows.  

The boys and I have a lot of sex. But when it's just us, regardless what we end up doing it's not sex, or love, or even making love.  There is no word I can think of that describes it. Maybe simpatico. A word from south of the border which has no translation to English. Maybe that's it, whatever it is I know I never want to lose it.  

I promised Lyric a punishment earlier today, so I have the new untried toy we have. Let's see how my pain slaves like it. 

Walking into the cage room I see two new boys packed away in their cages. 

On the floor, on top of our bedding are two plugged butts as in presentation. The penises below have been caged in chastity and their mouths gagged. They think daddy's going to edge them endlessly. Wrong!! 

Inspecting these tight buns I touch and fondle the plug end. Hmm. Wrong plug. Should have been an estim plug. The chastity cages are the longish kind with a metal pin running into the slit. At least their gags are penis gags. 3" I'll bet. Not the nasty 4 or 6".  Pussies. 

Finding the paraphernalia I need, I fondle the butt plugs equally and twisting I slowly pull on them to remove. The boys yelp, but help by pushing, I love seeing their little buns clench and unclench. Watching the muscles below wrinkle. I touch their perineum, run my fingernails along it to their balls. Friendly squeeze. Returning to the plugs, we continue to extract these measly little things. Together the plugs come out with a little popping sound. Reaching to my cache of goodies I remove four ankle cuffs and four wrist cuffs. All attached, pulling their wrists back i shackle them together with the ankle cuffs. As close to a hogtie as I can manage. Then, the shackles are joined by a strap of leather with clamps spanning the stomachs to further impede any movement.

With faces now on the ground, knees on the floor pushing up those cute bun cheeks, I think I've piqued their curiosity. A few weak questioning moans get a round of paddle smacks that turn those beautiful cheeks dark pink. Next is the leather strap against the inner thighs. Not as hard, just want them to sting a bit. My aim here is to build the expectation of more painful treatment to come. Get them tense. I take a cold cream and massage it into their balls. Their first reaction is panic, they think it's icyhot. Just aloe with only a small amount of the fiery cream. I tried it, it actually feels pretty good. But their panicked groans and struggles tell me they think what I want them to think.  They, with relieved sighs, relax. I put the glowing tip of the velvet wands to the lips of their assholes. The screams are pitifully loud and plaintive. Shaking, struggling, trying to move but unsuccessful. It wasn't the hottest setting. I turn in down a hair and insert the tips into their holes. From the frantic struggling and bloody screaming I think this might be a new experience for them. I remove the tips from their holes. They slump with relief. Turning it down another hair I poke into their cages with the tips of the wands. The shaking and muffled screams are wracking their bodies.   Panting, struggling for breath, drooling from the gag, these boys are rapidly becoming exhausted. Poor little boys. But, I've just started. 

I drag the wands across the ball sacks. Again the muffled screaming and shuddering, shaking, desperately trying to move their bodies away. I pat their cute pink little buns with an openly affectionate touch. Again to my goodie bag. I remove two plugs which dwarf the plugs they had inserted themselves. Copious amounts of lube on and in the buttholes as well as all over this new plug. I begin the insertion. Slowly but powerfully I twist these behemoths into these sweet tight puckers. The screams have turned to groans  of equal intensity and volume. After several minutes I feel them pop into place. The boys collapse as much as their bonds allow. With the remotes in my hands I turn on the massive vibrating plugs. Light vibrations first but within sixty seconds they are maxed out and the boys are struggling against their cuffs. These struggles decrease as the plugs agitate against the boys's prostates.  Not too quickly the boys feel the effects of the vibration. The prostates want to empty  the nuts but it seems strained and painful. The boys are again shaking and struggling but now it's to the rhythm of their bodies pushing them to climax. With mirthless groans I see the cum dripping in Long ropes down to the floor.  

"You don't think I'm done yet, do you?"

We repeat that little scene until the boys are milked once again 

Groans in protest of what is coming next. 

Removal of the plugs was twice as grueling as the insertions. As they pop out of those sweet holes  dark pink rosebuds greets me. Makes me sad really. Those beautiful holes all pushed out. But it doesn't stop me from pushing in my rock hard dick. I rotate from one to the other to their hapless moans and meaningless shaking. 

A body stands beside me and begins fucking next to me. B has joined the festivities. In short order B begins his groaning announcing the impending orgasm. Throwing his head back, gripping the waist of the boy in front of him, he powers into the hole and in genuine relief shoots into it. My groin is screaming it's intentions as well. A groan and a shudder, I'm spilling into my boy. 

I make hand gestures to B " Good night boys" I turn and leave the room to the cries and shaking of shackles. I want them to think I'm leaving them constrained in their bonds. Looking from the doorway I see B understood and is removing the bonds. They collapse. Facing each other I see grins and they both start laughing.  

"What do you think?"

"Why did you hurt them so bad. I thought you three liked each other " B was obviously confused about what he witnessed and joined. 

The boys stop their kiss and both grin at B and me. "We loved it B. We're both pain slaves, we have ways of dealing with it or just being able to tolerate it. We LOVE Alex. He would never hurt us. 

"Can we use this in our video and livestream?"

"I think so Huntr.  Why don't t you boys sharpen it up a bit first. Something scary and nasty would be nice.  I'm glad you're getting into the swing of things, B"

"I just got horny listening "

LYRIC

"But it looked like it hurt a lot" B's face was full of confusion 

"Yeah, but the whole point was to make us uncomfortable and worried about what was coming next. The only real pain, for me, were the plugs going in and especially being pulled out"

Huntr was nodding " The electric thing was pretty painful but he used it almost like he didn't want us to feel the sting"

"I think the intensity should be turned up and we should actually fuck with it" 

B is still curious "I still don't understand how you can take the pain, though "

"Huntr and I can pull each other through anything. Tonight when our faces were on the floor, we could watch each other. It gives me strength or whatever to see him take it and deal with it , and I hope my face reflects the same courage to him"

" No matter what you think you saw here tonight, we liked it. I know it looked like the total opposite. But honestly, Huntr and I can get through anything together " 

B wanders back to his corner and we three lay under the covers just spooning and hugging each other. I'm not surprised there isn't an erection on any of us.

by Harlonterry

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