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I followed Brian into the gym. Coach had told Brian to come just after closing time and of course he’d told – not asked – me to join him. Knowing that he now held the keys quite literally to my orgasms and hoping that if he passed Coach’s challenges and got off tonight that he might be in a good mood and more inclined to release me, I hadn’t hesitated. Coach was standing just inside,

“Ah, right on time boys. As promised Brian, I’ve got a little challenge set up for you tonight and if you want some release, I expect you to perform. I see you’ve brought your boy along to help; I thought you might so don’t worry, I’ve got something for him too. First things first, get out of those clothes boys, you won’t be needing them.”

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Tags: CBT, Chastity, Coach, Forced Workout, Jocks, Predicament Bondage, Story, Stress Position

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The next morning I woke up before my alarm to find my hand wrapped around the unyielding steel of my chastity cage and a frustrating groan already forming in the back of my throat. Ugh! Two days without cumming was longer than I’d gone since… well, since I started. I tried licking my thumb and slipping it through the top of the cage, just enough to rub the exposed head of my dick. It felt good and I squirmed, still under the blankets but after a few minutes, all I had done was make myself even hornier and harder and – AARGH! Frustrated, I threw my covers off and got ready to meet Brian, triple checking to make sure I had his freshly washed clothes on the top of my bag.

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Tags: Chastity, Coach, Humiliation, Jocks, Story

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“Well what the hell am I supposed to do with that?”

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Tags: Chastity, Coach, Jocks, Story

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Jared: “Ahhahaaaa!”

Jared was indeed ticklish, and couldn’t hold back his gagged laughter. He laughed. Then he gagged on the dildo.

Ben: “ANOTHER sound? Haven’t you learned yet Jared?”

With that, he reached for the dildo jack crank yet again.

Jared knew he reached for it, and immediately started slightly shaking his head, as if to say “Please don’t!” The dildo he was impaled on didn’t allow for much movement, but he did everything he could to get his desperate pleading across to Ben, without making any noise. Jared didn’t think he could handle another turn of that crank without gagging.

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Tags: Chastity, Fucking, Humiliation, Story

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Jason: “So this is basically how it will look. But we still need to mount the dildo. Which dildo would you like to use? This one is 8 inches long and 1.5 inches in diameter. Or this one here is 10 inches long and 2 inches in diameter, which would be closer to Jared’s dick that he was fucking your mouth with. Actually it’s longer and thicker than his dick, but payback’s a bitch, right?”

Ben: “Can we start with the 8 inch dildo, then switch to the 10 inch later if I feel like he deserves it?”

Jason: “Certainly! It only takes about 30 seconds to switch them, so not a problem.”

Ben: “And could you shorten that chain a bit? I want him to really know what it feels like to be constantly gagged with a big cock.”

Jason: “Sure.”

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Tags: Chastity, Fucking, Humiliation, Predicament Bondage, Story, Tickling

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Chad: “I think you both need a little more motivation. Jason, put this parachute ball stretcher around Ben’s balls. Then tie it off with a bungee cord to a dowel below. Not too tight, yet.”

Jason did as Chad suggested. This limited Ben’s movement even more. He could no longer pull his ass away from Jason’s hard cock even a little bit, at least not without stretching his balls more.

Chad: “Jared, I’m putting you in control of your buddy Ben here. If he’s not doing a good enough job sucking your dick, you just ask Jason here to stretch his balls down a little more to punish him for slacking off on your blowjob. That should start to motivate him real quick.”

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Tags: Ass Play, CBT, Chastity, Fucking, Humiliation, Predicament Bondage, Story

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If you need to catch-up on any previous chapters, you can do so by going to the new Story Saturday Directoryand clicking on the chapters you missed or would like to re-read.

Chad: “I told you to stop bitching, pledge. You persisted. You want sexual stimulation? Fine, we’ll give it to you. Choose which brother you want to fuck you right now.”

Ben: “What? No! I don’t want any brother to fuck me.”

Chad: “You have 5 minutes to choose one, or I’ll choose for you. And if I choose, I might not be able to make up my mind, so I might have to choose 2 brothers to fuck you instead. So I suggest you choose. Oh, and you’re going to beg that brother to fuck you hard and deep.”

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Tags: CBT, Edging, Feet, Fucking, Humiliation, Milking, Story, Tickling

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If you need to catch-up on any previous chapters, you can do so by going to the new Story Saturday Directoryand clicking on the chapters you missed or would like to re-read.

Ben (squiming even more now that his cock was 10 times as sensitive): “I’m sorry Sir, I couldn’t help it.”

Chad: “You could help it. You could’ve followered orders. You chose to cum instead. Now you get to deal with the consequences, pledge.”

Ben: “Can you turn this thing off?!”

Chad: “Sure I can.”

For the next minute, Ben continued feeling the torture of the vibrating wand on full power strapped to his cockhead.

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Tags: Ass Play, Chastity, Edging, Fucking, Humiliation, Milking, Story