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Chapter 5 by Graysend Graysend

How are You Going to Proceed?

Put Erik Under More Pressure with an Additional Wager!

You decide that you're better off upping the stakes. You've known Erik to crack under pressure in the past, so maybe you just need to raise the stakes! Of course, this will only amplify your own humiliation if you fail to win, but that surely won't happen. You're still confident in your skills!

"How about we make this even more interesting?" You ask, hitting the pause button and glancing in Erik's direction with a devilish grin.

Erik, having just won the last round, is feeling pretty good about himself. "Oh yeah? What did you have in mind?"

You think for a moment. "Well, I'm gay, and you're straight. Some stakes will be worse for me than for you, and vice versa. So why don't we each pick something on top of the current penalty that the other guy has to do, if he loses?" You ask, and Erik considers this for a moment.

"Hmm. Alright, gay boy. After you lose, you have to fall to your knees and jack off before you get chained." He decides, before walking over to his laundry hamper, and pulling out one of his jockstraps from his last workout. "With this tied over your nose and mouth."

You blush in humiliation at the thought. It's a tough wager, for sure.

"Fine." You agree after a moment. "And after you lose, I get to tie you up, naked. I get to take a picture, too. And on top of that..." You point at the jockstrap that Erik pulled out of his laundry. "I get to take that home, and hang it up on my trophy shelf."

Erik's eyes widen. "But that's my lucky jockstrap!"

You smirk. "Let's find out how lucky it is. This next round is Winner Take All."

Erik grins back at you, matching your cockiness. "Sounds good to me."

The skimpy white garment is dropped between you, next to the chain. The game is on.

Sudden Match! How Do You Play?

More fun
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