He wouldn't.

"Wait!" Matt's voice cracks as he speaks up. "I'll do it. I'll take the punishment." Your heart drops but you can't breathe a sigh of relief: no, your chest is too tight in anticipation of seeing Matt get ruined. Matt's cheeks flush red as he makes eye contact with you--you feel your cock throb against his. Are you actually attracted to your male best friend?

"Well that's not as fun." Screws complains, tossing aside the spiked beads. Internally, you curse in disappointment (fuck, you wanted to see him get ruined by those beads!) but a part of your mind also feels waves of relief. That is, until Screws pulls out a massive, red, pointed dildo with a huge, fat knot toward the end. The girth of the shaft is already impressive--like beer can-sized--but the knot? That thing is the size of a small boulder. He wags it around in your faces. And then he produces another item from the case: some kind of jury-rigged device that looked like a cross between a strap-on belt and a chastity device. Around the crotch of the device is some kind of implement resembling a flashlight, with the bulbed-end facing the crotch area.

"The fuck is that thing, Screws?" One of the Twins asks.

"It's something I made for situations like these, in particular." Screws attaches a modest butt plug to the flared end of the dildo and locks both in place. He hands the frankendildo to the other Twin as he fiddles with the zippers on the belt and secures it around your legs and waist without needing to do undo your bindings, then plunges your erect cock into the flashlight implement and twists it. You instinctively groan in pleasure at the sensation of having your dick buried balls deep in a tight passage. Then you feel it tug and pump as though it were alive and realize that it's a battery-powered fleshlight that's trying to milk your balls dry. You wince as Screws undoes the clamps around your sensitive nipples, both of them looking red and swollen as though you had started lactating. Screws moves your clamps to Matt's nipples, doubling up the pain and discomfort for him and allows you to get some breathing room from the position the Twins had placed you in earlier. You feel yourself lifted off the ground and suddenly you and Matt are suspended in the air, the chains tying you together placed on a surprisingly sturdy bathroom stall hook.

"You and Toro been getting into freaky shit with one another or something?" The Twin holding the devil's dildo asks. "Like the two of you can still walk so you're probably not fucking each other but like... the fuck, man?" Screws takes the dildo from his hand and rams the butt plug up your ass. You yelp in discomfort as the bulb of the toy pops fully into you. Then Screws takes the pointed tip of the dildo and lines it up with Matt's asshole, giving it a slight push to secure its entry. You look wide-eyed into Matt's face as the two of you realize what's going on: you're going to be the one fucking Matt's asshole with that massive red rocket. Matt looks at you in relief--he trusts you.