“Lose the towel,” Matt ordered. “Show me your hole.”
William shook his head. “You know the rule.”
Matt shot William a devil’s grin. “I’ve been ahead of you at every step of this game. Do you really think I missed this one? Do you remember pausing the game before I could ask you the fourth question?”
“Yes.”
“You’d answered that the third situation wasn’t a handshake,” Matt reminded him. “That was the one where, after kissing, we went to separate corners of the room and jerked off. Remember?”
William’s voice regained some of its earlier hauteur. “We aren’t in corners, now, are we?”
Matt stroked his cock slowly, watching the skin ripple under his fingers, feeling the veiny ridges. “The final question is this. What if, instead of jerking off in corners, we sit facing each other on a bench? No skin-to-skin contact. Each of us jerking off a few feet apart. Handshake? If so, at what magical distance does it switch from non-handshake to handshake? Ten feet? Five?”
“You missed your calling, dahling,” William said. “You’d make an excellent theologian.”
“And you didn’t answer my question.”
William let out a long sigh, like a tire leaking air. It was the sound of The Handshake Rule leeching into the ether. He untied his sarong, and let it drop. He raised his feet and rested them on the sides of the bench, spread his knees, then leaned back, showing Matt his hole.
Matt stared, wondering if he would ever not catch his breath at sight of a puckered hole. This was only his third: Jake’s, Josh’s, and now William’s. Matt had seen Evan’s ass in all its muscled beauty but had not been able to worship the hole itself.
The thing about William’s hole was that the black fur of his legs petered out as it neared his ass, like the tree line on a mountain. His skinwas milk white everywhere, but his bony cheeks, two foliage-free, granite slabs, were paler still, like blue ice. The hole itself was pink like the painted lips of a China doll.
Matt knew that William’s surrender was unconditional, that if he wanted to do so, he could fuck William on this bench, on the floor, against the lockers—unimpeded by any rule. William’s posture, ass exposed, hole twitching, bespoke his own expectations. His eyes, though, were tinged with sadness.
Matt also knew that he had earlier told William that if he—Matt—won this game, he would honor The Handshake Rule. It wasn’t what Matt wanted to do. It was what he had to do for friendship.
Matt stopped stroking his cock. He reached into the duffel bag and retrieved a dildo with a suction cup at its base, courtesy of Christies Toybox, a store with lingerie, porn, and sex toys.
William’s eyes went wide with comprehension. A grin suffused his face.
Matt greased the dildo with lube, attached its suction cup to the bench, a few inches away from William’s hole.
“Here,” Matt said, offering William the lube. “You might want to finger yourself, loosen things up a bit.”
Matt stroked his cock while William teased his hole—first with a single finger, then adding a second, pushing them two knuckles deep, moaning softly.
“Slide onto my cock,” Matt growled, his cock being the dildo.
William aligned his hole with the wobbling dildo, held it steady while he eased himself onto it.
Matt watched, entranced, as William slowly swallowed the shaft, heard William’s mewling moans as it pressed his prostate.
For every millimeter of hard silicone that disappeared into William’s hole, William’s own cock grew. It was as if the dildo, instead of travelling up William’s rectum, had detoured into the shell of his cock, straining it to near bursting. Pre-cum oozed from the tip.
William instinctively reached for his own shaft, aching to relieve the pressure. His fingers curled around the head. His eyes glazed over.
“No jacking!” Matt barked.
William’s hand fell away. His eyes refocused and locked with Matt’s own—begging for relief.
Matt shook his head decisively. “Not yet. Don’t forget that we’re starting where my dream ended. The rest of the team is in this room, jealously waiting to watch me fuck you. Caleb and hisKrakenare right behind me. Can you picture it?”
William nodded. He was panting now. All seven inches of the dildo were inside him.
“Here’s how it will work then,” Matt said. His voice was soft and husky, brooking no dissent. “You’re going to ride that dildo as if it were my cock. Your job is to fuck me senseless, drain me. And to do that, you’re going to need both your hands to help support your weight. I’m going to be right here watching you, jacking myself to the biggest orgasm I’ve ever had. Got it?”
“Yes,” William gulped.
