Page 48 of Worth the Risk

Landon lay down and bent his legs at the knees, flattening his feet onto the blankets. He rubbed the tip of the plug against his hole and groaned. It was going to be a tight fit.

“May I use my fingers first, Sir?”

“No.” Gregory chuckled. “You may use the plug and you will tell me how it feels.”

“It’s big,” Landon breathed out. “Sir, it’s pretty wide.”

“I know.” Gregory’s voice sounded labored. Landon was pretty sure he was jerking off, and that made Landon’s own dick hard and angry. He exhaled and tried to relax, breaching his hole with the flared end of the plug.

“Oh.” Landon pulled the tip of the plug out and pressed it back against his hole, simulating the motion of getting fucked.

“Landon,” Gregory warned.

“Sorry, Sir. It just…” He quieted and pressed the plug back in, the wide center stretching his hole. “It’s tight.”

Gregory growled on the other end of the phone. “Is your dick hard?”

“So hard, Sir. It’s so hard.” Landon twisted the plug, the widest part of the toy testing the muscles of his channel.

“It shouldn’t be taking this long, Landon.”

Landon bore down and the plug popped into place, his entrance quickly sealing around the narrow base. The plug felt as heavy inside of him as it had in his hand and he was painfully aware of it resting on his prostate.

“It’s in, Sir,” he moaned.

“Does it feel good?” Gregory asked.

“It’s heavy. So heavy, Sir." Landon covered his face with a pillow and shouted, then let out a shaky breath. “I need to come so bad. Please.”

“Please, what?” Gregory prompted.

“Please, Sir. Please, would it please you for me to come?” Landon’s cock dripped down his shaft.

“It would please me very much if you came, Landon. But I’m not giving you permission.”

Landon bit his tongue between his molars. Of course it would please Gregory if he came because then he could punish Landon tomorrow, or whenever he felt like it. Landon glared at his traitorous cock.

“Get on your hands and knees. Hold the headboard.” Gregory’s voice was deeper and raspier now, his breathing coming through the speaker in heavy pants.

Landon turned as he’d been told and wrapped his fingers around the headboard. “I’m on my hands and knees, Sir.”

“Good.”

Landon heard the word just before the plug in his ass began to pulse and vibrate in a tortuous ascending rhythm.

“Fuck. No. God, no,” Landon whined. The plug was remote controlled. There was no way he was going to be able to fight back his orgasm now.

“Oh, yes,” Gregory laughed and the vibrations intensified.

“You’re going to make me come,” Landon protested. His knees shook and collapsed, his cock rubbing against the sheets, ready to explode.

“I hope so.”

Landon couldn’t stop his hips from writhing, forcing his cock into a twisted pile of bedding that tightened and stroked his length with every jerk of his hips.

“How does this setting feel?” Gregory asked.

The vibration changed into a steady, pulsating throb. His balls tingled and lifted, ready to release three days of pent-up want. Landon bit his tongue until he tasted copper.