Page 112 of The Last One to Let You Down

Alarmed, Tom called, “Sir? Where, where are you going?”

“I still have to make dinner,” Cypress reminded him with a teasing smile. “Relax. I’ll be back soon. If you get uncomfortable or want me to let you go, call for me and I’ll be right here.”

“Yes, sir.” Tom tugged at the cuffs, frowning as Cypress left him alone in the bedroom.

Well, this wasn’t going quite the way he thought it would.

He tried to use the time to relax as Cypress had ordered, but he was too restless. His cock was standing at full attention, and he could see it twitch in time with his pulse. He couldn’t quite turn his hips enough to grind into the bed, so he was stuck, staring at his aching dick with no way to get relief.

“Fuck.”

It would have been easy to let his mind wander to worrisome thoughts, especially being left alone like this, but it never happened. Despite his physical frustrations, he could only focus on the command Cypress had left him with.

Relax…

He had to relax to be a good boy.

Taking a deep breath, he willed his body to go limp. His cock didn’t get the message, but he was able to finally get comfortable. He liked how the cuffs held him, made him feel safe, and he knew Cypress would be back to take care of him. He closed his eyes, relishing in the steady flow of endorphins, and waited.

“Mmm, look at you,” Cypress sighed upon his return. “Perfect.”

Tom smiled, peeking at Cypress as he sat down on the edge of the bed. “I was so good.” He saw a plate of food in Cypress’s hand, surprised to realize how much time had passed. “Is that for me?”

“Mmhm. I already ate, and now it’s your turn.” Cypress stuck some pasta on the fork and offered a bite to Tom. “Go on. Open up.”

Tom opened his mouth and was treated to a rich bite of creamy pasta. He didn’t think anyone had ever fed him like this, and it was nice to be so spoiled. He moaned happily, eagerly taking another when Cypress brought it up to his lips. “Mmm, it’s delicious.”

“I’m glad you like it.” Cypress continued to feed him, asking, “How are you feeling now?”

“Good, sir,” Tom replied, licking his lips. He glanced down to his cock, only half hard now against his thigh. He took another bite. “I like being tied up. It’s… it’s soothing.”

“All you have to worry about is what’s inside this room,” Cypress said with a warm smile. “Just me and you. This is your little world for the rest of the night.”

“Am I gonna come, sir?” Tom asked eagerly.

“Yes.” Cypress paused before feeding him the last bite. “I’m still deciding how. You have been so very good for me.”

“Yes, please, sir.”

“And your mind is totally calm?”

“Yes, sir.” Tom wiggled against the cuffs, his cock starting to perk back up.

“No voices?”

Tom’s immediate response was to smile. He hadn’t heard Mrs. Dresser in hours, and he was absolutely thrilled. “None, sir. Please. I just want to feel good. Will you spank me? Please?”

“Not tonight,” Cypress said sternly, putting the plate aside. “But maybe there’s something else you want to try.”

“Anything.”

Cypress got up into bed between Tom’s spread legs, kneeling as he unzipped his pants. His cock was hard, practically swollen, and he reached down to grab Tom’s, rubbing their heads together.

Tom whined, desperate for any sort of touch after being denied for so long. He couldn’t believe how sensitive he was, groaning softly as he watched Cypress playing in all the pre-come leaking out of him.

Cypress held Tom’s cock firmly, his other hand stroking himself and rolling his foreskin forward until the head of his dick disappeared. He pulled again, stroking upwards until his foreskin rolled over onto Tom’s cock.

Tom gasped, spellbound by the soft grip of Cypress’s foreskin over the head of his leaking dick. It was weird and new, and it felt so good. Cypress was jerking him off while pulling him into the snug fit of his foreskin, and Tom could feel Cypress’s cock head rubbing against his own. It was all slick and hot, and he whined loudly, begging, “Oh, fuck, please, don’t stop.”