“No, sir,” he quickly replied and licked his lips. There was no fear or anger present in his eyes at all, and still not a flinch or peep out of him regarding the nipple clamps.
“Get your mouth back on my cock, pup,” I instructed as I pulled his head toward me.
I didn’t want to come in his mouth. Even though I tried to not concentrate on his mouth, it was hard not to. I kept reminding myself that he was still such a pup, but in such a short amount of time he’d picked up exactly how I liked him to suck me. And he was damn good at it. Every time I looked down into those baby blues of his while his mouth slid along my shaft, I’d nearly come.
“You’re going to love the way those clamps feel when I start paddling that ass of yours.”
His eyebrows raised and disappeared under his hair. Though he had a mouth full of cock, he somehow managed to give me an excited smile. I framed either side of his head with my hands and told him to stay still. I fucked his face for a few moments and then withdrew to take a step back to look at him. Brandon slowly sat back on his heels and wiped his mouth with the back of his hand. He stared at me with hungry, heated eyes. The nipple clamps were still firmly in place, and Brandon’s cock was jutting out toward me. The look on his face was pure seduction, and it only encouraged me. Just to taunt him a little more, I gave my cock a few slow tugs. In a counter taunt, my fiery little pup’s tongue peeked out of his mouth and glided along his swollen lips. I loved watching the flames grow in his eyes.
“Cock sucking makes you hard. Just like a dirty pup. Get on your hands and knees.”
Brandon moved swiftly to his hands and knees while I picked up the paddle and moved behind him. Before I began to paddle him, I rubbed my hand over his ass to warm his skin. But as I was doing that, his tight sack dangled between his legs and teased me. I took pride in helping Brandon keep the hair on his balls trimmed close, and it was in moments like this that I really appreciated it.
I took hold of his balls and stretched my thumb so I could stroke his perineum. I wanted to create some sensation havoc for him. I lightly squeezed his balls with enough pressure to make sure he felt it while I teased his perineum. He moaned and let his head drop forward and fall below his shoulders. Moments later he’d brought it back up and repeated the movements. I wondered which he preferred, the pain or the pleasure. Just as I wasn’t sure if he even knew what he preferred, he made a move. Brandon tried to lower his pelvis to push his balls further into my hand. His reaction made me smile as he went for the pain that his body converted to pleasure. He was indeed my little masochist.
“Does that feel good, my dirty pup?”
“Yessss,” he hissed.
I squeezed his balls one more time and then stood with the paddle. I stood to his left so that I still had a decent view of his facial expressions. I tapped his ass cheeks with the paddle to make sure that I had his attention.
“You’re going to count for me, Brandon. When we reach twenty-five, you’ll get a reward. Then when we get to fifty, you’ll earn another. Do you understand?”
“Yes, sir!” I could hear the excitement in his voice.
For the first twenty-five swats, I alternated striking each butt cheek firmly, using the same amount of force. Brandon moaned after each swat and counted. I knew he was getting lost in pleasure between the feeling in his nipples and now his ass. I was incredibly impressed with his ability to withstand the nipple clamps as they swung around while he was being paddled.
“How are those nipples doing, pup?”
“Good, sir. I feel so dirty.”
“You are dirty,” I said and laughed. Brandon was most definitely my dirty little pup.
Once he called out the twenty-fifth swat, I set the paddle down between his legs and walked around to face him.
“Open, pup,” I commanded.
I pulled my cock out for him again and pushed it into his mouth. I let him suck and lick on my cock until I felt the burn begin to build. Nope, too early to come. I tucked my cock back inside my pants and picked the paddle up to begin the next twenty-five. Brandon’s ass was a delectable shade of red.
I used more force and paddled the same cheek as many as five times in a row. He never missed counting, and I could tell that his body was on fire. In between the thirty-sixth and thirty-seventh swat, I crouched down to look at his cock. Brandon’s shaft was rigid and almost parallel with the towel on the floor. The head was a deep red color that glistened with pre-cum. He needed a release and once we hit fifty, he would get it; though, I was almost certain he had no idea what I had planned for his release.
I reached under him and pressed the palm of my hand over the head of his dick. He dropped his head, and his arms became lax, making his shoulder blades more prominent. As he moaned and whined, he tried lowering his hips to push his cock into my hands. I laughed at his tactic.
“Brandon, you are something.”
“I’myoursomething, sir,” he panted.
This young man didn’t miss a beat. Often, he needed to hear that he was mine. That fear of abandonment was ever present. It hadn’t escaped my notice that his statement was also fishing for the confirmation that he was mine. It was a need he had and one that I understood.
“Just mine.”
With my hand coated with his pre-cum, I slid it down the length of his cock until I reached the base, then I slowly slid it back to the tip. His moans and whimpers filled the air as my hand moved. I encircled his head with my thumb and forefinger and squeezed. The paddle still remained in my other hand, and I choked up on the handle while Brandon groaned and whined for more friction. I loosened my fingers around his crown and then resumed the paddling. The first swat in this position and with my hand still around his cock caught him off guard. I had struck him hard enough that his body moved forward, which pushed his cock forward and my grip down his shaft.
“Oh, fuck, James.” Brandon quickly recovered and announced the thirty-seventh swat.
For the next five swats, I continued in this fashion, giving him a mini hand job while he was paddled. He rolled his hips and even tried to sway a bit; anything to get more friction. I stood and carried out the remaining swats, eager to get to fifty. By the time we had reached fifty, Brandon was in a prime mental and physical place to receive his release. If I pushed too much more, he was likely to come half-assed.
I set the paddle on the floor and knelt on the towel between his legs. I pulled my cock out, and I wasn’t too surprised to find that it was as hard as it was, but then again, this was so erotic to me because it was so hot to him. I pulled his cheeks apart and aimed my spit for just above his hole.
