As I grappled with this newest development in my punishment, the tall tales of Old Man Tucket flitted across my mind. We all knew there were reasons you had to be careful sneaking onto his land. I for one thought the stories from older cousins, friends' dads, even some of my former coaches were just fisherman's tales, spread around to make middle schoolers wet their pants. We'd been told he was a crotchety old man who would chase down any rascals he caught on his property. If he got his hands on you, you'd be doled out a punishment your backside would be sure to remember. I'd even heard of whole groups of young men getting their punishment served to them one after another as their friends looked on. In my current scenario, I couldn't decide if I'd rather have someone to share this discomfort with or if more witnesses would just cement this shame forever. I didn't have long to contemplate before Tucket ripped me back to my present moment.
With a tug to the leash attached to my junk, my ass was pulled backwards, poised for punishment. It was an odd feeling having my body guided by the tension applied to my manhood. There was certainly some pain involved, a discomfort that I tried my best to relieve by pushing my already rosy cheeks out closer to Tucket. But there was also a sense of security, knowing the pressure applied to me by the ropes on my ankles and wrists held me in place.
"Now that ought to do the trick," Tucket assessed smugly "Your cheeks are practically begging for discipline now."
I stayed silent, starting to understand that any outburst would be greeted with further humiliations. It seemed like this almost disappointed Tucket, as he gave a quick exhale at my lack of a response. In spite of my stoicism, the end result would still be the same.
Tucket gave my leash a renewed force, applying a few quick tugs to my sack and shaft until I was forced to stick my ass out even further to keep the discomfort to a minimum. I could feel my cheeks start to split apart the further my backside jutted out. A breeze drifted over my newly exposed crack causing goosebumps to run up my body. I was surprised to feel the chills given how hot it was, but I guess being completely naked has a way of cooling you down.
"Now don't you look like a plucked chicken," Tucket mocked. He grazed the paddle up my crack causing me to flinch from the unexpected visit. Whatever reason he had for delaying the inevitable, I didn't care, I just wanted to put off the feeling of that paddle on my cheeks again for as long as possible.
"I guess I'm a little cold sir," I murmured, trying to think of ways to stall. I felt the tension on my leash lessen.
"Oh you poor boy, should l I fetch a robe for you? Perhaps a hot cup of cocoa for his highness?"
"N- no, I'm fine sir," I didn't know how far I could push this but with the release of pressure around my junk, I felt emboldened. "I guess I could just use a break..."
"Oh a break, he could use a break" Tucket began to parrot "Well I could use a break from you kids thinking you can use my property however you damn well please!"
Shit.
Tucket pulled me sharply back by my leash again and saddled up to my left side, his left hand firmly gripping my leash while his right hand wielded the paddle. He rested the cool wood on my ass for just a moment before swinging it back and landing a direct blow. I howled. Trapped in place by the snare around the base of my balls and cock, I had no way of escaping the pain. Satisfied with his trial whack, he began to spank me with a new fury. I couldn't help but jump a little at each strike, causing the rope around my family jewels to tug each time. I was thrown between the pain in my rear and the pain in my groin, unable to focus on minimizing the pain of either. I was also aware of how far back the rope was pulling my junk, within a scarily close striking distance of the paddle. One wrong swat and I would be in much more immense pain than if just my ass was receiving this discipline.
Maybe ten strikes in Tucket paused for a moment, resting the implement on my throbbing cheeks.
"I want you to count for me boy," he commanded "I want to hear you say out loud the number of times you've allowed a man to make you his bitch."
I didn't dare resist, I simply nodded my head, biting back tears in my eyes. I knew if I spoke out loud the risk of my voice cracking was far too high. I didn't want to give Tucket the satisfaction that I felt so utterly emasculated that I was about to cry like a little boy. Tucket dropped the paddle, grabbing my hair and pulling my chin back. He loomed over me, with a new fire in his eyes.