Wow! Jacob was really into the spanking. He wanted to meet up again and this time, he wanted to be spanked harder. Although I'm not at all a violent or domineering type of person, I'm very even keeled, spanking Jacob was a real turn on. Hearing him whimper and moan after every swat with the belt made my cock a little harder. And although it seems simple, it's not as easy as you might think to make the belt land solidly on a butt cheek to make that characteristic "whack" sound. Jacob and I continued our texting and set up a second spank session for the following week.
A week after our first spank session, I was feeling frisky and horny, remembering Jacob kneeling at the edge of my bed, ass up, reddening after every smack. I took a picture of my belt and sent it to him. He responded immediately with a text:
"I want 10 hard swats across the buttocks. Don't stop even if you hear crying and screaming on the first one and pleading to please stop on the second and third one, unless you hear the safe word. In between give me one hard one across the legs, make it sting and don't let me know when it's coming."
Wow, this guy's really serious, I thought. I responded, "You bet! If that's what you want. I don't want to hurt you."
"We'll agree on a safe word," Jacob replied, "but I do want it to hurt. Make me cry."
"I can make you cry," I responded, "redden your ass, then massage your ass with lotion and hold you until you recover. Will you wear something sexy?"
"Sure, what do you have in mind?" Jacob asked.
"Some bib shorts, no shirt, and Converse high tops. And come commando," I responded.
"Okay," Jacob replied, "I'm a little nervous about this but looking forward to it at the same time. See you tomorrow."
During the afternoon before, I made sure I had everything on hand that I would need. I set out three belts, a riding crop, and a leather paddle. I also pulled a couple of neckties from my collection to tie Jacob's wrists together and to tie up his cock and balls. That part he wasn't expecting. I also placed a blindfold by the door, then set up my massage table with sheets and oils in the spare bedroom.
At 7:10 the next morning, Jacob arrived at my door. He was dressed as promised in his bib shorts, no shirt, and colorful red and blue Converse hightops. He looked super sexy with his furry chest showing beneath his straps and muscular thighs popping from his shorts. I brought him inside and immediately placed the blindfold over his head.
"What's this?" he asked.
"Just go with it," I responded, "now come with me."
I took him by the wrist and led him to the kitchen, where I had poured out two shots of good, authentic tequila. I handed him a shot, and we both drank. Then I led Jacob to the bedroom.
In the bedroom, I pulled Jacob close, running my hands down around his firm butt cheeks, grabbing them firmly and squeezing, while we kissed passionately. I could tell Jacob was turned on. I then began undoing the straps of his bib shorts, letting them fall to his sides. I caressed his furry pecs, rubbed my face through the fur across his chest, while pinching his nipples. I sucked on each nipple, biting lightly, just hard enough to make him wince, then kissed my way down his abdomen following his treasure trail. I pulled his shorts down to the floor.
I sat back on the bed and admired Jacob's heavy uncut cock and huge nuts. There he was, looking pretty helpless, blindfolded, almost completely naked, waiting on my next move. I stood up and turned Jacob's back toward the bed, then sat him down. I pushed him back onto the bed, then proceeded to remove his Converses, but leaving his socks on, then pulled his shorts completely off.
I immediately started kissing Jacob from head to toe, putting great emphasis on his nipples again, and kissing along his stomach down to his cock. I played with his cock, pulling back his foreskin, then bunching it together again. I sucked on his foreskin gathered over his cock head, running my tongue all around it and into it, then swallowed his cock. I sucked Jacob while holding his nuts just above his perineum and lightly squeezing them between my thumb and forefinger of my right hand.
"Turn around, on your knees, ass up at the edge of the bed," I ordered.
I had to help Jacob adjust and find the right position. It seems the blindfold causes more disorientation than I had imagined. In any case, I had Jacob positioned just right to receive the swats of my belt. I removed my t-shirt and shorts. I was dripping precum already with the anticipation of what was to come.
I stood back to admire Jacob's muscled ass. My favorite view of a man's physique is seeing him in a pose ass up with his nuts and cock hanging below. I took one of the neck ties and wrapped it around Jacob's heavy full nuts, then knotted it, making it function as a cock ring. I could take the longer end of the tie and pull it, manipulating his cock and nut sack, pulling his package back as well as left and right. I tugged on the tie, pulling his cock firmly backward, then knelt down, taking his cock in my mouth. I sucked him for a few minutes, licking up the length of his shaft over his nut sack, following his perineum up to his hole. I rimmed his hole, probing it with my tongue, then followed with kisses and small bites over his butt cheeks. Jacob moaned in near deliruium.
"Are you ready for a spanking?" I asked.
"Yes, daddy, I'm ready. Spank me, daddy," Jacob whined.
I picked up the riding crop and tapped Jacob lightly across his ass cheeks, a few light taps on each cheek, then a couple of taps over his legs. I followed the taps with a couple of harder swats. The riding crop is quite flexible, which made it easy to bend it back then let it snap back, landing on Jacob's ass with a nice "smack."