About 30 minutes passed, the group was scattered across the room and enjoying themselves. Andrew, John, and Aron watched a football match on TV. Timothy and Chris were playing pool, Ahmed played a little on the guitar. Nick was reading a book and Troy took a drink from the bar.
James was still bound, with all the toys and clamps attached to his body, and the rope still in between his teeth. Every minute the pressure got more and more, he was still standing on his toes and his jaw started to hurt, He couldn't move or rest his head, because the collar would pull his balls. He had no choice and nowhere to go. Jay had placed the lounge chair about 8 feet in front of James and was sitting in it.
Jay kept his eyes focussed on the bound young man, with a tender look while lazily jerking his cock. A small satisfied smile appeared on Jay his face when James lowered his head a little and hissed from the pain of his balls getting pulled, but not releasing the rope. Jay stirred a glass of fine red wine and sipped from it, exhaling softly, admiring James like he was a piece of art. James' and Jay's eyes met, James was frightened and aroused by the way the older man looked at him, pleasuring himself to the sight.
"Cigar?" Troy asked Jay, holding a cigar box in front of him.
"Hmm, yes please." Jay said as he took one.
"He is holding out quite long, isn't he?" Troy smirked, looking at James. "Shall I tickle him under his feet? maybe I get him to laugh!" Troy said, but Jay stopped him.
"No, why to end it so soon?" he asked, "Why not prolong his suffering as long as possible?" he smirked.
Troy looked at Jay for a second and smirked, "You really enjoy this don't you?" he asked while helping him light his cigar.
Jay smirked deviously, "I have to admit I am quite a sadist," he said, "I just never had a test subject to try my fantasies on." he said chuckling.
Jay pointed at James his bound feet, "See his feet shaking?" he asked, Troy nodded, " He is bound on a very smart way, all his weight rests on his toes, which requires lots of energy."
Jay's finger moved to James his neck and upper body, "He can't rest his head either, it is forced to stay in place, or else his balls will get pulled." he said calmly while nipping on his cigar. "Along with the tension he lays on his jaws by holding the rope in place, all of this just drains his energy," he said.
"Look closely" Jay went on, " You can see the sweat, dripping from his body, his eyes widen, his veins throbbing, his muscles tensing, his body shaking, his breath increasing," Jay smirked.
The more James listened to this, the more he started to pay attention to it as well, and the more his body started to hurt.
"Nice attention to detail," Troy said impressed and took a look at James. "You are right, this does look good." he smirked.
"It's beautiful, such pure emotion, so many little details, the raw struggle." Jay whispered.
"You know what the best part is? Nothing he will do, will work in his favor." Jay smirked. "If he releases the chain, it will rip the clamps from his body and it will be a scorching pain. If he holds on, he is just extending his suffering, and my joy." he said.
Troy and Jay both chuckled and looked at James for a while. Troy massaged Jay's shoulders while the boxer enjoyed the sight of the boy struggling more and more.
"Can I get you anything, you sick bastard?" Troy asked.
Jay smiled, "No thanks, I am good." he said and took a sip from his wine. Troy smirked, patted Jay's shoulder, and left to watch the football game. "Gotta take time to enjoy the best things in life." Jay whispered with a happy smile on his face.
About 45 minutes later, not very much had changed. James was still tied up and had the rope end of the chain in his mouth. All the guys were sitting at a table in front of him, playing a game of poker.
James his entire body was shaking from exhaustion and sweat was gushing off from him. He had to struggle to keep his neck straight, it tended to bend forward a lot. James could just end it by opening his mouth, but he was scared. The places were the clamps were placed had grown numb, so James feared an intense wave of pain when he opened his mouth. But it became harder by the second, James his lips were shaking and his jaw ached from the tension. James was sobbing softly while he felt the will to resist slip away.
The guys couldn't care less if it took all night to break James, they loved being in control like this. They sat at the table, enjoying their game and laughing while ignoring James his pathetic sobs. "Guys, pay attention, I think he is going to break." Troy smirked when he gave James a look. James his teeth and lips were shivering and shaking, the rope was slowly slipping from his grasp.
"You sure? looks like he is still holding on." Aron said, all eyes were now focused on James.
"No, look he is shaking heavily, he can't take it anymore." Jay chuckled. The guys looked at him like it was a television show, laughing and betting on how long he would last.
At that moment, James broke, his teeth separated just enough for the rope to slip out. With a loud noise, the weight fell on the ground, pulled the chains and all the clamps were ripped from James his body. "AAAAAAHHHHHH!!" James screamed, it was like his skin was getting torn apart. James threw his head back in pain and screamed again when the collar cord pulled on his balls.
The guys were laughing, cheering, and applauding while James panted and tried to ignore the burning pain on his flesh. "So worth it!" Timothy chuckled.
"Those clamps have left some marks!" John said, looking at the red bruises at James his body.
James was panting and tried not to move his head too much, but he was just exhausted. The pain on his body was getting less though. Everyone came closer to James, still smirking and chuckling. Chris removed the collar from James his neck, which brought out a loud, relieved moan. Ahmed took off the Iron maiden and the pipe clamp, while Nick removed the meat cleaver. James panted softly, he had to struggle to keep his eyes open. While Ahmed removed the vibrator from James his ass, James mumbled softly. Troy came closer to James, "Water, please water." James mumbled softly.
Andrew came closer with a glass of water in his hand, he placed the glass on James his lips and allowed him to drink. James thankfully gulped the cool liquid down when the guys untied his arms and legs, "Here, drink up Jamesy" Andrew spoke assuring. When the glass was empty and James his feet rested on the ground again, he could feel his mind getting sharper and energy flowing in. He was still a little wobbly due to the lack of movement, so two guys had to catch him.
Everyone was patting James his shoulders, rubbing through his hair, and complimented him.
"Great job man!"
"You endured quite long!"
"Your tougher then we thought Jamesy" it sounded left and right.
James giggled softly from the compliments. "Thanks guys," James said humbly, looking up at the taller, impressed men.