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Disclaimer: This is a fictional story set in a fictional location. It's an on-going story of two young men, a farmer's boy and a bully, as their relationship develops.
Kole had lost the coin flip. At least, he had a chance with the coin flip unlike if they'd wrestled to see who was in charge.
Kole was now naked except for a pair of black Lucchese pointed tow cowboy boots that belonged to Jake. And Jake was approaching with the same bag he'd had earlier at the cabin, which made Kole's dick jump to attention. Jake grabbed a piece of rope and soon Kole's hands were tied in front of him. Obviously, Jake had been practicing because the tie was secure but wasn't cutting off circulation in Jake's hands. Jake took some rope and formed an upper body harness. It had the desired effect of highlighting Kole's well defined pecs and making his nipples stand out. Next Jake fashioned a lower body harness that had a nice V that accented Kole's crotch before the rope went up Kole's ass to be tied off behind. For now, Kole's boots were not bound.
Jake pulled up a chair and commanded Kole to lay across his lap, ass up. Kole complied not knowing what was to come. Jake reached into the bag and pulled out a paddle. "I heard you never properly celebrated your birthday. Time for 21 whacks!" Jake started the birthday whacks gently. But they got harder with each one. As some of the later whacks were delivered, Jake enjoyed the moans and groans of his captive as well as watching the booted feet dance on the ground as Kole's body winced with the harder paddling. Kole ended with a somewhat red ass that was starting to burn a little. Kole imaged the paddling could have been much worse. As far as Kole's dick was concerned, it appeared to have greatly enjoyed the spanking.
Jake told Kole to go sit on the couch. "I've ordered a pizza and it will be here soon. You'll have to sit on the couch with this blanket over you. Be careful it doesn't fall off. The pizza delivery person might freak out a bit.". Kole tried to move no more than was necessary. The couch was a little rough on his slightly sore bottom and the rope harness was rubbing both his chest and his ass crack. The pizza was delivered without incident and Kole was allowed to move to the table. Eating with his hands bound wasn't easy, but he accomplished it. Jake had thoughtfully provided a glass of bourbon and a glass of water, each with a straw.
After dinner, Kole was sent upstairs to the bedroom. Jake followed with the bag. Kole was instructed to lay on the center of the bed face up. Soon Kole's booted feet were spread and attached to opposite corners of the bed. Jake then untied Kole's hands before repeating the spread-eagle treatment there.
Kole was now bound securely to the bed. His dick was at full attention. Jake ran his fingers up Kole's stomach then to the side, making sure to stop at Kole's wet armpits. "My little captive is sweating a bit, isn't he? The punishment hasn't even really started." Kole saw Jake pull out a pair of clothes pins, a red ball with straps attached, and a bandana. The last thing Kole saw was the bandana coming for his eyes. Jake lifted Kole's head and secured the bandana blindfold He then felt Jack force his mouth open and Jake said "We're gonna try a ball gag this time." The ball was forced into Kole's mouth open and Jake secured the gag in place.
Kole then felt Jake playing with his dick and balls. But there was something else going on. He felt a tugging and realized Jake was wrapping the base of his balls with rope. Soon that rope was pulling Kole's balls away from his body. "Don't move too much or they may rip off!" Jake tormented.
The next thing Kole felt was something biting down on his left nipple. "Damn that was a clothes pin!" he thought "And it hurts like hell!" Then the right one. He screamed into the ball gag and winced -- which only made the rope down below pull his balls tighter.
As he lay there helplessly bound, Kole felt Jake alternate between playing with the clothes pins attached to his nipples, his bound cock and balls, and his booted feet.
Jake was doing something Kole would later find out was called "edging". Jake would stroke Kole's cock, but then stop just as Kole was ready to cum. Kole so wanted to take own hand and finish the job, but he was tied up and couldn't. Each time Jake took him to the edge and stopped, the sensation was stronger. Kole wasn't sure how many times they repeated the cycle. It seemed like a thousand times.
Finally Jake proclaimed "Here it comes!" and continued stroking instead of pulling away. Just as Kole felt the cum straining to burst harder than it ever had before, Jake pulled off one of the clothes pins. Kole screamed into the gag. Cum started flowing and Jake removed the second clothes pin. Jake recognized a few mumbled curse words from Kole's gagged mouth as the pleasure of finally coming mixed with the pain of the removal of the clothes pins on his nipples. Kole couldn't believe the pain of removal was worse than the pain of applying or wearing the clothes pins. Jake removed the blindfold and the gag. Kole couldn't believe how much he'd drooled around the gag. His first words were "Fuck, yeah!" then "Wait until my turn!". But Kole was in no position to exact any revenge.
Slowly Jake removed the rope binding Kole's balls. Jake was amazed by the load Kole had shot! It was everywhere. Kole was lifting his head to see the cum everywhere as well. Jake straddled Kole's pelvis, pulled out his hard dick, and began stroking it. Kole could only watch since he was still bound. Every now and then Jake tormented Kole by touching Kole's still tender nipples. Kole cursed him and that only seemed to make Jake stroke faster. Kole was soon drenched in Jake's cum too.
Jake got off the bed and untied his captives booted feet. But Kole's freedom was fleeting as his booted feet were then bound together. Jack then untied Kole's hands from the bed and retied then in front. Slowly, Jake helped the bound Kole stand up. Jake removed the rope harnesses from Kole's chest and crotch. Kole full expected he'd be untied, but he was left with his hands bound in front of him and his boots tied together.
Jake pushed Kole back up on the bed and laid him on his side. Jake undressed, put his boots back on, and the Jake climbed up beside Kole and the two guys, one only wearing boots and the other wearing boots and rope were soon spooning. Kole soon realized that Jake had fallen asleep. "Damn that fucker! Does he think he's gonna leave me tied up all night?" Kole thought. He struggled to find the ends of the rope binding his wrists hoping he could work himself free And that damned Jake already had a boner again and it was rubbing up Kole's ass crack.
Kole eventually quit struggling and fell asleep for a short time. Waking up still bound was quite a shock. For someone who had never been tied up before meeting Jake, it was odd feeling but enjoyable at the same time to wake up and realize he was still bound. The jolt must have awakened Jake who reached around and grabbed Kole's cock which was already hard. Jake also felt the long dried cum that was all over Kole. This excited Jake.
Jake was soon exploring Kole's ass, first with a lubricated finger then with his cock. Jake pushed into Kole, rather quickly this time. Jake wrapped one of his booted legs around Kole's booted and bound legs and then Jake started pumping. Tonight Jake was not as gentile as the first time he fucked Kole's ass. Kole still felt like his ass was splitting and he'd never walk again. But the pain was replaced by pleasure much quicker this time. And besides, what could Kole do? He was Jake's tied up captive and there was no escape. Kole's dick was rock hard, so obviously he was enjoying this.
Jake pulled out and rolled Kole onto his back. Jake added another load of cum to Kole's chest. Jake then started stroking Kole's cock and yet more cum was on Kole's chest. Jake then removed the ropes holding his captive. Kole had been tied up in various positions for over eight hours. He would owe Jake such a session in the future. Still covered in cum, Kole snuggled against Jake, with his sticky chest against Jake's back and the two booted boys were soon sound asleep.