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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 returned to the barn and saw that Jake had indeed shot another load. Kole reached down and untied Jake's booted feet. The Kole helped Jake stand back up. Jake asked, "Are you going to let me go, Sir?". Kole replied, "No, not yet."
Kole looked at Jake's ass, dripping both lube and cum, and pulled up Jake's underwear and jeans. Kole knew Jake was probably expecting a wedgie then, but Kole wasn't doing that now. "I know your hands are still tied, but fasten your pants and belt." Kole commanded and Jake complied.
Kole led Jake into the house and sat him down at the table. "I'm going to feed you dinner, then put you down for the night. You are my captive, and you will do exactly as I say." With that, Kole produced two bandanas, using one to gag Jake and blindfolding him with the other. Jake's hands remained tied in front of him and Kole bound each of Jake's booted legs to the chair.
Jake sat there silently, though he did not have much choice, as he heard Kole working in the kitchen, walking around, leaving the room, coming back, - lots of activity as Kole tried to guess what all was going on. And as Kole sat he was reminded what a lube and cum soaked mess his ass was, as both seeped out of his hole. The lube stayed slippery, but he could feel the cum drying.
Jake heard Kole's boots walking toward him again. Then Kole removed the gag and blindfold. Jake saw that Kole had apparently prepared a nice meal. "It's a shame you'll be eating with your hands tied and your boots roped to the chair, but I think you'll enjoy the food." Kole said.
And Jake was impressed. A freshly grilled steak, a baked potato, vegetables, and a nice glass of red wine. "I can't have people saying I don't treat my captive well. Dig in!" Kole said.
Jake struggled a bit. Ordinary things like putting sour cream on his baked potato or cutting his steak were much harder with his hands tied. But he managed. And Kole has selected a great wine. Kole quickly refilled both glasses and was soon opening a second bottle of wine. Jake briefly considered trying to cut himself loose with the steak knife, but Kole was keeping a very close eye on him probably for that exact reason. When it looked like Jake was finished eating, Kole quickly swept in and removed the steak knife. Kole then removed the remainder of the dishes. "Dessert will be served shortly. But I have planned some pre-dessert entertainment." Kole said. With that he commanded Jake to stand. Kole then pushed Jake onto the table, so that Jake's feet were still bound to the chair, but his chest was now on the table, with Jake's bound hands on the table under his chest. Jake's ass was now fully vulnerable. Kole returned with a paddle and gave Jake several stout hits across the ass, making sure he got each ass cheek the same number of times with the paddle. And boy, did it sting. The lube-soaked underwear and jeans offered no protection from the sting of the paddle and may well have made it worse. By the time Kole stopped, both he and Jake were certain Jake's ass was quite red. Kole then put the paddle down, reached down and grabbed the waistband of Jake's underwear and pulled. Since Jake's ass was well lubed, the wedgied underwear slid right up his crack and crushed his balls. "Now sit back down!" Kole commanded. Jake managed to get himself sat back down in the chair, which wasn't that easy with his hands still bound.
Kole served dessert and Jake silently ate his with his underwear wedgied up his ass. When dessert was done, Kole then took the two bandanas and again gagged and blindfolded Jake. Kole then cleaned up the kitchen while enjoying seeing his bound captive suffering in silence. It made Kole hard, and he was sure he wasn't done with Jake's ass yet for the day.
When Kole was done cleaning up, he untied Kole's feet from the chair. He removed Kole's blindfold and then helped him up from the chair. Kole then grabbed Jake's underwear waist band pulling it up even more and said "Walk to the bathroom.". Jake complied and walked as Kole kept a grip on his black Jockey briefs to keep the wedgie in place as they walked. Kole's dick was rock hard. He reached around with his free hand and found out Jake was hard too. When they arrived in the bathroom, Kole told Jake to piss. "This is your only chance to piss. I know it's not easy with your hands bound and a hard dick, but get it done!" Kole instructed. It took some time, but Jake managed to piss. Once Jake had his pants buck up, Kole grabbed Jake's underwear again and tugged. "Walk to the living room.".
When they arrived, Kole instructed Jake to lie down on the blanket on the floor. As soon a Jake was down, Kole replaced the bandana blindfold and roped Jake's brown Ariat boots together. Kole then buckled Jake's belt pants and pulled Jakes' jeans down and rolled him on his side. Then Kole pulled the lube-soaked underwear out of Jake's ass. Kole then dropped his jeans and underwear. Next he lubed his cock and Jake's asshole (even though it may not have needed any more lube)
And with that, Kole was again pounding away on Kole's ass. If Kole had fucked Jake hard before, then this time was harder still. Kole channeled all the humiliation and anger over the public wedgies earlier in the day into an ass pounding. And Jake was taking it like a man, though he was tied and gagged so he could do little more than moan and grunt as his ass was fucked. This time, Kole was able to hold out and delivered the longest ass fuck he ever had to Jake. When Kole finally came in Jake's ass, it felt like gallons had been released. With that, Kole pulled Jake's underwear back up over the fresh layer of lube and Kole stroked Jake's cock though the underwear. It wasn't long until Jake had shot his load inside his Jockeys. With that, Jake was a real mess, coats of lube and Kole's cum filled the back of Jake's underwear, and Jake's own cum filled the front. Kole went and cleaned himself up and used the restroom. When he returned, Jake was still laying bound, gagged, and blindfolded on his side. Jake's underwear were up, but his pants were still down. Jake laid down beside Kole and removed the gag and blindfold. Jake put a pillow under Kole's head and said "My nasty boy is sleeping here tonight. You're way to messy for the bed." Kole then laid down beside Jake and couldn't resist yet another tug on Kole's lube and cum soaked underwear. "You're sleeping with a wedgie tonight. Get used to it." The wine did its job and soon both booted studs were sound asleep.