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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.
The next morning the guys got ready to head back to the country, As Kole got dressed, he realized the mistake of only bringing one pair of boots. "Oh well, another day in wet boots" he thought. Jake was quite unhappy, but Kole told him to deal with it as it was his fault.
They did stop at a western store and buy Jake a cowboy hat since he now lived in the country and would be riding a horse quite often. Jake wanted to buy new boots and dry socks, but Kole said "No, you'll be home soon enough and will change into your working boots then."
They spent most of the day on chores around the barn and were soon dirty and sweaty. But they would be ready to get the horses Sunday! Jake's working boots weren't so new looking anymore. While not as battle weary as Kole's, Jake's were getting scuffed and dirty.
Jake was looking around the barn with a mischievous eye. He snuck out of the barn and returned with his bag of toys. Jake commanded Kole to stand with his back against one of the vertical support posts in the center of the barn. Kole complied and said "Yes Sir." Jake liked that -- it aroused him.
Jake quickly cuffed Kole's hands behind the beam. He then bound Kole's booted feet to the post. Jake then freed Kole's hands and commanded Kole to take off his shirt. "Yes Sir!" The top post had braces that jutted out at an angle. Jake then tied Kole's right hand to the brace, and then his left. This left Kole's arms spread eagle. Jake relished in the sweat rolling of his captive. Jake moved in for a whiff of Kole's sweaty underarms. Kole smelled intoxicating to Jake, which made Jake even harder. It was warm in the barn and Kole was excited from being the bully's victim again. Jake sat down and pulled a pair of clean socks from his bag. Jake exchanged these socks for the sweaty ones he was wearing and put his boots back on. Jake rolled up one sock and shoved it in Kole's willing mouth. The other sock was wrapped around Kole's head holding the gag in and covering Kole's nose, so every breath smelled like Jake's boots. "Sorry, my boots still smell new, and the socks aren't rank like yours. I'm working on that."
Jake wrapped a rope around Kole's chest, just below the nipples to secure Kole's body to the post.
Jake grabbed the clothes pins. This time Kole saw them coming and knew what to expect, even though he couldn't do anything to resist them. Again, the pain was intense as they were put on, but Kole remember how much they hurt coming off.
Jake undid Kole's pants and slid the jeans and Kole's underwear down. Jake noticed Kole's underwear was already sweat soaked. Jake knelt down and got a whiff of Kole's scent there. Then Jake took Kole's dick in his mouth and worked it for a little while.
Jake stopped and stood up. He then grabbed another piece of rope and looped it around the base of Kole's balls. Jake took the other end of the rope and tied it off to another post. Now Kole's balls were just slightly outstretched. Kole wasn't that uncomfortable -- yet.
Jake left Kole and ran back to the house. When Jake returned, he was carrying a pair of his black cowboy boots. Jake took a string and threaded it through the pull strap of one boot and then hung the boot from the rope attached to Kole's nuts. Kole felt the pressure as he watched the evil grin on Jake's face. And Kole knew what was coming as he watched Jake repeat with the second boot. By now, Kole was sure his balls were going to just rip off.
Kole figured as long as he remained still, the rope pulling at his privates would be less painful. Jake had other plans as he moved in and started tickling Kole's abdomen and underarms. Kole bucked, the rope tugged and jerked on his balls, and the clothes pins bounced on his nipples. Jake heard all kinds of groaning and muffled cursing.
Jake removed the boots and most of the pressure was now of Kole's balls cock. Jake left and returned with a board that had a few nails in it. Jake pulled up Kole's underwear and jeans, untied Kole's booted feet, then placed the board behind Kole's boots. Now Jake spread Kole's feet and roped each booted foot to the board so now Kole's boots were spread. Jake then released Kole's hands from the beam above, removed the rope securing Kole's chest to the post, and helped Kole move away from the post. Jake then tied Kole's hands behind his back.
Jake reached into the bag again and pulled out a bottle of lube and an oddly shaped red thing. Kole quickly realized where the red thing was going to end as his pants and underwear were pulled back down and he saw Jake lubing the red object up and then felt Jake lubing Kole's ass. Kole was soon intimately familiar with a butt plug. The feeling was very strange. It pushed in like a penis, but once it was in, there was no way Kole could push it out. It remained in place, violating him. Next Jake removed the clothes pins from Kole's nipples. Kole knew they would hurt coming off and screamed into the sock gag.
Jake helped Kole a little further away from the post, but Kole still couldn't move without assistance. Once Jake had repositioned Kole, Jake grabbed a piece of rope. He pulled up Kole's underwear (white Fruit of the Look briefs, of course) and looed the rope through the leg holes in the back. Now that Jake knew what a come-along was for, he hooked one up above Kole and lowered the hook. Kole knew what was going to happen but also knew he couldn't get away. Jake connected the rope from Kole's underwear to the hook on the come along. A few cranks of the come-along and Kole was feeling his underwear slid up his crack. However, for the first time, this wedgie was also pushing a butt plug into Kole. It was an entirely new experience. The pressure on his nuts from the underwear, the pulling of the fabric up his crack, but with the push on the butt plug (which felt huge) was new. Jake cranked a little more and the briefs rose a bit higher. Another crank and Kole's boot heels were no longer firmly on the ground.
Jake stepped back and admired his work. Kole's body was tense. If he stood on this tip toes, he could relieve some of the force of the hanging wedgie. But his feet would begin to hurt, and he had to relax them. When he did, his boot heels still didn't touch the ground and the full weight was on his wedgie and that butt plug seemed to violate even more of his inside.
After letting his victim hang for some time, Jake simply couldn't control himself. As he watched his bound booted victim hanging by his underwear, Jake masturbated and shot a huge load. Some of it landed on his boots.
Jake then took the pressure off the come-along and Kole's boot heels returned to the floor. Jake unhooked the come-along from the rope through Kole's underwear's leg holes. But Kole's hands were bound behind him and he couldn't reach to pull his underwear out of his ass crack. Jake untied Kole's boots from the spreader board, but then quickly tied Kole's boots together. Jake then took the rope from Kole's underwear and tied if off to the rope securing Kole's wrists. There was no way the country boy was getting out of this wedgie!
Jake pulled over an old stool and sat down. He commanded Kole to lay across his lap for another spanking. Kole hopped over and complied. Last time Kole was spanked, he was basically bare assed, other than a rope harness. This time he was the victim of a wedgie and had a butt plug in his ass. Jake again had the paddle. The whacks continued and Kole felt like he was going to crush the butt plug as he clenched on it with each whack of the paddle. Jake watched as Kole's bound boots danced on the floor when he delivered a lick with the paddle. Jake was certainly hard again. For that matter so was Kole but he hadn't got to shoot a load yet.
Kole hadn't counted, but he knew he'd gotten more than the 21 birthday whacks last time. Jake commanded Kole to stand, but had to help him up just a bit. Soon Kole was standing upright, his boots still bound together and his hands still bound behind him. His pants were still down part way and his underwear was still up his crack. And he still had the butt plug in his ass and was gagged with Jake's socks.
Jake walked behind him and pulled Kole's underwear up even more. Jake announced, "I know you're still tied up, but I'm gonna hold this wedgie until you cum." With that, Jake reached around and pulled Kole`s rock hard cock the rest of the way out of his underwear. Jake slowly stroked Kole's cock with one hand, while his other hand was pulling on Kole's underwear. Oh, how Kole wanted him to stroke faster because the pressure to cum had been building for quite some time. Jake paced the strokes so his captive wouldn't come too fast. And just for fun, tugged Kole's underwear up a bit more. Despite Jake's deliberately slow stroking, the feeling of the butt plug, the wedgie, the ropes binding him -- all those sensations meant it wasn't long before Kole shot his load.
Jake let go of Kole's underwear then untied Kole's booted feet. He then untied Kole's wrists. "I'll let you take care of the rest yourself" Jake teased.
Kole removed the gag and gulped some fresh air. He then pulled his underwear out of his crack. But Kole was in for a surprise. When he went to pull out the butt plug, it didn't want to come out. Much like the clothes pins on the nipples, removal seemed worse than application. Jake enjoyed Kole's predicament saying "You've got to relax your ass to pull it out. If you keep clinching, it's gonna be in there forever." Finally, Kole managed to relax his ass enough to pull out the plug.
The guys cleaned up and put on nicer jeans, black cowboy boots, and polo shirts. Other than the color of his pants, it looked like Jake was ready for work. They were meeting Jake's grandma at her apartment for dinner. Life in the apartment was good for her. Less time cleaning. Fewer things to worry about. Friends close by. Very little driving. "How are my boys doing?" she asked. It was obvious she had "adopted" Kole. When she heard about the horses coming to the farm, she was very pleased. Kole relayed the back story on the horses. "It's like it was meant to be" she said and meant this about the horses and the handsome couple in front of her. "Before summer ends, you must have a cookout and invite me and your parents. Kole's family needs to be invited too. I'd love to meet them." she said. "Yes, ma'am" the boys replied simultaneously.
Kole squirmed a bit during dinner. Between the paddling, wedgie, and butt plug his ass and especially his ass crack was a bit tinder. After dinner ended, they returned home and were sitting around sipping bourbon. Kole was finally getting used to it and didn't have to follow every sip with a gulp of water. Then Jake asked "Who is fucking who tonight? Wanna wrestle?"