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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 started work that morning with his head swimming. He was roaming the isles with a hand-held computer picking items off the shelf to assemble orders only because they were shorthanded. He would be glad to be back out delivering instead of assembling the orders, but mornings were slow for delivery and busy for order gathering. As he walked the aisles, his stretched and ripped underwear was a constant reminder of Jake and the wedgie. His cock and balls just wouldn't stay in place now. Then Kole would have to discreetly try to shift his package which in turn made him start to get hard. He wondered if there was a store apron in the back room he could borrow to hide the bulge.
As the morning progressed, Kole tried to force his whole concentration on his job. Gathering orders soon turned to delivering orders curbside. At least the weather was dry, though it was getting warm and humid as the day went on.
Then right around noon, Kole's plan to not think about the previous night was shattered. His phone pinged and the text read "You said you don't work this weekend. Let's go pack some clothes after work and we'll go up to my family's mountain cabin this weekend - Jake." Without thinking, Kole typed "I suppose I need to pack extra underwear?" Jake texted back "Sorry, I really shouldn't have done that. Please let me make it up to you. I'll pick you up after work." Kole didn't remember giving Jake his phone number but after two beers and a shot, Kole might have done that. But he found the whole idea intriguing and felt his dick growing again.
The afternoon dragged, Kole shuffled order after order to the curbside area. Seems like everyone must be cooking this weekend. And it got hot. Kole was again soaked, only today it was perspiration instead of rain. Just as quitting time was nearing, he heard the buzz of another text as he shut Mrs. Graham's trunk after placing her groceries inside. The text simply said "Hey stud -- look in the white Jeep Wrangler right behind you." He turned to see Jake waving at him.
Kole tired to be calm as he walked into the store, clocked out, and headed for the parking lot. He wasn't sure if he pulled it off or not.
He jumped up in the passenger seat of the Wrangler. Jake explained it was a customer loaner and he can sometimes use it. Plus, he explained it's better in the mountains than the Grand Cherokee and the open top allows fresh air for the trip. Kole gave directions to his apartment and tried not to stare at Jake, who looked even better now that he was in jeans, a t-shirt, a ball cap and the Lucchese boots he had lent Kole last night, rather than in khakis and a polo shirt.
For his part, Jake tried to follow the directions and not stare at the hot former farm boy beside him. He had hoped he hadn't blown it over the wedgie incident -- but here was Kole beside him so it looked like all was good. Kole texted his manager and3 said his old truck would be in the lot over the weekend. Why hadn't he had Jake follow him and leave the truck at his apartment? "Guess I wasn't thinking clearly" Kole thought as his dick and balls shifted around again in his stretched underwear. And his dick started growing again.
At Kole's apartment, he asked Jake what he needed for the weekend. Jake said "some nice jeans, casual shirts, your everyday boots most of the weekend. For one night you'll need a nice shirt, a really nice jeans or khakis, and a fancier pair of boots if you have them." Kole said "You'd better come inside and help me pack."
Kole's apartment was small, but well kept. Jake followed him into the bedroom as Kole grabbed an old gym bag out of the closet. Kole grabbed some underwear (Jake noticed it was all white Fruit of the Loom briefs) and socks and put them in the bag. He added a couple pair of blue jeans and a nice pair of black jeans. Based on Jake's recommendation Kole selected a couple t-shirts, a sleeveless shirt and a long-sleeved shirt in case it was cool in the morning. He called Jake over to the closet. "Pick a shirt that you think will work when you said nicer shirt." Jake grabbed a shirt from the closet. Then Jake saw Kole's other pair of boots and grabbed them-- a pair of black Justin traditional pointed toe cowboy boots Kole hadn't worn much since the horses were gone from the farm. Kole removed his store shirt and put on his ball cap. "This all should do. Let's hit the road." Jake said.
Curiously Kole wondered what Jake had packed from his closet but wondered silently. They stopped for some snacks and some soft drinks then hit the road. Kole though "Dammit, I wish I'd changed my underwear at the apartment" as his stretched undies failed to hold his junk in place and his dick wiggled around and grew as they headed up the highway. Kole tried to be discrete when he shifted his dick and balls around, but was sure Jake was watching. As they enjoyed the open-air ride, they talked. They talked about people they knew - though there weren't that many mutual friends. By far, the largest category was people Kole went to school with whose families shopped at Jake's family's dealership.
Jake remembered being at the dealership back as a kid around the time Kole's Dad bought his last farm truck 15 years ago -- a Dodge Ram 1500 with a Hemi and 4 wheel drive. It had lasted well as evidenced by it still being Kole's daily transportation. Jake claimed to remember the family coming in five years back to purchase a new Chrysler 300 for Kole's Mom. Jake shocked Kole by telling him he recalled Kole looking at the Dodge Challenger out front while the negotiations were underway for the Chrysler. What Jake didn't mention was how Kole's boots echoed as he walked across the tiled showroom floor to go see the Challenger outside - and that's why Jake remembered Kole.
Oddly neither of the two realized there were almost no girls mentioned in their conversations.
As they reached their destination, the mountain air felt much cooler than when they'd left town. Jake parked the Jeep under the carport, and they carried in their baggage and food. Much of the food was the food Kole had put in Jake's car just over 24 hours earlier.
They rewarded themselves by going out on the deck with a couple glasses of bourbon and a glass of water for Kole. They had quite a view and a lot of privacy. Soon the bourbon was gone and Kole was feeling that warm buzz again. Despite his protests, Jake went for a refill. What Kole didn't know was Jake was inside taking an extra shot of the bourdon for courage. He handed Kole the refilled glass and again apologized for starting Kole's day with a giant wedgie. Jake admitted he was a jerk in school and sometimes still thought that way. For whatever reason, Kole blurted out "My stretched underwear was hell all day at work. My balls and my dick flopped everywhere! How sorry are you really?" Jake, sensing an opening, said "Show me how badly I stretched them." Kole stood up and dropped his jeans revealing underwear that sagged down far away from his crotch and was ripped on one side making the entire crotch lopsided. Jake couldn't help but laugh a little. So did Kole. Jake stood up, walked over to Kole and, before Kole knew what was happening, Jake grabbed Kole's underwear again. Only this time, he pulled it down. Before Kole could react, his dick did. It sprang to life, poking out now without any underwear to hold it back.
Jake quickly dropped to his knees and grabbed Kole's dick with his mouth. Kole's head was swimming. His entire sex life had been jerking off. He hadn't had time for girls -- that was the excuse he told himself. But here he was with a great looking man sucking his cock and he was loving every moment of it. He involuntarily started moaning. Jake stopped for a second and said "Don't worry. No one can see or hear anything up here." Then Jake continued sucking Kole's now throbbing cock. Kole noticed that while Jake continued to suck his cock, Jake's hands alternated between playing with Kole's balls and Kole's boots. All too quickly, it was over as Jake pulled his head back just in time to get Kole's load in his face. Jake wiped away some of the cum and said "Does that make us even now?" As Kole pulled his pants back up, he said "Almost. I want to see you jack off!" Jake dropped his pants and fancy underwear to his ankles, pulled his shirt off, and laid down on the deck with his face at Kole's boots and began stroking his already hard dick. Once again, Kole was in for a surprise as Jake continued fondling Kole's boots while beating off. Soon Jake too had shot a load all over himself. Jake pulled his pants back up and sat back down. He had cum all over his stomach which soon stuck to his shirt as he pulled it back on. Kole looked at his new friend who had Kole's dried cum on his face and more cum showing through his t-shirt and a laugh came out. Kole quickly apologized and said it was rude, but he was thinking of the cum shot as revenge for all the wedgied farm boys from Jake's past.
The guys were tired from the long day and they finished their drinks. They were ready to shower and head to bed. Kole showered first and was soon naked under the covers laying on his side facing the far wall. Until the prior night, he'd never considered sleeping naked! Jake was soon out of the shower. He climbed into bed and shut off the lights. Kole soon felt Jake spooning him -- he wanted to say something but it felt good touching another human. Kole was sure Jake was a great guy under the bully persona. And soon they were fast asleep.