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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.
After the steak dinner, the guys returned to the cabin for bourbons on the deck. They'd had enough to feel pretty good, and Kole had to admit he was drunk, when the doorbell rang. Jake said "I'll go see what's going on." From the deck, Kole couldn't really hear much of the conversation, but soon Jake came back with a sheriff deputy.
The deputy explained "I'm here because someone at the clubhouse was afraid they'd served alcohol to someone under age." Jake explained "They checked our IDs before serving us." The deputy said the server thought Kole's ID looked suspicious and had called the sheriff's office.
Kole said "Let me get my license. You will see it's not fake." The sheriff asked where the license was. Kole explained that they had both taken their wallets out of their pants and left the wallets inside. "I'll go get the wallet" Jake offered. The deputy didn't like that idea because he was afraid one or both of the guys would run off. "Here's what we'll do. I know you, Mr. Foster. You're less of a flight risk. Your friend, I don't know." The deputy pointed at Kole and told him to place his hands on the railing and spread his legs. Kole complied and before he knew what was happening, he was searched and his hands cuffed behind his back. The deputy turned Kole around and pushed Kole's back to the deck railing. Then the deputy uncuffed one of Kole's wrists and looped the handcuff behind a pole on the deck railing before reattaching it to Kole. "Your friend isn't going to go anywhere, Mr. Foster. Let's go look at those IDs.".
Kole was panicking. What had been a great weekend was now ruined by thoughts of ending up in the county (what county were they even in?) jail. Kole knew his ID was valid. He was 21 -- had been for almost a month. But Kole knew he wasn't escaping from the handcuffs and was at the deputy's mercy.
He could hear the discussion inside but couldn't make out much of the conversation. He thought he heard "yes it does look valid" but then he swore he heard some footsteps and the front door close. Now what? Then he heard a car door close and a car drive away. Had the deputy arrested Jake and left Kole there?
Then Kole heard boots walking through the house and Jake appeared. Jake had a bit of a smirk and was carrying a bag with him. Kole blurted out "Did the deputy leave? Why am I still cuffed to the railing?" Jake answered "He decided to leave you in my custody while he's off to investigate another call." With that, Jake closed in and planted a firm kiss on Kole's lips. Kole tried to avoid it, but he couldn't really move much. Actually, the kiss was nice, but before he knew it, Jake's tongue forced its way into Kole's mouth. Kole felt his dick hardening even though his brain was screaming "stop".
Jake took a few steps back and said "It's not often a guy has such a hot cowboy handcuffed to his deck. I'd be a fool not to take advantage of the situation." With that, Jake pulled some rope from the bag and made It clear he was going to bind Kole's booted feet. Kole's first reaction was to kick, which Jake had planned for. Jake quickly grabbed Kole's balls through his jeans. "I won't squeeze if you don't kick.". Kole gave in and soon his boots were spread and bound to the deck railing. By now, Kole was pleading "What are you doing? Just let me go!" Jake leaned in for another long kiss and Kole's resistance again melted. Just as Jake pulled back from the kiss, he shoved something in Kole's mouth. It was a sock now gagging him. Before Kole could spit out that sock, another sock was wrapped around his head to hold that one in place. Kole swore he could smell leather and something else, maybe sweat, on the socks.
Jake said "These are my sweaty socks from when we went horseback riding. I hope you enjoy the smell and taste." Sure enough, Jake's socks did have an odor, one that Kole found strangely pleasant- mostly the leather of the boots and a little of Jake's scent. And dammit, his dick was now fully hard, stretching his jeans until it looked like they would burst! Between the feeling of being bound and gagged and the alcohol he'd drank, Kole's thoughts were racing.
Jake was now silent. He undid Kole's belt buckle, then the snaps on his 501 jeans. He slid the jeans down exposing Kole's white Fruit of the Looms. Jake then unbuttoned Kole's shirt and pushed it back exposing Kole's chest. Kole immediately thought, "Oh no, not another wedgie!". But that wasn't in Jake's plan for tonight. He slid the underwear down too, exposing Kole's fully erect cock. Jake reached into the bag and grabbed a bottle. Kole didn't know what it was but soon discovered it was a lubricant and Jake stroked Kole's cock briefly. Then into the bag again and Jake pulled out a condom. With little fanfare, the condom was put on Kole's penis. Kole watched as Jake now dropped his pants and underwear. Jake slathered lube on the condom and rubbed some on his own ass. Then, Jake grabbed Kole's erection and firmly guided it toward his ass. Before Kole knew it, his dick was against, and then inside Jake's ass! "What the fuck is going on!" Kole thought. He'd never done anything like this before, never contemplated having his dick in another guy's ass! And so many sensations - the excitement of being tied up, the scent of another man's boot socks, the feeling of Jake's ass as it swallowed Kole's cock.
Slowly at first, Jake pushed back and forth on Kole's erection. Then the action became much faster and harder. Kole felt like with each push his dick went deeper into Jake's ass. And Jake's ass sure seemed to clamp down on his cock with each backward thrust. The feeling was awesome! Without realizing it, Kole was soon moaning in pleasure through the gag and fully experiencing the leather and foot smell and taste of the sock gag and the sounds their boots made (mostly Jake's because Kole's were bound) on the deck. And Jake was making similar noises, minus the gag. And then, Kole's entire body convulsed as he shot his load into the condom. It was nothing like when he's jerked off alone or earlier with Jake. This was a full body experience he felt from his booted feet to his head! Jake pulled off of Kole's dick and turned around. Jake then stroked himself to completion, shooting his cum all over Kole's midsection. Jake then pulled his pants back up.
Jake reached up and undid the gag, then quickly leaned in for another long kiss. Once the kiss was over, Kole gruffly said "It's time to let me loose. When is the deputy coming back with the damned key?" Jake pulled up his pants and reached down and untiled Kole's booted feet. Then he said "this whole think was a setup. Mike really is a deputy. But he wasn't here to investigate any false ID. It was my plan to get you in a position where I could get your cock in my ass. I figured if I'd ask, you'd say no." "Damn right, I'd say no!" blared Kole. "Now let me loose!" Jake reached into the bag and pulled out the key for the handcuffs. As he walked back over to let Kole loose, Kole planted a boot right into Jake's crotch, sending Jake to the ground in pain. Though it delayed his release, Kole enjoyed the thought of the booted man below him withering in pain.
Jake slowly stumbled to his feet. He fumbled with the key and said "I guess I deserved that.". Kole was now free, and said "Take me home now". Jake said "I'll take you home, but first let's talk a bit. I know I shouldn't have done that, but I sure noticed how much you got into it once it was happening." Kole blushed and was at a loss for words because, damn it, he really did enjoy it. Jake sat down in a patio chair and picked up his bourbon and took a big swig. Kole sat but was reluctant to drink the bourbon now. He instead chose the glass of water that was now provided him with every glass of bourbon.
Jake started his story. He was somewhat of a golden boy in school. Good in most sports, his parents had money, everyone told him he was handsome. Girls chased him. He dated a few, but never the same one for long. He eventually realized he had no real interest in girls. Instead, he found the farm boys, the ones he so looked down on, were what really interested him. Their dirty working-man boots that so contrasted to his always clean and polished boots fascinated him. Of course, he knew he'd never make a move on one. So his contact was limited to friendly banter and the frequent wedgie when the occasion presented. Jake's "cool" friends laughed at the wedgies. Jake went home and had many masturbation fantasies after he wedgied some boot wearing farm boy that day.
Then Jake graduated and went to a community college for his business degree. He commuted to classes every day. His shiny cowboy boots weren't so cool there and the farm boys were either working or went to a different school. Mostly he was ignored, not one of the cool kids but not one of the geeks either. He even worked up the nerve to attend a gay group meeting, but never went back. When he wasn't in class, he was at the dealership watching the farmers buy new pickup trucks and the occasional booted stud come in to buy a Wrangler, or on very rare occasions a Challenger. Though he was doing bookkeeping work, his office had glass walls to the showroom so he got a view of those customers.
After two years, he had his associate degree and was working full time in the business office so his Dad could sell cars. Being full time, he could easily get his work down and have time to admire scenery in the showroom.
Jake soon was able to buy a townhouse and loved the freedom. He dreamed of maybe someday inviting one of those farm boys over and romancing him. Until he saw poor soaking wet Kole brining groceries out to his Jeep, it was just a dream. Jake watched Kole's boots splashing across the parking lot and immediately felt bad. Here he was making some poor guy come out to do his dirty work. Jake quickly jumped out with his umbrella in an attempt to help improve the situation. Jake held the umbrella and noticed this guy was darned handsome under that plastic poncho, but with a sad look on his face. When Jake didn't see any kind of ring on Kole's finger, he summoned up his courage and made conversation, which eventually led to Jake inviting Kole over after work. Jake was flattered when Kole said yes and that he was leaving work now. Jake's mind raced on the way home. He'd had a few anonymous gay encounters after attending some gay bars, but this was entirely something different. First, Kole was Jake's fantasy type. And second, Jake wasn't looking for a casual hookup. He had hopes for much more.
Jake decided to really come clean. "While you were in the shower, I started your laundry. But before I did, I made sure I got a good whiff of your damp underwear and soaked socks. Wow, what a rush!". Jake confessed he wanted to do more that night -- like imagining two naked (except for boots) men going at it like wild animals in heat. But he decided to take it slowly hoping Kole might be more than a one-night stand. And Jake confessed he had felt Kole's erection pushing into him that night. Jake admitted he'd probably rushed things with the events tonight, but he told Kole he was too sexy and couldn't wait any longer. Jake again apologized for the wedgie the next morning, but the band of underwear peeking out of Kole's jeans just brought back Jake's high school masturbation fantasies. Jake admitted he jerked off twice during the day in the restroom at work reliving the memory.
"Your turn" Jake prompted.
Kole started his story about his love for farming. His plans to get a degree in agri-business and have a profitable farm. And how that all ended with the sale of the farm after his Dad died and his reluctance to live in the city with his Mom. Which led to the small one bedroom apartment and the job for the curbside section of the grocery store.
Then Jake asked "What about dating? Any girlfriends?"
Kole responded he really didn't have time to date much in high school with the farm. He didn't socialize much in college, but had attended a few parties. Yes, he'd had a beer occasionally at one of the parties. "But no, I was never detained for underage drinking!" Kole smiled. Jake chuckled.
Kole said he was sure one day, after college, he'd find a girl, marry, and settle to raise a family on the farm. Kole had hoped for a larger family. Farming wasn't a job for an only child. Kole said he only learned after his father had died that an earlier brush with cancer had left him unable to have more children. When a young Kole asked why he didn't have a brother to help on the farm, his Dad only responded, "We're too busy to stop and have more kids."
"What made you decide to take up my offer?" Jake prodded.
Kole responded "I'd withdrawn to myself mostly since my Dad died and I left college. I didn't have any close friends at work. I guess I was lonely." Then Kole slipped in "I did think you were pretty handsome though the black polo and khakis weren't my style." Kole thought a bit and said "I never even admitted that to myself until just now -- I found you attractive."
Jake asked "Do you still want me to take you home?" Kole replied "I'll make you a deal. You don't chain me to the deck railing, and I won't kick you in the balls again. And I will stay." Kole was hesitant to admit several things: 1) He had enjoyed being tied up and gagged. 2) He found Jake extremely attractive and sexy. 3) He enjoyed Jake sucking his cock. 4) He would now put his dick in Jake's ass without being tied up to do it. 5) He even enjoyed the wedgies. 6) Kole looked forward to the day he could extract revenge on Jake.
As if reading Kole's mind, Jake said "One more question. Would you have fucked me in the ass if I hadn't had you restrained?"
Kole said "I guess we'll have to find that answer out another day." And with that the two headed to bed where they snuggled and cuddled and spent much of the night with boners.