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No One Rides For Free Part 1

"Lonely Middle Aged Trucker Gives Cross Country Ride To Younger Man"

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Billy Mason walked into Harry's Diner just outside of Reno. He had stopped in for a bite to eat as he headed east with his load headed to Memphis. He was carrying automotive batteries. It was just after Christmas. 

Like most years, he had spent Christmas alone in his truck. He’d spent Christmas night in a truck stop in Northern California. 

It was not his first time in Reno, but it was the first time being this horny on a long distance trip. He had no desire to pick up a lot lizard or one of those young male prostitutes looking for a fix. 

He wanted something more. Yes, he was horny, but wanted love as well. His wife had been gone 5 years, and he was still dealing with that grief. Yes, he could hire a therapist, but what he wanted was someone to replace his wife in the passenger seat of his Freightliner big rig. 

But lately, he had a craving for a man. A real burly man. Someone that could match his strength and demeanor. 

It had been quite some time since he had a hot, hairy man hole, with a firm chest and big throbbing dick. 

He sat down at the counter. A jukebox played “The Little Drummer Boy”. The waitress came over, and he ordered a coffee. 

“Black,”  he said. “Like my soul.” He laughed. 

“You must be Mr Grinch,” the older woman said. 

She wore a nametag that said Belinda. 

“More like the hibernating bear who woke ‘cause his fart was too loud.” 

She laughed. “You know what you wanna eat, sugar?”

He thought if he kept going with her, he might could take her to the truck stop shower next door, and fuck that pussy from behind. He had met a number of waitresses over the years, and they all seemed to wanna ride him while he was sitting in the truck seat. Belinda, however, looked a little thick for that. The shower would have to do. 

But right now, Billy had his mind on a different sort of person. 

“I will take the patty melt and hash browns,” he said. 

“Want anything in them, honey?” 

“Mushrooms,” he said, “and maybe some cheese.” 

“You got it, baby. I will let Lenny know.” 

She called the order and went to the far side of the restaurant. She lit up a cigarette as Billy watched. 

Never liked a smoking woman, he thought while sipping his coffee. Behind her, at a booth along the wall, he noticed a man. 

The guy sat alone. Looked to be in his mid-20s. Wore a heavy coat and a beanie.

He was bearded, so Billy automatically liked that. Should he approach, though, he wondered.

Even if it were just for conversation, it had been a while since he had had a meaningful one.

He got up and brought his coffee with him. 

He approached the young man, and as he did, he could tell he was crying. 

“Hi there, bud. Mind if I sit with ya?”

The guy looked up. “What?” He said, “Why?” 

“Just wanna chat. Looks like you could use a friend.” 

The guy nodded, wiping his eyes. “I'm Ian,” he said. 

“Name’s Billy,” he said as he stuck out his hand. Their hands met. 

“You a driver?” Billy asked, letting go of Ian's hand. 

“What? Oh, like a tractor trailer?”

Billy nodded. “Ya a rig.”

"No, no. I was on the way back to Little Rock, and I came out of the restroom, and my wife Jenna was gone in our Subaru.”

Billy was shocked. “Fuck man. What you do…her sister or something?” 

The guy laughed and said, “Nope, but she does have a cute brother.”

Billy sat down. The waitress brought him his food. 

Billy had an idea. Just maybe young Ian would be down for what he wanted. 

“Say, Ian, it seems like you're in a bad spot. That fucking sucks. What a dick move on her part. I am headed to Memphis. Wanna tag along?”

Ian did not say anything as he weighed his options. He was almost 2000 miles from home, with no phone and no wallet. Kind of up shit’s creek. 

Finally, Ian responded as Billy shoveled hash browns in his mouth. 

“Are we gonna have to listen to Christmas music the whole way?” Ian asked as he chuckled. “Literally sick of it.” 

“No, sir. Tell you what, you can control the radio,” Billy said, finishing off his food.

“I just do not know why she would leave me here. Everything seemed ok. I mean, yah, we argued occasionally, but since after the baby, she's just been... different.” 

Billy smiled and put his hand on the man’s hand. 

“Women are sometimes different after they deliver. I can speak from experience. She headed to Little Rock, I assume?”

Ian shrugged. “I guess so. That is where she was supposed to go, back to our house, but who knows? Maybe she’s got a man or some shit.”

“What y’all doing in Reno?” Billy asked.

“Family Christmas in Tahoe.”  

Billy nodded as he got up to go pay the bill and soon came back, saying, “Well, let me take a leak before we get driving.” 

Ian got up. “Yeah, I should too,” he said. 

They walked down the hall and got to the bathroom. Billy walked in, and Ian followed. They immediately realized it, and Billy said, “Well, damn. It’s a one-person bathroom.”

Ian turned for the door and said, “I will wait outside.” 

“Wouldn't want you to disappear too,” Billy said as he unzipped his pants and started peeing. 

Ian laughed and turned towards him.

“There's a toilet if you need to go.”

Ian looked at the toilet and then Billy. 

Ian walked over to it and whipped his dick out and let the piss flow. “I have not pissed in hours.” 

“I can tell,” Billy said, glancing over. “Nice dick,” he said, looking at Ian's good sized package. 

“You think?” Ian said, “Wife never said much.”

“Want me to show you how nice I think it is?” Billy asked.

Billy flashed his. 

“Fuck, dude. Definitely not as nice as yours,” Ian said. 

Billy walked over to Ian and said, "Can I touch it?" 

Ian smiled and said, “Sure, Daddy.”

“I like the sound of that,” Billy said. 

No man had ever touched him before. Ian had known for years he was bisexual but had never gotten to explore anything with another guy.

Billy licked his lips and reached out and wrapped his hand around Ian's shaft. He stroked it, saying, “Ian, shit, you are thick.”

Ian chuckled. “Wanna see if it'll fit?”

Billy grinned and said, “Absolutely, Son.” 

It would not be the first time he would be on his knees on a bathroom floor. 

Billy flipped his hat backwards and got down on his knees, never letting go of Ian's 7 inch cock. Billy got level with it and stuck his tongue out wrapping it around the fat head.

“Oh shit,” said Ian. 

Billy grabbed Ian’s shaft and worked his hand up and down it, bobbing his head up and down. Going all the way to the back of his throat, Ian knew what to do. He pushed Billy's head down, causing him to choke. 

Billy worked his way back to the top and sucked on the head, teasing the tip with his tongue. He stroked it, and Ian moaned, “Fuck, dude… that… feels amazing.”

With a mouthful of dick, he tried to say, "Got...dayum...dude...your...dick...is...nice." 

Ian laughed. “You like it, Daddy? Like your boy's dick?” He grabbed Billy’s head and started fucking it. 

“Uhh…uhh…uhh,” Billy said. 

“Oh fuck," said Ian. “Shit…I'm gonna nut!” 

Again, with a mouth full of dick, Billy said, "Give...it...to...me."

And as he said it, Ian said, “Ahhh…shit…” shooting rope after rope deep down Billy's throat.  

Billy coughed, and Ian fucked his dick down Billy’s throat one last good time and then pulled his dick out. 

Billy, on his knees, looked up, eyes watering and drool hanging from his mouth, and said, “Thought I was gonna be Daddy.” 

Ian slapped him on the cheek with his hard cock. A string of cum hanging from the tip. “You are, old man. Sonny boy just needed to cum.”

Billy laughed, wiping his mouth and standing up. “Gotta hit the road, boy.” 

Ian put his hard dick back in his jeans and zipped them. 

Billy did the same with his. His dick now glistening with precum. 

Billy washed his hand and said to Ian, “Shit, this gonna be one hell of a ride.”

Ian laughed.  

Somewhere in Arizona, Ian looked over at Billy and said, “Why did you really offer me a ride?" 

Billy gripped the wheel as, “Hotel California” played on the radio and said,

“It gets lonely out here on the road, man. Been doing it alone for a long time.” 

Ian nodded. “I am glad I am with you here now,” he said. “You were married before Billy? Got any kids?” 

Billy did not say anything, and Ian took a sip of his Diet Coke. 

“Yah. Two boys. Grown. One’s a trucker. Run into him from time to time.” 

“The other?” Ian asked. 

Billy shook his head. “Locked up since 19.” 

“Oh no, bud, that sucks. That's gotta be hard on you and his mother.” 

“I try not to think about it too much. I put money in his account, but he never reaches out.” 

“He's in Leavenworth. Derrick made some dumb ass decisions while in Korea.” 

He paused and put in a dip. 

“He was never the same after his mom passed,” Billy said. 

Ian shook his head. “I'm so sorry.” He rested his hand on Billy's lap and said, “What was her name?”

“Teresa, my wife of 17 years,” Billy said.

“I lost my dad young,” Ian said. “Overdose.”

He rested his hand on Ian's and said, “Glad you're with me for the ride. It's been lonely.” 

“So what about you, boy?” Billy said. “What’s up with your wife? What you do?”

Ian sighed. “She found magazines in my truck.”

“Oh,” Billy said. “What kind exactly?”

“Honcho," he said as he lowered his head.

“Oh man, she had no idea you like dick?”

Ian shook his head. “No, and now she suspects me and my boss are fucking.”

“Well, are y’all?” Billy asked. 

"Well...not yet. We ended up at a hotel one night. Nothing happened. I chickened out.” 

Billy grabbed his hand and said, “Ian, it’s ok to be a little gay. Plus, she is not here now. Do what you want. Our little secret.” 

Ian smiled. 

“And what about the baby?" Billy asked. 

“Emma Rose,” Ian said. “She’s with my mom back in Little Rock.”

“You think maybe you should call her when we get to our resting spot for the night.”

“Yeah,” Ian said. “I probably should.” 

A bit later, Billy pulled the truck off the interstate and into a Flying J. The poles around the gas pumps were wrapped in Christmas lights. 

“Where are we at, Billy?” Ian asked. 

“Flying J,” he said with a smile

“Ok, smart ass,” Ian said. “Like what town.”

“Kingman, Arizona,”  Billy said.

“Oh, there's a restaurant,” Ian said. 

Billy parked the truck and went to the sleeper area. Ian looked back at him. 

When Billy pulled back the curtain, Ian noticed a small bed and said, “Billy, we sleeping back there?”

“Yes, sir" he said as he reappeared with a bookbag. 

“Bunks?” asked Ian

“No, sir. Hope that's not a problem. Gonna be a tight fit.” 

Neither of them said anything 

Ian was thinking and said, “You can sleep on top of me.” 

Billy laughed and said, “Was more thinking like I could be big spoon.”

Ian laughed and said, “And me little spoon.”

Billy laughed again.

“What are you going to do now?” asked Ian. 

“Shower… wanna join me?”

“Ummhmm.” Ian said as he nodded his head. “But I got no clothes.” 

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“Well,” Billy said. “Maybe the Flying J has something. I have seen sweatsuits. Definitely tee shirts…jackets.” 

Ian thought about it for a minute. “But I got no money.” 

Billy winked and said, “You can pay for it in the shower.” 

“Like How, Daddy?”

Billy, who stood over Ian, reached up and unzipped his pants, pulling his semi out. A silver cock ring around the bottom. 

“Taking this, my boy," he said. 

Ian's eyes widened. “Jesus. It's bigger than I remember from the diner.” 

Ian reached up and placed his hand around it, stroking it from top to bottom.  

“It's so fucking thick,” he said. 

“Ummhmm,” said Billy. “That's why the ladies and gents call me Big Billy.” 

Ian smiled and said, “Well, Big Billy, I have never taken a dick in my ass.”

Billy chuckled and said, “A virgin. My favorite.” 

“Got lube, right,” said Ian.

Billy reached around to his bag and pulled out a small tube. “This shit, he said... best in the fucking world.”

He handed it to Ian. 

He looked it over…”Cherry flavor,” he said.

“Ummhmm,” Billy said, “For when I eat that ass.”

Ian blushed and said, “Oh God…definitely never had that done!”

“Never even done it to your wife," Billy said. 

“Ha. I wish,” Ian replied. “Now let's get to the shower, Big Billy.”

Ian shoved the lube in his pocket. 

The fellows made it across the parking lot. They found Ian an Arizona sweatsuit, and Billy paid for a shower. 

“Ready, sport?” Billy said, as they headed to the shower. 

“Yep,” said Ian. “Why not?”

They got to the door and Billy opened it. 

Small but all the necessities. Sink, bench, toilet and a shower behind a wall. 

Ian followed him and closed the door behind him. Two towels hung on a rack, and the truck stop provided toiletries. 

Billy put down the bag and removed his jacket. 

Ian watched him. He had not been totally naked around another man since high school football. 

Billy took off his shirt and walked over to Ian.

Ian removed his as well, and they embraced. 

Ian was not sure he had ever seen such a hairy guy. His chest and stomach covered in coarse gray hair, back covered as well Ian realized when they hugged. Billy was like a fucking bear, literally. And then Ian noticed, large firm chest and nipple rings adorn them.  

“Nice,” he said looking at them. 

Just as Billy leaned in, he placed his hand to the back of Ian's head, and their lips met. His lips slightly open and their tongues met. He reached down Ian’s back and placed his hand underneath Ian's jeans and onto his firm ass. 

Pulling away from the kiss, “You work out,” he asked him.

“Yah of course. 4 days a week.”

“Well, shit, bud, I might work your ass out 4 times this week.” 

Ian laughed. “You want to?”

“Don’t you have that lube? Wouldn't have let you have it if not.”

“True,” Ian said. 

Billy backed away from him and sat on the bench. Removing his boots and then socks. He unbuttoned his jeans and slid them down his legs. 

Ian never took his eyes off of him. 

Billy wore a red jockstrap, his hard cock pressing against the material. 

“Well, you look ready,” Ian said. 

“Sure am. Come on over here, buddy. You gotta work off all the stuff I am paying for.” 

“It's gonna be like that, huh,” Ian said, walking to him. 

“Hey, remember the old saying,” Billy said.

“What's that?” Ian asked.

“Ass, Grass, Cash. No one rides for free.”

Ian laughed and said, “Clever, never heard it.”

Billy reached his fingers under his waistband and slid the jockstrap down his firm hairy legs. His dick sprang out and up towards the ceiling. The silver cock ring really was doing its job. 

“Fuck, dude, your dick is big,” Ian said. “What if it will not fit? Never had anything in there.”

Billy laughed and said, “We will get it in, don’t you worry, boy.”

Ian leaned forward, kissed Billy on the lips and placed his hand on Billy's eager cock. 

It twitched in Ian's hand as he grabbed it. 

“Thing's a hell of a beast,” Billy laughed. 

“But Daddy,” Ian said. “I really got no clue how to suck your fat cock.”

“It’ll come natural, my boy.”

Ian smiled and dropped to his knees as Billy leaned back on the bench. 

“God, it's so big,” he said again. 

“See if you can handle it,” Billy said, "don't blame you if you can’t.”

Ian looked up at him, and still holding Billy's hard cock traced his tongue up and down the slit, around the head and under it. He stroked it, and Billy said, “Damn boy, those hands work magic. Go ahead, buddy; I wanna feel your mouth.”

He wrapped his lips around Billy's big mushroom head, and he could taste a bit of precum 

Slowly working his way down the hard cock, taking more and more…inch by inch. 

“Oh fuck,” Billy said. He was barely halfway down and nearly at the back of his throat. 

Billy pushed his hips forward, and it slipped down into Ian's throat. 

“Ack Ack,” he coughed, pulling off of it a string of drool from his mouth to the head. 

“Like that?” Billy said, as Ian looked up at him. 

“Yes, Daddy, I want more.”

Billy pushed his dick towards him and Ian took it back in his mouth. Slowly working up and down it tracing his tongue on the underside. He could feel a thick vein that ran the length of it. 

Billy grabbed the back of his head and began to fuck his face. 

Ian wanted to please Daddy and he was going to make sure he did.

“You're such a good cocksucker, boy.”

Some pain in his jaw, Billy was rough but God was Ian horny for it. One hand gripped Billy's cock. His nose resting in his thick bush. The other worked to unbutton his own pants and release his fat cock. 

He got it out and it was drenched with precum. 

He rubbed it. 

God i am so horny he thought as Billy kept feeding that big dick. 

“You..ready..for..that dick,” Billy said as he fucked into Ian's eager mouth. 

Ian gave it a final lick up the length and back down, and said, “Yes, daddy, fuck my virgin asshole. Make me crave that cock.”

Billy was sweating and said, “Boy, you sure know how to use that mouth.”

Ian smiled and looked up at Billy. “You're my first.”

Billy smiled. 

He leaned against the wall, and Ian stood up. He wiped his mouth. 

“How long have we got in the bathroom?” Ian asked. 

“No more than 45 minutes... but it'll be fine.”

Ian smiled and said, “Good. Daddy, I want that fat dick now.”

“Come here,” he said to Ian. 

Ian pulled off his shirt and jacket, tossing them on the floor. 

Ian walked over, and Billy grabbed him around the waist, kissing his hairy, firm stomach. 

He worked his lips upwards towards his chest, hands on Ian's ass, and then to his nipple. He lightly bit one. Ian shuddered. “Oh, fuck, Billy.”

He sucked on it and as he did worked Ian's pants down to his ankles. He grabbed the lube from Ian’s jeans pocket, placing it on the bench next to him. Next, he placed his fingers under Ian's waistband and worked down his boxers. His dick had been straining at them. It sprang upward and hit Billy in the chest. His tongue traced Ian's chest. 

He worked his way back down Ian's stomach to his happy trail and then his bush. Billy placed his nose against it and took a whiff. 

“God damn, boy,  that smells so good. I can smell your musk.” 

He kissed his way to Ian’s head and slipped his lips around it. 

Ian leaned forward as Billy worked his way down his cock. Ian grabbed the lube and squirted some in his hand. He tapped the back of Billy's head. It bobbed up and down and then he came off it. 

He looked Ian in the eyes and said, “I love your taste.” 

Ian replied, “Ready for ya, Daddy.”

Before he turned around he reached down to Billy's hard cock and rubbed the cherry lube up and down it. Stroking from the top to the bottom until it was good and slick. 

Billy leaned back, and Ian turned around. 

Billy picked up the tube and worked some lube onto his finger 

“Bend over, boy,” Billy said. 

Ian did as he was told; now with his ass in the air, he put his hands on the ground.

Having lubed up his finger, Billy placed it to Ian's virgin hole. Not yet entering.

“Yes, sir,” he said. “It has been a while since I popped a cherry.”

“Just…be…gentle..fuck,” Ian said as Billy worked a finger in. 

Deeper and deeper he went. There was pain, but Billy said, “Boy... just relax.”

Ian sighed and relaxed his hips some

Billy squirted a little more lube on and worked another finger into Ian's tight ass. Then two. He sunk them to the knuckles and worked them in and out.

“Oh Daddy, that feels good, but I want something bigger.”

“You got it, boy. I will give you what you want.”

Ian stood up, removed his shoes and the clothes around his ankles. 

“You ready, boy,” he said.

Ian thought to himself, I have wanted this so long. He turned back to Billy and said, “Yes. I really want that dick.”

Ian had dreamed of this minute for so long he just never thought it would be in a truck stop shower in Arizona. 

“Ok, Boy. I want you to slowly lower yourself on my cock,” Billy said, as he slathered more lube on his length. 

Ian backed up, and Billy guided him down. Billy spread his legs further. 

“Nice and slow,” Billy said. 

Ian lowered his ass until he could feel the wet tip at his slick hole. 

He caught his breath and began to slowly go downwards. There was pain. 

“Oh fuck oh fuck daddy.”

“Take it easy, boy.”

He stopped only an inch in his ass, and he rocked his hips back and forth. Adjusting to the large size that invaded his untouched ass.

“Get used to it,” Billy said. “There's a lot more.”

Ian sighed again and went lower. He bit his lip, and then he finally felt himself resting against Billy's bush. Billy's balls rested on the back of Ian's thigh. 

“God damn Daddy. You're so big.”

He rested there on Billy's lap. 

“Big Billy, remember. Now, bounce, boy.”

Slowly Ian worked himself up and then down... up and then down. 

Billy began to work his hips back and forth

“Shit, Boy, you're so fucking tight.”

As Ian went up and down, he said, “You like your boy’s hole, Daddy.”

Billy picked up his thrust, holding onto Ian's waist. “Yah, boy, Gonna fuck that virgin ass.”  

“It feels so fucking good, Daddy.”

His head was spinning 

They continued to thrust as Billy said, “Get up, boy.”

“Why, Daddy?” he said. 

“I wanna do you standing.”

He got up, his asshole throbbing. He reached around and felt it. God, it was so loose. 

“Bend over, boy,” Billy said,  as he stood up. He moved close and shoved it back into Ian's waiting hole

He thrust hard and deep. Grabbing his hips

“Oh..da..ddy..it…so…good,” Ian said, as Billy slammed into him.

“Take that dick, boy. Take daddy's big dick.”

His balls slapping his ass. Thump. Thump. Thump.

And as Billy slammed into Ian, Ian said, “Oh shit, I gotta cum..oh fuck…oh fuck.”

He had never cum like this. He had not even touched his hard, throbbing dick. 

He shook and began to spray rope after rope onto the tile floor. Billy grabbed his hips hard and held onto him as he drove into Ian's loose ass. 

“Here…it…cums,” Billy said, as he grunted. “Fuck,” he yelled as he released his nut into Ian's ass. Flooding it with warm man juice. 

They both collapsed forward on the floor. He held Ian around the chest. Both of them were breathing heavily and their hearts were beating in sync.

“Boy,” Billy whispered. “I hope you are on the pill!”

Ian laughed and said, “Guess we will find out soon, Daddy.”

Billy's dick, now going soft, slipped out of Ian’s well fucked ass. Cum ran out and pooled on the floor.

They lay on the tile and cuddled. Ian turned his head back and kissed him. 

Never in a million years would he have dreamed this would have happened today.  This was so far from the world he knew and the only thing on his mind was this trucker with the southern drawl named Big Billy.

Finally, Ian spoke and said, “Daddy.”

“Yes,” Billy said

“Can we go eat?”

“Anything my boy wants.” 

Published 
Written by story_writer90
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