Caleb agreed. His parents had split up, his mom took off and he didnt' want to be with his Dad who drank to excess and beat him. His gas station job didn't pay and his girl friend got married to someone else.
Caleb stuffed his back pack and began the journey to his Grandfather's farm.
He had sucked cock before, in fact that's why his girl friend left him after discovering him and an friend from high school in his bedroom.
"I knew there was something about you" she said "the way you kept looking at men when we were out. Normal guys look at girls." she stomped out. Caleb didn't chase after her. He had felt the weight removed from his shoulders. And his friend hadn't moved so he returned to wrapping his lips around the guys cock until his mouth was full of cum.
If that's what he had to do to get a ride half way across the country, he was willing Caleb thought.
"If you don't get a job I'm gonna pimp you out. I can make some money off that cute ass of yours you know" his drunken father threatened that way or similar ways since he was fifteen.
He got a part time job at the gas station and kept it through high school and for the year after while his parents found other things to fight about.
"You gotta make more money now and since you're legal age, I know how" His father said grabbing his buttocks the day his mother left.
Caleb left that night.
"So you want a ride? How far you goin?" the ghastly overweight and bearded man asked him. Caleb had just shaken the last drop at the urinal. The sign pinned to his backpack said "need ride".
"Or do you mean a different kind of ride" the man laughed and coughed.
"Uh as far west as I can" he said. It was very late and this was his first offer.
"What's in it for me?" the man said looking around to see who else was in the coffee shop men's room.
"Uh I can drive a bit" Caleb offered which made the man laugh.
"No way, I've got a 40 foot rig and a new cab, so I'll do the driving. But if you are good company that's a start".
Caleb pulled himself up into the cab be side Stanley, the man he had been talkng too.
"Let's go" they truck pulled onto the highway and entered the darkness.
Stanley talked to him, asked questions and Caleb got more and more comfortable enjoying the conversation with the stranger.
"Nobody else is on the road so you can strip down" Stanley said. Caleb didn't respond.
"Go ahead, I want to see you bareass" Stanley said.
Caleb thought about asking the man to let him out of the truck. But it was totally dark. There wer no lights, no other traffic and considering they had been driving uphill for more then an hour he knew it was chillier outside then it was at the coffee shop.
So he began to strip. "You're not going to kick me out on the highway are you?" he muttered.
"No as long as you entertain me, you've got a ride" Stanley said looking at his half naked body.
Caleb, for reasons he didn't quite know, felt comfortable. He folded his jeans and t shirt.
"You got a boner" Stanley said "A nice one"
It was true. Caleb was for some reason turned on. His curved erection slapped him on his flat belly.
"Nice" Stanley said as he reached over.
Caleb flinched at first but the man's examing his boner felt good.
"I think we're going to get along just fine" Stanley said "You suck cock?"
Caleb knew what was going to happen. He was prepared for it. "I have" he said trying to keep himself from cumming.
"Good, with that ass I saw earlier I assume you'll give that to me too" Stanley didn't ask he just stated a fact.
And Caleb didn't answer. His gut was boiling over.
"I'm gonna shoot" Caleb stammered and Stanley squeezed his balls. The feeling subsided.
"Not yet" Stanley said.
They talked more. Caleb turned facing Stanley who occasionally reached over to play with his testicles or cock..then somehow knew when it was time to squeeze and calm Caleb down.
"You're going to be fun, wish I were going further then Salt Lake" Stanley said.
They had driven about five hours when the truck pulled into a truck stop.
"OK get me goin a bit first, the man opened his pants and pulled out his limp dick"
"Uh should we close these shades?" Caleb asked.
"Naw if anybody wants to watch let em, come on boy" Stanley pulled Caleb's head closer until Caleb bent forward without help.
He sucked the cock and was surprised the smallish penis seemed to keep growing until it banged against the back of his throat.
"Good, turn around"
Caleb didn't move. He knew what was going to happen next it was just htat he hadn't been cornholed since his cousin did it to him last summer.
"Don't worry, I use protection and lots of lube. Let's see how tightyou are"
Caleb got on his knees and bent forward. He felt the man's chubby fingers explore him, opening him up and squirming around.
"Yep I was right, you need quite a bit. Are you a virgin?"
Caleb decided to please the man further, "uh yes Sir"
"Oh" Stanley pulled his fingers away "Don't wanna hurt you son"
"It's ok, I want it, please" Caleb said. He clenched his butthole and felt STanley's finger work his hole then.
"Wow, a virgin, based on the way you suck dick, I thought you were more experienced."
The cock moved into him easily either due to the lube Stanley used or Caleb's desire for it. Stanley grunted and groaned. Caleb followed the man's instructions, tightening each tme he withdrew and relaxing for each insertion.
Stanley slapped his bare buttocks and Caleb flinched. The man's hand had reached under him playing with Caleb's meat as he fucked.
"We need to finish so we can drive on" Stanley said quickening his pounding into Caleb. He wished the man would continue fucking him it felt good he knew.
"You ok?" Stanley said slapping Caleb's butt.
"uh yea, thanks, That was fantastic"
"So you want to keep riding with me?" Stanley said.
"Please Sir can we do that again before Salt Lake?" He said.
"Come here boy" Stanley had pulled back on the highway. His hand still a bit greasy, found Caleb's cock and resumed stroking.
"This time you'll get to shoot..that way you'll be really tight the next time we pull over"
Caleb lened back against the door letting the man control him and milk him till he exploded all over his naked body.
"Clean my hand off too" Stanley instructed him handing Caleb a hand towel he had retreived from the floor.
It felt scratchy with dried cum from past eruptions that Stanley or perhaps other hitch hikers left behind. Caleb cleaned the man's hand then wiped his body.
"Were are you going after Salt Lake?" Caleb asked.
"Goin all the way to Baltimore and then coming back. Why did you change your mind?"
"Uh I was wondering if I could ride with you while?" Caleb said. His spent cock hadn't actually gone totally soft.
"You know what that means boy right?" Stanley said.
"Uh yes SIR" Caleb answered trying to sound as obediently as he could.
"We may run into some friends of mine, so you may have to take care of more then me" Stanley said.
"Yes SIR" Caleb answered the right way again. "This is going to be a nice ride, I promise Sir"
"Yea and in about five hours I'm going to have a nice ride too." Stanley said "Now lay over here and nurse on my dick.
Caleb did what he was told for thousands of miles.