In fact he had just been on such an adventure with a couple he met near St Louis. Man, that woman was hot, he reflected adjusting his yellow cap and fidgeting a little as his cock lurched. When she had pulled her tits out right there in the restaurant his eyes had bugged out. And she had squirmed passionately when he rode her in front of her husband. He’d like to meet up with her again someday, he thought fondly.
He turned another corner and slowed down as he spotted two hitchhikers on the roadside. They were crowding the shoulder and he realized he would have to enter the other lane to avoid them. As he slowed to allow an oncoming car to pass he studied the pair. It was a young man and woman. He was average height and weight, with a long face and sandy blonde hair.
She was taller than him, thin, with light blonde hair and high cheek bones. He was wearing shorts and a t-shirt but Willies attention remained fixed on her. She had long, tanned legs that disappeared into a short white skirt. On top she wore only a bikini top, her breasts spilling over the top of them. They looked to be barely 20. He decided to give them a lift.
He pulled over in front of them and watched as they ran lightly to the cab door. She reached it first her breasts bouncing nicely as he watched. She stepped up to the cab and opened the passenger door.
“Thanks so much for the ride,” she exclaimed, her voice breathless.
She had looked him in the eye while thanking him, then turned her attention to getting herself up into the cab. Willie got a bewitching view of her ample tits, watching them jiggle as she climbed into the cab. He noticed that her left breast was straining at its leash. As he watched it shifted giving him a look at a pinkish aureole. Her nipple was taut and he could see it trying to push past the sewn edge of the top. To his chagrin, it remained in place as she turned away and set her cute ass on the seat next to him. Her friend crawled in next to her and shut the door.
“Are you going as far as Sacramento?” She asked.
Willie Long could charm honey from a bee when he chose to and now was just such a time. Smiling and looking directly into her eyes, he drawled,
“It happens that I am. First Sacramento, then Chicago. I’d be mighty honored if you shared the ride with me.”
He was careful to maintain eye contact with the girl. Most women looked poorly on a man that talked to her chest so soon after introduction. The young man spoke next.
“I’m Craig and this is my girlfriend Cara. We sure appreciate you stopping like this. It’s a long walk.”
“No problem. Well, shall we be going?”
He maneuvered the big rig back onto the road and set off down the highway.
The girl kept up a lively chatter, but her boyfriend settled low into the seat, leaned his head against the door and was soon asleep.
“He must have been tired,” Willie commented.
She glanced at Craig then turned her body so her back was to him. Then she leaned toward Willie, her left breast brushing his arm.
“He always sleeps,” she whispered conspiratorially.
She had not adjusted the bikini top and her aureole was still showing. Willie could see it in his peripheral vision and he decided to be bold. He patted her bare knee, saying softly,
“Aw, let him sleep. He probably needs his rest to keep up with a minx like you!”
She giggled.
“No one has ever called me that before!”
He left his hand on her knee a moment smiling at her.
“Well, I’d say your boyfriend is darn lucky. You are a delightful person to be around."
Then he removed his hand and faced the road. He didn’t want to rush things.
His cock was hardening now, and he kept her in his peripheral vision, waiting to see if she would notice. She watched the scenery going by for a while, a troubled look on her face. Then looking back at her sleeping boyfriend for a second, she addressed Willie again.
“Actually, we’ve been fighting,” she admitted.
“What could two young folks like you possibly have to fight about?”
She looked trapped and embarrassed.
“He says I’m too inexperienced.”
Instinctively Willie knew to play the older, wiser gentleman.
“How old are you, Cara.”
“Seventeen.”
“Well, then you’re supposed to be inexperienced.” He patted her knee again, this time letting his fingers graze her thighs as he pulled away.
She was silent a moment, then seemingly made a decision.
“I’m a virgin," she whispered. “And, and I wasn’t ready to do it yet, you know? But Craig wanted to, so bad. Anyway, so I told him I would give him a blowjob. But I’ve never did one before. So he got mad at me.”
The words gushed from her soft lips, her voice low in case her boyfriend woke up. She realized she probably shouldn’t be telling all this to a stranger, but she needed to tell someone. He seemed kind and he had said himself that he had lots of experience with women. Maybe he could give her some advice. She felt comfortable talking to him, although she couldn’t say why. His hands were warm and had felt good on her knee a moment ago.
“Why couldn’t you do a good job?” In Willie’s experience there wasn’t much talent needed to give a blow-job, just a firm hand, soft lips and a warm mouth.
“It’s just that he’s so big,” she cried. “I kept gagging when he pushed it in so far.”
Willie chuckled, “Well, no one has ever had that complaint with me. I’m what you’d call tiny in the hard-on department.
She looked at his crotch then, the outline of his penis clear against the material of his shorts. It was small, she thought, then grew embarrassed when she looked up to find him watching.
“See,” he smiled, placing his hand on her knee again. “Tiny.”
Not knowing what to say, she said nothing. They traveled in silence for a while. Willie left his hand on her knee though and she was aware that the conversation and his warm hand on her were making her wet. He was really a nice man she decided, then wondered if he could teach her to properly give a blow-job. It was a perfect situation after all. He had such a little dick she should have no problem sucking it. And he was heading out of California. She would likely never see him again after today. Who better to help her out?
She bit her lower lip as she thought it through. Willie was happy she had left his hand on her knee and said nothing for the moment. He did however slide his hand a little so his fingers rested gently on the inside of her knee. He noticed that her legs spread slightly when he did this, surely a good sign. Cara turned to her sleeping boyfriend, watching intently for any signs that he was about to wake. Finally, certain that he was deeply asleep she turned to Willie.
“You are very small," she stated seriously. I don’t think I would gag on such a little cock. I wish there was a way you could teach me to do it,” she lamented, watching keenly for Willie’s response.
She wasn’t dead sure yet that he would oblige her, or that she could pull this off even. In her limited experience men sometimes got mad when they thought you were ridiculing their dicks. Willie seemed to take it in stride though.
Moving his hand up an inch on her leg, he squeezed her firm lower thigh.
“Perhaps together we can think of a way to do it so your boyfriend doesn’t find out,” he suggested.