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A Trip to the Beach Ch. 01

By: sandollar04



CHAPTER ONE: THE BEGINNING

As the car continued down the highway inevitably towards its destination, Dave sat in the passenger seat thinking about the vacation in front of him. He'd been to the coast many times before; in fact he practically lived there. However, he got a tingling feeling all over when he thought about this particular trip as something seemed like it would be different from his past adventures on the Texas gulf coast.

His mother, whom was the driver of the car, had invited him on the trip as she knew he loved to go. She had explained to him that they'd be staying with some of her friends from work, Haley and Jennifer. Dave had met Haley before numerous times at previous engagements. 

Being a young man of only twenty years, his thoughts quickly trailed off into a sexual analysis of Haley. He recalled in his mind what she looked like from head to toe, eventually coming to the conclusion that she had a nice ass for an older woman and that he wouldn't mind tapping it. The analysis moved into a fantasy as he began to picture what she might look like in a bikini, followed shortly by nothing at all. As a little bit of driftwood appeared in his pants, he became even more excited about the trip and couldn't wait to get out of the car.

Dave's only complaint for the entire trip was the accommodations. They were staying in a beach resort a large hotel chain had erected, which did not thrill him in the least bit. He was a modest fisherman and surfer, so high-end, fancy resorts just meant too many people and overpricing. What Dave failed to realize, however, was that it was the end of July - the prime eye candy season.

As the car pulled into the parking lot of the hotel, Dave's thoughts and harsh feelings of the hotel were quickly overcome with excitement and horniness. A view of the pool revealed a large mass of people in which most the members were young women in skimpy bikinis. There were more towards the beach, too. Dave was so hard now that he had to readjust his position so as not to embarrass himself in front of his mother. He felt lucky to be wearing sunglasses as his eyes moved all about taking in the tremendous views.

"They told us they'd meet us on the beach" his mother said as they both climbed out of the car. The path to the beach was through the pool area, so Dave celebrated in his mind. As they strolled towards the beach, passing more and more tail with each leg forward, Dave made a vow to himself that he was going to fuck as many of these girls as he could during the short time he was there.

Walking through the pool and down to the beach, Dave trailed off a little as gorgeous asses and tits placed him in a magical trance. He could only restrain himself enough not to reach out and touch each one he passed. Sure, he knew that some of them were jailbait, but most of them looked to be ripe and ready.

"Dave, they're over there. I found them" his mother called. He slowly slipped away from the mass of people and wandered down to where his mother was. He found her to be with a small group of people; two women, a man, and a young boy. Still extremely distracted by all the poon walking around, he hadn't noticed that his car fantasy was standing in front of him. As the three women began to squawk like chickens, he settled down a little to assess the situation.

After shaking hands with the man, whom he learned was the husband of Jennifer (the boy being their grandson), Dave turned towards the women to introduce himself. He quickly analyzed Jennifer as he shook hands with her, and wasn't impressed. He figured her to be too old and shriveled for his likes.

Finally, he got to say hello to Haley. Upon setting eyes upon her, he was amazed and hard again. He was shaking hands with a gorgeous blonde woman, somewhat aged to perfection. He scanned her body which was tanned just perfectly in a sexy black bikini. Her beautiful cleavage revealed cute and freckled breasts, Dave wished his hands were there instead of in her hand. On down her body he found the curves of the ass he'd drooled over, and her slender, long legs. 

For the next ten minutes or so, the conversation continued between the women as Dave just stood there, eyes locked on Haley's tits. Every passing moment made him want to squeeze them more and more. He imagined thrusting his cock inbetween them as fast as he could, and then smothering them with cum. 

Eventually Dave's mother broke the trance and told him that they needed to go check in, unpack and what not. So, back through the mass they ventured, but this time Dave was more focused on his thoughts of Haley. He found the situation to be weird and different as he'd never been so turned on by someone so much older than him.

As he grabbed bags from the car, his mind began to clear a little. Dave's mother began to walk towards the front door of the hotel. Trailing behind, Dave passed through the doorway as a beautiful young brunette in a lime green bikini did. Looking back at her as she passed, she looked back at him and winked. Dave was going crazy. He was going to get fucked, no doubt about it. In the hotel lobby, he found even more eye candy around. He was surrounded by beauties. 

After a relatively eventless check in and unpacking, Dave needed to calm down and begin to work on a fuck strategy. He turned on the television to think, and eventually his mother said she was going down to the beach to join the gang. Dave decided to jack off while she was gone as he needed some release from the overload of eye candy.

When she left, he quietly turned off the TV and closed the drapes. He wouldn't mind leaving them open being on the fifth floor, but there was another resort right next to his and anyone would clearly be able to see across. If he was going to be seen, it was going to be with a chick, not his hand.

He pulled off his pants and lay down on the bed. He focused on all of the great stuff he'd seen throughout the day. It wasn't long before his cock stood straight up. He spit in his left hand and began to rub the tip and shaft. Dave always liked to warm up with his left, then do the business with his right. 

Just as he was slipping into sexual ecstasy, he heard little kids in the room next to him screaming and playing around. He sat up and stopped stroking for a minute, rolling his eyes and grunting. But, he was too horny to let some little ankle biters ruin the moment. He whispered to himself, "Fuck it" and stood up over the bed.

Thinking of Haley, he pulled off his shirt and placed his right hand on his shaft. He began to thrust in and out of it as he imagined he was fucking Haley in her awesome ass. He gripped tighter as the thrusts sped up. Pre-cum oozed from his dick, lubricating it even more. Deep within he felt the beginning of a massive orgasm. He began to smack his balls around with his left hand for more stimulation.

Sweating with delight, Dave was thrusting as hard and as fast as he could. He was breathing heavy and was sure that the kids next door could hear him if they were to shut up. He didn't care, though, as they continued about their play he knew they hadn't heard him. Knowing it was about the time to squirt, he thought of Haley being fucked silly by him, bent over on the bed in front of him taking it up the ass, her tits swaying in sync with his good fucking.

Just as Dave was about to soil the comforter, he heard a light knock at the door. "Shit!" he whispered. He stopped thrusting immediately and tried his hardest to keep from coming. Luckily, he was able to control his urge to do so and as another knock at the door went off, he struggled to pull his shirt and pants on. He hollered towards the door, "Hold on, be right there." He wondered who it was and why were they knocking on his door.

A Trip to the Beach Ch. 02



CHAPTER TWO: CONFRONTATION

"Who is it?" Dave questioned through the door.

A sweet southern accent answered, "It's Haley. Your mom sent me up here to get some more beer and ice."

Dave opened the door to find the beautiful sun-tanned Haley smiling at him. She looked stunning, her skin dark from the sunlight and shimmering from the sunblock. "Come in," he managed to mumble.

When she passed through the threshold, he closed the door quietly behind her as his eyes gazed upon her backside. The thin-layered bikini bottom clung to her curvaceous ass to a point where he could clearly see every feature of it.

"So where's the ice?" Haley asked as she spun around.

Dave quickly moved his eyes up to her face, pointed to an ice chest in front of her and mumbled, "Over there in that ice chest."

"What's a matter honey? Somethin' wrong?" Haley questioned Dave's awkward stance. 

Dave, red with embarrassment, answered, "Nope, everything's fine."

Haley shrugged and walked towards the cooler. Dave made sure to position himself in the best position behind her to view her full moon. He knew she was going to bend over and he wasn't going to miss any of that sweet ass.

Sure enough, Haley bent over without a thought to grab some ice and beer from the cooler. Dave was weak at the knees with the view he could see. She was positioned perfectly in the lamp light where Dave swore he could see the folds of her perfectly aged clit rubbing against the thin layer of bikini bottoms. His throbbing cock urged every instinct in his body to fuck the shit out of her, and he could only hold back just enough.

Through the corner of her eye, Haley spotted Dave staring at her gorgeous body. For a divorced woman of forty-five with one kid in high school, she was extremely flattered that a young man would be staring at her in such a way. In a way, it turned her on. Her mind flaunted with nearly incestual thoughts, of an older woman teaching a younger man the many pleasures of sex. Her heart began to race and with each passing moment she wondered what she would bring her self to do about this hot situation.

She began to move her ass around more and more, pretending to dig for a beer. Dave found himself shifting slowly closer, he couldn't help it. His hands wanted to reach out and grab her ass. His cock wanted to thrust in and out of her moist, possibly sandy pussy. She saw him closing in and decided that she would confront him, but also help him.

Dave eventually stood directly behind her, gazing down into the beginning of her ass crack that was exposed. He couldn't stand it any longer; he needed to touch her ass. Haley saw his hand reaching forward and she whooped around and grabbed him by the wrist.

Dave was overcome with a shocking sensation as he thought he would get away with a feel. But then when he looked into her eyes, he felt at ease again as she did not seem to express anger. Haley had a look more of curiosity than anything. 

Calmly, Haley asked Dave, "Dave, where you just about to grab my butt?"

"Uh, no, I was uh, trying to tap you on the shoulder, for uh, a soda. Yeah..." Dave mumbled.

Giggling with schoolgirl delight, Haley said, "Sweety, it's okay. I think it's quite flattering to tell you the truth. Nobody your age tries stuff like that on someone as old as me."

Dave didn't know what to say. He was so flush that he could only smile and nod. Dave found the foot of the bed and sat on it. Haley sat next to him and placed an arm around him. "Darlin', how many times have you been with a woman?" she asked him.

With his head sagging, Dave answered, "Once or twice."

"Yeah, I figured that. You're still a virgin huh?"

"No!" Dave exclaimed, "Well, I've had a blowjob before."

"Yeah. Okay, I get it now." Haley realized aloud. Thinking to herself for a moment, she then asked Dave, "What exactly do you want to do on this vacation?"

"Honestly?"

"Yeah, hun."

"I want to fuck as many of the girls walking around here that I can."

"My, my, my. That's quite a goal." Haley paused, "You know that you aren't going to get very far without a little experience though. You gotta convince them to fuck you first before you can fuck um."

"What do you mean?"

"You have to treat them nicely, show them you're a worthy candidate for the night."

"Well, yeah, I know that. How do you think I got that chick to go down on me?"

"Look, a high school slut job is one thing, but getting laid is another." Haley stood up in front of Dave. "Convince me to fuck you."

"What?" Dave questioned.

"Convince me to fuck you. Flirt with me like you would one of the girls down at the pool. Hit on me."

"I don't know what you're saying."

"Shit kid, you got a lot of stuff to learn. But the good thing is that I'm here to help."

"Help how?"

Haley knelt down in front of him and grabbed his hand in hers. She placed his hand inside the cup of her bikini top. Dave was in ecstasy as he was feeling her soft, warm breast just as he'd wanted to. "Dave, look me in the eyes" she said, "Do you want this? Do you want me? Do you want my tits? Do you want to fuck me?"

"Ye-y-Yes!" He more than childishly exclaimed.

"Then," she continued as she removed his hand from her tit, "convince me to fuck you. I'm offering you some help. I'm going to spend the day teaching you how to get laid. If you pass, you will get laid-by me. I will make your entire vacation if you can learn. I'm going to go back to the beach and take them their beers. I'm going to tell them that I'm sleepy and I'll be taking a nap. When I come back, I want you to flirt with me like you would one of your skimpy bikini friends down by the pool."

Dave was so stunned that his mouth hung wide open. He was beyond turned on, beyond horny. He somehow managed to say in an aspiring tone, "Yes ma'am!" He watched her bend over the cooler once more and then leave the room with beer and ice. Dave slowly came to realize that he needed to come up with something smooth. He had no clue what to say.