One Thing Led to Another Pt. 01

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A family decides to rent a sailboat to go on a cruise.
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Part 1 of the 5 part series

Updated 07/05/2023
Created 07/01/2023
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RonCabo
RonCabo
2,045 Followers

He closed his eyes and wrapped his palm around his hard cock and imagined what it would be like to have real sex. How wonderful it would be to be sliding his dick into a warm, wet pussy instead of between his cold fingers. Images of the three teen girls in their skimpy bikinis filled his mind, and his cock pulsed, even though one was his eighteen-year-old sister and the other a nineteen and a twenty-year-old cousin. They were still very beautiful. He stroked slowly, wanting to enjoy the little time he had, and felt a drop of pre-cum bubble out.

But suddenly, his quiescent world was disturbed by a creaking sound. His eyes snapped open to find his cousin, nineteen-year-old Gayle, standing beside the bed with an inquisitive expression, her rounded tits bulging from her bikini top. She licked her lips.

He frowned. "No fucking privacy on this boat."

"Mike Robinson, what are you doing?"

"What does it look like?"

He made a move to cover himself.

"Don't put it away. I want to watch."

"What?"

"You heard me. I like to watch a guy jerk off. Please."

Mike glared at her, but he was less annoyed than his expression suggested.

"I know you're staring at my tits," Gayle noted. She lifted her top to expose those nicely rounded orbs.

They were magnificent. How could he refuse her now? Reacquiring his cock with his hand, he resumed stroking, his eyes remaining fixed on her beautiful breasts. After a few tugs, Gayle reached out and cupped his balls. He wasn't expecting that, but it sure felt good.

"Can I have a turn?" she asked, moving her hand up to the base of his shaft.

He frowned, but more as a questioning gesture, and momentarily halted his hand motion.

With her free hand, Gayle removed his from around his cock and replaced it with her own. She stroked at the same slow pace he had. This was awesome. No girl had ever jerked him off. It felt incredible. He couldn't help but moan. Not only that, but he instantly felt the build-up of an orgasm. Seconds later, he shot a massive load.

She continued to stroke him until he had nothing left. He stopped her with a huge grin on her face.

"That was cool!" she said.

"It was wonderful! What—"

"Shhh. You better get cleaned up and back up on deck before someone else comes looking for you."

"What can I do for you?"

"Nothing now. Another time, maybe." And with that, she left.

Mike took a deep breath, almost disbelieving what had just happened. He also quickly realized she was right, so he hurriedly darted into the head to clean up.

This cruise could end up being more fun than he thought.

* * *

The cruise came about because his dad bought their first 4K television six years ago because it was the latest and greatest in TV technology. The problem was, there was very little available Ultra High Definition (UHD) content being broadcast. A friend mentioned that he thought there were 4K videos on YouTube. George Robinson had seen things on YouTube, mostly just when researching something that happened to be explained in a video. It was there he found UHD content. Most of what he saw was just nature; various landscapes and animals in ultra high definition. He and his teenaged son, Mike, and daughter, Adrienne, were amazed at the level of detail, which seemed sharper than the eye could normally see—his wife, Sara, not so much.

Though he hadn't done much of it, George loved sailing. He didn't own a sailboat; couldn't really afford what he wanted. He had a couple of friends with boats who occasionally invited him and the family to go sailing. The teens loved it, and surprisingly, so did his wife. The family even discussed buying their own sailboat. But what they wanted was really beyond what they could afford. So, they looked for sailing videos on YouTube. There were the expected "How to" videos. But what really interested them was coming across videos from a man who had quit his job in tech, sold all his belongings and bought a big ketch, and set out with his brother to leisurely sail around the world.

The entire family became hooked on these weekly videos, and that led to the search for more such adventurers. It turned out that there were quite a few others who had sold everything, purchased sailboats, and took off, chronicling their travels in YouTube videos. George and his two brothers—who married three sisters—and their families—each had a son and daughter—usually all got together most Sundays for family dinners, rotating each week to a different brother's home. Henry and Keith found their brother and his family watching the sailing videos one Sunday and joined them. One thing led to another, and over the next few weeks and months, Sunday dinners turned into watch parties as the extended family used the time to catch up on all the sailing videos they were watching, which at one point totaled thirty.

In addition to the interest in watching all these sailors take them all over the world—the Caribbean, the South Pacific, Southeast Asia, the Mediterranean—the family actually learned quite a bit about how to sail. The idea gradually occurred to them to rent a sailboat for a family vacation. But while it seemed an exciting venture, there was also considerable apprehension. However, there was enough excitement to go through with it.

They decided on a catamaran for a variety of reasons, largely for size and stability. And with size in mind, and the need for accommodations for twelve, they found a Leopard 50 with five staterooms in southern California.

Five staterooms only solved part of the problem. Each husband and wife took one, leaving only two for six kids: the three youngest teens had just turned eighteen, and of the other three, two were nineteen and one was twenty. It was decided that the kids would rotate, with two each sharing a stateroom, and the remaining two would sleep in the salon on the settee that converted into a bed. They would alternate so that all would have a turn in the salon.

They set sail the week after the three youngest graduated high school.

* * *

Moving through the salon to the cockpit of the catamaran, Mike found his mom and two aunts in the galley stowing the provisions they had spent all morning shopping for. All the others were out in the cockpit, mostly sitting and enjoying the sun and sail. His father was at the helm, and uncles Henry and Keith nearby chatting. Mike glanced at Gayle, who offered a barely perceptible smile.

It had been late morning before they were underway, and they had decided on a short cruise the first day to become familiar with the cat and how to operate it. Though they had learned much from watching the YouTube videos, actually sailing it would be a steeper learning curve. Santa Catalina Island was only about thirty miles, so that became their first destination; about a four-hour cruise.

Mike used the time to plot how to get more time alone with Gayle.

A few minutes later, the women emerged from the galley, one with a tray of sandwiches, another with a big bowl of chips, and the last with a tray of glasses of iced tea. It was then that Mike noticed—really noticed—how attractive his aunts, and his mother, were. They all wore bikinis, just like the girls, and each was a match for her daughter. Mike wondered why these women were just now coming to his attention.

As his mother came to him with the tray of sandwiches for him to take one, his eyes became glued to her breasts that looked as though they were ready to spill out of her bikini top. They weren't huge, but they were big enough.

"Something wrong, Mike?" Sara asked. "Did I spill something?"

"Uh, no. Just lost in thought."

Sara nodded, but she knew her son had been staring at her tits. Her immediate thought was that he shouldn't, but she was also pleased that a young man was noticing her. And if that wasn't enough, she glimpsed the bulge in his swimsuit, his erection sending a shiver through her body.

While they all ate, Mike discreetly checked out the other women, his aunts, Gloria, and Regina. They were each probably a year or two younger than his mom, but for all being in their forties, time had not been their enemy. He casually glanced at his other cousin, Cindy, nineteen like him, but a few months older. However, Cindy was on the plump side, but she had nice boobs and was very pretty.

And this led him to Adrienne, his sister. He tried to look at her not as his sister but as a lovely girl who would have easily caught his attention if she were anyone else. But he could not now overlook her as he found attraction to all the females he was related to.

* * *

Life was about as perfect as it could be for George Robinson as he took a sandwich from the tray his wife offered. Of course, he'd seen her in every state of dress and undress in their twenty-two years of marriage, and while she looked fabulous fully clothed or totally nude, somehow, seeing her in this skimpy bikini was actually a huge turn-on. But what was really eye-opening was seeing his sisters-in-law in the same tiny swimsuits. He'd never seen them so scantily clad. He knew they were beautiful women also, but . . . wow! He also couldn't help but notice his nieces, not to mention his daughter. George wondered if all the women and girls had gotten together and decided to find and wear the tiniest bikinis imaginable. He'd never seen any of them so sparsely attired. They might as well not be wearing anything for what the bikinis covered. But he wasn't complaining.

Little did he know his brothers, nephews and his own son were all having similar thoughts.

The women were not immune, either. They noticed each other's husband, who were all wearing swim trunks with no shirts. All were trim with masculine physiques. Being brothers, they resembled one another, which was handsome. And their sons? Chips off the block.

* * *

The sail went smoothly. There was a light chop on the water, which everyone actually enjoyed because it made them feel like they were really at sea. No one became seasick. Arriving at the island, they had done their homework and booked a mooring ball in Avalon harbor in advance. Having seen it done many times in YouTube videos, they had no trouble in grabbing the mooring ball and tying a line to it. It was late afternoon, so they all relaxed, some in the cockpit, and most of the kids on the trampoline at the bow. To celebrate the success of their first sail, the women had bought steaks to grill in anticipation of success and the men grilled them on the outdoor grill. They ate at the outside table in the cockpit, the parents all enjoying adult beverages.

"So, what did you all think about the cruise?" George asked as they dined.

"Spectacular!" Keith said.

"Ditto!" from Henry.

"I loved it," Sara said.

Gloria and Regina agreed.

"It's everything I thought it would be," Gayle chimed in.

"I agree," Mike said, who happened to be sitting next to her.

The other kids all stated their concurrence.

"That's great," George said. "I'm glad everyone liked it. That brings up the next question: where do we go from here? We can remain in this area, spend some time here in Catalina, and hit the other few islands there are around here, or we can head south to Mexico along the coast of Baja California."

"Hawaii," Don, Keith's son, called out.

Everyone laughed.

Henry's son, Eric agreed.

"That's a two-week cruise," George pointed out. "I'm not sure any of us are ready for an undertaking like that our first time out."

"I agree," Henry said. "We only have the boat for a month. We'd have to turn around and come right back."

"Which could take longer than two weeks," Keith added.

"I say Baja," Sara suggested. "Lots of coastline to put ashore if we need to."

"She's right," Regina agreed.

"I would agree with that," Henry said.

"Kids?" George questioned.

"Whatever you guys think," Mike said.

"Ditto," from Gayle.

Cindy and Adrienne went along, with Don and Eric having no choice but to agree.

"That solves one problem," Adrienne noted.

"What's the other?" George asked.

"Us. Six cousins. Only two staterooms."

"And how do we pair off?" Cindy added.

"If you and Adrienne want to share, I'll be odd person out," Gayle offered. "As long as I can have one of the staterooms."

"I don't mind sleeping in the salon," Don said.

"I will, too," Eric said. "If Mike will be odd man out."

All eyes turned to Mike.

Mike was more than agreeable, after this afternoon, but it might not do to seem too eager. He shrugged. "I don't know. Do you snore, Gayle?"

Again, everyone laughed.

"No, I do not," she said defiantly.

"Then, it's settled," George declared. "We can change up tomorrow night, if necessary."

* * *

After dinner was finished and the cleaning up done, the entire family headed up to the raised sun lounge above the cockpit roof to enjoy the sunset over the hills of Avalon. The harbor then lit up with lights from the buildings on shore for a very picturesque scene to end the day. Gradually, two by two the adults retired for the evening. Adrienne and Cindy finally left with Gayle following them, leaving only the three boys.

"If you stay up late, please be quiet when you come to bed," Gayle told Mike.

There was something about the way that she said it that had Mike responding, "I won't be much longer." Of course, he replayed this afternoon in the stateroom many times in his mind, and when he became the odd person out to sleep with her, his imagination went into overdrive.

"Guess I'm ready to turn in, too," Eric said.

"Yeah, let's do it," Don agreed.

"Guess, I will, too," Mike said. He headed down the steps before the other two but glimpsed the grins on their faces. He wasn't sure why they were doing that, so he didn't question it and headed on to the forward stateroom on the port hull. To be polite, he tapped lightly on the door.

"Come."

Not knowing what to expect and suddenly nervous, Mike entered slowly. Gayle was sitting on the edge of the bed still in her bikini.

"I was hoping you wouldn't be long," Gayle said.

Mike merely nodded.

"Nothing to say?"

"This is actually awkward."

"Why?"

"I've never slept with a girl before," Mike admitted.

"I'm just your cousin. We've known each other forever."

"So, how do we do this?"

"Sleep? The usual way. Lay down close your eyes."

"Oh, is that how it's done?"

That broke the ice a little bit and they both laughed.

"Are you sleeping in pajamas?" Mike asked.

"As opposed to?"

"What you have on?"

With a shake of her head, Gayle said, "I've been in this most of the day. I don't think it would be comfortable to sleep in. I'm going to wear my pajamas. You?"

"I usually just sleep in boxers."

"Okay." She removed her bikini top.

"Whoa! What are you doing?"

"Putting my pajamas on," Gayle said as though they hadn't just discussed it. "You've already seen my tits."

"That's all."

"You afraid to see more?"

"I guess not."

Gayle was amused at his modesty as she untied her bikini bottom. To tease him, she took her time putting on her pajama bottoms on. She could see the bulge in his swimsuit. "You going to change?"

"In a bit."

"Don't want me to see your boner again?"

"Uh . . . uh . . ."

"I can see you have one and you weren't shy this afternoon."

"You walked in on me."

Gayle slowly pulled up her short pajama pants and matching button-up top. "Okay. I'll go to bed then. Which side did you want?"

"Doesn't matter."

Gayle climbed onto the left side of the bed. As she was facing away from him, Mike quickly shed his swimsuit. He shouldn't have been surprised when she quickly turned around. "You should really be proud of that thing."

Mike looked down at his hard cock. "What do you mean?"

"Most guys would kill to have a dick like yours. Big and straight."

"What do you know about dicks?"

"I know that I like them."

"You really think its big?"

"Big enough for me."

"I don't know how to respond to that."

"Just come to bed."

With a shrug, Mike grabbed his boxers, slipped them on, and crawled onto his side of the bed. He lay on his back as Gayle turned on her side to face him. Not expecting that, Mike twisted his head toward her. She hadn't buttoned her top completely so most of her breasts were exposed.

She could see him looking at her tits. "You can touch them, if you like."

Mike's eyes went wide. "What's going on here?"

With a heavy sigh, Gayle said, "Well, if you have to ask . . ." She shook her head. "We're going to be on this cruise for a month. You didn't last more than a couple of hours before you had to whack off."

"You were all so hot in your bikinis."

"Is that all it took? You realize this is probably how we'll be dressed for most of the trip?"

"I haven't really thought about it, but I guess you're right."

"So, what are you going to do?"

"Be more careful?" he answered with a grin.

"Or we could help each other," Gayle suggested.

Mike was not as aloof as the impression he might have been giving her. After her willingness to help him this afternoon and her unpretentiousness in changing into her pajamas, not to mention offering him her tits, he sensed where this might be going, but since she was his cousin and they would be together for the next month, and a misinterpretation could lead to a family scandal, he didn't want to misconstrue her intentions. "What are you suggesting?"

"Wouldn't you agree that sexual release is much more satisfying with someone else?"

"So, you want us to help each other get off?" he deduced.

"Would be fun, don't you think?"

"No doubt. What do you want to do?"

"Have you ever eaten pussy?"

"Not really."

"Not really? Either you have or you haven't."

"I haven't actually. I've seen videos."

"You watch porn?"

He shrugged. "Is that bad?"

"It could be good if you learned from it."

"Want me to show you?"

"I thought you'd never ask!" Gayle responded with a grin.

Mike moved into position as Gayle pushed her pajama pants down. At her knees, Mike grabbed the shorts and tugged them the rest of the way off. She quickly spread her legs as he moved his face in closer. He was actually very excited about doing this. Having watched numerous porn videos about it, Mike had always found cunnilingus to be extremely erotic and had been eager to do it. His last girlfriend wouldn't let him. She wouldn't let him do much of anything.

Now face to face with Gayle's shaved pussy, he took a moment to examine a real vagina up close. This one was really a work of art. Dainty. The delicate folds of her labia. So symmetrical. The glistening drops of liquid peeking out of the soft pink skin closed tightly to hide the love tunnel inside. The little hood protecting her clit.

Mike gently ran the tip of his tongue along her slit until it made contact with that tiny white button, sending a shiver throughout her body.

"Mmmm. That's good. Just like that," Gayle purred. "You have learned."

He didn't respond, choosing to use his mouth for the task at hand. He just wanted to feel his tongue against her pussy, so he simply licked. He drove the tip into her slit, separating it, feeling the moisture. It was surprisingly tasty. Sliding his tongue further into her hole, he wiggled it around.

Gayle giggled.

Flicking her clit caused her to moan. Eating pussy was everything he thought it would be. He did everything to her he had seen in videos. It had her squirming, occasionally clamping her creamy thighs against his face, and that was also strangely nice. A moment later, she moaned loudly as her orgasm took over.

"Shhh!" he warned, and she quieted down.

She grabbed his head and held it tightly against her pussy. He continued his tongue movement until she pushed his head away, her climax finished, her snatch sensitive. "You were fantastic!" Gayle exclaimed in a loud whisper. Again, grabbing his head, she pulled him by it up until his face was even with hers. She pressed her lips to his in a passionate kiss.

RonCabo
RonCabo
2,045 Followers