Ocean Sailing, closed for lakegirlxvi

[LeonGreybeard]

Brian finished up the ad, and re-read it:

Female crew / companion wanted for voyage from NYC to the Virgin Islands. Will take a few weeks to do it. Holing up in bad weather, avoiding overnight passages where possible. She must be fit, and know her way around sailboats. Everytihng supplied, just bring yourself. Preference given to crew that have sailed offshore before.

He posted in up on Craig's list for NYC area and set up a link so replies would go to his phone.

 

[lakegirlxvi]

The virgin islands....
It would beat the hell out of being a graveyard shift cashier at CVS.

The trouble was she knew next to nothing about sailboats. They went on the water. There were sails. Wind was involved. She tapped out a quick response on her tablet.

"Hi, saw your ad for crew/companion. Very interested. What can you tell me about the vessel? Shall we meet?" Send.

She figured she could learn enough on wikipedia to BS her way through at least a casual conversation. She'd wear something low cut and let her curves do the real talking. Double Ds on a bronzed blonde seemed to make men overlook a lot of details.

 

[LeonGreybeard]

Brian texted back to the cell number she gave, 'Airgin is a 40 ft Caliber, sloop rigged. You can google the Caliber 40 and get and idea of the boat. She is well founded, should be no problem to sail her down there. Barring hurricanes. Master's cabin is forward, there is a 3/4 berth aft. Separate heads. Galley is all as you would expect.'

'Right now she is docked in the visitor's area of the 79th St Basin. I will be there by 8 pm tonight. If you can make it, just ask for Airgin and they will direct you.'

 

[lakegirlxvi]

"Awesome - see you at 8" she replied.

Most of his response was gibberish to her, but after reading up about it online, she felt like she had a fair idea of what he was talking about. She had a moment's hesitation about sailing off into the blue with no clue about what she was doing. She told herself it was his fault if he hired her. Besides, people have been sailing for thousands of years. How hard could it be?

At 8 she was walking down the long pier at the 79th street basin. She wore sneakers, shorts and a v-neck t-shirt. Hardly what she would wear to a normal job interview, but this was hardly a normal job. The important thing was showing off her legs and some cleavage. She saw the 40 foot boat and for a moment she hesitated. 40 feet sounded plenty big, but actually seeing it, and thinking of sailing it to the Caribbean was another story.

Just then she saw an older, grey-haired man coming out of the cabin.

"Hey!" she called. "I'm Lani. About the crew position."

 

[LeonGreybeard]

"I'm Brian." He extended his hand across the gap to the dock, and when she took it, pulled her gently toward him. "Please, come aboard."

He quickly scanned her as she climbed aboard. Not tall, slim, generally a small buildm but full breasted. Full enough he wondered if they were real. Nice outdoors tan, long blonde hair, looked natural, but sunbleached probably. Very pretty blue eyes.

Definitely easy on the eyes, he thought to himself.

"Let me show you below." He led her down the stairs, and showed her the basics, forward cabin with head for the skipper, aft 3/4 berth and nearby head with shower, galley starboard, chart table nav station port, and a large central seating area.

"She has a basic rig, but roller furling jib and main. Preety easy to handle by yourself."

"Let's get to know each other, try to see if there is enough of a fit that we could get along for a couple of weeks at sea. Lets go down to that pub at the other end of the pier. You can tell me about your sailing experience."

 

[lakegirlxvi]

Brian had a nice handshake and once she got close, she saw he was actually pretty good looking for a guy twice her age. He was strong too. He wasn't pushy about pulling her aboard, but he didn't hesitate, either. He was definitely used to being in charge.

She noticed the way he was looking at her, and did her best to give him plenty to look at without being obvious. In the tight space below deck, there was plenty of opportunity to bend and lean and flaunt. She nodded as he talked about the boat. After spending an hour reading up that afternoon, she sort of knew what he was talking about.

"I've never used those rolling furlers," she said, as they strolled down the pier to the pub. "All the sailing I've ever done was with my Dad, and he wanted everything the same as it was when he was a kid, you know? But from what I hear they make it pretty much of a one-man show."

She figured she could always fall back on "That's not how Daddy did it," to explain when she didn't do things the way she should. They found a booth at the pub and she smiled at him.

"So how long are you staying in the Virgin Islands?" she asked.

 

[LeonGreybeard]

From the way she walked around on deck Brian knew she had not spent much time on boats, and probably never on a large sailboat. But damn she was hot! And did not mind showing it either. He was certain he could single hand through most situations anyway. But he had to sleep sometime, and if she just woke him up before they hit something, it would be good enough.

"I am not at all sure how long I want to be down there. Of course anytime you could get a flight home. But I would like to gunk hole around down there, maybe a few other places too."

"How about you and I sail up to Boston, see how things go, if we time the tides right we should get water as rough as we are likely to see. Let you find out if it is for you or not."

"Beer?" He signaled over the waitress.
'

 

[lakegirlxvi]

"Beer," she agreed, smiling. When the waitress had taken their orders and delivered the beers, she held her glass up. "To Boston."

Was Boston anywhere near the Virgin Islands? No, not really. It was really the wrong direction, but the important thing was that he wanted her to take the trip with him. She was actually surprised that he'd offered to give her the chance. She knew that her best bluff on the boat hadn't been that convincing. Especially when she nearly fell in. Who knew the boat would tip so easily?

She felt pretty confident, though. He kept saying the boat pretty much sailed itself. She just had to make sure she didn't fuck anything up too badly on the trip up to Boston.

"How long do you think it'll take to get up there, anyway?" she said, swigging the beer. She didn't want to get bombed, but she wanted to let him know she'd be fun to have around.

 

[LeonGreybeard]

"It'll take about a week."

Brian watched her face, and then was sure she knew nothing about distance sailing.

"We will try to catch an ebb into Long Island Sound, then overnight somewhere along there. Distances really depend on the wind, and I think to start we will stay pretty much in daylight hours. Pack the minimum you will need for clothes and toiletries. After a short cruise you will have a better idea what to pack for the trip down south, assuming you are still on for it then."

He ordered another round and some chicken wings and nachos for munchies. Then checked the tide tables on his phone. Thought for a couple of minutes.

"Show up around ten am tomorrow, we will go off and get some basic provisions, and plan to leave about three in the afternoon. By dark we should be able to make a harbor on Long Island."

Watching her move, her eyes, the way she flashed cleavage, he was beginning to suspect she was going to be crew with benefits.

Time would tell. Looked like there may be heavy weather second or third day out. Then we would see if she could do the trip or not.

 

[lakegirlxvi]

She could tell she had his attention by the way he was looking at her, and she grinned. He was cute for an older man, and there was something definitely sexy about the way he called the shots. It was probably a sailing thing, but she had a feeling he'd be giving her some orders that didn't have shit to do with sailing. She grinned. Something to look forward to.

She noticed he hadn't really said how long they'd be out, but it sounded like at least a few days. She'd bring a couple of pairs of shorts, a couple bikinis, extra underwear and a sweatshirt in case it got cold at night. Maybe a skirt and a top that could pass for nice in case he wanted to make a stop somewhere. In the meantime, she munched on the snacks and drank beer until it seemed like he was calling it a night.

"Ten AM," she said, giving him a grin. "See you then."

If she let her hips sway a little more than usual as she walked up to the parking lot, well, that was just a good interview technique.

 

[LeonGreybeard]

Brian watched her leaving, damn nice ass too he thought. Then back to his boat, got some stuff and showered up at the marina.

Next morning, ten o'clock sharp there she was, with a small bag. Now that bode well. Last one he interviewed showed up with two suitcases! One of them on rollers!. He took her cases from her, and swung them aboard and down into the cabin. Tossed them on the quarter berth at the stern.

They walked together up to the small grocery store that served the marina.

"So, in case we end up anchored out, lets get some frozen steaks, fresh salad greens, eggs, bacon, . . . what else might you like?

As they passed Brian threw four 6 packs of beer in cans into the buggy.

 

[lakegirlxvi]

Lani smiled when she saw him picking up the four six packs. Just in case....

"Coffee," she said, grabbing a bag off the shelf. "We'll need it if we plan on drinking all that beer. And ice cream." She found a pint and tossed it in the cart. It was a warm day, so she'd dressed for comfort, in a cropped tee shirt that left her tummy bare and a pair of shorts. She wore a skimpy pink bikini under, and she walked close to Brian. She knew she was getting a lot of looks, and she basked in the attention, grinning at the boaters that eyed her helplessly.

When they had finished at the grocery store and brought their supplies back to the boat, she helped Brian stow everything. The galley was tiny, but there were little cupboards in every imaginable nook and cranny, and it as good to know where things went.

 

[LeonGreybeard]

Brian took off the mainsail cover, and stowed it in the port sail locker in the cockpit.

"When we get underway take in the fenders and stow them in the starboard sail locker."

Certain she did not know port from starboard he pointed at the locker where he kept the fenders. Then he started the engine and checked it was working OK. After looking around he cast off the dock lines and slowly reversed out of the slip.

While motoring into the channel he called "Bring in the fenders." Soon they were gliding down river, speeded by the ebbing tide. Until they got to Long Island Sound there was a lot of traffic, and he was continually speeding up or slowing down, and changing course to keep clear. From time to time he glanced at her and smiled.

Once into the open waters of the sound he unfurled the genny and switched off the engine. After scanning the instruments and the GPS he set the auto steer to close reach and left the wheel. The boat leaned away from the wind and settled into a steady rhythm. The only sound was water splashing on the hull, and soft whistling in the rigging.

"Now, no matter what else we are doing we both need to keep a lookout for any cross traffic. Two heads are better than one in here."

It was a beautiful warm sunny day.

Brian looked at her and said "Lani, this is the world's biggest waterbed."

 

[lakegirlxvi]

They left in the afternoon. At first, there seemed to be a lot to do, but after a few minutes, the scramble was over and they were underway. Brian was busy navigating the traffic on the rivers and around the port, and Lani made her way up to the bow to help keep a lookout. The day was warm, and after a little while, she peeled off her shorts and t shirt, letting the sun bake her body with just the skimpy bikini covering her.

When they reached the sound, she watched him carefully as he unfurled the sails and let the wind speed them across the water. A few minutes later, he was standing beside her.

"Lani, this is the world's biggest waterbed."

"This is great," she said, grinning at him. She looked ahead, and all around them. There were a few other boats out, but they were distant specks in the blue. "I'm looking forward to spending the night aboard."

 

[LeonGreybeard]

Brian had by then stripped down to just his sailing shorts. A long time sailor, he went commando when at sea. Things dried out quicker after they got wet. And things always got wet. The thought crossed his mind as he looked at her body in the bikini. 'Now there is something I'd like to get wet' he thought.

"Remember when we are sailing, and you are out of the cockpit, always keep one hand on the boat, the other is for whatever you are doing. But for now, just stretch out on the foredeck here and enjoy the ride. And if you want to avoid tan lines - feel free. I will warn you if anyone approaches closely."

With that, Brian returned to the cockpit, grabbed a coke from the cooler, and relaxed, enjoying it all, the weather, the beauty on the foredeck, and the joy of sailing.

 

[lakegirlxvi]

One hand on the boat. She had heard that somewhere before. It made sense, and she nodded as if it was common sense.

"Sure," she said smiling. She was admiring his body. For an older man, he was in good shape, broad chested and muscular, without being hyper-carved like some gym rat. She was wondering how long it would take before he hit on her when he pretty much invited her to get naked.

She grinned at him and blushed a little. She wasn't shy, but he wasn't wasting any time. Still, she thought, we're going to be on this boat together all the way to Boston. Might as well get to know each other. She looked at him as she reached back and undid the top of her string bikini. Her breasts were big and round and brown, except for two pale triangles left by her bikini.

She looked down, and then looked up at the sun.

"I'm going to grab some sunblock or these are going to burn," she said. She slipped the bottoms off, revealing another set of pale triangles over her ass and her pussy. Then she went below to find her bag, which fortunately had some pretty powerful sunblock in it.

 

[LeonGreybeard]

As she came back out of the cabin, Brian took the sunblock from her, scanned the label to be sure it had UVA as well as UVB, and smiled "Here, let me do that for you."

Gently he turned her to face away from him and warmed some lotion in his hands before massaging it into her back and shoulders. Then down the rest of her back, and across her ass. 'And what a fine ass she has,' he thought.

He teased her knees apart a bit then worked on each of her calves, then up her thighs, stopping just short of the critical area. Then moved to her arms, all the time massaging upwards. Turned her around to face him and gently daubed her forehead and cheeks, and her nose.

Smiling into her eyes, Brian held his hands cupped with a little lotion in each just in front of her breasts.

"May I?"

 

[lakegirlxvi]

Lani laughed as Brian grabbed the sunblock from her. It wasn't like she really needed help putting it on, but he was so enthusiastic, and his hands were strong and there was no reason to fight it. So she let him massage the stuff into her skin. It felt good, having him touching her, and she braced herself on the railing as he worked his way down her body.

He wasn't shy about rubbing her ass, but he steered deliberately away from her pussy, which was a bit of a disappointment, really. By the time he had made his way up her legs she was just about ready. But she turned to let him do her face and then he hesitated again before her breasts, and she smiled.

"You're the captain," she said. She pulled her shoulders back, pushing her big breasts towards him.

 

[LeonGreybeard]

Her breasts were large, and in a word perfect. And real. They overflowed his big hands. Gently but firmly he massaged the lotion into them. The nipples, of course, responded to his touch, and he took special care to make sure each was well protected from the ravages of the sun and wind.

He continued on down and across her belly, admiring the gentle curves. As he moved his shorts rode up a bit and exposed just the tip of his swollen, rapidly hardening cock. Her eyes flicked down and back up with a look of slight surprise.

He smiled and said, "We are rapidly reaching the limits of my self-control. And I am sure there is something somewhere in the guidelines for safety at sea that covers distracted sailing."

"You do the last part for me, but let me watch." He handed her back the lotion and took a quick scan of the horizon.

"I am real stickler for doing things right the first time, and I like to take my time so I get every little thing right. Still I think we should head in to a port sooner rather than later. Boston isn't going anywhere. And Glen Cove is just around that next headland to the south."

 

[lakegirlxvi]

He seemed to be enjoying himself, and Lani certainly liked the way his strong hands felt on her body. As he moved his shorts rode up a bit and exposed just the tip of his swollen, rapidly hardening cock.

Her eyes flicked down and back up with a look of slight surprise.

She knew she shouldn't have been surprised. After all, her whole plan had pretty much been that she would seduce him into taking her along as crew, but she was surprised.

When he suggested that they make anchor, she grinned. She had no idea how far they had come, but it seemed like they had barely cleared the city. Still, she wasn't going to get to the Caribbean by saying no. She took the sunblock and began to finish the job, leaning back on the rail with her legs spread wide. She was careful to avoid the lips of her pussy, not trusting the sunblock to that sensitive area. Instead, she switched hands, and began to rub herself.

She was already soaked from his attentions, and she let out a soft moan as she slid her middle finger inside, and then pulled it back, dragging it over her clit. After a few strokes, she looked up at him, grinning, and whispered, "Are we there yet?"

 

[LeonGreybeard]

"Yi, yi, yi, yi"

"Get below! We will be in clear sight of land in a few minutes. But hold that thought! Those thoughts!"

As they rounded the point, he dropped the main into the lazy jacks then sailed up as close to shore as the wind held. Then he switched the anchor winch to drop, and furled the genoa. Soon the anchor caught and he set the drag alarm for 150 ft. They has plenty of room to swing, and were protected from all but a nor-easter. South west breeze was the forecast.

He found her on the setee below, and led her to his bed, forwards. Laid her on her back, and after dropping his shorts, stretched out on top of her, full length, her wrists in his hands, his feet spreading her ankles. Her breasts crushed on his chest. Her tummy was warm on his belly. He could feel her breath on his face. And the tip of his cock was probing her hot wet inner lips.

Brian moved so the head just began to spread her opening, and kissed her softly on the lips, then whispered "Lani, you are beautiful."