Old 09-16-2009, 03:29 PM   #1
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Sailboat Regatta (Open)

The late summer regatta at the local Yacht club is always special. The two member crew is composed of a man and a woman and at the starting line the each captain "trades" for a crew member from another boat. So, boyfriend/girlfriend or husband/wife are on separate boats for the whole day! It's all in good fun and provides for some interesting sailing.
Nate managed to secure the wife of the local real estate company. Not only did this give his boat a great chance of winning but Sara was easy to look at. She was 5 years younger than her husband and clearly in swell shape. Nate had traded his girlfriend of 6 months Annie.
Annie was quite adept at sailing but could never bring the PROSPECTOR a victory with Jack at the helm.
With ten boats at the line the gun sounded at ten AM.

(Take any part: Sara-31 years old female, Annie -29 years old female, Jack- 36 years old male)
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Old 09-16-2009, 03:36 PM   #2
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The idea of being "traded" may not seem cool, but actually provides a good lesson in sailing techniques and some friendship building. Being new to sailboats Annie learned quickly how to handle the boat.
She wore a swimsuit under her hoodie.
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Old 09-17-2009, 10:01 AM   #3
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At the sound of the gun Nate raised the sails that Sara had already unfurled. The next few minutes were a blur of activity as the sails caught the wind and the booms swung around to capture the maximum amount of breeze. The OSPREY was a day-sail boat built of aluminum and 26 feet long, that Nate had owned for three years. It had a spacious amount of deck and small cabin with a tiny bathroom. It could easily handle any freshwater lake.
Sara was quite skilled at sailing and Nate enjoyed watching her move effortlessly between tasks. She was perhaps 120 lbs, but had powerful ways of flexing her legs to gain leverage on trunion ropes and winch handles. She was not worried about "breaking a nail"
"We can win this thing, Sara" Nate shouted.
He watched her smile as the wind flipped her hair. He was hoping for the fog to burn off soon and for Sara to remove her squall jacket so he could watch her body.
The other boats were off to either side and appeared to be doing equally well, with the exception of one. Nate found the PROSPECTOR and spotted his girlfriend, Annie, just settling in near the stern. He knew it was a two boat race.
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Old 09-17-2009, 10:36 AM   #4
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Jack loved sailing. He had been doing it for years. But his wife Sara had never really picked up the complez techniques. When Nate suggested they swap wives for the day, he jumped at it. One, Nate's wife Anne was a great sailor. Together, they could win the race today. And two, he was smoking hot. She was the only woman he had fantasied about since he married Sara. Man was he looking forward to this!
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Old 09-17-2009, 11:31 AM   #5
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Annie

Hearing the gun sound Annie leaped into action. Although Jack's boat was unfamiliar, she quickly found the correct ropes and winch lines. As the sails deployed she began to work up quite a sweat and knowing that as the fog lifted it would get warmer, she dropped the rain pants first and finally the hoodie. Annie's one piece blue suit was comfortable, but if it got really sunny she would need to cover her arms.
The first ten minutes passed quickly but after a successful start their boat had the lead. Annie listened as Jack gave out instructions. They were mostly minor sail adjustments. The rest of the time she moved her body to the "high side of the boat" to add trim and gain speed.
She had moved in with Nate four months earlier and they incredibly happy together. At 29, she had dated some and had two long-term relationships end. She was at the age where she felt it was time to settle-in with a husband. Nate made huge money as an investment banker, whatever that was, so she definitely had her sights set.
"More trim on the mainsail," ordered Jack.
Annie understood the concept of the captain giving blunt directions and responded immediately. Jack needed to stay at the helm, so she needed to do the leg work. It was just the way of sailing. Annie perferred not to make the decisions.
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Old 09-17-2009, 01:47 PM   #6
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An hour into the race the sailing maneuvers had become minimal and boat cut through the waves on the way to Gull Island, which was the halfway point. Sara was relaxing on the foredeck catching some sun with her jacket off and her swimsuit in plain view. It was a bright red suit-a one piece which tied in the back. Nate could tell that she was probably 34-35c. At times she would lie on her back. Other times she would lie on her tummy.
The fog was gradually lifting all morning and now was gone, leaving a cloudless sky. Unfortunately the wind was decreasing. Although it had remained steady from the South, it was less than 5 mph. The boat was limping along.
The other "racers" were spread out about 500 yards apart and suffering from the same conditions.
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Old 09-18-2009, 11:29 PM   #7
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Slowly the sails went slack. The boat began to bob up-and down, more from the lake current than the wind. Jack looked like he was about to give another order, but realised there was nothing that could be done. Annie grabbed a soda from the cooler and brought one for Jack, as she took the seat next to him.

"Well, at least we are in the lead."

She unzipped her hoodie and leaned back in the chair. The sun felt great but everyone knew it would be beastly hot later if the wind did not return. She thought about removing her wind pants and getting some sun on her legs, but she felt self-conscious being that she was with Jack alone.

Jack drank slowly as he scanned in all directions to find a clue about the wind.
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Old 09-19-2009, 09:23 AM   #8
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The boat came to a virtual stop as the wind went calm. Both Sara and Nate agreed that they might as well get an early lunch. The biggest thing on a boat is to have plenty of drinks, even when you aren't thirsty.
Sara proved to be a good sailor and a good sport. She did not appear to be mindful of the long day facing them. After finishing drinks Nate applied sunscreen to Sara's back. Her skin was soft and warm to his touch. He began immediately distracted.
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Old 09-19-2009, 04:36 PM   #9
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Seeing that they were in for a long stay Annie went below deck and to use the bathroom. Realizing the day was warming up she returned to the deck wearing only her swimsuit and placing her hoodie rain pants on lounge. Mike took imediate notice of her swimsuit but said nothing. It was common to wear comfortable clothes onboard.

Down time on a boat at the dock is simple to solve,but out on the water it can be hopelessly boring. Annie was thinking about how swell it could be if she were with Nate. They would be below deck right now and he would fucking her. He sometimes took her several times in the same afternoon.

"Well, we got time on our hands" said Jack

They both knew that if things got hopeless they could start the engine and motor back to the dock.
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Old 09-20-2009, 06:23 PM   #10
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Jack whistled when Anne came back on desk. She looked smoking hot in that swimsuit, the material hugging her supple curves.

They were well into the race now and had settled into a rhythm. But they had a problem, ok he had a problem. All of Anne's flaunting around was having an effect on him. His swimming shorts weren't exactly hiding his excitement. He was embarrassed at first. He loved his wife and this was one of his best friend's girlfriends. But how would she react, if she noticed?
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Old 09-21-2009, 10:59 AM   #11
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Annie moved out to the mast and scanned the other boats. She was facing directly away from Jack affording him a view of her backside. If the other boats were closer together they could all go swimming to pass the time, but the closest boat was more than 200 yards away. The wind showed no promise of improvement.

"So what do you and Sara do when this happens?'

Annie's question was quite inviting but the boredom was getting noticeable. The whole afternoon was looking to be a session of "lake watching." She spread a towel on the fiberglass deck and prepared to get some sun.
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Old 09-23-2009, 03:35 PM   #12
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After rubbing Sara's back with sunscreen, Nate was visibly aroused but hid it well. Even when he rubbed along the sides of her suit and under her shoulder straps, she did not complain or appear to notice. She laid out on a towel and smiled.

"If the sun gets to be too much we can go below deck."

Nate took his mind off Sara's body by glassing the other boats especially Jack's boat, hoping to see what they were doing.
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Old 09-23-2009, 03:46 PM   #13
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Jack smiled at Annie's question,

"The same stuff you and Nate get up to."

He flashed his cheeky grin. Nate had told him he and Annie had fucked a couple of times on their boat. Jack knew he was pushing a few boundaries, but he like to have a little fun.
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Old 09-24-2009, 11:15 AM   #14
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"Oh really, so you and Sara get naked on the day bed?"

It must have been the onset of boredom, because Annie rarely was this bold with a stranger. Still she felt relaxed to be on his boat and he could ignore the question if he wanted to.

"It really is exciting. I mean the open water. It's almost like being outside.

She was aware that she was opening a topic that could be difficult to close. Hopefully Jack would prove to be a good sport. To take matters to a higher pitch, Annie leaned toward the mast to adjust a rope giving Jack a backside view. It was only afterwards that she realized what she had done.
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Old 09-24-2009, 11:32 AM   #15
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"Oh we do, and a whole lot more if you catch my drift."

Jack unashamedly stared at Annie's taut ass as she bent over. There was no one near enough to see what they were doing. Was she flirting with him? He tested the waters to find out.

"I can certainly see why Nate enjoys it so much".
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Old 09-25-2009, 02:37 AM   #16
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Charlie Castori

Charlie drove his Lexus up the tree lined Bay Harbor Road. At the gate of the Long Branch Yacht club was a banner that readSailboat Regatta. Yeah this is the placeCharlie thought.

Charlie enters the gate and drives down the paved drive to a gate house where a guard greets him and directs him to the VIP section. The heat hits him as soon as he opens the door. He looks in the back seat and pulls out a pale blue captains cap. He closes and locks his doors and walks toward the main building. He finds the front door and walks in. The airconditioning slides over him like a welcoming friend.

Just inside a tall thin man with a small thin smile adresses him. "My I help you, sir?"

Charlie raises an eye brow and smiles at the man. "Sure Slim, I'm Charlie Castori I'm the sponsor of this here rataga."

"Sir the word is RAGATTA not rataga!" The tall man replies.

"Listen Slim I sell Lumber and wood, all I know is...boat are made of wood. So when I got the call about helping out the rataga, I 'm here,see!"

"Yes sir, of course most of our sailboat are made of fiberglass and resin!" says the tall thin man.

Charlie looks sternly at the man."Slim, I dropped $20 grand on this race, to sponsor it, now you tell me they don't use wood on sailboats!"

"Im sure they use some wood on the masts, and some decking, I suppose." he replies.

Charlie looks around "Where can I see the boats?"

"The door at the end sir where the sign says "To Docks".
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He smiled, he looked, he ran his fingers through her hair, she was beauty, not of our time, but the past.


A pirate life, that's what I want, oh to be on the sea, and hear the cannons roar!


Once I sat by the sea, lived on a river, saw the main line of commerce, dwelling in a valley far from home.
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Old 09-25-2009, 01:17 PM   #17
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"Oh Really and what exactly did he say? Was he telling everything..like the time we went skinny-dipping?'

Annie was coy about her response. She never went skinny-dipping with Nate, but it was a good way to open up the debate and hopefully Jack would reveal details. Besides, a good swim might help matters.

At this point a cruising motor boat went bye and the revellers onboard were having such a good time, it demoralized all the sail boaters. Would this day ever end? Annie pulled down one strap at a time to apply sunscreen. This was done in a casual manner. She then retrieved another soda for each of them from the cooler.
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Old 09-28-2009, 10:36 AM   #18
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Nate was still using the field glasses when Sara joined him at the helm. She casually rubbed his shoulders with a small amount of sunscreen. Having her that close and rubbing his skin had a profound effect on him. Had the boredom really set in?

"The sun is really getting hot, we should go below"

Sara needed no time time to think. She stood and led the way, giving Nate a swell view of the back of her swimsuit. The lower level was basically large daybed and door which led to the head. Only a few tiny portholes let in light. Sara took up a position on the bed and left room for Nate.
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Old 09-28-2009, 02:49 PM   #19
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As Annie handed the drink to Jack he rubbed his hand distinctly over the backside of her swimsuit. She turned with a smile letting him know that she had noticed. It was bound to happen on a boat. But Annie knew she had to be reserve out on the water. There is no place to run and no place to hide.
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Old 10-06-2009, 07:02 AM   #20
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Jack took the drink from Annie, noticing her coy smile.

"He did not tell me that. Sara and I have done that a few times. Its an amazing feeling to be jerked off under water".

Jack said it before he realised he had. Oh god, how was Annie gonna take this?!
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Old 10-06-2009, 03:50 PM   #21
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Annie burst into laughter. It was simply such an honest reponse, but she saw that Jack did not mind. The ice had been broken. Only it was strange to think of ice on such a humid day.

"So, you then return the favor I hope?"

It was the type of comment that would elicit a story she was sure. She moved from her seat to the gunwale while keeping her feet on the chair. This put her slightly above Jack's position as he went on to tell of how he stripped off her suit underwater. The sex tale was ever so stimulating and helped pass the time.

To keep the story hour going she related how she enjoyed boat-sex. The rough seas were very intriguing. Although today was a flat calm to be sure. It was then that she observed the affect she had on Jack.
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Old 10-12-2009, 04:31 AM   #22
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Jack laughed off the tension.

"Of course I did, what kind of husband would I be not to take care of my own wife?"
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