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For Cassandra, this was an exceptionally easy crew assignment. She had been to sea now for a day, crewing on a 60 foot Swan sailboat out of Miami for a married couple in their forties. The couple, Lena and her husband David, had turned out to be very easy passengers. Both knew how to handle the boat, and they cared for their own needs for the most part. Many times the most unpleasant aspect of crewing on a private boat was that the expectation of the passengers that the crew are actually slaves required to respond to every request for a cocktail or snack.
The way crewing is supposed to work is that a couple or group of passengers could charter a boat and crew for a pleasant sail in which the passengers would enjoy the experience of sailing without the worries of handling the boat or navigation, and in some cases meals, depending on the arrangements. In Cassandra, Lena and David, had a more than competent captain for their boat, as well as an outstanding cook. She was also surprisingly discreet, which is important on any size boat.
The reality of sailing on a sixty-foot boat is that the quarters are tight, and it’s important for the crew to be almost invisible to the passengers. The passengers want to feel alone on the boat, and the best crews make them feel that way. Both Lena and David would remark to each other that even on this sized boat, sometimes they didn’t even know where Cassandra was, and then as if by magic the raven-haired 22 year old would with a tray of freshly grilled scallops. She seemingly was able to do her work, including the navigation, without interfering with the privacy and enjoyment of the passengers. David was also an experienced sailor, and with very few hints from Cassandra, he enjoyed handling the boat for long stretches.
From the cockpit, Lena looked forward to see Cassandra making fast the forward sheets. She reminded Lena of herself twenty years ago. As Cassandra crouched to her work Lena could see the taught muscled thighs below her modest khaki shorts. The skin, browned by the sun, was smooth and unblemished. Cassandra wore a white collared “crew” shirt and Lena could see the veins on her forearms as she worked the lines, her fingers deftly and speedily winding. She had a wild mane of curly black hair that came down off her shoulders and was held back in a bandana. Her dark glasses hid her coal black eyes. Lena smiled to herself, ‘My goodness, to be young and beautiful again.’
In fact, Lena was still quite beautiful. At forty-two she had lost very little of the muscle tone that she had developed as a Division 1 College track and field star at Penn State. She had surprised Cassandra early in the voyage by her display of swimming strength in a fair chop. Cassandra had discouraged her from swimming in the rough waters, but Lena swam for an hour without difficulty, as she had done every morning as part of her regular exercise regimen. Her body still looked fantastic in the white bikini that she had been wearing for most of the trip, her breasts still firm and large enough to display a beautiful décolletage without artificial enhancement.
When Lena had first met Cassandra, to interview her for the crew position, she had first been a bit wary of having a beautiful young woman on the same boat with her and David. But after speaking with her, the maturity that Cassandra displayed eased her concerns completely, and in fact, the voyage so far had been a delight. Only a few times had Lena caught Cassandra eyeing David in his Speedo as he worked the boat. David had a fantastic body from working out regularly and he looked great in his red Speedo that more often then not provided a clear outline of his ample manhood. His athletic tanned body allowed him to move easily around the boat and he really enjoyed working the details of trimming sails and handling the ships wheel.
Over the next two days, Cassandra settled into the life of crewing a charter. David and Lena were really delightful passengers and Cassandra tried to make herself as invisible as she could. She would awaken early in her aft cabin, separated by the salon from the main cabin where David and Lena slept, and shower quickly. She would complete her morning checks in the next hour and prepare the boat for the day’s sail. Another hour was spent with the navigation charts checking and re-checking her position with the GPS. By 7:30 AM the coffee was brewing, and croissants and fruit were readied for breakfast in the main salon. Cassandra would then go topside with her mug of black coffee and enjoy the morning solitude, and give privacy for David and Lena to wake up and enjoy their breakfast. In the evening, she would finish her final navigational computations early, and secure the boat. She liked to turn in around 8:00PM in order to give the couple the run of the boat in privacy.
The second night, as Cassandra lay in bed, drifting towards sleep, she could hear David and Lena laughing and swimming in the moonlight. She smiled to herself, sure that they were skinny-dipping in the warm gulf-stream waters, something she liked to do herself, but which was out of the question on crew assignments. As she lay there in bed she heard the regular rhythm of the waves lapping at the hull. But soon there was a sound she didn’t recognize, and irregular pounding that sounded like a floating object striking the hull in the waves, regular but not the same as the waves. She sat up listening further. A smile crept across face as she heard another sound, a low moan, unmistakably David’s voice. David and Lena were making love on the deck of the boat under the moonlight. Cassandra lay back in bed, picturing David’s lean muscular body over Lena. He was probably feasting on her beautiful breasts and Cassandra was sure from the sound of things that David was rapidly reaching his moment of orgasm.
Cassandra’s fingers roamed over the tee-shirt she had on, feeling the hardness of her nipples. Her breasts were small, much smaller than Lena’s, but her nipples were extremely sensitive. She could achieve orgasm on her own by merely fondling her own nipples. But not tonight, even asleep, she was crewing. She took her hand away and lay back, closing her eyes just as she heard David’s guttural utterance of pleasure accompanied by Lena’s throaty shriek of pleasure as they achieved their mutual orgasm and collapsed on the deck.
Day three broke sunny with a fair wind from the southeast. When Lena emerged from belowdecks in a white robe holding a mug of coffee she found Cassandra already pulling anchor and setting the forward sail. “What a beautiful day.”
“Yes ma’am,” replied Cassandra. “We’ll have a really nice day today for sailing, nice breeze to take the heat out.” Cassandra looked aft at Lena, seeing what she imagined was a look of satisfied calm on her face. David was a lucky man, she thought to herself. She hoped that when she was Lena’s age she still had the looks and body that Lena had. Cassandra quickly finished setting the forward sails just as David emerged, in a white tee shirt and white Speedo. “Well,” Cassandra thought to herself, “ Lena is pretty luck herself.”
“Hi Cassandra, do you need a hand?” he called forward.
“No, I’m managing, we are almost underway.” As she said this she turned aft to see David making his way forward. There was still a fair amount of dew on the fiberglass deck and as Cassandra watched she could see David’s body twist awkwardly as his foot slipped. In trying to save his coffee, David landed hard on his hip on the deckrail, and loud crack sounded. Immediately his face screwed up in a twist of pain and he uttered an anguished scream.
