Sail Away

“It’ll be close. Thursday evening possibly, but I won’t sail her at night with the big cruise ships coming in. I’ll try my best though.” Cassandra turned back to the task at hand, one eye on the compass, the other on the horizon and the sails. Today would be an easy day, fair wind, warm temperatures and a straight course, it didn’t get any easier than that.

Lena wandered below, eating yogurt and granola in the ships galley, and then a quick shower. In her cabin she searched through her belongings and settled on a Speedo training suit, green with red piping. The bathing suit top, a sports-bra style, fit comfortably over her breasts. She wanted to do some hard swimming today to work off her tension. It had been a strange and restless night.

As the morning wore on the wind died down a bit and Cassandra set the auto-pilot. She could relax a bit now. They were still making good headway and there wasn’t much to do but enjoy the sun and the occasional dolphin that would swim alongside. She turned to Lena, who had been sitting near, reading. “I’m going to go get some sun.” Lena looked up and around.

“Can I come too? Or is that too risky?”

“No, that’s fine, you can come forward, autopilot is set and the radar will give warning if there are other boats nearby that we have to watch out for. You never know what the next day’s weather will be like so you might as well enjoy it while you can.”

Forward, there was a flat expanse of deck covered in dense but soft padding that was perfect for two people to lay side by side and sunbathe. Lena was already sitting there when Cassandra came forward with a tiny crystal bottle. “What’s that?” asked Lena as she eyed the rose colored liquid in the bottle.

“It’s my Greek grandmother’s own private recipe for suntan oil. Our family has used it for generations and never one sunburn,” laughed Cassandra. “Don’t even ask me about UV protection, I have no idea,” she added. “Here, let me put some on your shoulders.” With that, Cassandra opened the bottle and poured out the oil into her palm. After rubbing her hands together she began to rub the lotion into Lena’s shoulders. “You might want to change tops. You are going to get the strangest tan lines with this bathing suit top.”

“Oh, you know, I think you are right. Do you care if I just take it off?” asked Lena.

“No, go ahead, then you don’t have to worry about his stuff staining your suit or anything either.” Lena quickly pulled her top over her head, carefully folding it and placing it aside. She rolled over onto her stomach and lay down next to the seated Cassandra. Lena thought for a minute to take off her bottoms too, but that might be a bit too much, and instead she pulled the bottoms down well below her tan line and rolled them at her hips to make the smallest lines possible.

Cassandra drizzled the lotion down Lena’s back and began to work it in. Her hands felt wonderful on Lena’s back and the scent of the lotion was heavenly. Cassandra worked the lotion all over Lena’s shoulders and down the small of her back. Her hands caressed the white skin below the tan line of Lena’s bottom. Cassandra marveled at how smooth Lena’s skin felt. Cassandra couldn’t help staring openly at Lena’s exposed breasts when the woman had removed her top. Her breasts were firm, and as beautiful in their nakedness as Cassandra had imagined them to be. Her fingers lingered for a moment at the top of Lena’s thighs, massaging the oil into the older woman’s skin. Her gaze was drawn to the covered “v” between Lena’s legs, which were slightly parted. The bathing suit bottom was cut wide over Lena’s buttocks and as if she had been adjusting her own, Cassandra reached out and moved the Lena’s suit bottom back over her buttocks, exposing the smooth skin of her ass to the sun. Cassandra noticed Lena’s sharp movement when she did this. “Oh, sorry, I just was trying to help your tan line.”

“Oh no, that’s fine,” replied Lena. “It just tickled. Do you want me to do your back now?”

“You know, I think I’m going to lay on my back a bit, just in case I need to look around. Don’t let me fall asleep.” Lena looked over at Cassandra and smiled as she watched the young woman untie the strings of her bikini top. She casually flipped it aside and sat in the lotus position and beginning at her feet began to massage in the homegrown suntan lotion. Lena watched the young woman’s firm strong fingers work the oil into her muscular calves and thighs. Cassandra’s hands moved quickly over her thighs and spread legs. She held herself upright and slathered the oil over her midsection. Lena could see Cassandra’s naked breasts in the sunlight. The nipples were dark, and indeed they coved three quarters of the surface of the woman’s small breasts. They looked perfect on the young woman’s athletic frame and as Lena watched she saw Cassandra begin to massage the oil into her breasts.

Lena wasn’t sure whether Cassandra knew she was watching, but as she looked it appeared to Lena that Cassandra was caressing her breasts. The young woman’s hands cupped her own breasts, finishing in a pinch over the nipples, the way Lena would do to her own in self-pleasure. Cassandra seemed completely oblivious to Lena’s presence as she continued to massage the oil into her breasts, tweaking the nipples to their peak state of arousal. Lena could see them poking out from the young woman’s chest, enhancing her beauty. Finally, Lena watched as Cassandra lay back in the sun amidst the sounds of the wind in the sales, and the waves slapping as the hull moved through them on its course.

The sun felt wonderful to Cassandra, seemingly covering her in a blanket of warmth. Her whole body tingled whether from the heat or the absent-minded caresses she had just given herself. Even now, her sensitive nipples were like points of fire on her chest. “Thank God,” she thought to herself, “that Lena was laying on her stomach and didn’t see.” Touching Lena’s smooth body had definitely and unexpectedly had an arousing effect on her. Before she knew it she realized that she had been no longer applying oil to her own body, she had actually been caressing her own breasts. She stopped as soon as she realized what she had been doing, but now she could feel her own arousal as she lay in the sun and she ached inside. Could she be attracted to a woman? She thought not, but in this case she didn’t feel just attracted to a woman, it was really Lena that she found to be attractive. There was something powerful and yet deeply feminine about Lena that Cassandra wanted to get close to, to touch somehow, to share. As she lay in the sun Cassandra acknowledged a deeply powerful desire not to make love to a woman, but to join herself in some deep, complete, and meaningful way with Lena.

After 30 minutes or so Cassandra awoke to the caress of Lena’s finger on her cheek. “I’m sorry, I let you sleep.” Lena was sitting cross-legged next to Cassandra. Cassandra sat up and quickly looked around. “Don’t worry, I just wanted to give you a rest, I’ve been watching. We are on course, and doing 4 knots. I don’t think we’ll break any speed records into Miami.”

Lena had brought a pitcher of ice water forward and now the two of them sat together in the sun sipping the cool water. Cassandra’s eyes were drawn to Lena’s full breasts, still naked in the sun. As she watched Lena move around the boat Cassandra saw the older woman’s breasts move in perfect unison with her movements. They were firm, with small nipples, thick and rounded. Cassandra spoke, “Lena, you have a beautiful body for someone your age.” In an instant she realized how awkward that sounded and Lena feigned scorn. “No, no, I mean any age. What I’m trying to say is I think any woman would love to have your body.”

Lena blushed at the compliment. “You are too kind. But thanks, I try to keep in shape. Enjoy your youth while you can, it gets tougher and tougher as you get older. Pretty soon these, “ and as she said this Lena reached down and cupped her breast in her hand, “ I’m sure will start sagging all over the place. But I’ll enjoy it as long as I can.” She smiled and as she did she released her breast, but not before casually caressing her thumb over her nipple, which became instantly distended and aroused. Cassandra stared at her and her breasts and seemed to flush all over. Again, she had that tingly sensation in her nipples, and realized that they were beginning to become aroused. Lena couldn’t help but notice Cassandra’s reaction and looked at her with a quizzical expression. “What was going on here?” she wondered.

Cassandra quickly turned over and lay on her stomach. Lena applied the lotion to her back and legs. Cassandra’s bottoms were already pulled into her ass, “thong style” and she didn’t flinch when Lena applied the lotion to the smooth skin of her bottom. Lena couldn’t help but caress her fingers over the young woman’s smooth bottom. She applied the lotion liberally, and massaged it deep between the young woman’s thighs, coming within a centimeter of the young woman’s center. Did her legs part a bit more? Lena thought the heat was getting to her. She stood up. “I’m going to take a dip.” She walked aft and turned the boat up into the wind and dove into the refreshing water. The water felt cool and caressing over her almost nude body. Rather than clearing her mind of thoughts of Cassandra’s beautiful body the water over her naked breasts seemed to only increase her arousal. After a few minutes she came back aboard, set the boat back on course and went below.

That night, they ate in silence above deck, watching a beautiful sunset undisturbed by any man-made objects. Cassandra gave Lena a brief lesson in navigation as she charted the course for the next day’s sail. “Well, the good news is that I think we’ll have one more day’s sail and be into Miami midmorning on Friday. Best I can do.”

“Well I just got off the ship-to-shore with David and he is doing fine. The doctor said he can leave on Saturday so it looks like the timing will be just right. You’ve been really wonderful Cassandra. Thank you.”

Cassandra just stood smiling at Lena. “You’ve been a great passenger, I’ve enjoyed it too.” Lena smiled again and then leaned in and gave Cassandra a kiss on the cheek.

“Okay, let’s get some sleep. I’ll see you in the morning for the final day’s sail.” Lena found it momentarily difficult to go, a brief hesitation, nothing more. Cassandra looked at her expectantly. Lena then turned and went into her cabin. Dizzy for a second, sitting and then lying on the bed.

Cassandra followed the graceful movement of Lena as she made her way to her cabin. She found herself wanting to ask Lena to stay a bit longer, but what for? Just to be in her presence? This was crazy. Cassandra secured the boat and went aft to her cabin. She stripped off her shirt and lay in her panties, letting the cool evening air coming from the open hatch drift over her body. She could not get the image of Lena’s hand cupping her own breast out of her mind, and the heat that she felt inside her that afternoon began to return to her.

She could see almost in slow motion Lena’s long fingers holding the fullness of her breast in her hand and the her thumb slowly drawing across the milky whiteness to her nipple. Cassandra had watched as Lena’s thumb drew her nipple to hardness in an instant and then it had stood out starkly making her aureole appear smaller and puffier. It had been one of the most arousing things Cassandra had ever witnessed.

In a moment, Cassandra realized that her own fingers were tracing over her abdomen. Her nipples tingled in the night air, and as she held the image of Lena cupping her own naked breast in her mind, Cassandra felt her own fingers begin to circle her own breasts. The young woman couldn’t help but moan as her fingertip began tracing a circle around her nipple, and she immediately felt the warm waves of arousal spreading through her body. The ripples of pleasure began at the white-hot nerve endings of her nipples and began to flow down over her body like the evening air to break gently between her legs. As she pictured Lena’s nakedness in her mind Cassandra cupped her own breasts, small by comparison, and wondered to herself what it would be like to hold another woman’s breast in her hand. No, she thought to herself, not another woman’s breast:: Lena’s breast.

As the reality of the object of her desire hit her, the ripples became waves and the fingers of her left hand slid beneath the front of her panties, gliding through the soft down tracing lightly over her pubic mound. The first sensation of moisture surprised her. She wasn’t just aroused, she was soaking wet. Her finger easily slid between the lips of her sex and traced over the distended bud of her clitoris. This time she heard herself moan loudly as one finger entered her, and the she squeezed her naked nipple between the fingers of her other hand.

In the galley, Lena heard a low moan coming from the aft cabin. She had gone back to the galley to pour herself a final glass of wine. She stood motionless in the galley for another minute waiting, the silence broken only by the steady beat of the waves against the fiberglass hull. She stepped quietly to the door of the aft cabin, Cassandra’s cabin, and inclined her head towards the door. It was closed, not latched, but Lena was sure that Cassandra was asleep. As she turned to return to her cabin, Lena heard another muffled cry, this time definitely from Cassandra’s cabin. Lena looked at the door lock and placed a finger against it, pushing gently. The door eased open a fraction of an inch.

Lena peered into Cassandra’s cabin through the tiny opening, but it was enough to allow Lena to see the beautiful, young girl lying on her back on her bed, naked but for her tiny panties. What caused Lena to suck in her breath sharply was the realization that the young woman wasn’t asleep, but that from where Lena stood she could see Cassandra’s fingers working feverishly in her panties. Cassandra’s other hand was pulling and teasing on her nipples, and the young girl was writhing on the bed, her hips rocking against her own fingers. Lena could see clearly the young woman’s fingers beneath her panties thrusting in and out, and from this near distance Lena thought she could even hear the sounds of Cassandra’s fingers entering the thoroughly wet and aroused lips of her vagina.

Lena felt a warmth flood her insides. She stepped back stunned for a moment, considering whether to return to her cabin after accidentally intruding on the young girls privacy. For some reason she did not step back. She remained rooted where she was, watching Cassandra tease and tantalize her body in the moonlight. Lena stared at the young girl’s nipples, now distended in full and complete arousal and absentmindedly Lena’s hand drifted between her own legs, gently cupping her own mound through her panties. She had never seen another woman masturbate before, or in a state of arousal as complete as this young beauty. Lena’s fingers gently cupped her own sex as if to relieve the heat that was building there, but finding only that the heat increased with every touch. Lena lightly traced her lips through her panties, which were already becoming moist. She slipped her fingers beneath her own panties, and her forefinger traced down over her soft fur, lingering a moment at the fleshy hood covering her clitoris then slipping past into the wetness between her outer lips.

Lena staggered and almost collapsed as she felt white heat begin to emanate from between her legs. Almost immediately she felt a flood of pleasure spreading over her. The sight of the young girl, nearly naked, pleasuring herself, and the ministrations of her fingers as they caressed her own sex quickly accelerated the pleasure she was feeling. As her fingertip rolled over the tip of her clitoris, circling it, covering it with the wetness of her own arousal, Lena could hear Cassandra beginning to breathe in the regular rhythms indicating an impending orgasm. The sound of Cassandra’s regular panting, and the sight of the increasing undulation of her hips brought Lena rapidly to the peak of pleasure. As she heard Cassandra begin to cry out, Lena felt vibrations of pleasure became explosions deep within her womb and spread out over her whole body.

Her legs gave way, and silently, Lena crouched to a sitting position with her back against the cabin wall, trying to breathe quietly as the waves of pleasure subsided. For minutes she stayed like that, waiting for her heart to stop racing, praying that Cassandra wouldn’t get up and find her here, expended after spying on the young woman’s private pleasures. After what seemed like ten minutes. Lena could hear nothing but the regular breathing pattern indicating sleep coming from Cassandra’s cabin. Lena waited two more minutes and then silently crept back to her own cabin.

In her own cabin, Lena lay restless. Her emotions were a mixture of self-loathing and wonder. The self-loathing came from the feeling that she had betrayed a great trust by spying on Cassandra. And there had been no accident about it, Lena had opened the door, and then stayed after discovering the source of the nocturnal moaning. The wonder came from the sheer sexual excitement of the moment. Lena admitted to herself that it was one of the most sexually exciting moments she had ever experienced. Cassandra’s body had been beautiful in the moonlight, and now as Lena lay in bed, she realized that she would love to have her sexually, a thought that brought her back to self-loathing. She was married, heterosexual and twenty years older than the young girl.

“This boat better get to Miami fast,” she thought to herself as she fell into another troubled sleep.

The final full day of sailing was an uneventful one. Cassandra, noting time and distance decided to wait one more evening before coming into Miami. It would be perilous if the wind should die, and they got caught in the shipping lanes after dark. Or so it seemed. Cassandra noted that she probably could make it with ease, but inside there was something else, a reluctance to say goodbye to Lena.

They had spent a wonderful final day together, working the boat, and relaxing in the sun. Cassandra could see in Lena the woman that she would love herself to become. It wasn’t just the physical beauty, which this morning was highlighted by the yellow bikini that Lena wore, but it was also the confidence she exuded from every pore of her being. Lena’s bright green eyes were filled with life, but also with wisdom of experience. As Cassandra looked at Lena, she was reminded of her own powerful orgasm the night before. She had never imagined herself with another woman, but now as she looked at Lena, her skin golden against the yellow bikini, Cassandra imagined her own hands on the older woman, caressing her. Had she really decided to spend an extra night at sea with Lena just to stay around her? What was she hoping would happen? Cassandra turned to the sea, gazing out at the horizon, but soon her gaze inevitably shifted back to Lena’s body.

That evening, after they had shared a final meal in the early evening sun, Lena and Cassandra sat silently looking at each other. The trip had taken some unintentional turns, both physically, and emotionally. Cassandra spoke first, “Lena, you have been great to sail with, and really wonderful to be around. I don’t know how to say it, but I’m really going to miss you.”

“Oh come now, don’t be silly.” Lena smiled at the young girl. As Lena looked at Cassandra she saw in the young woman her own self from 20 years ago. She saw the youthful exuberance, but also the deeply embedded lack of self-confidence that derived from having had so little life experience. “If I knew then, what I know now,” thought Lena to herself. She gazed adoringly at the young girl, wishing she could somehow give her those life-experiences that would speed her learning curve. The innocence was still there, and still beautiful as Lena admired Cassandra in her shorts and shirt.