The Sailing Date

Julie glanced out the window and saw a vision walking toward the restaurant. He was tall, had long black hair, and well-defined muscles with the body of a gymnast rather than that of a weightlifter. He had the dark complexion of one of the Mediterranean countries. He was the hottest guy she had ever seen.

"Sally, if 'Mr. bangable' comes up, seat him in my section." Julie told her coworker.

She and Sally were two of the three girls on staff today. The small lake front town had a shortage of workers, so the restaurant owner resorted to hiring school aged girls from all over the area. They were all wearing tight jeans/yoga pants and even tighter tee shirts with the restaurant logo. Not looking up from her work, Sally asked

"Why?"

"Because he's hot and rich and I really want to 'serve' him." Julie giggled, putting a good deal of innuendo into the last part of her statement.

Now Sally did look up. She agreed that the guy was 'hot', especially for a male at least 15 years older than they were.

"How do you know he's rich?" Sally asked.

"He's coming up from the marina and look how he's dressed. He's got to be a boat owner!" Julie surmised.

The restaurant is a popular stop for bikers riding the river road and boaters out for a day on the lake. The bikers would roar in and out of the parking lot and come up wearing leathers. The boaters would tie up ski and pontoon boats on the pier owned by the restaurant while having a meal there, dressed in summer wear. The adjacent marina was full of sailboats. There is also an upscale restaurant of regional renown on the other end of the marina. That establishment usually got the sailing crowd. In Julie's young mind, anybody who owned a sailboat is rich. Sally took a second look. The ball cap, sunglasses, polo shirt, mid-thigh length tight shorts, and deck shoes were of the highest quality. This was the standard 'uniform' of the sailboat owner. Most of the owners were older and wore their version of this much looser. This guy made the outfit look good. Very good! Just then the restaurant manager came into the Hostess station and chased the girls back to their serving tasks.

*****

Dave was looking forward to a cold beer and viewing some sweet young behinds in tight jeans. He climbed the rough wooden stairs to the second-floor restaurant. He could already taste the local micro-brewed ale named for the lake. He only stopped in a couple of times each season, but it seemed he never saw the same servers twice. He also got the impression that the area could only breed girls with firm, round cheeks. He wasn't going to complain about that. Dave had never been disappointed in the 'view' from the second floor.

The restaurant manager seated Dave at a booth with a view of the lake. A sweet young thing came bounding over; "My name is Julie. How may I serve you?" She giggled, once again pouring sex into the last part. Dave was stunned! Julie was wearing low riding jeans that looked like they were painted on. Her tee shirt failed to reach the jeans by several inches, exposing a toned and tanned midriff. Dave was convinced that Julie shaved her pussy clean otherwise jeans that low would have shown hair. Her hips formed an inviting v pointing down to the camel toe. The fabric must be something softer than denim. Looking up, he saw much larger than average breasts contained in a well fitted bra, while not visible, making its present known because of the tight tee shirt. To cap this perfect body was a young girl's face with the biggest smile, piercing brown eyes, and rich auburn hair pulled into a ponytail that fell well past her shoulders. Dave ordered his ale and a Black-n-Blue burger, substituting fries instead of the fresh made potato chips that came with every sandwich. Julie turned on the tip of her toes and literally bounced off. This gave Dave the view he came in to see. Julie's ass was full, round, and tight. The top of the jeans ending just fractions above her crack. Two jewels were inset in the dimples in the small of her back, needlessly calling attention to her magnificent perfection. A smart phone peeked out of a back pocket, showing a pink and glitter skin, reminding Dave that she was most likely jailbait.

Julie was in seventh heaven. While taking the hot guy's order, she had noticed several things. There was no band on his ring finger, and his tight shorts displayed a very large package. His voice resonated in her core and caused a pulsing in her clit. She could scent just a hint of spice, one she associated with Christmas. She headed for the kitchen humming "Shake it off", which in turn caused her to shake her hips as she danced forward.

Dave is a voyeur. He loves the female form. Every little curve and point. He is always watching the women around him. If caught, he would smile. The women always smiled back, disarming the situation. He could not keep his eyes off Julie as she went about serving her customers. She had such an upbeat personality that she caused the mood of those around her to lighten. She seemed clueless about the effect she had on others. While she appeared to be innocent and naïve, Dave knew that even young girls selected clothes with care to best display their features. There was no way she was naïve about the sex implied with that pair of jeans. In addition to Julie's magnetic personality, Dave noticed that her slim, trim body could not hide her large breasts. Even when viewed from behind her those high, firm orbs protruded from the sides of her narrow back. Whenever she stopped at his table they would flirt unabashedly.

Julie is a closet exhibitionist. She loves to show off her young hot body. She is accustomed to getting attention from males to the point of it going totally unnoticed by her. The attention is background noise in a life she is happy to live. In this case, she was fully aware of the hot guy watching her. There is an intensity to those bright green eyes that made her feel singular and special. He was watching her and only her and always had and always would. It empowered her. It made her giddy. Well giddier! She was preening for him regardless of who she was serving. He is no longer just eye candy, a lust, a fling. She needed to be his, evermore! Is this love at first sight, she pondered? Being a teen, her body didn't ponder, it pumped out hormones. Her nipples stiffened and her pussy moistened. The urge to mate was strong. In short, she is horny!

Dave's good looks and social standing made him a target for rich single women. He is accustomed to being hit upon by them. It is very rare for him to be attracted to the women that were attracted to him. While he loves beautiful things, the beautiful women in his circle rarely had beautiful personalities. He had developed a grace at turning women down. This meant that Dave dated infrequently. His waitress's personality is such a radical departure from that. He wants to spend more time with her. He is surprised to find he is eager to ask Julie out. Still, there is the legal issue. She is too young to fuck. Maybe he could spend time with her without getting physical? Yeah, right! Look at that body! Suppose they did something during the day, an activity rather that a date, would that be safe? That's when he decided to invite her sailing. He took a closer look at Julie. She is wearing sensible tennis shoes. He could see none of the ubiquitous tattoos that all women seem to sprout now. She had single piercings in each ear, and one in the navel. Each stud had a stone matching her backside jewelry. The only outrageous feature is her fingernail polish. The color is alternating pea green and orange, again reminding him of her youth. He judged she could be a good sailor.

While they had been flirting, Dave had not given Julie his name. When she brought the check, he introduced himself and asked if she liked to sail. Julie had never been but would love to go some day. He asked when her next day off would be. She indicated that she is off on Tuesday, which also happened to be her 18th birthday. The news gladdened Dave to no end. She would be over the age of consent. He told her he did not want to take Julie away from her friends and family on her special day. No worries, Julie informed him that a party was planned for next Friday and she would love to spend her birthday sailing. They exchanged contact information and Dave promised to call Julie Monday night. He did warn her that sailing is weather dependent and severe summer storms were common. They would finalize plans when he called. Their conversation seemed so mundane considering the emotional turmoil raging in both of their minds.

After Dave paid and left, Julie kept singing to herself; "His name is David. His name is David." She watched him walk back to the marina. The long black braid of hair that reached his belt coincidentally swinging in time with her chant. For the rest of her workday, every time Julie was idle, her thoughts would go back to Dave. The way he looked at her, the way he made her feel. She had never been so horny. She feared her wet pussy was going to soak through her jeans and announce her state to all. When she got home that evening she rushed straight to her bedroom. She stripped naked and stood looking at herself in the mirror. Her crotch was a sloppy mess. Her nipples were stiff. She reached up and pinched both, moaning. She squeezed and kneaded the fleshly mounds, feeling her desire grow. She lay on her bed with her knees spread wide and the soles of her feet together. This left her pussy gaping open. She ran her hands over her midriff and thighs, returning to her breasts where her fingers twisted both nipples again. She imagined Dave's strong body over her, his unbound hair forming a curtain around their faces as they gazed deeply into each other's eyes. The very long hair and the muscular, sun browned body without an ounce of fat reminded Julie of a jungle dwelling savage. Then in her fantasy, it was 'his hands' that found her sensitive spots, it was 'his hands' that aroused her. In her mind, his engorged cock thrust deeply into her, rocking her forward, pounding her unyieldingly. Her fingers found her clit and she came hard. She kept rubbing until she couldn't stand it anymore. As good as the orgasm was, the one was not enough. She thrust two fingers deep into her pussy and trailed another over her anus. Her other hand was frigging her sensitive clit as the imagined Dave pushed his tongue deep into her mouth to match his cock deep in her pussy. She needed it rough right now, rutting and humping in primal heat. She slipped the finger into her ass as her dream Dave flipped her over and took her fiercely from behind. Her fingers pressed hard on her G spot. That's it. That's what she needs. She came hard again, screaming out her release. Totally sated now, Julie rolled over with her fingers still deep in her pussy and allowed herself to repose. She 'felt' loving kisses all over her neck, shoulders, and back. She fell asleep contented, her imagined lover spooning her tight in his manly embrace.

*****

Dave was also stretched out naked on his bed. He recalled Julie's bare midriff and low jeans. He felt his cock going erect as he visualized the roundness of Julie's ass matched by her breasts. He remembered her smile, her giggles, and her bounce. His long, thick cock was now fully engorged, stretching just past his navel. Dave placed both hands on his distended cock, one over the other in a baseball bat grip, to slowly stroke it. He imagined using his lips and tongue to trace the line of Julie's jeans, and follow the curves of her bare muscles and hips. He could just hear her moans and encouraging sighs as he pushed up on the bottom of the T shirt and down on the top of the jeans to expose more skin to his exploring mouth. He was leaking pre-cum now and used it to lube the swollen head of his throbbing cock. His mind allowed him to cover her pussy with his hand, to feel the warmth and moisture through her jeans. His rubbing fingers caused Julie to clench his head between her breasts as she approached her climax. Dave stopped stroking his cock just at the point of coming, edging himself. His mind ravaged the fully clothed young girl, turning her into a moaning, begging, and wanton teen. He edged himself twice more, his swollen and leaking member twitching in the air whenever he took his hands off. Dave's arousal was fueled by imagining Julie's response to his manipulation. When his sexually satisfied specter girl whispered, "Thank you!" into his ear, he allowed himself to orgasm. Flexing his thighs, squeezing his ass cheeks, and arching his back, Dave stroked hard and fast. Moaning loudly, his balls unloaded. The first shot flew clear across his chest and landed on his chin. Grunting deep with each spasm, he spurts out seven more thick streams of semen, covering his abdomen in a pool of sticky goo. His hands gripped hard, milking his spend cock dry. It was an extremely satisfying release!

*****

When Julie woke up the next morning she realized she would need something special to wear on her sailing date. She got online and opened her browser to the Wicked Weasel web site. She really liked how sheer the Mermaid fabric was and ordered a white Tri Top and matching Microminimus bottoms, both in a size small. This would be her 'swimwear'. To cover this up, she got the white Nymph top and white Unchained mini skirt. She had been tanning in the nude all spring, so she had no worries about mismatched tan lines. She expected the white cloth to really pop on her bronze skin. She paid the extra for two-day shipping to ensure she got these in time. She hoped to knock Dave's socks, or better yet his shorts, off with her new birthday outfit.

*****

Monday evening Dave went online and checked the weather forecast. The lake only had two summer wind conditions: none, or too much. The weather models showed a three day stretch of clear skies. The highs would be in the lower 80's and the winds were predicted to be 15 to 20 knots out of the southwest, with gusting to 30 knots. It looks like it's going to be the 'too much' wind condition.

Dave was fortunate in his birth. He didn't need to work. He chose to restore beautiful boats from the 1900's. This was a period where most sailing vessels were commercial. Only the very rich had the time and money to sail for recreation. The yachts they build for this activity were all works of art. Finely crafted wood with bronze hardware. Dave considered himself a caretaker of these historical boats. He currently owned three; a 26' knockabout daysailer, a 44' New York 30 class racing yacht, and an 80' steam yacht. While the last was not strictly a sailboat, it was the only one of the three with enough space to entertain. Dave's family owned the marina and the associated shipyard. This allowed him to have three adjacent slips for his beloved boats.

The heavy wooden hull, deep led keel, and low aspect rig of the knockabout would handle 30 knot gusts with little fuss. The modern lightweight fiberglass hull, dagger board, and high aspect rig daysailers of the same length would not be taken out. The small size of 'Halie' would allow Dave to single hand safely with an untrained teen onboard. Sailing Halie in these winds would be lively, and wet. Dave considered that the best way to spend a hot summer day.

*****

Julie found her package waiting for her when she arrived home. She was once again in her bedroom standing naked before the mirror. She slipped on the bikini bottoms and adjusted the ties. Wow, size small didn't cover much. She kept adjusting the cloth front to back until she managed to conceal all her slit and hood. This left most of her prominent mound exposed.

Next, she tried on the bikini top. She turned pink from embarrassment at this fit. She kept adjusting all the straps attempting to cover her areolas. The tiny triangles would just about cover them if she wore the top very high. The lower tie bisected her breasts, leaving the bottom halves completely exposed. In the long run, it didn't matter. The material was transparent and did nothing to hide her dark areola and nipples. She posed and turned, getting a good look at herself in the mirror. God, she looked HOT! She would be arrested if caught in the public wearing this bikini.

Just then Julie's phone rang. She flopped across the bed to grab it off the nightstand. It was Dave. Listening to his plans for tomorrow, her clit began to pulse. She slipped her hand under her and used her fingertips to rub lightly on her clit.

As Dave told Julie that she should be sure to bring a swimsuit he could tell that she was distracted. He heard a very soft moan. Now he suspected what Julie was up to. Dave decided to tease her. Julie's moan triggered his memory. He told her about his encounter this morning. He was out riding on the bike trail and had just entered a patch of trees. He heard a girl moan, so he stopped and listened. The sound was coming from deeper in the woods, from the trail. He lifted his bike onto his shoulder and moved toward the moaning. After about 100 feet, when he was completely hidden from the bike trail, Dave came to a hollow. He could see a young couple naked on a blanket. Dave dropped to the ground and used the underbrush as a blind. The boy had his head between the girl's legs and was eating her pussy. Judging by the girl's body language, the boy was doing a great job. As Dave described the young couple and their activities, he could hear Julie writhing on the bed. Her breathing was labored. Dave told Julie that when the boy mounted the girl and drove his cock deep into her, Dave had to pull his own cock out and stroke it. He told Julie how excited he got watching them fuck out in the woods. He told her how much seed he left on the ground when he came.

Julie could come just listening to Dave speak. Now he was talking about sexual acts and handling the cock she wanted. She was struggling to keep her masturbation quiet. Doing it without Dave being aware of it compounded Julie's arousal. When he told her about coming in the woods, her fingers on her clit triggered her release. She clinched tight to prevent screaming. This forced her body to quiver uncontrollably. It was like she was having a seizure. It didn't work. A grunt from deep in her stomach escaped as her orgasm peaked.

Dave chuckled as his story got the desired results. He also had a huge hard-on listening to Julie orgasm. He continued to tease.

"Sorry, I missed that. What did you say?" he asked.

Julie was breathless and couldn't reply.

"Oh, I get it. You think I'm a big perv because I was secretly masturbating." Dave declared.

Julie swallowed a hick-up when she heard that. Did he know she just came? She found her voice.

"Not at all. I really ENJOYED your story." She purred.

"Ok. Good. So, I'll pick you up at 9 tomorrow morning. Something's come up that I need to take care of. Bye."

The call ended before Julie could reply. With that last delightful image planted in her mind, Julie started giggling hysterically.

*****

Tuesday morning Julie answered the door wearing her new outfit. Dave gave a wolf whistle as she stepped onto the porch. Dave took Julie's hand and held it high so she could spin around for him. The Nymph top fell only a few inches below her breasts, leaving a tantalizing gap between its edge and her well-toned abs. At least the material was opaque. The tight mini skirt was made up of mesh and bands in an open weave. This allowed peak-a-boo looks at her skin. Her round buttocks were clearly bare. Dave caught just a hint of a tie string on the hip. His cock firmed up.

"Stunning" was all he could manage.

Julie's smile widened. She rose up on her toes and leaned forward to kiss Dave on the cheek.

"Thank you." she breathed into his ear.

Glancing over his shoulder, Julie got a look at the car parked on her curb. She went squealing and prancing past Dave. She knew nothing about cars. This was a gorgeous orange convertible sports car. She did recognize the BMW symbol on the front. She was still bouncing up and down when Dave caught up.