Paying for Prom

Role2014Play

Experienced
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Jun 29, 2014
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(For CarnivalBarker and Role2014Play.)

(Comments below about age are the male character's thoughts prior to learning the age of the female characters who are, in fact, 18 year old high school Seniors.)

Robert Hayes began this late spring morning as he did most mornings, lounging in a comfortable deck chair in the shade at the corner of the country club's private pool area. As usual, he was reading the online version of the Wall Street Journal on a tablet and occasionally peeking up from behind his dark glasses to admire the wives and daughters of his fellow Club Members. Some paraded by in high heels while others padded by bare foot, but all were scantily dressed in the latest pool side fashions, leaving very little to Robert's imagination and, from time to time, causing a bulge in the front of his tailor sewn deck shorts.

Robert was a fortunate man, which mornings like this served to remind him. He had been born into money, which he turned into more money. His father had been a founding member of this club, which Robert now owned. And his mother had been, in order, a movie star, socialite, and philanthropist. Robert ran in all the right circles, had all the necessary financial and political connections, and -- most importantly -- had the means and desires to enjoy life to its fullest, which he did with flare and excitement.

He started most mornings reviewing the news from the business world to ensure that his money was working for him, then spent the rest of the day enjoying the things his money could buy him.

Some days he awoke with plans: others, like today, he just went with it, letting fate decide the day's events.

He couldn't have known -- or even dreamed -- of what fate would bring him today...

He heard the women long before he saw them, coming slowly from his left, hidden from his view by the immaculately sculpted shrubbery. Before they'd even come into his view, Robert had picked out two voices and gleaned just enough of their conversation to understand that what they were talking about was their upcoming prom and the doubt that either of them would be able to come up with the necessary funds to go in style.

Prom, Robert thought. They're younger than they sound.

Without knowing who the two were, Robert knew who they weren't: daughters of Club Members. If they had been, this conversation wouldn't have been taking place: the members of Greenbrier were some of the wealthiest men and women in the State, and none that Robert knew would ever let their little girls go to such a significant event as Prom without the prettiest dress, best shoes, longest limousine, and more.

Eventually, the two young women sauntered into Robert's view. They were even younger looking than the 18 years of age he presumed the Prom-goers to be.

Robert looked them up and down and felt a twinge in his groin as his cock came to life. Their bodies were wrapped in ... well, Robert didn't know what they were wrapped in ... sarong-like sheets of semi-sheer cloth that hid -- barely -- the young women from cleavage to thigh. They sarongs matched, making Robert wonder if they came from the Club's gift shop or guest rooms, or perhaps the girls had brought them along with them.

Robert didn't really care about the origin of the coverings. What he cared about was the hints of female curvature that the semi-sheer sheets presented. Robert couldn't be certain, but ... but it appeared as if the two had nothing on under the thin cloths. They could have been heading for the women's sauna maybe...? Or ... or they could have simply been offering the ogling men scattered about the pool area a treat. Robert couldn't know. All he did know was that his cock was hurrying toward stiffness at the sight.

The two were beautiful women. No! They were, when compared to Robert's own age of 42, cute girls. He was old enough to be their father by a handful of years, so he shouldn't have been having the thoughts he was, thoughts of having handfuls of their delicious, young bodies while naked in his nearby cabana.

They paused suddenly, finding him sitting quiet and still in the shade, obviously staring at them. Before either could say anything, presuming that they would have said anything at all before simply walking away from the stranger, Robert said softly, "Girls, we should talk about my possibly helping you with your prom expenses."
 
Taylor and Natalie hopped out of the truck, their flip flops hitting the hot summer asphalt with a loud slap, just before Taylor's mom told them to call if they needed anything and drove away from the entrance to the Greenbrier pool. Taylor's grandmother had invited them to the club for the afternoon and though members were supposed to be with their guests, it was commonplace for that not to be the case. The girls had known each other for years, since they were twelve and entered junior high and became fast friends. In the intervening years, they had remained close, sharing classes and friends, trading boyfriends during a time in their life when that meant little more than hanging out at a movie theater or a football game, and playing soccer together throughout their entire four years of high school. It was rare to see one girl without the other, and they even planned on attending State University as freshman next year. Now, in their final month of school, the two girls found themselves excited about the next phase of their life, though anxious about wrapping up the current one.

"Have you told Jacob that you can't go," Taylor asked Natalie, as they walked toward the clubhouse, her red and white bikini the only thing beneath her summer sarong, which she planned on discarding once they chose a spot in the sun.

"I'm still hoping to go," Natalie replied. "If I can raise around four hundred, I can get the dress, but I would still need to borrow some shoes, I think."

"I know what you mean," Taylor responded. "Darren was not happy when I told him I was going to have to skip out. But my parents won't give me the money and I simply don't have it." Prom was rapidly approaching. Each girl had solid boyfriends that had asked them to attend back in December, when everyone paired off with an eye toward the annual rite of passage that was to be their final prom. Taylor had date Darren for two years, while Natalie and Jacob had only become a couple in the past semester, after they had made a date for this year's senior gala. Now, however, each girl worried that they could not make it happen. Taylor had scrounged up a few dollars of savings, but didn't have nearly enough for even a dress. And Natalie had worked hard to earn more, but still fell short. Going in last year's dress simply was not an option, and the girls were beginning to worry about the real possibility that they would have to not go, leaving their boyfriends to be free agents to find dates, which could mean the same boyfriends might take full advantage and find themselves in the back of a prom vehicle up the skirt of some other girl. Both would have options. Darren was the starting wide receiver for the football team, the best the school had seen in ten years. Jacob was the son of an oil and cattle magnate, who generally got what he wanted and had no shortage of female attention, though he was a generally upstanding boy.

"What do you mean he wasn't happy?" Natalie asked.

"Well, let's just say if I don't come up with the money, and I'm not able to go to prom," Taylor began. "Then I am going to have to come up with a pretty good way to make it up to him, and I'm not sure I like my options." Natalie laughed at her suggestion.

"Go to the prom with me, or I get to fuck you any way I want?" Natalie asked as she chuckled. "Yeah, I got that too. Not that I'd mind." It was Taylor's turn to laugh.

"Slut!" Taylor giggled. Natalie was the more experienced of the two, having lost her virginity to a boy on the campus of State the previous summer when they two had been to soccer camp there. Taylor, still a virgin, planned on hooking up with Darren the night of prom, a night she had hoped for years would be magical for her and whoever the lucky guy she went with might be. Now, that idea seemed to be slipping away. Natalie pulled her own sarong over her shoulders after it blew slightly away in the summer wind. Her yellow bikini was more of a sporty look, with black trim and a Nike swoosh just along the waistband at her lower back.

"Well, it might be my only way to keep him away from Courtney Cink," she said, laughing back. "I just don't think I'm going to make it happen. There's no time and I just can't earn what I need to in order to go. I suppose we could just go to the after prom party," she paused, looking across the pool area as they turned to go in and find some seats on which to lay out. "We don't need any formal wear there." Natalie stepped into the lounge chair area and Taylor followed. The girls found a few chairs in a sandy area of the man made beach-like area and as they did, Natalie noticed a man gazing at her. No stranger to looks such as the man gave, she nevertheless felt a bit of a chill. At eighteen she was no doubt a woman, and both she and Taylor were not above catching the eye of the occasional older guy. But this guy, for some reason, gave her both an uneasy feeling, and one of intrigue. Stopping in her tracks, she realized she simply wasn't comfortable taking up a place near him.

http://media-cache-ec0.pinimg.com/236x/93/0d/cc/930dcc7691233f9344a30eec57d4a621.jpg

But before she could pass by and find another location, his words stopped her and Taylor in their tracks. "Girls, we should talk about my possibly helping you with your prom expenses," the man said. Taylor paused, having not noticed his stare before he spoke.

"Excuse me," Taylor said, not closely hearing when he spoke.

"Come on," Natalie said, unsure, grabbing her by the wrist. Taylor pulled away, wondering what the man meant, far more naive than her perhaps more experienced friend.

"No wait," Taylor said, stopping to face the man. "What do you mean help us?"
 
"No wait," the seemingly bolder of the two girls told her friend, turning her attention back to Robert and asking, "What do you mean help us?"

He set the tablet aside and sat more upright. The move's primary purpose was to cause the crotch of his shorts to bunch up, hiding his hardening cock. Sitting taller also gave Robert a slightly altered view of the two girls, and -- to the disappointment of his imagination -- he was able to catch sight of the bikinis hidden beneath their thin sarongs.

"I mean that I might be able to help you pay for prom," he answered, his shaded eyes continuing to walk up and down the teens' bodies as he talked. "I remember my prom and how ... momentous it was. Prom is a special night. No one should miss it simply because he ... or in this case she can't afford it. You certainly aren't responsible for the traditions that have made the end of year event so costly, right?"

A waiter entered the picture, delivering a tall iced tea that Robert had ordered earlier. He thanked the man, adding, "Vincent, will you bring my new friends here something to drink? And two chairs, please."

The waiter quickly moved to a neighboring table, retrieved two comfortable chairs, placed them before his employer, then asked the girls for their orders. Robert dismissed the waiter with a twenty dollar bill pressed into his palm, then looked back to the young women again.

He wasn't sure what it was about the two that intrigued him so enormously. Then, it came to him: it was their girlish figures. Neither of them was incredibly curvaceous. No dramatic "D" cup breasts or big round butts to write rap songs about.

Robert was no modeling agent or clothing designer, so it wasn't like he could take a quick glance at a woman and spit out her measurements. But if he'd been asked to at least give cup sizes, he would have guessed the taller, darker haired girl as being an "A" cup and her shorter, sun-bleached friend as a "B" cup, if that.

Smallish tits weren't a turn off to Robert, of course. His father -- who even after marriage had had his share of lovers -- had had a saying about breasts: More than a mouthful is a waste.

And smallish tits on a barely legal teen was more of a turn on for Robert Hayes than all the silicon-pumped tits in the world. There was something ... primal about the thought of being with such a woman -- such a girl. It was the idea of being the first man to touch such a woman, to pleasure such a woman, to be pleasured by such a woman that caused older men like Robert to stiffen up at the sight of such females.

Barely legal, his big head spoke to his little head. It went on to warn, do you think it might be a good idea to establish that they actually are ... before you do something that gets you tossed in jail?

"Before we go any further," Robert went on, leaning even farther forward in his chair to get a better view of the pool area. When he was convinced that there was no one within ear shot, he asked bluntly, "Are you both of age...? Eighteen, I mean?"

He waited for their answer, then gestured them to a pair of seats and asked, "Would you sit with me?"
 
Taylor looked at Natalie as the man's question settled, even as she took a seat in the chair across from him. Natalie shrugged, then took a seat next to her friend.

"We're both eighteen," Taylor said, still speaking for the pair. "Natalie's birthday was just last week," she continued. "I'll be nineteen in three months." Natalie crossed her legs and spoke for the first time, unable to wait longer for more details of the man's suggestion.

"What do you mean that you could help us pay for prom," Natalie asked. "Why," she looked at Taylor and then looked back at the man. "Why would you do that?" As she asked, the waiter returned with a couple of diet cokes, placing one before each girl. Taylor picked hers up, took a sip, and then replaced it before pulling her sarong a bit tighter against her. She looked at the man and completed her thoughts in the wake of Natalie's comments.

"Yeah," she concurred. "I mean, we have nothing. And for dresses, reservations, after party, limo," she paused. "It would be a little bit pricey, even if we didn't go all out." She crossed her arms, and she waited for the man to fill them in some more.
 
(OOC: Which is Natalie and which is Taylor? Sun bleached blond or brunette?)

Robert sipped at his own drink, his eyes set upon Taylor's own. As he set it down, he said softly in response to the girl's comment about having nothing, "Oh my dear, but you do have something."

He glanced to Natalie briefly, then back to Taylor. For just a moment, he let his gaze drop conspicuously to the teen's lean figure, then back up. His lips widened in a wicked smile.

"You have something for which men like myself yearn," Robert began, his volume just loud enough for the pair but no one else. "You have beauty. You have an air of innocence. And you have a yearning of your own. A yearning to enjoy life, in this case prom and every thing that surrounds it. It's a yearning you can not fulfill on your own. But, with my help, you can. You will."

He looked between the two young women again, then reached into the shirt pocket from which he'd pulled the waiter's tip and withdrew a thick wad of dollar bills. He glanced past the pair, finding no one paying them any attention at all, then -- as he continued talking to the pair -- slipped one twenty dollar bill under the edge of each of the condensation coated glass of diet coke.

"Let's play a game, shall we?" he said, that devilish smile even more wicked looking. "I'll put what I consider an appropriate amount of money on the table, then ask you to do something for me. You can take the money and leave, without doing as I ask ... or ... you can do what I ask ... after which I will put more money on the table and ask for something more."

With the second twenty safely in place, Robert leaned back into his chair, looked between the girls, and said with a broad smile, "Let's start simple ... nothing dramatic. Bikini tops ... on the table."

(OOC: Obviously, he is (or I am) aiming toward being able to present the second full picture of them that I PMd you.)
 
Natalie looked at Taylor and then back at the man. "You can't be serious," she said. "We don't even know you." Taylor gave her friend a stern look.

"Natalie, be quiet for a minute." The second girl looked at the man. "Twenty for my top?" She got no reaction from the man. His offer had been clear. Taylor reached under her saron, pulling her arms in and jostling herself before the man.

"Taylor!" Natalie exclaimed. "What the hell?" She asked as Taylor's arms popped back out of the sarong with her bikini top in one hand, laying it on the table. Taylor took the money and looked at Natalie again as if to ask what she was going to do.

"No way," Natalie said. Taylor rolled her eyes as Natalie crossed her arms.

"Fine," the blonde girl said. "What's next?" She asked, expectantly, looking to see what her next challenge might be.

"Taylor, stop," Natalie said. "We don't even know him." Taylor stopped her again.

"Natalie, shut up," she said before turning to the man again. "Go ahead," she said. "What is next?"
 
Robert hadn't known what to expect from the pair, but he'd been certain that what ever one did, the other would do, too. He was intrigued by -- delighted in, even -- the back and forth that was taking place between the two. It reminded him of nights at the dance clubs or hotel lounges when one half of a pair of partying women was ready to depart for a one night stand while the other was standing her Ain't going nowhere ground.

Robert leaned forward, waited for the taller brunette to meet his eyes, then took the corner of what was supposed to be her twenty and jerked it out from under her glass like one of those magician's pulling a table cloth out from under a full set of dinner ware.

He set it next to Taylor's drink, gave her a long once over glance, added a second twenty to it, and whispered, "Bottoms...?"

Before she could say yes or no, he took hold of the string of the bikini top sitting on the table and -- as he leaned back into his chair again -- pulled it with him. He toyed with the strings and cups as he stared at her, wondering whether she was ready to take the next step...
 
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