Jackpot
by Ann Douglas
"Hey Kid," Chuck Michaels called out from the other side of
the seemingly endless row of slot machines, "you having a good
time?"
Bobby Harrison turned in the direction of the familiar voice,
giving a friendly wave in response to the inquiry before quickly
disappearing down the row. The twenty-one year old really hated
it when his co-workers called him "Kid", even though there was
some truth to it since the majority of them were much older than
him.
Once he was sure he was out of sight of his friend, Bobby
turned his thoughts back to the matter at hand. His friendly wave
to the contrary, he was having a lousy time. That was pretty hard
to do considering he was on an all expenses paid trip to Atlantic
City. But even so, he couldn't wait until the bus was headed back
to New York tomorrow night.
These feelings hadn't been there a month ago when his boss
had called him into his office and told him he'd been picked as one
of the Employees of the Year for 1994. He'd been full of pride
and excitement then, winning an award that only six others did, all
of them with a lot more time at the firm.
That enthusiasm, however, had begun to fade a two weeks
ago when he'd finally persuaded Caroline Kelly, one of his
neighbors, to go along on the trip with him. He and the
twenty-three year old brunette had gone out a few times, with
mixed results. Their relationship had been friendly enough, but
friendship seemed to be as far as she wanted to take it.
"I'd be happy to go with you," Caroline had said when Bobby
had asked her to come along, "but I just want to make one thing
real clear. If there aren't two beds in the hotel room, one of us is
going to be sleeping on the couch."
Even with that disappointing precondition, Bobby was glad
that she was going with him. Truth be told, his luck with the ladies
wasn't all that great. He wasn't a virgin, thankfully. That was
something he couldn't have dealt with only two months after his
twenty-first birthday. Being the only single on the trip would've
been too much to take, he'd thought.
Not that he ever shared it anyone else, but his two previous
sexual experiences really hadn't added up to all that much. One
had been with a professional, right after his eighteenth birthday.
The guys on his first job had taken him out to a brothel one of
them knew about as a belated gift. Bobby had been so drunk that
he barely remembered losing his cherry.
The other occasion had been with Suzie Clancy, a girl his
older brother had set him up with. It was pretty common belief
among the guys in the neighborhood that a guy would have to be
totally queer not to score with Suzie. Still, even with that in mind,
Bobby spent most of their date worrying that he'd somehow be
found wanting. In the end, Suzie hadn't disappointed him, but the
brief incident in the back of his Dad's borrowed car was
memorable only in that he actually remembered it.
What excitement that still remained for the trip to Atlantic
City, faded even before the bus left the company's parking lot in
Queens. He was just about to walk around the corner to pick up
Caroline when she called and said that she couldn't go after all.
Her supervisor at the hospital where she worked as a Nurse's Aide
needed her to cancel the three days off she had taken and fill in
for another Aide who had broken her leg. She was sorry of course,
Caroline had said, but she couldn't turn down the request. Not
with her quarterly review coming up, not to mention the promotion
she was trying to get.
Bobby had lied and said that of course he understood. What
he really was thinking was that it was too late for him to cancel his
own place on the trip. Just before Caroline had called, he'd just
gotten off the phone with Chuck to confirm that he and his wife
were stopping by to pick up him and Caroline. Reluctantly, he put
on his best face and climbed into the car alone when it pulled up in
front of his house.
The two and a half-hour trip to the casino/hotel turned out
to be not as bad as Bobby imagined it might be. No one made jokes
about his suddenly going stag. In fact, two of the wives
commented that he'd probably have more fun that way since the
resort area was full of beautiful women and a cute guy like him
wouldn't have any problem meeting someone to spend time with.
So many people had told Bobby that he was cute that he
sometimes almost believed them. The dark haired young man stood
five seven and weighed a hundred and forty-two pounds. He had a
face that had changed little since his early teens, so much so that
he was constantly being carded. His only real problem seemed to
be an inability to overcome a sometimes almost incapacitating
shyness around women. A shyness that hid his more attractive
qualities.
The camaraderie Bobby enjoyed on the bus slowly faded
over the next day and a half as the small group attended the
scheduled company functions and got their awards. No one really
acted any differently toward him, in fact, the Michaels and one of
the other couples asked him to tag along when the last scheduled
event was over. Bobby had politely declined because he never liked
being a third, or in this case fifth wheel.
-=-=-=-
With the Employee Awards had come two hundred dollars
for the honorees to gamble with. Not really understanding most of
the games of chance, Bobby had most of it converted to coins and
played the slot machines. It was as good a way as any to pass the
time, he thought, at least better than sitting up in his room alone
and watching cable television. For a while, he was even winning
more than losing, but that soon changed. Eventually, he was down
to his last silver dollar.
"Well at least it wasn't my money I was playing with,"
Bobby thought as he pocketed the last coin, deciding to keep it as
a souvenir.
His play money now gone, Bobby decided that maybe
catching a late movie on the tube might not be a bad end to the
night after all. Leaving behind the slot machine he'd been playing,
Bobby started to make his way to the bank of elevators outside
the casino. He'd just about cleared the end of the row when he
heard someone call out.
"Oh shit," a dark haired woman sitting at the oversized
multi-coin slot machine cried out as she looked down at her near
empty coin bucket. "I could've sworn that I had another dollar
left."
Thinking at first that the woman in the blue dress had been
talking to him, Bobby had stopped and looked at the machine she
was playing. It was one of those Progressive Slots where you put in
multiple coins, the payoff being a lot larger than the ordinary slots.
Of course the odds were greater too. This machine in particular
required ten silver dollars for a chance at the big prize, and the
lady evidently only had nine.
"Damn, I promised my granddaughter that I'd play this for
her before we headed home," the woman who Bobby now realized
was talking to a blonde-haired woman who had been standing
behind Bobby as he walked by. "You wouldn't happen to have a
dollar left, would you Golda?"
"Sorry, Shirley," Golda said with a shrug, "they don't call
these things one armed bandits for nothing. I'm totally tapped
out. I guess you're just going to have to settle for second prize
when you hit."
From the inflection in the second woman's voice, Bobby was
pretty sure that Shirley hadn't ever come close to any prize on
that machine, much less second, in all the times she'd played it.
Still, he supposed it was making the attempt that mattered to the
first woman, not if she actually won anything.
Without even thinking about it, which was of course was
when he was at his best, Bobby reached into his pocket and pulled
out his souvenir dollar. He took a step closer to the slot machine
and caught the dark haired woman's attention as she put her first
coin into the machine.
"Excuse me, Ma'am," he said as he held out the palm of his
hand, the dollar in the center, as way of why he was interrupting
her. "This probably means more to you than it ever would to me as
a souvenir. I'd be happy if you'd use it."
"Why thank you, young man," Shirley said, her face lighting
up in both surprise and gratitude. "It's nice to see that there are
still knights in shining armor to come to a lady's rescue."
As Shirley took the coin from his hand, Bobby got a much
better look at the older woman. Her hair was darker than his, but
in an age of better living through chemistry, that didn't mean
anything. If he had to guess, and he was notoriously bad at that,
he'd say that she was about his mother's age,. Certainly she
wasn't as old as his own grandmother, who was fifty-nine. It would
come as a real shock to him to learn that she was in actuality a
month short of her sixty-first birthday. A lifetime of taking care
of herself had kept the worst effects of age at bay.
Turning around to face him had also given Bobby a better
view of a quite impressive chest. She looked as big as Mrs.
Turtledove who had lived next door when he was growing up. Once,
on a dare, he had sneaked into her backyard and stolen a brassiere
off the clothesline. He remembered examining it with his friends
and reading the size off the little white tag. It had been a 38D.
Lost in that memory for a moment, Bobby totally missed the
older woman's thank you as she smiled at him one last time before
turning back to the machine. One by one, she dropped the coins
into the machine, savoring the sound of each one dropping as an
almost religious experience.
Glad that he had done something good for someone, Bobby
turned and walked away, reaching the elevators before Shirley was
even up to the fifth dollar. It was better, he thought, to
remember how her face had lit up when he'd handed her that
dollar than watching her disappointment when the machine came up
empty once more.
"Sorry, the elevators are temporally out of service," one of
the hotel workers told him as he reached for the closest call
button. "One of the fire alarm bells went off on the third floor
and everything has to be reset," he explained. "It shouldn't take
more than a few minutes."
"What the hell," Bobby thought, deciding that maybe the
movie wasn't a great idea after all. "maybe I'll just go for a walk
down by the water."
He'd just turned in the opposite direction when some kind of
commotion broke out behind him. A number of people ran past him
to see what was going on, but he wasn't interested. He'd had
enough of the noise of the casino for the night.
Ignoring the obvious excitement, he just about made it to
the lobby door when a loud voice called out to him. He didn't
recognize it, but the sheer volume of it made him come to a
complete stop.
"Hold it right there, young man!" the booming voice cried
out. "Don't you go one step further!"
Worried that he'd done something wrong, Bobby turned
around and was surprised to see the woman from the slot machine
barreling toward him. And barreling was indeed the word as the
stocky five foot four woman looked loaded for bear.
"Did I do something wrong?" he stuttered, his awkwardness
kicking in automatically.
"Wrong?" Shirley laughed as she came to a sudden stop just
short of knocking him over. "Honey, you couldn't have done
anything more right."
"Huh?"
"We won!" the buxom woman beamed. "We hit the jackpot!"
"We won?" Bobby repeated, still a little confused.
"Fifty thousand dollars," Shirley exclaimed, "and the way I
see it, five thousand of that is yours."
"Oh wow!" Bobby said as understanding finally sunk in.
-=-=-=-
Two of the casino officials helped clear a path trough the
crowd so that Shirley could talk to Bobby in a quieter setting.
Once in the office, they cut two checks, one made out in his name
for five thousand dollars, the other in Shirley's for the remainder
of the prize. He still couldn't believe the older woman's
generosity.
"We will also make available a line of credit for the both of
you equal to your winnings if you'd care to continue to play," the
well-dressed man who had produced the checks said and introduced
himself as Mr. Rourke, his tone almost reflecting the hope that
they'd go right out and lose what they'd won.
"It's been a real long day and to tell the truth, my friends
and I were about to head home in a little while," Shirley offered,
knowing exactly what he was trying to get her to do. "Our bus is
heading back in about an hour in fact."
"If you wish," the gentleman continued, not willing to give up
that easy and let her walk out with so much of the casino's money,
"we would be happy to arrange a complimentary suite so that you
could stay overnight, as well as make arrangements with your tour
to have a place for you on tomorrow's bus."
Shirley briefly considered pointing out that if they really
wanted to convince her, they'd arrange for a limousine to drive her
back to New York. But she realized that it was their hope that
she'd be leaving all of her winnings behind and would be happy for a
place on the bus. She was hardly the innocent they took her for,
but she saw some advantages to taking them up on at least part of
their offer.
"What do you say, Kid," Shirley asked Bobby, turning her
attention for the moment away from the Casino Manager, "Would
you like to spend the night in a fancy suite?"
"Me?" Bobby replied, not evening noticing that she'd called
him Kid.
"Sure, like I said before, I wouldn't have gotten any of this
if it weren't for you."
"There are of course, two bedrooms in the suite," Mr.
Rourke interjected, trying to make the idea seem more appealing
to the younger man. The room cost the hotel nothing since it
hadn't been rented for the weekend, and he was sure if they
stayed so would their money by the time they were ready to leave.
Bobby thought about it for a few moments. The room the
company had paid for was nice enough, but certainly nothing what a
suite must be like. This might be the only time in his life that he'd
be able to stay in one.
"I think that might be great," Bobby finally said.
"Excellent," Mr. Rourke said, "give me a few minutes to
make the arrangements."
While he went off to do just that, Shirley stepped over to
Bobby and stretched out her hand. "I don't think we've actually
been introduced," she said with a smile. "I'm Shirley Klein."
"Bobby Harrison," he replied as he took her hand and
returned the smile.
"So are you here with someone, Bobby," Shirley asked as
she brought back her hand. "a young lady perhaps?"
"No, nothing like that," he replied, feeling a little of his
awkwardness kicking in. "I was hoping I was going to be, but it
didn't work out that way."
Seeing the puzzled look on Shirley's face, Bobby went on to
explain that he was here with his company for the award dinner,
and how his date canceled at the last minute.
"Well it was certainly her loss," Shirley smiled. "I can't
imagine any young lady giving up the chance to spend time with a
fine gentleman as yourself."
Bobby blushed with embarrassment at the remark.
"Well can I at least offer my congratulations for winning
your award," Shirley said when she saw her reaction. "It's nice to
see someone rewarded for their efforts."
"Thank you," came Bobby's reply.
"The room will ready in fifteen minutes," Mr. Rourke said as
he returned from making a quick phone call. "Shall I have someone
assist you in moving your things?"
"My things are what I have on," Shirley grinned, "this
wasn't planned as an overnight trip."
Rourke's eyes turned to Bobby, silently asking the same
question.
"I just have one bag," he replied. "I'll take care of it
myself."
"Very well," the older man said as he handled each of them a
key to the suite.
"I just have to go tell my girlfriend that I'm going to be
staying the night," Shirley said to Bobby as she ran her fingers
over the key, taking note of the room number. "What say you get
your bag and meet me up there?"
"Okay," Bobby said, having totally forgotten for the
moment the other woman that had been with Shirley at the slot
machine. He wondered why she wasn't asking her to stay in the
suite as well since as Mr. Rourke had said, there were two
bedrooms. Well he concluded, that was her business.
Since he hadn't really unpacked his bag in the first place, it
took only a few minutes to gather up his things from the bathroom.
He wondered if he should call someone and let them know he was
changing rooms, then decided not to. His boss had said, when the
award ceremony ended, that they were on their own after that.
All he asked was that they be at the bus when it was ready to
leave. The traffic was going to be bad enough and he didn't want
to get a late start. Locking the door behind him, he headed to the
elevator and hit the button for the next to top floor.
-=-=-=-
The elevator doors opened to reveal only three rooms on the
floor. Checking his key against the room number, Bobby turned to
the one on his left and tried it. He opened the door halfway, then
decided that he should make his presence known first.
"Hello?" he called out, waiting for an answer before opening
the door the rest of the way.
"Come on in, Bobby," Shirley replied from inside. "I'm
decent enough," she joked.
At least Bobby realized that it was a joke when he
hesitantly stepped into the suite and saw Shirley standing in the
center of it, dressed just as he'd left her a little while before.
"Pretty impressive, isn't it?" She said with a wave of her
hand as she indicated where he could put down his bag.
Impressive wasn't the word. As she gave him a quick tour of
the room she had only arrived at ten minutes before, Bobby found
that the second bedroom, normally used for a personal maid, was as
large as the room he'd just vacated. The entire suite, consisting
of a living room, two bedrooms and an oversized bath was larger
than the apartment he'd grown up in.
"And look what they were nice enough to send up for us,"
Shirley added as Bobby emerged from the second bedroom.
Sitting on the table of the living room was a basket filled
with cheese and crackers along with a bottle of champagne set in
ice. Shirley cracked open the bottle and poured them each a glass.
"You are old enough to drink, aren't you?" she asked, taking
note of his more than youthful features.
"I'm twenty-one," he replied.
"I thought you were that old at least, seeing as you were in
the casino," Shirley said as she handed him one of the glasses,
"but I just wanted to be sure. I'd hate to be accused of
corrupting the morals of a minor." She laughed.
Bobby had only had champagne once before, at his brother's
wedding. He remembered it as having made him feel light-headed
and this bottle proved to be no exception. He drained the glass
and had it almost immediately refilled by Shirley.
"This place is even more impressive than the place I spent
my honeymoon in," Shirley commented after refilling her own glass
and putting the bottle back in the iced bucket, "but that was many
years ago."
It hadn't occurred to Bobby that there might be a Mr.
Klein. Putting his half empty glass down so that he didn't drain it
as quickly as the first, he asked if her husband had stayed at
home.
"You could sort of say that," Shirley said, taking another
large sip of her drink, then alternating it with a piece of cheese on
a cracker. "Morty passed away a long time ago."
"You never remarried?" Bobby asked as he followed her
example, thinking that his own grandmother had done just that,
and her husband had only died five years ago.
"I already had my children, and I really never found someone
I loved as much as Morty," she explained.
"I can't imagine spending my life alone," Bobby noted, taking
more of the champagne as she topped off his glass once more.
"I never said I was alone."
Before he could ask what exactly that meant, Shirley
changed the subject.
"This girl that was supposed to come with you, she your
girlfriend?"
"No, not really," Bobby admitted. "She's just a friend."
"But you'd like her to be more than that?"
"Sometimes yes, sometimes no."
"Have you ever had a girlfriend?"
"I guess that depends on how you define girlfriend," Bobby
said, the alcohol having enough of an effect on him that he spoke
more freely than he normally would.
"Someone you sleep with might be one definition," Shirley
suggested, watching for the young man's reaction.
"No girlfriend then," he said, a strong sense of regret in his
voice.
"Then you're a ..." Shirley started to ask.
"No, I'm not," he replied before she could even say the
word.
"There wouldn't be anything wrong with it if you were,"
Shirley said with reassurance in her voice. "I was just curious,
that's all."
Reaching for another snack, Bobby hadn't even realized that
his glass had been refilled once more. He just picked it up and
drained more than half of it without thinking.
"Are you tired?" Shirley asked.
"Actually no," he answered, almost surprised at his answer
since he'd been up all day.
"Me neither," Shirley said, "I guess it must be the
excitement of winning and all."
Bobby just nodded his head in agreement.
"What say we see what's on the TV?" Shirley said as,
without waiting for an answer, she picked up the remote and began
surfing through the channels.
As different stations appeared and disappeared on the large
thirty-two inch screen, Bobby noted that the television up here
had a lot more options than the one down in his own room. In
addition to the single HBO and a few other premium channels, this
television also seemed to have the pay for view channels also
unlocked.
"Oh my, this is interesting," he heard Shirley say as his
attention drifted from the screen to reach for another piece of
cheese. Looking back at the screen, he almost swallowed the small
cube whole.
Evidently, even the porn channel was free to guests lucky
enough to be staying in one of the expensive suites. There, on the
screen, was a large breasted blonde going down on a dark haired
man. At the same time, another man, this one with blond hair and a
beard, was entering her from behind. Not exactly the kind of must
see TV he was used to at home.
Silently they watched the movie for another half minute or
so, Shirley watching Bobby's reaction out of the corner of her eye.
Finally, she asked him if the movie bothered him.
"I know that not everyone has a taste for this sort of
thing," she clarified her question.
"No, it doesn't bother me," he haltingly replied, "not unless
it bothers you."
"Why would it bother me," she asked with a grin. "Is there
some kind of rule that a woman can't enjoy erotica, or is it that
you think I'm too old?"
"I don't think you're too old," Bobby replied, not knowing
what else to say.
"Really?" Shirley said, genuine surprise in her voice. "How
old do you think I am?"
"I'm really not good at guessing someone's age," Bobby
offered.
"Oh go on," Shirley encouraged him. "I won't be offended if
you get it wrong."
Bobby had no idea what to guess. He remembered thinking
earlier that Shirley was probably around his mother's age so he
decided to guess that. Then he decided to shave off a year or two
just to be sure he didn't offend her.
"Err.. Forty?" he said.
"You're kidding, right?" Shirley asked in disbelief.
"I didn't mean to offend you," he quickly apologized as a
worried look appeared on his face. "I told you I wasn't any good at
it."
"Offended...?" Shirley said as she burst out laughing.
"Honey, I haven't felt this flattered in years."
Bobby let out a loud sigh of relief.
"I haven't seen forty since you were in diapers," Shirley
added.
Now it was Bobby's face that filled with disbelief.
"I'm going to be sixty-one next month," she concluded.
-=-=-=-
"Would you like another drink?" Shirley asked an obviously
stunned Bobby.
"I think that maybe I've had too many already," came his
reply.
He sat there for a few moments, then asked if it would be
okay if he turned off the television. Suddenly, he felt very
uncomfortable watching porn with a woman older than his
grandmother.
"Is there something wrong?" Shirley asked as she took note
of his sudden change in demeanor.
"I just feel kind of funny," Bobby offered.
"Because I'm older than you thought I was?"
"I guess so," he replied meekly.
"Why is it suddenly any different?" Shirley asked. "We're
still the same people we were five minutes ago."
"It just seems different, that's all," Bobby said.
"Why?"
Bobby didn't answer, but it was obvious that he was now
embarrassed about something.
"Was it because of what was on the television?"
"Sort of."
Shirley thought about it for a few moments, then had a
sudden revelation.
"Bobby, did you think I was trying to seduce you?" she
asked.
Again he remained silent, but the look on his face told her
she had guessed right.
"Oh my," Shirley said on realizing she'd guessed right.
"Now I'm the one who's embarrassed."
Bobby finally looked up at her and sort of smiled.
"Bobby, I swear, trying to seduce you was the furthest thing
from my mind when I asked you up here," she said, then paused a
few seconds, "At least I think it was."
Now she had the young man's full attention.
"I don't know, maybe subconsciously, I was trying a little,"
she confessed. "I mean it's not like I've never seduced a man
before. I just usually know I'm doing it."
Again she paused for a few seconds, then asked, "Were you
hoping I was going to seduce you?"
Silence again gave her an answer.
"But now that you know how old I am, you've changed your
mind. Is that it? Now everything is different."
This time she waited for an answer, letting him know that
silence was no longer an option.
"I guess it shouldn't be, but I don't know," he finally said.
"Have I grown less attractive to you in the last few
minutes?"
"No."
"But now that I'm such an old lady, the thought of sleeping
with me is repulsive," she said, moving closer to him, "is that it?"
Shirley took a deep breath, both to give him time to answer
and to give herself of moment to think. Had she really, if only
subconsciously, been planning to seduce this young man? Even at
sixty, finding bed partners was hardly a problem, so why had this
boy, because that's all he really was, interest her so?
Before she answer that question for herself, Bobby
expressed the thought that maybe it might be a good idea if he
left.
"If that's what you really want, then fine," Shirley said,
"but be sure that you're leaving because this isn't something that
you want, not because of some silly hang up about age or what
people might say if they knew."
She gave him a second or two to digest that, then added,
"Do you know what they call a sixty year old man who has a
twenty-one year old woman in his bed?"
Bobby didn't have time to even guess before she answered
for him.
"Lucky, that's what."
That single word told her that she'd made up her own mind,
now it was just a matter of having Bobby make up his. Still,
nothing said she couldn't nudge him in the right direction.
-=-=-=-
Stepping next to Bobby, who was on the far edge of the
armless couch, Shirley placed her hand on the back of his neck and
rubbed softly. She continued for a long minute then, feeling no
objection, lifted her left leg and draped it across Booby's right
one. He ran his hand up and down her stocking-covered calf, slowly
moving up to her thigh. Looking up at her, his face now filled with
a smile.
"I guess you've made up your mind," Shirley thought but
didn't say. At this point, she was sure any words would break the
mood.
She lifted her leg higher, placing the flat of her shoeless
foot on his leg, inviting him to explore even higher. Never having
had a steady girlfriend, Shirley was willing to bet that whatever
sexual experience Bobby had, it had been limited to short, rushed
encounters. What a boy his age really needed was someone willing
to take the time to let him explore, to delve into the mysteries of
the female body.
That thought had also answered her own question as to why
this boy interested her so. Despite over three decades of sexual
adventures, that was something she had never done. All of her
lovers along the way, with the exception of Morty, had been
experienced. In his case, she had known even less than he did. The
idea of educating this young man excited her as few things had
done for a long, long time.
A spark flashed between her legs as she felt Bobby's hand
brush across her already damp panties. His fingers rested there
for a moment, feeling the wetness. She flashed him a warm smile,
letting him know that he could do whatever he wanted.
Bobby slid his hand back from under her dress, working his
way back down Shirley's leg. The older woman turned around and
sat on his lap, pressing the cheeks of her ass against his excited
cock. Back and forth she moved, inviting him to explore the rest
of her body.
An invitation Bobby eagerly accepted as his hand reached up
and cupped her breasts, even as Shirley leaned back to meet his
lips with her own. Her kiss was soft, yet full of fire. A passionate
touch that Bobby had little to compare it to.
Her tongue worked its way deep into his mouth, filling him
with even greater excitement. An arousal that more than doubled
as Shirley undid the small clasp holding up the top of her dress.
The blue material fell loose, exposing the pale blue bra that held
her abounding mounds. The sight of the deep richness of her
valley, coupled with the weight of her body against his cock, was
almost enough to bring him to a premature climax.
Shirley was far too experienced to let that happen, and
pulled back just enough to let his passions cool. She lifted herself
off him, turning around to give him a deep hug, her breasts
pressing hard against his chest.
Bobby grabbed the cheeks of her ass with both hands,
lifting her dress up around her waist, exposing panties and a garter
belt that matched her bra. His fingers ran across the smooth
material undoing the snaps of her belt, slipping her undergarment
down her legs. Shirley gave him a brief glimpse of her treasure as
she moved, just enough to renew his desire.
Taking his hand in hers, Shirley led him from the couch, into
the main bedroom, then to the large oversized bed. Sitting down
on the edge, the dark-haired woman undid her bra and slid it down
along her arms. Bobby's eyes opened wide at the now unrestricted
view of her breasts, his gaze centering on the dark two inch circles
that radiated out from the biggest nipples he'd ever seen. Years
of reading his brother's Penthouse and Playboys had never shown
him anything close.
Bobby pressed the flat of each hand against her rounded
globes, rubbing his thumbs against Shirley's nipples. A loud, long
moan slipped from her lips, spurred on by a tiny wave of delight
washing across her chest. He continued to play with the supple
flesh, feeling the rising warmth of her body.
Not content to just encourage him verbally, Shirley slipped
her right hand between his legs, massaging the prominent bulge
between them. Bobby responded with a loud cry of his own, one
filled with the promise of the wonders to come. His measure
became apparent as she brought a second hand into play, a length
and width that filled her own face with anticipation.
Leaning back onto the bed, she pulled Bobby closer and
spread her legs wide, giving the younger man a longer, totally clear
view of her pussy. She worried for a moment that her bush, which,
unlike the hair on her head, was totally gray, might remind him of
her age and turn him off. She needn't have worried because at
this point, the color barely registered to him. Her concern faded
immediately, washed away by the look of wonderment on his face.
Shirley turned over onto all fours, lifting her bottom until it
was only a foot away from Bobby, displaying her sex once more.
Bobby eagerly reached out with both hands and spread her cheeks,
exposing his prize even more. Dropping to his knees, he brought
his head even closer, extending his tongue until it brushed against
the outer walls of her core.
He paused for a heartbeat, taking it all in. Ever since he'd
first become aware of the differences between men and women,
he'd wondered what it would be like to taste that sweet nectar.
He remembered all the stories guys in school used to pass around
about eating pussy, but none of his friends had ever actually done
it. At least, not outside of their dreams.
Well this was no dream, as the strong scent of womanhood
filling his nostrils readily attested. He moved just a little bit
closer, pressing his tongue between the folds to slide far inside.
He was almost overwhelmed by the taste and smell of the mature
woman, an ambrosia that colored his own many dreams of what it
might be like. Unsure of what exactly he should do, now that the
reality was upon him, the only thing he was totally sure of was that
he wasn't about to stop.
"Oh yes," Shirley called to him over her shoulder, the
wetness of his tongue colliding with her. "Right there, just keep
doing it right there,"
Bobby followed her instruction, not exactly sure of what he
was doing. That didn't seem to matter though, because whatever
it was, Shirley was obviously enjoying it. He tried to concentrate
his efforts on the spot she directed him to, but kept losing his
way. At her suggestion, he used his hands to part the way even
more, giving him more room to work his way inside her. In no time
at all, Shirley's moans become even louder, assuring him that he
was indeed doing it better.
"That's it, baby, you're doing fine," she offered between
cries of pleasure, "push that tongue deep into my pussy."
Bobby's lesson in cunnilingus went on for a while longer.
Shirley offered an occasional helpful word of advice, but for the
most part was content just to enjoy the ride. The neophyte muff
diver might not have the skill of the lovers she was used to, but
she couldn't fault him for his willingness to learn.
Eventually, it was time to move on to other delights and
Shirley disengaged herself and climbed off the bed. She let Bobby
help her out of her dress and she stood before him clad in only her
stockings and garter belt. He seemed so fascinated by the relics
of another generation that she decided to leave them on.
From behind her, Bobby again closed his hands on her
breasts, squeezing her flesh and playing with the rigid nipples,
working them between his fingers. Shirley turned so that he could
play with them easier from the front, then guided his mouth to the
center of her left mound. She moaned appreciatively as his lips
closed around the long tip, his tongue rubbing against it to produce
tiny sparks that grew in intensity with each breath.
Bobby soon moved to her other breast, copying his actions at
the first. Again the reality of many nights dreams filled him with
pleasures that, duplicated the delights his attentions were bringing
Shirley. Back and forth he went, using both his mouth and hands
to their full effect.
Releasing his hold on her breasts, Bobby worked his way
back downward until once again he was between her legs. Shirley
stepped back and then sat again on the bed. The twenty-one year
old wasted no time as he followed her down, spreading her legs
wide to given him even easier access than before. He parted the
folds of her sex with his fingers and immediately returned to the
ministrations that had brought them both such pleasures before.
Pleasures that washed over Shirley's body, to combine with
secondary joys that she was producing as she played with her own
breasts. Familiar with every inch of her flesh, she brought forth a
warm satisfaction that Bobby couldn't equal. Still, as before, she
gave him extra points for effort, especially as it was obvious that
he was already applying the lessons he'd learned only a short while
before.
Shirley lifted her legs high into the air, tilting them back
and grabbing hold of them to give Bobby more room. It was
obvious that, despite his inexperience, the young man took to
cunnilingus like he'd been doing it for years. It was a talent that
the older woman knew would serve him well as he journeyed
through life.
But the aspect of that journey that concerned her most
right now was the road that led them both to orgasm. She
released her legs and dropped one hand until it came to rest
against the back of his head. She guided his efforts for a few
minutes more, savoring their effects, then gently lifted him up and
away from his erotic repast.
She guided Bobby back to his feet, as she moved up into a
sitting position. Her attention now focused once more on the
prominence inside his pants, her fingers pulled down his zipper and
pushed aside the underpants behind it. She leaned inward and
kissed the hard flesh now exposed, then reached in with her
fingers and pulled it free.
Her earlier guess about Bobby's size proved pretty
accurate, but then she'd had decades to refine that particular
talent. Closing her hand around his shaft, Shirley slowly ran her
fingers up and down his length. The brush of her skin against his
sent ripples up and down Bobby. Ripples that transformed into
powerful waves as she again moved in closer and took him into her
mouth.
"Omigod!" Bobby gasped as he felt his cock engulfed by her
wet mouth.
It wasn't the first time he'd gotten a blow job, Suzie had
certainly been willing enough to suck his cock. As had the hooker
his friends set him up with. He might not remember all the details
from that night but he remembered that much. Neither of those
experiences compared to what he was feeling now.
Suzie had gone down on him for the purpose of getting him
hard, not that he'd needed much in that area once she'd started
taking off her clothes. Once she was satisfied he was ready to
please her, she'd quickly moved on and climbed on top of him. From
what he remembered of his first experience, it hadn't even lasted
that long.
Shirley, on the other hand, or should that be mouth he found
himself thinking, seemed in no hurry at all. Her tongue moved up
and down his length with precision thrusts, tickling his flesh with
its tip, sending tiny cascading waves up into and throughout his
body. She took him whole, then slowly pulled back, sliding his
hardness between her lips. Only to press forward once more.
Her hand cupped his balls, massaging that soft flesh,
alternating her touch with a wet and warm envelopment as her
mouth moved past his length to alternately take each of them
inside her. Shirley's attention then split as she worked her way
back upward, one hand continuing to play with his balls while the
other dropped down between her own legs. The press of his
hardness in her mouth muffled her soft cry as her fingers followed
a well-worn path.
"Oh God, oh God!" Bobby kept repeating as every inch of his
body came alive in erotic rapture.
Bobby had first thought he was going to pass out as Shirley
wrapped her lips around his cock, but he soon calmed down enough
to just relax and enjoy the wondrous sensations. Shirley's heart
rate however seemed to double as her fingers continued to play
between her legs, even as she took him deeper into her throat.
Her head bobbed up and down on his hardness, her tongue swirling
in every direction, covering every inch of his sensitive skin.
Bobby felt his heart begin to race as well as sensations that
had first manifested in his early teens when he discovered
self-pleasure asserted themselves. He knew he was nearing his
limit and was going to explode much sooner than later.
"I... I'm going to come," he panted out, remembering that
not coming in their mouth was one thing he clearly remembered
both Suzie and the hooker warning him about.
At first, Bobby thought Shirley hadn't heard him as she
worked even harder on his cock with her lips and tongue, driving
him even wilder with pleasure. He felt the orgasm building
uncontrollably inside him and repeated his warning with such
intensity that the older woman couldn't ignore it.
She answered with her eyes, not pausing for a moment in her
efforts. Her brief look said it all, just relax and enjoy it. Having
done all he could, Bobby closed his eyes and did just that, letting
his body do what it so ached to do.
He felt his cock slide deep into her throat once last time,
then explode more forcefully than he ever imagined. Bobby cried
out again, this time in delight as the physical manifestation of his
orgasm passed between them.
Shirley held his cock and balls tightly, controlling the flow
of his eruption just enough that she could enjoy every bit of it.
Spurt after spurt shot into her mouth, to be savored like the treat
she always considered it to be. She could feel his young body
quaking as he gave up his prize, even as he instinctively lightly
rested his hand on the back of her head in an appeal that she not
stop.
An appeal that he needn't have made for there was no time
that Shirley felt more in control of a man than when she was
where she was right now. She greedily sucked on his cock until it
began to lose some of its hardness, draining the last of the sweet
cream that had filled it. Letting the softening maleness fall from
her mouth, she continued to hold it, rubbing her fingers against
the slippery sides. A few motions of her darting tongue washed it
clean of those last remnants, then she smiled up at him.
"Was that good, Bobby?" she asked, hardly expected any
answer than a grunted affirmative.
Bobby surprised her by actually coming out with a few
sentences about how great it had been. The words were lost to
her ears as she continued to rub his cock, but the sentiment
brought a warmth both to her chest and between her legs. A
warmth that blossomed into a brushfire when a grateful Bobby
asked if they could do some more.
"Why don't we get out of the rest of these clothes first?"
Shirley suggested, thinking that a few minutes to catch their
breaths was a good idea.
The pause didn't last as long as she thought it might as
Bobby shed the rest of his clothing in record time. In fact, he was
done in such of hurry that he was able to help Shirley with the last
of her undergarments. A simple pleasure that brought a smile to
both of their faces.
Shirley wrapped her arms around Bobby, pulling their bodies
tight together. Their lips found each other and her tongue slid out
as the younger man opened to receive it. A shudder of delight
passed through them as Shirley explored the depths of his mouth.
"Do you want to fuck me?" she whispered into his ear.
Bobby's face lit up with an expression that reminded Shirley
of that you'd find on a child if you asked if they wanted some ice
cream. She slid her hand down across his naked body, down his leg
and then brought it up again to cup his balls, working her way up to
his cock. Both grinned as they found it was already regaining some
of its earlier rigidity.
Her fingers closed around him, stroking the flesh and adding
to his recovery. Bobby responded with his own hands running them
up and down her back, then around to cup her breasts Their
mutual exploration went on for a while as both sought out the
other's most sensitive places.
"I don't know if you noticed," Shirley said once she was sure
he was back in top form, "but this suite has a really nice shower,
big enough for two I'd bet."
-=-=-=-
Shirley took hold of Bobby's cock and led him by it toward
the bathroom. On second inspection, the glass door shower was
indeed big enough for two, and then some. Shirley reached in and
turned on the water, giving it a few minutes to come up to a
comfortable temperature.
She opened the door and motioned for Bobby to step inside,
following right behind him. The splash of warm water on their skin
was stimulating and refreshing, washing off the sweat of their
previous exertions. Embracing once more, their lips met and they
picked up right where they'd left off in the outer room.
Shirley picked up a small bar of soap from the tray and
began rubbing it across Bobby's chest, covering it with a soapy
film. Her free hand massaged his nipples, squeezing them between
her fingers. She leaned forward and tickled then with the tip of
her tongue, causing Bobby to moan softly.
"Feel's nice, doesn't it?" she laughed as she did it again.
"Well this is going to feel even better."
With that, she brought both hands and the bar of soap down
between his legs and began to wash his cock and balls. Her motions
quickly produced an abundance of lather as she rubbed her hands
back and forth.
"Oh yeah!" Bobby moaned, his cock growing even harder.
Her hands slid around to the cheeks of his ass, spreading
them apart so they she could play with his asshole. A soap covered
finger slipped inside, causing a surprising reaction in the young man.
"Ooooooo," he groaned as she worked her finger in and out.
"Feels nice, doesn't it," she said, pressing it a little deeper.
"Yes it does," Bobby replied.
"Too many men are afraid to even have someone touch them
back there," Shirley remarked. "They're afraid people will think
that they're queer."
Bobby opened his mouth to say something, then closed it
again. If you asked him yesterday, he would've said pretty much
the same thing. Now, after seeing how good it felt. he wasn't so
sure.
"Why don't you wash me now," the dark haired woman said
she removed her finger and handed him the bar of soap.
Bobby almost looked disappointed as she pulled out of him.
He recovered quickly enough and covered her breasts with suds.
His hands played across them, rubbing her nipples, squeezing them
tight as they again grew long and stiff. Following her example, he
took the closest one in his mouth and began to eagerly suck on it.
"Oh yeah baby," Shirley purred as his tongue washed across
the dark tips, "suck those nipples, play with my tits."
And suck them he did, pulling them deep into his mouth as
his hands worked the flesh around them. Bobby buried his head
between them, moving back and forth to take each of them in turn.
At the same time, Shirley again wrapped her fingers around
his hard cock, working them up and down the slippery shaft. She
cupped his balls with her other hand, applying just enough pressure
to get his full attention.
Releasing his hold on her mounds, Bobby leaned back against
the back wall of the shower. Shirley shifted the direction of the
water flow to wash him off, then dropped down and kissed the top
of his manhood. She felt her lover's body stiffen as she wrapped
her mouth around its full length and began sucking it with a
passion. Her lips and tongue worked her usual magic and it wasn't
long before he began to thrust his cock in and out of her warm
mouth. It moved faster and faster, picking up speed with each
repetition.
Shirley brought him to the very edge of orgasm, then
abruptly pulled away. If she'd gone another two minutes, he'd
have climaxed whether she was still sucking him or not. And that
would've been a shame because she had a much better idea to
come.
Bobby's eyes opened wide as Shirley laid down on the seat at
the far edge of the large tub, spreading her long, lithe legs in
invitation. The shower spray continued to fall on her naked body,
running down between her breasts, over her stomach and down
between her legs. Bobby watched with salacious anticipation as
Shirley followed the flow of water with her hand and began
manipulating the folds of her sex with her fingers. Moving to her
clit, she added to her passions with quick, sure moments. Totally
mesmerized, Bobby brought his hand to his own sex and restored
whatever vitality had been lost when the older woman had stepped
back.
"I want you to fuck me," she said, "I want your cock deep
inside of me."
The words excited Bobby even more than the first time she
had said them.
"Fuck me from behind, darling!" Shirley said, getting to her
knees and bending over, exposing her ass and the prize between
those cheeks..
"Right here in the shower?" the young man asked.
"Yes, baby, climb down behind me and push that hard cock
into my pussy." Shirley said over her shoulder. "Get on your knees
with me and fuck me as hard as you can."
As he had with every other of her suggestions, Bobby did as
he was told and moved into position. He took hold of his cock and
slipped it between her cheeks, pressing the head against her
saturated pussy, rubbing it up and down to cover it with her
lubricating nectar. Shirley reached down and took hold of him,
guiding his manhood until the tip disappeared between her folds.
"Now, shove it in," she cried out, closing her eyes to savor
the delights of his thrust.
Bobby pressed forward, filling her with his length and width.
A load moan rushed from deep inside him as he felt her wetness
wrap around his cock. When he was as far as he could go, he pulled
back and then forward again with equal fervor. An action to be
repeated over and over until it became automatic.
In no time at all, Bobby fell into a comfortable rhythm,
pressing deep inside of her with all his strength then back as fast
as he could. Each time he surged forward, he could feel her body
pushing back to meet his. The sudden rush of overwhelming
pleasure was enough to make him lightheaded. It was almost
beyond his imagination, more like a dream than reality. But if it
was a dream, then Bobby never wanted to wake up.
Small cries of pleasures from both of them filled the
shower, spurring both of them onward. Bodies shook with rapture
as they rocked back and forth against each other. Movements
became a blur as Bobby pumped his cock in and out of Shirley,
filling his body with the same rapture that raced across hers.
Again and again they came together, each stoking the fires
of the other. Whatever barriers society might've placed between
them had been washed away in the floodwaters of their ecstasy.
All that remained was that they were a man and woman. The
simplest of equations, joined together by the oldest of needs.
"Oh, God, yes! Yes!!" Shirley cried out. "Fuck me hard!
You are so good!"
Bobby reached forward and closed his hands around her
breasts, squeezing them as he continued to press deep inside of
her. Shirley moaned, her nipples tingling as he fondled them.
"I'm going to come," Bobby cried out, this time in triumph
instead of warning.
It was a cry that Shirley might've given herself seconds
later. She felt the rush of her own orgasm race through her body,
even as Bobby's ripped through his. Her pussy contracted tightly,
draining every bit of his climax out of him. Together their bodies
quaked and shivered until both of them could see stars.
Finally, totally spent, they collapsed against the bottom of
the tub, with only the sound of the still running water filling the
air.
-=-=-=-
"Hey Kid, we were looking for you last night." Chuck
Michaels called out as he leaned into the bus aisle to catch the
attention of the young man two rows back. "Word is, you hit the
jackpot at the slot machines."
"I guess you could say that," Bobby replied as he settled
into his seat for the ride home. He really wasn't paying attention
to the movie on the bus's television monitor, or to the idle chatter
around him. Nor was he really interested in starting up a
conversation with Chuck right now,
In his pocket sat the folded check for five thousand dollars,
more than he made in six months. Inside the draft was a smaller
piece of paper that carried Shirley's address and phone number in
the city. Along with an invitation to call if he wanted a second
lesson.
It was hard for him to decide which was the bigger jackpot.
END
(c) Ann Douglas 2004
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