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Caddyshack Jenny Ch. 1

By: Capstick



Jenny arrived at the Country Club at four o'clock sharp. Her husband had dropped off his car for service that morning on his way to the office. A co-worker had dropped him off for his twelve p.m. tee time. Jenny was going to pick him up, and take him back to the dealership to reclaim his car before they closed for the evening. "Jenny's Taxi service" was once again in full swing she mused, with a rueful smile. She was once again being used. Though certainly not wealthy, they got along all right without a second income. They had no children, and lived well within their means.

Except for this club! She thought to herself. Looking around the parking lot, all she saw were Lexus, Mercedes and Jaguar nameplates! She felt out of place parking her four-year-old Taurus next to a brand new silver Corvette convertible. A young man immediately approached her car, dressed in a white polo shirt with the club logo at his breast. "Can I help you with your clubs, Mam?" he asked brightly, with an eager grin on his cute face.

"Oh no. I'm just here to pick up my husband! Which way is the clubhouse?" she asked with a smile. "Follow me, Mam!" he answered, leading her through the parked cars, up to a long cobblestone path, bordered by carefully pruned Magnolia trees. There was a sweet perfume in the air, and small songbirds were flitting all around, chirping happily in the late afternoon sun.

They emerged from the path to large, carved mahogany set of doors set into the face of an elegant, stone mansion. As they passed inside, they entered a spacious, high ceiling entry hall, with groups of massive leather armchairs spaced around marble sofa tables. Small knots of men sat in comfortable groups, deeply involved in their own jovial conversations. Jenny could smell the odor of expensive cigars in the air. No one paid them any attention as they passed through.

They now entered a separate room at the back of the hall, through a set of cut glass French doors thrown wide open. There were several racks of colorful golf clothes on display in the brightly lit room. Golf clubs lined one of the walls, and there was a long carved wood counter to the side. The back-wall was all glass, providing a panoramic view of a heavily contoured practice green, with the finishing hole of the course off in the distance.

"How can I help you?" Asked the athletic looking middle-aged man from behind the wood counter, watching as she entered the shop. There were two other men in golf outfits standing in front of the counter, their backs to her. They were both looking at their golf cards, comparing scores for the day. "I'm here to pick up my husband, Jack Richards. He said I could meet him at the Pro Shop at four" she answered. One of the men turned suddenly, and she recognized Dr. Stevens from the Hospital! (See Jenny's Medical Adventure for a full explanation).

"Jenny! How nice to see you again!" He said with a big smile, walking right up to greet her. He took her hand in both of his, giving it a warm shake as he peered closely at her face. Jenny couldn't bear to meet his eyes, as previous feelings of shame and embarrassment washed over her. He leaned in close and whispered, "I see your complexion is clear as a bell! The treatments must be working great!" He turned back and said, "Jenny and I will be out on the patio. We'll catch Jack on his way in." He wrapped an arm lightly around her narrow waist, directing her out through a door on the back wall. They stepped onto a broad stone terrace, with several wrought iron patio sets overlooking the practice green.

He held out a chair for her, taking a seat himself after she had settled in. With a sweep of his hand a perky young waitress appeared, asking if she could get them anything from the bar. Jenny asked for a glass of water, while Dr. Stevens requested a "Bushmill's on the rocks."

"So how have you been Jenny?" he asked with a smile, after she had left to get their drinks. Though very hesitant initially, Jenny found herself slowly being drawn into conversation with him. He was a very charming, confident man with a contagious smile. It didn't hurt that he had such a pleasant, chiseled face either! "You were a great sport, to put up with Jack's stunt as well as you did, Jenny. I don't know of many women who could have gone through with it!" He shook his head, staring vacantly off into the distance, remembering that day from the past where they had first met.

Jenny grasped her glass of water and took a quick swallow, to keep from choking. Looking over his shoulder, she could see her husband standing with a small group of men, laughing and shaking hands. There were four teenagers walking back towards the side of the clubhouse, carrying their golf bags. The men were in an animated discussion, and didn't look to be in a hurry to come up just yet.

"I wasn't aware that Jack knew anything about that day!" she said to Dr. Stevens, her eyes still locked on her husband in the distance. "Oh come on Jenny, be serious!" he answered with a grin; that is until he saw the expression on her face. "I just assumed that since you were such a good sport about the "treatments" that day, you must have been in on it!" He suddenly felt very awkward.

"Are you telling me that my husband ARRANGED for that to happen to me!" she asked, locking his eves with a piercing stare. He cradled his fingers together on the tabletop, puffing his cheeks out as he expelled a slow breath. "Look around you, Jenny. Do you realize how much a membership to this club is worth? It takes years to even make it off the waiting list to get in! But Jenny" He said, returning her stare with equal intent, "You were worth every penny!"

Jenny slumped back in her chair, as she realized how she had been used. "I'm only being honest with you because I really like you, Jenny. You seem to be a very sweet girl. I have a totally different opinion of you now then before." She looked back up at him, and saw her husband wave as he approached the terrace. "Don't mention this to him!" she whispered urgently, rising in her chair to greet her husband, her face plastered with an artificial smile.

Caddyshack Jenny Ch. 2



Brentwood Country Club Members Outing (One month later)

Jack sat in front of his locker at the club, reveling in the atmosphere and "feel" of the room. All around, fellow members were laughing and telling jokes at each other's expense, generally having a grand old time! He slipped his right foot into his favorite golf shoes, and suddenly paused as he felt something ooze all around his foot. The room broke out in raucous laughter, as he slowly extracted his stocking foot now soaked with shaving cream! "All right, very funny! Break the new guy in!" He joined in with their good-natured laughter, getting several pats on the back in playful sympathy.

"Jesus, did you see the new babe they have caddying this year!" Said an old timer sitting across from him. "I don't know where she came from, but I hope this is the start of something big!" Another guy standing to the side broke in, "Speaking of big, did you catch the knockers on that one! Nipples out to here" He mimed, holding his fingers a good inch from his chest. "I'm going to go bribe Harry right now!" They all broke out in a laugh. Jack hoped he would get her. Somehow, he had landed in Jenny's doghouse for the last month. He definitely needed to touch something soft real soon! His back was still stiff from the couch. He knew every spring on a first name basis.

He changed socks, and slipped on an old pair of spikes. Grabbing a donut off the snack table, he followed the others out the door and up towards the practice green. There was an circle of golfers wrapped around the back, blocking his view. He stopped dead in his tracks, as he came upon a break in the ring of men, and saw what they were all staring at. The club pro was kneeling next to a curvaceous young lady, explaining to her how to "read a green". Her back was turned to the men as she watched him carefully explaining the breaks of the practice green in front of them. She was dressed in a tiny white tennis skirt with a white cotton top. Long blond hair draped midway down to her ass, tied in a loose ponytail. The group of guys around him gasped in unison, as she doubled over at the waist, placing her hands on her knees. While she was trying to get a clearer view of the break, she was giving the men quite a treat! The short skirt rode up her legs, just short of her well-rounded ass. Jack felt his cock stiffening in his loose shorts!

"Holy shit! Will you look at that!" exclaimed one of the old-timers, as they approached from the locker room, joining the small knot of men. Several of the guys chuckled along with him, and sensing the attention, the gal's head slowly turned back, peering over her shoulder! Jack's jaw dropped, as he recognized his wife's familiar face! Seeing her husband's startled expression at the back of her group of admirers, Jenny grinned a devilish smile and returned her attention to the club pro. Jenny bent over deeper yet, making it apparent to the group that she wore nothing underneath the brief skirt! "That must be the new caddy!" Said the old-timer, giving her an appreciative whistle. "You know old man Broomhall will keep her all to himself though!" Bill Broomhall was the current owner of the club, and having recently retired, was a very active member, never missing an event.

"All golfers please come to the first tee for your starting assignments please." A voice called out over the P.A. system. "There's the old man now, let's get going!" Reluctantly, the group of men turned away from Jenny as she straightened back up, and started to make their way over to the first tee area. Jack stood dumbfounded, still staring at his wife. He was torn between joining the group of guys, or grabbing her by the scruff of the neck and getting her out of here! Hmmmm, Of course at this point, no one knew who she really was, and if he did make a scene they would probably cancel his membership! Making up his mind, he turned and quickly followed off after the group, leaving Jenny standing alone on the practice green. "What a jerk!" She thought to herself, watching him join up with the others. "Well, here we go girl! Lets see how he likes me now!"



Caddyshack Jenny Ch. 3



"Let's get going, Jenny!" said the Pro, and strode off towards the Caddy shack. She hurried after him down the shrub-lined path. They approached a low white building set back off the course proper. There were maintenance vehicles and carts parked in neat rows behind the building. The front half was where the member's clubs were stored, and it also housed the Caddy's locker room, along with a small commissary. The club pro had showed Jenny around the grounds earlier, so she was somewhat familiar with the operation.

"O.K. guys, settle down and listen up!" shouted the Pro. There were 48 members participating in today's tournament, so the attention of 47 caddies suddenly turned to the pro, with Jenny standing alongside. She was immediately struck by how young they all looked, many not much taller then the clubs they carried. Most were family members and relatives of the members. She also didn't see another girl in the group. Rather then looking at the Pro, however, she felt all eyes were glued to her chest!

Let me digress for a moment, and explain the object of the young men's attention to you. Jenny has been blessed (she has believed many times cursed!) with perfectly formed, football-sized breasts. Not only are they so delightfully proportioned, they feature embarrassingly large, puffy aureole with a deep purplish brown hue. Protruding from these aureole are thick nipples, quite obvious even at rest. It is for this reason that she has always worn heavy support bras, keeping her obvious charms under a heavy disguise. We can all be thankful for this today, since her breasts were now free of encumbrance, gracefully swaying beneath the thin cotton material of the white uniform golf jersey she had been given to wear. They thrust proudly forward towards the young eyes, and they watched on with wonder as the nipples slowly engorged and grew with the attention. Jenny gave a chuckle under her breath and clasped her hands behind her back, now standing at attention for the boy's enjoyment, swiveling this way and that for their enjoyment. The club had no women's clothing to offer her, so she had selected this sweater earlier. It was intended to wear over a collared golf shirt, but no one was in a mind to point this out to her. Being sized for a larger man, it draped rather loosely off her shoulders, with a deep V-cut highlighting her abundant cleavage. The material was strained across her jumbo breasts however, with her dark areola being hinted at underneath the thin material.

"Boy's, you've all been through this before, but we have a new member to the caddies fraternity today! I'd like to introduce Jenny!" She gave the boys a big wave, causing her breasts to sway back and forth. She noticed them whispering to each other, with many an elbow dig exchanged, as they gave her a warm applause. "I want you all to make her feel at home! Everybody meet up with your golfers at the first tee in fifteen minutes, and remember to have fun out there!" With that said, he turned and hurried off to join the golfers.

Jenny was left standing in front of the group, who were all still staring slack jawed at her. A cute red headed boy in the front row was shoved from behind, stumbling towards her. She heard a muffled "Go ahead!" from behind him. He raised his head up, though she saw his eyes were still glued to her chest. She smiled to herself, as he blushed furiously, matching the shade of his carrot-top hair. "Good luck, mam!" he said in a croaking voice, as he opened his arms and surged forward to embrace her with a big hug. Jenny now realized his true intentions, as he began snuggling his head up against her breasts, which were conveniently at his eye level!

She wrapped her arms around him, giving him a gentle pat on the back. Seeing no objection from her, another boy approached hesitantly, tapping the red head on the shoulder, and taking his place after wishing her well. She saw a line in front of her begin to form, but simply shrugged her shoulders and closed her eyes, feeling the next young face bury itself into her cleavage. Rather than wrap up her waist though, this one slipped his hands up under her skirt and grabbed both bare cheeks! She reached back and grasped his wrists. "Hey, watch it there buster!" she scolded, seeing his face peek up at her from between her breasts. He had a sheepish grin on his face, as the next boy quickly took his place. Jenny's nipples now stood out fully erect, as most of them took advantage of the opportunity to rub their faces across either one or the other puckered nipple. A few of them surprised her by immediately beginning to suckle, engulfing her immediately with wide-open mouths! She had to reach down to pry them away manually. She took it very well though. "Boys will be boys," she thought with a sly grin!



Caddyshack Jenny Ch. 4



Jack listened attentively as Bill Broomhall stood before the group of members, explaining the rules of the tournament. The club pro stood on his left, clarifying any fine points coming under question. One of the club waitresses stood at his right. The members were all seated on bleachers, which bordered the first tee box. There was a large score board opposite from the bleachers behind Bill, which showed the individual pairings, and provided room for scores to be continuously updated. The fairway of the opening par 4 extended out to their right, cascading majestically down a graceful slope, bordered by mature pines. Impulse sprinklers swung back and forth across the fairway spewing large graceful arcs of water, with a steady FFFPP, FFFPP, FFFPP rhythm in the early morning sun. Jack noticed he was grouped in Bill's foursome, and was number four on the board! Apparently it was traditional for any new members to be included with this foursome on the opening day of the tournament. Dr. Stevens was the third member of the party, with Rich Payner, the club pro, rounding out the group. Jack was feeling very intimidated to be playing with the club owner, plus he still owed Dr. Stevens's big time for getting him a membership.

The group of caddies now approached the back of the tee box, standing off a respectful distance. They each carried their assigned member's bag of clubs; each bag bore a large tag corresponding to the golfers position on the scoreboard. Jack saw his wife struggling up at the back of the group, burdened down by her assigned bag. He shook his head, as the strap had pulled down one side of her sweater, exposing a generous amount of cleavage. He sensed that most of the guys caught the same view! She gave a big sigh, and began rubbing her shoulder as she set the bag down in front of her. As she straightened up, Her dark brown aureoles were shockingly visible through the front of her sweater! There were wet blotches over both areas, as if she had been nursing through the thin material! Both erect nipples were brought into sharp relief. Jenny was oblivious to the exposure, as she continued rubbing her sore shoulder, and arching her back. She clutched a small leather pouch in her other hand. The number one was displayed on the round tag of the clubs now at her side. Color drained from Jack's face as he realized that Bill held the number one position on the scoreboard, and now he was forced to play along with his wife! Too late to back down now though, he realized with a rueful shake of the head.

Bill finished by wishing everyone good luck, and handed the microphone to the waitress. She announced in a clear voice: "First off will be the group of Broomhall, Stevens, Paynor and Richards. Could I have the numbers one through four caddies enter the tee box area please. Next are the Ryan, Johnson, Mitchell and Smith group, followed third by Ankers, Ankers, Simpson and Thomlasen."

When the four men had entered the tee area, they exchanged polite handshakes. Each man then approached the caddies, and introduced himself. When Jack shook Jenny's hand, she looked right through him, pretending he didn't even exist. He couldn't help but stare guiltily at her chest, just like the others. The men asked for their clubs, which the caddies extracted and handed over. Everyone selected a driver except Jack, who selected a three wood. He had a case of opening tee jitters. He had never teed off with this many people watching, and he sure didn't want to skull one now!

After the players had done some quick stretches, Bill stepped up to the black markers and teed up his Titlest balata. Everyone quieted down, and it was suddenly ghostly silent except for the chirping of some birds in the pines, and the continuing FFFPP FFFPP of the impulse sprinklers. After carefully adjusting his stance, he drew back with a slow back-swing, dropping the club back down and through with too much force, cutting underneath the highly teed ball and producing a short ten yard pop fly landing down in front of the tee box.

He raised his arms in triumph, and bellowed out a big, good-natured belly laugh. Seeing he was being a good sport, everyone else joined in. It was a great tension breaker, and when they quieted back down, they all started to chant Mulligan, Mulligan, and Mulligan in unison. "O.K., O.K.!" He said, raising an arm to quiet them. He looked back to Jenny. "Could you grab me a ball dear?" Mistaking his meaning (or grabbing the opportunity?), she bounded forward, and jogged out to retrieve the ball he had just miss-hit. Stunned, everyone watched as she bounced right out directly in front of the spray of one of the fairway sprinklers, bending over at the waist to gracefully retrieve the ball from the grass underneath! The front of her sweater plastered against her pendulous breasts, as she kept her head stretched back out of the spray. She turned, and began jogging back towards Bill, with her breast now clearly defined under the transparent material, bouncing and swaying in rhythm to her paces. The men all cheered aloud as she presented the ball to Bill, first holding it up in triumph to the bleachers! She then gave a cute little curtsy, and returned back to the bag, with Bill following her swaying ass.

It took a bit for the crowd to get settled down again after this exhibition. Jack stood with his eyes buried in one hand, unwilling to look back at Jenny, who was standing proudly with shoulders back, hands at her side. She had a bright, sunny smile on her face, as if nothing was amiss. She kept her attention focused on Bill, so as to allow the crowd to enjoy the view comfortably. The sweater had stretched out, and tightly conformed to her breasts, with the scooped front exposing a dangerous amount of abundant cleavage, which now glistened in the sun with moisture.

Bill settled back over his ball, and this time stroked it down the heart of the fairway with his normal smooth tempo. Jenny squealed with delight, leading a polite applause from the bleachers. Most of the guys hadn't even noticed the tee-shot of course, their attention being directed elsewhere! Jack watched as Bill stepped back by Jenny, and began whispering in her ear. She gave him a playful punch in the arm at one point, but mostly smiled and nodded her head as he carried on a one-sided conversation with her. Jack tried to ignore them, but pangs of jealousy started to spring up unbidden as he furtively glanced back.

The remaining tee shots went off without event, as the three men were all consistent players. Off they strode down the wet fairway, the groundskeepers having finally shut off the irrigation system. Being intelligent men, they all allowed Jenny to lead the way, struggling under the burden of Bills heavy bag. They came up to Bill's ball first, as he was the shortest hitter in the grouping. Jenny let the bag drop with a thump off her shoulder, flashing a generous amount of thigh as she bent to tip it back upright. She dropped the small satchel she was holding in her other hand, clumsily bending to retrieve it also.

"This will never do!" Said Bill with a frown. "I'm so sorry!" said Jenny, pouting and bringing her hands up to cover her face. "I'm afraid I'm not cut out for caddying! I'll never make it through the day carrying this bag!" A tear started to trace down her cheek, which she quickly wiped away. Bill stepped up and wrapped his arm protectively around her shoulders. Even at sixty years old, he was still a big bear of a man. "Nonsense dear, I won't have any of that kind of talk from you! Richards! You're the rookie in this group! I'm afraid you'll have to lug your own bag today!"

He turned to Jack's caddy, and motioned him over. The boy walked over to Jack, not looking him in the eye. "I'm sorry sir, but here's your bag." He then slipped it off his shoulders, setting it in front of Jack. Scurrying over by Jenny, he then took control of the bag for her. Asking for a five iron, Bill settled over his ball. One smooth swing later found his ball landing just short of the green, splitting the two green-side bunkers and rolling up to rest in the center of the putting surface.

"You see that girl! You bring me luck! Yes sir, today's going to be my lucky day! I'm going to win one of these tournaments yet!" said Bill, as he tossed his club nonchalantly towards his new caddy. Jenny squealed as he gave her ass a sharp smack. "Am I going to get spanked every time you hit a good shot?" she asked, loud enough to be heard by the rest of the group. She fluttered her eyes at Bill with a very coy expression on her face, as she reached back and playfully rubbed her well-rounded ass through the short skirt. The rest of the group watched as the hemline of the short skirt followed her movements up and down, just short of her ass. Jack's throat constricted as he watched the banter between them. "She never acted like that with me!" he muttered to himself.



Caddyshack Jenny Ch. 5



Once more she bent down to retrieve the satchel she had dropped when he smacked her. "What's in that thing you keep dropping?" asked Bill. "You know that a girl needs her lipstick! I'm afraid this skirt didn't come with pockets!" she said in a bright voice, stretching the skirt out playfully for him to see (and confirming to everyone that she didn't wear any panties!)."He smacked his forehead with his palm. "I'm sorry I asked. We're not used to playing with girls! Richards! As long as you're carrying clubs, stick this in a pocket for Jenny! He grabbed the bag from her hand, tossing it back to Jack, who reluctantly shoved it in a back pocket.

Dr. Stevens placed a hand on Jacks shoulder, when attention had returned to Jenny. In a quiet voice, he asked, "I take it you don't want the fact she's your wife published!" Looking down, Jack answered, "God no! I'd be a laughing stock! Can you imagine what the rest of the members would think of me, if they knew we were married? I can't figure out why she's putting me through this though!" Dr. Stevens shook his head in agreement. "I can't imagine either, but it could be a real long day for you" he said with a smile, returning his gaze to Jenny.

Jack and Dr. Stevens hit their approach shots, neither matching Bills effort. Rich was the last to play, having hit an enormous drive as usual. With a deft hand, he hit a full wedge twenty feet beyond the pin, spinning it back to settle half way in-between Bills ball and the pin. The rest of the members back on the tee let out a cheer, as they had been following the action from the bleachers. Even Jenny could see that it was a wonderful effort, and pranced up in front of Rich. She stuck her ass out towards him playfully, bending forward to put her hands on her knees. Rich was no fool! Not hesitating a second, he gave her a quick underhand swat, eliciting a small squeal of delight from Jenny. Jack frowned as Rich let his hand linger briefly, brushing against her privates. Jenny certainly didn't help matters either, as she wiggled her butt back against his hand!

Jack strode forward briskly, fuming at his plight. He set down his bag, selected his putter, and joined the rest of the group on the green. Marking his ball just inside the back fringe, he started surveying the green. Bill and Rich were comparing shots as they marked their balls, trading barbs. Rich tossed the ball to his caddy to clean. Bill handed his to Jenny. She watched, as the other caddies wiped the balls down with fluffy white towels and handed them back to their golfers, who pocketed them. Having no towel of her own, she began a careful examination of the ball, casually wiping it across the saturated material covering her right nipple. She felt it swelling, sending tingles of pleasure straight down to her groin, as she continued teasing it in full view of the men. Giving Bill a wink, she slipped the ball in his pocket for him, tracing a fingernail up the side of his stiff cock on the way out!

Bill cleared his throat. "Richards! You're away!" Jack lined up his put once again, willing himself to calm down. Stroking the putter with no feel, he blew the put well beyond the cup on the fast green. "Still away!" cried Bill, as he moved next to Jenny, and again began whispering in her ear. Jack settled down this time, and his second effort, while not dropping, allowed a tap-in finish. He was relieved to be out of the spotlight, and have the first hole behind him. Dr. Stevens played next, and taking advantage of the line from Jack's second putt, smoothly stroked his ball home. Jenny threw a fist in the air with a whoop of joy, and shook her chest back and forth, giving the group quite a show! Jack heard shouts from behind, and looked back over his shoulder. The second group was enjoying the action, having already played their tee-shots. They had moved up in the fairway to follow Jenny's antics on the green.

"O.K. Dear, show me the line!" said Bill, as he replaced his ball, pocketing his ball mark. Jenny surveyed the situation, and with a sly grin, slowly sauntered all the way to the front edge of the green, spinning around so that his ball was between her and the cup. Dropping down on both knees, she leaned forward on her hands and arched forward toward the ball, her ass sticking up high in the air! Jack could imagine the view she was giving to the guys in the fairway, as he could see them exchanging hi-fives. "Holy-moley!" muttered one of the young caddies by his side, as her breasts spilled forward out of the loose top! She didn't seem to notice though, as she swayed side to side to pick up the contour of the surface. "It's going to bend this way!" she said, as she sat back on her heels, bringing her heavy breasts into prominent view! "Whoopsee!" she exclaimed, as she carefully pulled the thin, stretched out material back up over her breasts. She made quite a show out of shifting and tucking her breasts this way and that, till she was satisfied with the way the sweater looked. Jack heard the caddy gulp noisily at his side, as she stood back up.

"Sorry about that guys!" she said. Everyone was speechless though, and Bill stepped up to his putt. It dropped just as planned, and he and Jenny embraced, raising her feet up off the ground in his enthusiasm! As he set her down, her left breast bounced free. Once again he playfully smacked her ass, causing the other breast to swing out with her sudden jerk. No one mentioned this to her, however, and she stepped back to allow Rich to finish out, hands on her wide hips, breasts hanging proudly on display!

Jack picked up his bag, as the group started to leave the green. Running up behind them, he saw an opportunity to slide in next to her as they approached the second tee. "You're tits are showing, you stupid cow!" he urgently whispered. She now met his eyes for the first time, and slowly smiled. "I know, dumb fuck!" she replied, shocking him into silence!

And so it continued for the next six holes. Jenny continued to flirt heavily with all the men, except of course her Husband! The more she yanked and pulled on her sweater as it dried, the looser the material became, to the point where even when she tried to keep herself covered, the neckline still exposed the edges of her large areolas. She was enjoying the effect she had on them all, though, as the semi-erections were very apparent beneath their loose shorts.



Caddyshack Jenny Ch. 6



As they stepped onto the eighth tee box, a girl pulled up driving a golf cart, which had been converted to serve as a beverage cart. "Coffee anyone!" she asked, and immediately had several takers. One of the boys asked for a pop, which she kept in one of the back coolers. Jenny shifted her top back in place, and walked around to the back, examining the contents of a glass-topped cabinet containing snack food. Passing over the candy bars and junk food, she pointed to some fruit on the bottom shelf. "Could I have a banana?" she asked the girl, pointing them out.

Stepping away from the cart with the banana, she strolled over to the wire trash basket next to a bench at the back of the tee area. She slowly peeled the fruit entirely, dropping it down into the bin. Rejoining the group of men as they sipped their coffee, she casually pressed the tip of the fruit past her puckered lips, staring vacantly down the eighth fairway. To everyone's amazement, she then proceeded to slide the fruit deep within her mouth! Jack choked on his hot coffee, as he could see the outline of her tongue working busily inside her mouth, stroking the underside of the shaft. With agonizing slowness, she drew the fruit back out from her hollowed cheeks and past her puckered lips, trailing a thick stream of saliva from the tip of the fruit back to her lower lip.

With a devilish grin, she turned to the men. "I just love banana's! They're such a fun fruit!" The men watched hypnotized, as the stream of saliva bobbed up and down off her full lower lip. Now she tipped her head back, shutting her eyes, and once more pushed the fruit beyond her waiting lips. Dumfounded, they watched as she continued past the previous depth, forcing it deep down to the base of her mouth! A bulge was now visible at the top of her throat, as she forced the full length in with an effort!

She let out a muffled moan, squeezing the banana back out of her throat slowly. Now looking into Bills eyes, she broke the end off in her mouth as she pulled it out. She moaned with pleasure as she chewed it up, swallowing it down all at once. Then she traced her long tongue all around her lips suggestively, never dropping her eyes from his open mouth stare. "Do you like banana's too?" she asked him in a sultry voice, as she took another bite. "I do now!" he boomed out, shaking his head in wonder. "Son, hand me a six iron!" he said to his caddy, as he tore himself away from her smoky gaze, and strode up to the markers.

With his mind not on the game anymore, he launched a high slice, which plunged into the pines right of the green. "Jenny, get me another ball please! I'm going to hit a provisional," he said with disgust. He waited patiently while she searched through his bag for a ball, finally snatching one out and bringing it up to him. "Thanks, Dear" he said, as he teed it up. His next shot was much better, Just making the front edge of the green. 

Rich hit next, once again laser beaming the flag. Jenny happily bounced up in front of him to receive another good luck smack. This time he reached down with his left hand though, lifting the hem of her dress. He then smacked her bare ass with his right hand, causing her to hop forward slightly. "Ouch!" she said, looking back with a smile, as she rubbed her red cheek. Much to everyone's delight, her breasts had again swung free. She made no move to cover herself, now that the cart had left, as she strolled back behind the tee box. The boys looked on in wonder, as she swayed up to where they waited in position.

Dr. Stevens and Jack teed-off, both balls settling just off the back fringe of the green. Before they left for the green however, Bill called out "Richards! Jenny wants her make-up!" Jack walked over with the bag dangling from his shoulder, and pulled the bag out of his back pocket. The men watched her unzip the bag, pulling out a small mirror and dark red tube. She managed to make even this look incredibly erotic, as she traced a heavy layer of the dark red lipstick over her full, puckered lips for them. "The only trouble with banana's, is they smear your lipstick!" she said in a sultry voice. "Only the way you do it, Babe!" answered Bill, with a look of awe on his face.



Caddyshack Jenny Ch. 7



The group broke up, starting down the fairway. Jenny handed the bag back to her husband with a sneer. "I hope I brought enough lipstick," she said, quickly turning to chase after them. As she caught up with Bill, he turned back to the group. "I'm going to look for my first ball guys, don't wait for me! Come with me dear, and give me a hand!" They veered off from the green, plunging into the bordering pines.

After surveying their shots, Jack was first to hit. He choked down on a seven iron, hitting a running shot into the uphill green. The ball broke away at the last instant, but settling within a very makeable range. He marked the ball, and got out of the way for Dr. Stevens. Facing a downhill chip, he selected his sand iron, opening his stance and shoulders to the pin. Releasing a smooth pop shot, the ball landed softly, and continued trickling right down to the cup. With perfect speed and direction, it jumped into the hole, making that wonderful clatter that every golfer loves. They all let out a cheer, and Dr. Stevens looked over to the side of the green. "Now where's that girl when we need her! Hey Jenny! I've got something for you!" he said, yelling through cupped hands.

Now curious himself, Jack moved to the far edge, and debated whether to go in looking for them. Just then, he saw the two of them working their way back through the trees, hand in hand! He turned away in disgust, strolling back to the front of the green. "Any Luck!" shouted Rich, as they climbed up the short slope. Bill laughed. "Oh yes, I got lucky, but I never found the ball!" He stopped as Jenny whispered something in his ear. "Richards! She needs her make-up!"

Jack pulled the pouch out of his back pocket, casually holding it out as she approached, breasts still swinging free. Her swollen globes were covered with red hand marks! Apparently Bill was looking for something other then golf balls in the woods. "Thanks" she said as she took the pouch. He looked up to her face, and felt the color draining away. Her dark red lipstick was now smeared all over her chin, and thick streams of goo crisscrossed haphazardly all over! The fresh metallic smell of cum wafted over him, and he realized how far she was willing to take this humiliation!

Again gripping the small mirror, she checked her reflection, still standing directly in front of Jack. She grasped the top of her sweater from underneath her swollen breasts, and stretched it up to her face. Careful not to disturb the streams of cum, she wiped the smeared lipstick off as best she could. Finally satisfied, she let the sweater fall back down. It was now a real mess, hopelessly stretched out and falling off her shoulders. Looking back in the mirror, she re-applied the lipstick thickly from the same tube, pursing her lips. "There, now how do I look?" she asked him innocently, batting her eyelashes. Not waiting for an answer, she dropped the bag into his hand, and re-joined the other golfers.

"Hey Jenny, over here!" said Dr. Stevens, waving her over. "You missed a great shot while you were away!" She shook her head daintily, and stuck her face out towards him. "That's what you think, silly! Does it look like I missed any "shots" today, Doctor?" Everybody (except Jack) laughed out loud. "I stand corrected!" he said, as she turned her back to him. Making sure she had Jack's attention on the other side of the green, she started to bend forward to "assume the position". This time however, she reached back and flipped the back of her skirt up over her waist, completely exposing her round globes to the good Doctor. She gave Jack a sly wink, as she eagerly awaited her "good luck" smack. "I did better than those guys," said the doctor, as he rubbed and patted her upturned ass. The rest of the group, including Jack, was in front of them, being treated to a wonderful view of her pendulous breasts swaying freely. "I put my shot right in the hole!" he said, plunging two fingers deeply in her moist vagina! Her eyes popped wide open with surprise, as he started to rotate the finger deep within. Her lips puckered into a tight circle, as she arched her back deeply, allowing him easier access. Pulling out suddenly, he gave her a sharp smack. She squealed as she straightened, her breasts slapping up against her chin. Everyone chuckled as Dr. Stevens turned, heading off the green. "I'm going to take a potty break gentlemen, see you on the next tee! Jenny trotted off after him, waving back to the rest of the group. "Me too guys", she said over her shoulder, as she also trotted off towards the rest rooms situated between the two holes.

Bill laughed out loud, shaking his head in wonder. "That's quite a girl! I wonder where she came from?" He settled over his provisional ball, missing the putt by only a foot. He finished out, clearing the way for Rich, who quickly cleaned up his short putt for birdie. The group walked off, headed for the ninth tee. As they passed the restroom building, Jack considered heading over, but decided against it, afraid of what he might discover! Dr. Stevens caddy headed over to the structure though, leaning his bag against a rack.

When reaching the ninth tee, they decided to tee-off without Dr. Stevens. After Rich's tee shot, Dr. Stevens showed up, carrying his own bags. "Sorry for the wait guys! I really had to go!" He set the bag down, pulling out his driver. "No problem, you had perfect timing. You're up now," said Bill, as he took some practice swings at the back of the tee. The remaining golfers hit away, all four shots spread out down the center of the fairway on the finishing par five.

Up the path trotted Dr. Stevens caddy, quietly picking up his bag. When Dr. Stevens handed him his driver, he ruffled the hair of the teenager, who looked down with a big grin. Up the path now walked Jenny, with a wide, close-mouthed grin on her face. Walking directly over to Jack, she held out her hand for the make-up, hip cocked outwards. New streamers of cum covered her face, dangling from her nose and chin! One large spurt was pooled between her pursed lips. She was blinking her eyes rapidly, as one forceful stream had obviously made a direct hit across her closed right eye, leaving a large globule clinging to the eyelid and long lashes, the rest slowly slipping down the side of her pert nose. Tears and running mascara from the eye were adding to the mess, and overall effect!

As she examined her face in the mirror, her smile increased, and she looked back at Jack. Opening her lips with a broad open mouth grin, cum slipped inside, sticking to her pearly white teeth. She puckered her lips and noisily sucked in, drawing in a lot of the remaining goo. Then she made a show of running her long tongue around her lips, finally making an exaggerated swallow, all for his benefit. Once again applying more lipstick, she appraised her face. The stream of cum dangling off her chin broke free, plopping down the side of her breast. She scooped it up with her index finger, and staring deeply into Jack's eyes, plunged it into her mouth, sucking it clean with a soft moan.

Closing up the bag, she casually tossed it to Jack as she turned and started off down the fairway.

Notes from the author.....

Any "Volunteer Jenny's out there?

This story is a work in progress, More chapters will follow.

As always, I hope you enjoy!

-Capstick