The MILF's Pin-Up

Story by zakfett92 on SoFurry

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Hi everyone. Here's a new MILF story for those that enjoy them. But first, a little background to what lead to this piece.

First off, I have yet to see a single story featuring the donkey MILF known as Miss Caroline. Plenty of art pieces, sure, but nothing in prose form. So, I decided to do it myself. For the record though, since I've seen a number of drawings of her from different artists, I'm not sure who to credit with her creation. So, if her creator is reading this and they don't like my story, just say so and I'll take it down.

Secondly, I decided I wanted to write a scenario in the style of those old Tex Avery cartoons. You know, the ones where the wolf goes after the redhead only to end up with someone else he doesn't want. Or, if you prefer, a scenario matching the one in "Who Framed Roger Rabbit", when Eddie Valiant went looking for Jessica, only to run into Lena Hyena. When I got older, a part of me began to wonder. If Valiant hadn't managed to escape Lena's clutches, what would've happened? Would she just smother him with kisses, or would we go into full on Rated-R territory? Anyway, such scenarios helped inspire this story. So if you enjoyed those cartoons, this one's for you.

Finally, parts of this story took inspiration from real life. Recently, I attended my cousin's wedding in Chicago recently. At the hotel we were staying at, there was a restaurant on the ground floor called Miss Ricky's, complete with a sign of lips and a dimple. Inside the restaurant, there was a poster board with ties pinned to it. Not knowing what it was about, a part of me liked to imagine that Miss Ricky was a real person and the ties were trophies from all the different men she'd slept with. While we stayed there, my mother and I were placed in room 1501.

Also, one more thing. While most of my stories usually involve reluctant but eventually won over young men, none of my stories have featured outright rape. That being said, I'm pretty sure this is the one story that comes closest to it, and is the ONLY one that will get this close.

Anyway, I hope you all enjoy my newest work. Please comment and let me know what you think.

In this story, a teenage coyote goes looking for some tail, only to get more than he bargained for.


The MILF's Pin-Up

The end was coming to another day in Chicago. Already the golden glimmer of the slowly setting sun was settling over the city. Throngs of people were walking along each street as the daily traffic fought each other to reach their destination.

All of this escaped the notice of a young coyote riding in the back of one of the city's many taxis. His mind was firmly focused on the goal he had set himself for tonight. Though filled with a small amount of anxiety, it was buried beneath a cover of bravado and confidence; perhaps more than was good for him. As such, the world outside his window may as well have not existed.

This came to an abrupt end as the taxi pulled to a halt, jolting him from his thoughts. Quickly paying the driver, the teenager proceeded to exit the vehicle. Stepping onto the pavement, he looked up at the building before him. Starting with the top level several stories up, his eyes lowered until they came upon the name of the building written above the door: Miss Caroline's Place. Next to the title was the image of a woman's lips colored crimson, with a small dimple mark diagonally above it.

Yep,_the young man thought smiling, _this is just what I'm looking for.

"Two martinis, coming up," Lizzy told the customer, making her way to the bar.

As usual, it was a busy night at Miss Caroline's. Several patrons were seated at the many tables, sipping their chosen drinks and nibbling on various finger foods. A number of them were even dancing as a local band played jazz on a stage in the far corner. While this establishment served mainly as a high-class hotel, the ground level also held a bar and grill that served as a prominent gathering place for people of the city to hookup. In was an almost nightly occurrence for couples that gathered in the bar to find their way upstairs to one of the many rooms.

For Lizzy, a twenty-five year old cat, this job was perfect, if for nothing else than the excellent tips she received. Having worked here for two years now, she'd gotten to know all the regulars who dropped by. As such, it made it easy for her to notice the stranger that walked through the door.

It was a coyote, somewhat younger than her, colored tan with black hair, wearing beige trousers, a white, button-up shirt, and a navy tie. His attire wasn't a surprise, as it adhered to the bar's dress code. Some might've grumbled at such restrictions, but they were much looser than other establishments. From the way he carried himself and the smug look on his face, she could tell he was someone who felt he was the peak of style, or at least trying to convince himself he was. Turning his head in her direction, he made his way to the bar and pulled out a chair.

"Hey there, good lookin'," he said sitting down. "Name's Ricky, and I'm here for some fun."

Oh boy, here we go, she thought. No stranger to dealing with flirtations from customers, she chose to ignore it and do her job. "Good evening, sir," she replied, giving her customary smile. "Welcome to Miss Caroline's Place. What can I get you this evening?"

"Hmmm, let's see," he said, holding his chin in mock contemplation. "I think I'll have a BLT, a club soda..." He leaned towards her and gave her a devilish grin. "... and your number, sweet thang."

'Sweet thang'? Seriously? Keeping her cool, she maintained her smile. "I'll be right back with your order, sir," she said, heading towards the back to give the kitchen his food order.

Rather than give him his drink before his meal came out, she opted to give her attention to her other tables. She couldn't keep away from him forever though, as his BLT was soon prepared and laid out for pick up. Pouring a club soda, she made her way back to him, putting on her fake smile once again.

"Here's your order, sir," she said, placing it in front of him.

"Mhmmm, yes, what I see certainly looks tasty," he said, maintaining his gaze on her and licking his lips.

"Is there anything else I can do for you, sir?" she asked, choosing to ignore his blatant comment.

"Actually, now that you mention it," he replied, leaning in close, "I'm looking for somewhere to... bury a bone. Think you could help me out?"

Despite her best attempts, her smile began to crack. Did he download a book of bad pick-up lines to his brain or something?, she thought. "I'm afraid not, sir," she said, displeasure emanating in her tone. "Now if you'll excuse me, I have other customers to see to."

Turning her back to him, she began walking away. Over her shoulder, she heard him speak. "See you later, pretty kitty."

Her body shivered in disgust at the attention this young man was giving her. She had seen his type before. Men who thought they could get any woman they wanted with the right clothes and a few "promises" of a good time. Usually, such men who had no idea what they were doing and could only get their hands on the most air-headed girls around. Most of the time, when such men had entered Miss Caroline's and tried to chat her up, she had made her disinterest clear and they moved on to someone else.

Not that she didn't enjoy flirtation. On the contrary, she'd even had the occasional romantic dalliance with gentlemen patrons who knew how to treat a lady. This jerk, on the other hand, was not only the most tactless man to try getting her to accept his advances, but also couldn't seem to take a hint.

Hopefully, he'll see he's not getting anywhere and move along, she thought.

Hours rolled by and patrons came and went, and yet the coyote would not leave. Though she did her best to avoid him, her job required her to occasionally return to him and ask if he needed anything else. She'd hoped that he would eventually realize she wasn't buying it and ask for his check. Unfortunately, every time she came his way, he asked for a refill, along with continuing to deliver lines that got more colorful as time went on. What was once a minor annoyance was now really beginning to get under her fur.

Even now, she was once again making her way to his seat at the bar. The passing time had done nothing to remove that smug grin from his face.

"Ah, there's my pretty kitty," he said as she placed another drink in front of him. "I knew you'd be back. You know what they say about canines, don't ya?"

"Get knotted," she said, at her wit's end with his manners.

"Exactly!" he said chuckling, clearly believing he had said something clever.

Dear God, she thought, doesn't he ever give up? I've tried to be patient and done everything to make it clear I'm not interested, and he still won't bugger off. There's got to be a way to get rid of...

Before she could even finish her thought, the inkling of an idea germinated in her head. A devious smile spread across her face. Yes, she could probably deal with him, she thought. She hasn't called for any company tonight, but I doubt she's turn down a 'gift'. Not to mention it would be poetic justice, hehe. The scenario playing out crystal clear in her mind, she decided to put it in motion. She turned to him again and put on her most seductive smile. Now to get the prey moving.

"You know, perhaps I was being too hasty," she said, a slight purr in her voice. She gazed into his eyes and placed a hand along his arm. "You seem like a guy that enjoys a good time."

The coyote's smile deepened. "You bet I do, pretty kitty," he said. "What'd you have in mind?"

Sucker, she thought. "I get off in just a little bit, handsome," she replied. "I have a room up top; floor 25, room 1501. Go to the front desk and get a key. Tell them Lizzy sent you. You head along up there and... make yourself ready." She emphasized these last words by rubbing her orange-furred hand under his chin.

Without even waiting for a response, she made her way to another table. After taking their order, she glanced back at the coyote's seat to find it empty.

And that takes care of that, she thought, smug in her deception. Well, he wanted some action, and he's certainly going to get it. Now we'll see how he likes unwanted attention.

The matter dealt with, she headed back to bar, ready to continue her night's work.

As the elevator continued to rise, Ricky could barely control his anticipation. His tan-furred body just quivered in excitement. After weeks of waiting, he was finally going to get lucky.

This'll make the guys shut their mouths, he thought.

A junior high school student of seventeen, he had slowly begun to receive regular ribbing from his classmates that he had yet to lose his virginity. Oh, he had tried to get hookups with girls at school, but for reasons he couldn't fathom he'd been unsuccessful in making any conquests. He eventually came to the conclusion that the schoolgirls simply weren't capable of appreciating his refined charisma. This led him to further conclude that he would have to look elsewhere to achieve his goal.

Luckily, he was given inspiration by his friend Billy, a senior year buck from his gym class. A month or so ago, Billy had claimed he was going to Miss Caroline's to try and pick up some "action". When Ricky saw him again and asked how it had gone, Billy blushed deeply and refused to give any details, only claiming that it had been amazing. Still, it had been enough to convince Ricky that Miss Caroline's Place would suit his needs just fine. True, he needed to buy some fancier clothes and a tie (something he'd never worn in his life), but he felt it would be worth it.

When he saw the feline waitress, he was certain he'd found the best chance of getting some tail. As soon as she came around to him he began putting on the charm. Surely a sexy number like her wouldn't be able to resist the cool confidence he exuded of his abilities. Even so, for a while it seemed as if he wasn't getting anywhere. Fortunately, with enough persistence, he had finally managed to get the reaction he was hoping for. Upon receiving her instructions, he made a beeline for the bar's entrance to the hotel as soon as she departed.

Before following the plan, however, he made a quick stop to the restroom. After completing his business and exiting, he noticed on the nearby wall a peculiar sight. Upon it hung a large poster board, the kind usually used for putting up advertisements. However, rather than posters, this board had a considerable number of gentlemen's ties thumbtacked to it, with the title "Miss Caroline's" written above it. Not sure what to make of it, he put it out of his mind and walked to the front desk. When he told the manager Lizzy had sent him, a curious smirk crossed his face. Ricky supposed this was due to Lizzy having done this before. He was nonplussed by it though, and, taking the key card, headed straight to the elevator.

With a subtle ding, the elevator came to a halt and slowly opened the door. Stepping out, the teen made his way down the hall. From what he'd learned of the place, while most levels of the hotel were for customers who were ever-changing daily, the ones closest to the top were held by those who lived there on a regular basis or were kept on hold for wealthy regulars. Reaching the end of the carpeted path, he inspected the number of the room before him.

Yep,_he thought. _1501, just like she said.

Slipping the key card into the slot, he turned the door knob and nudged the door open. As he stepped inside, he first took notice of how large it was inside. Before him stood a living room furnished with your average odds and ends, with a beige couch right in the middle of the room. To the right, he saw a small kitchen, while to the left were two closed doors some distance apart. Against the back wall, there was a door cracked open, leading to what he assumed was the bedroom.

Noticing this, he was about to make his way towards to the room, kicking off his shoes to the side. However, as he began to approach, he heard what sounded like nearby footsteps, followed by the creaking of an opening door. Thinking it was his pretty kitty coming through the entrance, he turned to meet her. But as he turned to the left, he saw that it was actually one of the closed doors at the side. Any feelings of excitement he had felt quickly faded, as the sight that greeted him in the doorway filled him with the utmost shock.

Leaning against the door frame was a mature donkey woman, completely bare from head to hoof. Her skin was light brown with darker brown speckles adorning her shoulders and curvy hips. These curves extended to her chest, where her prominent breasts hung on display. Long ears protruded from her reddish-brown hair that rested along her back and shoulders. This hair matched the tuft at the end of her long tail, as well as a noticeable bush between her legs. Judging from the crimson towel her left hand held loosely at her side, he assumed she'd just taken a shower.

At first, her emerald eyes looked on him with startled confusion. In an instant, however, her ruby lips turned up into a predatory grin.

"Ooooooh, a man!" she exclaimed, her voice that of a southern belle and filled with unanticipated pleasure.

For a moment, Ricky could do nothing but stare wide-eyed at her and stand there dumbfounded. His mind was spinning trying to determine what had gone wrong. This was not what he had come up here expecting at all. Still, his stupor didn't last long, as in a matter of seconds he rushed back towards the door, determined to escape this unexpected encounter.

However, he soon came to realize that escaping this situation would not be so simple. Already, behind him, he could hear the donkey woman following behind him in a rush. On reaching the door, he made to turn the knob. But as he tried to grab it, he suddenly found himself pressed against the door. Struggling to break free, he felt a hand reach around his chest and grab his tie. In the blink of an eye, he found himself spun around with his back pressed to the door, staring into the face of his captor.

"Well hello there, lover boy," she said, fluttering her eyes in a sultry manner. One hand firmly held his tie, while another stroked his cheek. "Come to see Miss Caroline? Well, you found her."

So, this was the Miss Caroline; the very woman who owned the establishment he now found himself in. This close to her, he could even make out the small dimple that resembled the one on the sign. In retrospect, he realized now he probably should have done more research on the hotel besides its address and rules. Even so, such knowledge did nothing to aid him in his current predicament.

"Look, Miss, there's some kinda mistake here..." he tried to explain. His words were cut short as Miss Caroline gave a quick tug on his tie, bringing his face within inches of hers.

"Oh, there's no mistake, big boy," she murmured, placing both hands along the tie and quickly unraveling it. "You're right where I want you."

Without warning, she pulled both ends of the tie forward, crushing his lips to hers. She soon pulled the tie loose from the collar, opting to wrap her arms tightly around his neck. She wasted no time in deepening the kiss as much as possible. Ricky tried denying entrance to her tongue, but found she was too powerful and soon felt it exploring his mouth. Her breasts pressed firmly against his chest, while her waist grinded against his crotch. Already, he could feel an unbidden reaction building in his pants.

After a brief period making out with her captive, Miss Caroline broke the kiss. Ricky, still shocked at what was happening, took in deep breaths of air to steady himself.

"Mhmmm, you taste good, sugar," she said, licking her lips. "Lizzy sent me a good one tonight."

On hearing Miss Caroline speak Lizzy's name, things suddenly began to fall into place. That bitch! Ricky thought. She set me up! Great anger began to fill the coyote at this realization. How dare she do this to him after offering her the time of her life? His rage was quickly drained, however, as the donkey woman before him held him by the shoulders and leaned close to his ear.

"Let's see how the rest of you tastes, handsome," she whispered.

With these words, Miss Caroline began kissing his cheek, slowly making her way down to his neck. As she reached the collar of his shirt, she came to a halt.

"Guess I'll have to unwrap my treat to get a better taste," she said. Bringing both her hands to his collar, she swiftly undid his button. "One," she said, before placing a kiss on the newly exposed piece of her prisoner. Without wasting time, she immediately undid the next button.

"Two... three... four... five..."

As each button was undone, a kiss would follow, leaving a trail down his chest as the mature donkey went lower. Throughout this process, Ricky wanted nothing more than to escape. However, what the older woman was doing to him left his mind far to flustered to attempt any retreat. Though the door handle lay only a few inches from his hand, he had not the presence of mind to reach it.

"Six... seven..." At 'seven', she came to a halt. On her knees before him, her hands hovered over the final button; the one to his trousers. "Now," she said, slowly working it free, "let's see what big boy has for mama."

After working the zipper down, she grabbed the hems of both his pants and his underwear. Gently, she began tugging them down to the floor. As they tumbled down, Miss Caroline took in the view of the teen's erect sheath. Despite having no desire to take part in this encounter, Ricky's body could not ignore the stimulation that it was receiving. His captor cooed at the sight before her, obviously pleased with what she had to work with.

"Ooooh, that looks tasty," she said, cradling it in her hands.

"No... please don't..." Ricky tried to beg, though the words would barely come out.

"Shhhh, just relax, big boy," she said, looking up at him with arousal. "Let mama take care of you."

Without any further words, Miss Caroline lined his manhood to lips and proceeded to guide it into her mouth. She took it slowly at first, merely sucking on the tip. Still, it was only a matter of time before she was stuffing more of it into her waiting maw, eventually taking the whole thing to the hilt. Slowly she began to move her mouth up and down its length, picking up speed as she went. Moans of pleasure emanated from her lips.

Meanwhile, Ricky could do nothing as the MILF pleasuring him fulfilled her desires. True, he had come here for the sole purpose of losing his virginity, but this was not how he wanted it accomplished. His visions of the scenario had involved having his way with a young lady and showing them how much of a heartbreaker he was; not becoming a fuck toy for some woman probably old enough to be his mother. He did his best to fight the arousal that was coursing through him, but the donkey's skills in the arts of pleasure were too great, bringing forth moans he could not contain. As her tongue slithered over every inch of his member, his mind was filled with a stupor from which he could not break free.

The haziness that clouded his mind didn't last long, as, in spite of his reluctance, the treatment he was receiving from Miss Caroline was quickly coming to a head. As she continued to suck his member, an unmistakable pressure was beginning to build within him. Knowing what was coming, he tried appealing to her for mercy.

"Lady, please... please stop... I'm gonna..." he stammered out, worry filling his voice.

Though she knew what he was implying, his pleas fell on deaf ears. If anything, Miss Caroline simply proceeded to increase the speed of her stimulation. It wasn't long before Ricky came to his breaking point.

"No... please no... NOOOOOOAAAAAAAAHHHHH!!!!"

Unable to hold back any further, the coyote delivered a great cry of release, his seed bursting forth like water from a floodgate. At first, he thought the donkey woman would pull back, letting his jizz fall to the floor. Imagine his surprise when, instead, she maintained her mouth's hold and proceeded to swallow as much of his cum as she could. Within seconds, she gave a final gulp and broke away, looking up at her present plaything.

"Mhmm, you young studs; always so pent up," she said. "I like that." She gently took his limp member and began to caress it. "Perhaps it's time we got to the real fun..." She gave him an alluring wink of her green eye. "Eh, handsome?"

Having given release to her touch, Ricky's mind quickly began to clear. As it did, he took in the meaning of Miss Caroline's words. It was not enough for her to simply have orally brought him to an unbidden climax; she was determined to go _all the way!_Already filled with enough embarrassment which he felt would last him a lifetime, he was not about to let her claim him as her own without a struggle.

Without even thinking, the teen made a rush past her, leaving her behind on the floor in surprise at his flight. In the middle the living room wearing only his now unbuttoned shirt, he desperately tried to come up with an idea of where to run. Seeing his captor begin to rise to her feet only emphasized his need for quick action. Seeing the open door at the end of the room, he made a mad rush for it.

Hopefully, there'll at least be a lock on the door I can keep her out with, he thought.

Diving into the room, he immediately took hold of the door and slammed it shut. Unfortunately, he looked at both the door knob and the frame, only to discover there was no lock. Unable to think of anything else to do in his panic, he held his back against the door. This proved timely, as the donkey woman on the other side was already trying to force the door open.

"No fair, cutie," she called from behind the door, sounding totally nonplussed at being kept outside her bedroom. "Studs like you aren't allowed in there without me."

Ricky quickly realized how stupid his actions were. He was now stuck in the very room where the sex-crazed MILF wanted him, and the only way out was now blocked by the very woman he was trying to escape. Already, he could feel his strength wavering against the continued shoves of his pursuer. Knowing she would burst through any moment now, the coyote abandoned the door and rushed to the other end of the room.

As soon as he left the door undefended, Miss Caroline effortlessly burst through, fixing her eyes on her young guest. All that stood between them was a circular bed with purple sheets in the center of the room.

"There you are, lover boy," she said, slamming the door behind her. "What's the matter, hon? Not able to handle a real woman?" She held up her large breasts and rubbed them together.

A look of utter dread crossed his face. "Look, lady," he said, trying to talk his way out of danger. "I'm flattered, really; but I don't want it to happen like this."

A flash of understanding fell over the older woman. "Ooooh, I see," she said, her eyes filled with lust. "This is your first time, isn't it, stud? Well, don't worry, big boy. Mama will make you feel good."

At this point, Ricky was unsure what to do. If he went for either side of the bed, she would be there to catch him. His only chance would be to fake her out and go for the direction she wasn't prepared for. Already, he was bobbing his body from side to side, ready to catch her off guard. Unfortunately, she seemed to catch on to what he was thinking, standing at the edge of her bed and bobbing back and forth herself.

"C'mon, big boy," she purred. "Let me make you a man. I promise you'll enjoy it."

As she said these words, he made a quick dash to the right. But just as she made to block him off, he made a quick heel turn and made for the left instead. For a moment, as she stumbled to correct herself, the teenage coyote thought he just might manage to escape this predicament. His hopes were quickly crushed, however, as just when he was about to reach the door, he felt a firm hand grab him by his tail. With a quick pull, he found himself drawn backward, only to be caught in the arms of his pursuer.

"Gotcha now, stud," she said, stroking the back of his head as her bosom smooshed against his bare chest. "Ready to have some fun?"

Ricky did his best to wriggle free, but found he could not escape, his head laying just atop her cleavage. "No, please, don't make me do this..." he spurted.

"No can do, handsome," she replied. "I enjoy breaking in young studs like you too much. The moment you stepped through my door, you put yourself in my hands. By tomorrow, you'll get to walk out that door, but tonight..." She tipped his chin to look into her eyes, filled with a desire that would not be denied. "...you're MY man."

Finding no further use for words, Miss Caroline crushed her lips to his. Ricky attempted to push away from her grasp, only to press his hand against her breast, eliciting a moan from the MILF. Continuing to suck his face, she turned his back towards the bed and promptly brought the both of them falling down on it. The coyote crashed softly among the sheets, but was held in place by the weight of the donkey holding him down. As she kissed him, she began to rub her nethers against his manhood, slowly coaxing it back to life. As she began to feel it harden between her legs, she broke the kiss, allowing him to take in gasps of air.

"Hope you're ready, big boy," she cooed, lifting herself above him, while holding him down by his shoulders. Her pussy hovered directly above his erection. "Show mama what you can do."

As Ricky struggled to escape, Miss Caroline swiftly brought herself down on his shaft. The ripples it sent throughout his body were electrifying. A loud moan escaped both their lips as she impaled herself. Regardless, even as she began to bounce up and down his length, he still desired escape.

"No... aaaaaahhhhh, please stop... oooooohhhhh..." he tried to cry out, but his captor gave him no heed.

" Ooooooh, that's it ," she called out in response. " Cum for me! Cum for Miss Caroline!!!"

After that, she said no more, making only sounds of pleasure that sounded halfway between moans and laughter. The coyote tried to push her off, only to grab hold of her massive breasts, causing her even greater excitement. Things only seemed to get worse for him from there, as, under her continued pounding, his body began to thrust into her against his will. In almost no time at all, he could begin to feel another climax within him rushing to the surface.

" NO! NO! AAAAAHHHHH NO!" he yelled, half in fright and half in unwanted pleasure. " NO! OOOOOOOOHHHH, PLEASE NO! NO! AAAAAAAAAAAAAAHHHHHHHHHH!!!!!!!!!!!!!!"

In the end, he could not contain himself. As she brought herself down for one final plunge, he finally realized struggle was futile, surrendering himself to her embrace. Grabbing her by the hips, he shot his building seed into her womanhood, giving in to the pleasure he had received. Both lovers gave out a primal cry the rocked the hotel to its core.

As both came down from their sexual high, Ricky eased himself against the bed in fatigue, as his mature lover laid down at his side and cuddled against her conquest, a look of satisfaction on her face.

It was almost midnight as Lizzy's shift came to a close. Most of the bar's patrons had moved on, while those remaining were preparing their departure before closing time. As she wiped down the bar, she noticed a couple conspicuously heading towards the entrance to the hotel proper, no doubt contemplating activities many could guess but were best known to themselves.

Behind her, she could hear the door to the kitchen open. She turned to see it was her manager, a brown bear named Ralph. "Lizzy," he shouted. "Phone for you."

Unsure who would be calling her at this hour, the feline marched through the door and headed for the break room. Walking up to the phone hanging from the wall, she picked it up and pressed the 'HOLD' button.

"This is Lizzy," she answered. "How can I help you?"

"Lizzy, darling," came the voice of a southern-accented woman. "It's Miss Caroline. How's the evening going, honey?"

"Oh, hey, boss lady," Lizzy replied cheerfully. She was fond of her boss. "Things are going fine down here. How can I help you?"

"Oh, nothing. I just wanted to thank you for the lovely... present you sent my way tonight."

"Hehe, I thought you'd enjoy him. You know me, I always try to send ones I know will satisfy."

To all those who either frequented or worked at her hotel, forty-five year old Miss Caroline was a professional man-eater with an impressive reputation. Having a taste for younger men (virgins in particular), she would regularly peruse the crowd in the bar searching for prey. However, there were other nights when she desired company but did not wish to spend time "hunting". In times such as this, Lizzy, one of her favorite workers, would be prevailed upon to find unsuspecting men to send her way. Usually, while such men would be shocked on finding the donkey MILF waiting for them, her full, voluptuous body could often persuade them to stay. In Ricky's case, this had been a convenient way to teach him a lesson for harassing her.

"Oh, satisfy he did, honey," Miss Caroline said. "I haven't had this much fun since that young buck you sent up a month ago."

Lizzy remembered him. Unlike the coyote, the buck had been casual, keeping an eye out for a chance to find some young honey to cozy up to. When Miss Caroline had called down asking for company, Lizzy knew immediately to send him up. From what her boss had told her, though he had been reluctant at first, he soon gave in to unbridled passion, lifting the mature woman, dropping her on her bed and plowing her like a farmer's field. Miss Caroline made sure to invite him to come back any time.

"Well," said Lizzy, "I'm glad you enjoyed you're new toy. Anyway, I'm about to clock out, so you enjoy your evening."

"Oh, you bet I will," Miss Caroline responded, laying on her side near the nightstand. "You have a good night, honey. Toodles." Her conversation at an end, she placed the phone back on its transceiver.

Meanwhile, on the other side of the bed, Ricky laid on his back staring at the ceiling. His mind was whirling with the events of the last few hours. After Miss Caroline had aggressively relieved him of his virginity, all his initial reservation was swept away. When she made clear she desired more, the teen gave in to her fully and held nothing back. All embarrassment vanished as a primal urge to satisfy his donkey lover took over. As the hours passed, she taught him many things on how to both give and receive pleasure, until finally he could no longer perform from exhaustion.

While he lay there, he listened to Miss Caroline speak to Lizzy on the phone. Whether he was meant to listen or not, he neither knew nor cared. In any event, what he heard helped him to piece the whole scenario together. First off, he now knew what Billy had been up to here.

Next time I see him, we're gonna have a nice, long chat, he thought in annoyance. If his friend had told him about the hotel's reputation in the first place, he might have avoided ending up in the clutches of a mature nymphomaniac.

More than anything though, he tried to piece together how he now felt, after the dust had settled. Though he certainly had not wanted to take part in indulging the woman beside him, now that it was over, he couldn't say he hadn't enjoyed it. He recalled how some of his classmates talk about wishing they could score with a gorgeous older woman; though, as far as he knew, none of them had actually done so. Honestly, he had never seen the attraction. But now, after having succumbed to one's advances, he could wrap his head around it. She'd certainly seemed like she knew what she was doing, at any rate; probably more than those stuck up bitches at his school.

When all was said and done, he decided that he had no regrets. Things hadn't gone as he had planned, and he'd definitely have an axe to grind with Lizzy, but he'd just accept what had happened and take pleasure from it. At any rate, at least it was over and he could finally rest up for the night.

His peaceful thoughts were interrupted, as he felt the body next to him roll towards him. "Hey there, hot stuff," Miss Caroline said, her eyes filled with a renewed passion. She massaged a hand against his bare chest. "Ready for another round?"

Fuck.

_ _

As morning came after a lust-filled night, Ricky woke to find his hostess no longer there. Sitting up, he found his clothes folded in a pile at the end of the bed. At least, most of it. The one article he couldn't find was his tie. On top of the pile, he found a small note.

Thanks for the fun night, stud. Come back and see me sometime.

_ -C._

Placing the note in his pocket, he left the suite and headed to the elevator. Reaching the ground floor, he headed towards the exit, failing to look on the poster board of ties he had seen the previous evening. If he had, he might have noticed the navy blue tie pinned to the center that had not been there before. Throughout the day, the various hotel employees would stop to acknowledge the donkey MILF's newest pin-up.

The End