The Holiday
#10 of Shorts
A mother of two finds out what a MILF is while on holiday with the aid of two young studs.
This is a work of fiction. Unless otherwise indicated, all the names, characters, businesses, places, events and incidents in this story are either the product of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. All characters are of legal and consenting age, likewise if you are reading this story you should be of legal age in your respective country.
Foreword: This is not an original story idea, it is another story I read many years ago and have not been able to find again but has lingered in the back of my head. All credit goes to the original author, whomever they are.
Jane stood before the full length mirror in their hotel room looking herself over, sighing in resignation as her new bikini she'd bought specifically for this holiday just didn't seem to fit right. Her doddering old husband barely even looked at her when she stepped out of the bathroom in the little black and white polkadot bikini. You think the chubby old fox would at least give his wife of forty-something odd years a cursory look, considering she only ever wore matronly one piece suites even at home around their pool. But no, dear old Keith was too engrossed in his guide book, looking up different sites to go bird watching...not even a euphemism sadly, gone was the passionate fire Jane used to enjoy in her once young and rambunctious husband.
It couldn't be helped she supposed, she wasn't the svelte and curvy head turning snow leopardess she once used to be. Sure she had curves still, they just weren't all in the right places anymore. Her breasts full and heavy sagged more than she wished, but after having twin baby boys what could she expect? Her belly no longer taut and flat, instead a little belly was there. Her hips were wider too, feeling more like one of those animated moms from a Dixar movie than a real living being, reaching a paw back to give her dumpy butt a heft in a paw and sighing again.
"Seeyalater..." Mumbled Keith with his nose still in his book as he rushed from their room to meet the other tourists on their annual bird spotting tour of the Greek island. Jane had no interest in birds or the boring conversations around them so opted to stay behind and take a dip in the hotel pool, maybe do a bit of sightseeing later. She was just here to relax and unwind, with their twin boys finally out of the house and at college, this was the first time in forever Jane could remember where she didn't have to worry about anyone but herself and she was damned well going to enjoy it.
Grabbing her latest trashy romance novel and one of the complimentary large fluffy towels, Jane hesitate for a moment as she considered putting on a robe and being more modest. Setting her jaw and shoulders, she decided against it. She was here to relax, so screw what anyone else thought of the pudgy spotted feline in her ridiculous bikini! Her bravado only carried her so far though, a few stares from other visitors to the hotel soon had Jane hiding behind her large sunglasses and sunhat, all while she fought against the urge to run back and hide in her room.
Once she was outside and laid down on a lounger in a relatively empty spot beside the pool, her book and a glass of chilled local wine soon had her in a much more chipper and relaxed mood. Reading about her favourite stud stallion and his conquests of saving some random airhead woman that swooned at his broad firm chest. Oh the things she'd do to a man like that...
SPLASH! "Hey!" Jane was jerked back to reality by a cold splash of water from the pool, growling as she dropped her book to glare at the dumb kids horsing around in the pool not far from her.
"Oh, sorry ma'am...didn't mean to make you wet" Said one of the not so little boys literally horsing around with what appeared to be his twin brother. Was that a grin she thought she saw on his lips?
"It...it's alright..." Jane stammered as she tried not to stare at the two young stallions. "God, they're young enough to be my kids!" The feline thought to herself as she quickly dived back into her book. Every time she turned the page though, the book would dip lower than really needed as she looked past her book and snuck glimpses of the two youngsters wrestling in the shallow end of the pool, their firm bodies and muscles flexing, their ebony coats and manes glimmering in the sunlight.
Jane found herself having to read the same paragraph four or five times as she just couldn't concentrate on her book, the second glass of wine certainly didn't help her concentration either. There was also an uncomfortable feeling beginning to tingle down below, something she'd not felt in quite some time, at least not this strong.
Try as she might, she just couldn't continue reading. The sudden ping of a beach ball hitting the side of her lounger making her squeak out in surprise, dropping her book to her lap as she sat bolt upright. Again one of the young stallions came trotting over to retrieve the inflatable object, giving her that same smile...or was it a grin?
"Sorry, balls to big to handle properly" Jane's cheeks flushed pink at that, muttering another "S'okay" to the youngster as he stood before her, giving her an up close view of his wet swim trunks framing what looked to be a decent package. Jane all but scrambled to collect her things and beat a hasty retreat back to her room before she gave these innocent boys the wrong impression.
With her heart pounding in her ears and a burning itch she needed to scratch, Jane didn't even notice if anyone was looking at her as she all but ran back to her room. Of course Keith wasn't back yet or she'd have pounced the old fox then and there. Instead she just collapsed back onto the bed, feet tucked up close to her behind as she dipped a paw down inside her bikini and began rubbing herself frantically to a much overdue climax. Images of those two young firm bodies and their bulging swimwear flashing through her mind, bringing her to one of the best climaxes she'd had in years.
Laying panting with a lewd grin on her lips, she lifted her slick fingers to her lips and began cleaning them as gradually guilt over what she'd just done began to seep in and ruin her high.
Deciding she needed to cool off and find some other way to buoy her spirits Jane opted for a cool shower and to head into town for a little afternoon shopping. The locals were all very friendly and polite, one old ram at a little store she visited was especially good at lifting her spirits. Keeping her entertained far longer than her meagre little bit of shopping required, but by the time she left his store and headed to a little café for a coffee she was smiling and almost had a spring in her step again. Images of the two youngsters all but forgotten as she scooted her behind into a vacant booth."
"Hey Rory, look who it is!" Exclaimed a voice from the booth behind her, Jane's ears twitching as she felt the breath of someone leaning over the booth to look down at her. Annoyed she would turn about to glare at whomever it was, but her heart stopped for a moment as she was met with a familiar face. A young handsome ebony stallion was smiling down at her before he reached out a hand for her to shake. "Hello again ma'am! I'm Rory and that ugly donkey behind me is my brother Edgar."
After shaking the stallions hand the two youngsters joined Jane in her booth, apologizing profusely for their behaviour at the pool. Jane stating she didn't mind, she had raised two boys herself and was used to a little horsing around, no harm done. "You have kids? You don't look old enough!" Edgar exclaimed animatedly, making Jane laugh and blush. The three started to chat for what seemed like minutes, but soon turned out to be hours when they looked up at the empty café and the growing darkness outside. Jane smiled as both boys offered her their arms and carried her shopping bags as they all headed back to their hotel.
It turned out that the boys were older than she'd though, this was their first holiday abroad alone without their parents. They were enjoying their freedom for a change and had decided to come here because they'd heard there were lots of young girls. Only their travel agent had got the dates wrong and the only "chicks" people would be seeing was on the bird tour during an annual migration. Jane laughed and apologized for their lack of entertainment during their stay.
"It's alright, we found a MILF to entertain us instead" Rory chimed in with another smiling grin, which earned him a punch on the shoulder from Edgar "Dude, shutup! Sorry Jane, my mother says I kicked him in the head while we were still in the womb." With a laugh and a friendly farewell Jane opened her room door and stepped inside to unload her shopping while the boys made their way back to their room. Even seeing Keith snoring on the bed didn't bother her, Jane's spirits were too high for that right now.
A little later in the evening while Jane was relaxing in a nice warm bubblebath and enjoying a chilled glass of wine, she remembered something Edgar had said, what was the word he used again? "MILF! That's it!" she smiled at her memory, grabbing her mobile phone to look up the term curiously, her jaw dropping as she read through the descriptions, wondering whom the two youngsters were perving over, maybe she could be their wingman and help them have some fun this holiday.
The following day followed on much like the first, Keith heading out with his tour group while Jane donned her polkadot bikini and went to lay poolside. Only this time she didn't notice the looks, somehow feeling more content with herself as she returned to her lounger beside the pool. To her disappointment there was no sign of the boys, nor did she see anyone here that she thought qualified as a MILF, unless the boys where into very rotund and moustachioed Walruses. Jane quickly ducking behind her book before she was caught looking at the older woman's admittedly impressive moustache, even for a walrus.
Well into her second glass of wine and a few chapters into her novel, Jane soon heard the familiar raucous laughter of Edgar and Rory as they made their way to the pool. Spotting Jane they headed her way, inspecting her wineglass and novel in a playfully harassing manner. Jane laughing as she grabbed her glass and quickly downed the rest of her wine before Rory could. Closing her novel and smacking Edgar on the nose as her poked fun at Jane's choice in novels. They had gotten her so worked up that Jane even began panting a little from giggling so much, two which both boys decided she needed to cool down and grabbed a hand each to haul her into the pool with them. Jane screeching as she was dunked into the pool between two laughing studs, much to a disgusted look from the Walrus couple. With a light head from the wine, Jane thought "Screw it, I'm here to have fun and relax" and proceeded to join in a game of Marco Polo with the boys.
The first touch to her breast she thought was an accident as Edgar hunted for them, then another to her behind from Rory. Jane even had to quickly correct her bikini top as one of the boys "accidentally" tugged a bit too hard while trying to catch her. A strange upwelling began to tingle again within her from all the touches until eventually Jane thought it prudent to call a halt to the games. But when she tried to climb out the pool, the mixture of sun, wine and excitement hit her like a truck and she stumbled. Thankfully the strong young boys were close by and managed to catch her, deciding they'd better help her to her room and make sure she was alright despite Jane's affirmations that she was fine.
Finally back in her room with the aid of the boys, Jane collapsed back onto her bed with a sigh. Having dried off mostly on their slow walk back to the room, Jane wasn't too concerned about making the bed wet. If it was a problem she could just get room service to sort it out later.
"Sorry you didn't get to see your MILF today boys, but I appreciate you keeping me entertained." Jane said with an apologetic smile, which soon faded as she noted the look shared between the twins.
"What're you talking about? We spent all day with her" Rory said with a grin as he shamelessly looked Jane over.
"Me!? But I'm not a...not a MILF?" Jane sat bolt upright and exclaimed with surprise, gesticulating at the boys standing before her grinning. The young studs moving to sit either side of the stunned snow leopardess, a hand on her thigh as the other boy caught her chin and turned her head to face him.
"You're totally a MILF, Jane...." Crooned Rory as he leaned in to press his lips to hers in a kiss that caught her off-guard. Jane knew she shouldn't allow this to happen, but at the same time it'd been so long that anyone paid her attention let alone made her actually feel beautiful and desired.
The kiss broke and before she could utter a single word, her head was turned again to be lead into a kiss with Edgar. Both boys felt and tasted very similar but with subtle differences. Soon she felt those familiar touches from the pool, only more direct and bolder now as young strong hands slipped beneath her bikini to grope and caress at her breasts. Jane groaned softly into the kiss as she felt their hands explore her, gasping out as she was laid back and both their hands brushed down over her pudgy belly and into her bikini bottoms. Their touch was electric as they explored her nethers while she alternated kissing them, the mouth not on hers would latch onto her breast and kept swapping every few moments.
It didn't take long before they made a mewling pile of spots of the elder feline, thick fingers taking turns pumping into her hot little quim or toying with her clit. Constant passionate kisses that left her breathless, along with eager mouths suckling at her taut nipples. Jane didn't even know when they'd stripped her of her bikini, or when they'd even guided her paws down into their swim trunks to grope at two young thick and throbbing cocks.
The grumbling in her tummy let her know that it was almost lunchtime, but right now she was hungry for something else. Jane had never really done much sexually with her husband, but in the next for hours she would try and experience plenty of new things with these two young studs. For starters they'd lay side by side with Jane kneeling in the middle, her unskilled muzzle bobbing along first one and then the other cock, licking along their shafts and down to their balls while they played with her breasts. Even when she first started dating Keith, she'd never really gone down on him, definitely never swallowed his seed because she thought that was gross. But within moments she had taken not one, but two males loads of cum in her mouth and loved it.
Unlike her husband however, the two young cocks barely softened at all after their first climax. They next had Jane lay back as one ducked his muzzle between her thighs while the other fucked her "mouth-watering sweater puppies" as he called them. Jane experienced her first facial ever, not so sure she liked that one considering he made so much mess it got in her hair. But she did enjoy being eaten out, Keith was never really good at that, even after forty years he still didn't know where her clit was. But these boys sure as hell did, she supposed she had the internet to thank for that and the incredible climax that left her panting a few moments later.
All through the morning and early afternoon they kept at it, the boys taking turns fucking her mouth or her breasts. Jane riding both their muzzles to incredible climaxes that made her legs shake. It seemed the two boys were insatiable and their cocks didn't need much time to reload either, Jane soon losing count of how many climaxes were shared.
At one point while Rory stepped aside to relieve himself in their bathroom, Jane would climb atop Edgar to ride his still stiff prick, grinning down at the young stallion as his hands reached up to play with her nipples again. Just as she felt a climax starting to build in her, Edgar pulled her down into a deep and passionate kiss. It was then she felt Rory's warm weight on her back, along with something hot and hard poking under her tail. She'd only ever let Keith dip a fingertip back there after lots of begging, but he'd certainly never done anything more. But Jane's eyes went wide as she groaned into the kiss as the pressure built and built under her tail until with a heated ache she felt her body bloom and swallow the thick tip of the insistent cock. Despite his youth, Rory was a patient lover and let her adjust before slowly working deeper and deeper into the elder snow leopardess once virgin bum. Everything she'd heard and read about the subject said she should be in pain, but all she felt was an odd fullness, perhaps even pleasure. Soon the three of them were rocking in a slow motion against each other, Jane having lost the ability to speak would just be a series of constant moans and groans as she enjoyed her first ever DP as she would later learn the boys called it. Any reservations she had about such things quickly vanished when she had the most intense climax of her life, later laughing with the boys that she swore it was an out of body experience seeing herself sandwiched between them.
Well into the afternoon the three of them would enjoy their new found experiences, even taking turns with just one of them under her tail at a time. Or just various positions of Jane caught between the two studs, enjoying uncounted climaxes until eventually a more natural hunger overcame them and they decided to end the festivities and order room service.
By the time Keith returned that evening Jane was again alone in her room, having just stepped out of the shower and smiling as she gave him a kiss before they got ready to have a dinner in town. The rest of the vacation Jane barely left her hotel room, instead she enjoyed a different sort of room service from two young ebony studs. By the time she was on the plane back home, she was already starting to make plans with Keith for their next holiday!