The elevator climbed to the fifteenth floor with its familiar mechanical hum, and Elise fumbled for her keys as she approached her apartment door. Another long day at the marketing firm had left her drained, her heels clicking wearily against the hardwood as she stepped inside. But there, sitting conspicuously on her kitchen counter, was an elegant white box tied with a silver ribbon.
Her heart quickened as she approached it. A small card was tucked beneath the bow, written in Gabriel's familiar handwriting: *"For tonight. Villa Marina, 8 PM. Ask for the Castellano reservation. - M"*
She had been with Gabriel for a few months now and contrary to certain men she had been with, he didn't cease to surprise her. He was also extremely rich and had the means to execute his ideas in style.
Inside the box, nestled in tissue paper, was the most beautiful dress she'd ever seen. The fabric was a deep midnight blue that seemed to shimmer as it moved in the light. She lifted it out carefully, admiring it. The material felt like silk between her fingers, not that she was an expert on this kind of thing. Beneath it were matching heels, delicate silver jewelry, and a small handbag that perfectly complemented the ensemble.
Elise fingered the soft belly of the handbag, she felt something heavy hiding inside. Opening it revealed a metal plug with an exquisite large stone at its apex. A little shiver of excitement ran through her as she felt the cool metal in her hand, her ass tingling in anticipation.
She glanced at her watch; it was already six-thirty. She hurried to the bathroom, her excitement building. After a quick shower, she slipped into the dress, and it fit as if it had been tailored specifically for her body. The delicate shoulder straps framed her collarbones perfectly, and the hem fell just above her knees, showing off her legs while maintaining an air of sophistication. The cut accentuated her curves in all the right places.
Her mind was dancing as she reached for the lube. She put a generous measure onto her fingers and started applying, the coolness caressing her button. She brought the plug around and after that initial holding of breath as it opens you up, it was inside. She gave a cute little shuffle of her behind in her full-length mirror, enjoying the contrast of her sophisticated dress with the knowledge of what was beneath it.
She couldn't help but spin around, the dress flowing around her like something from a classic Hollywood film. She felt like Marilyn Monroe on a movie set, and a laugh escaped her lips as she imagined what Gabriel had planned for the evening. Quickly slipping on her new matching, midnight blue lace panties, she grabbed her handbag and headed for the door.
The cab ride to Villa Marina took her along the coastal highway, and with each little bump and change of direction she was reminded of the plug inside of her. She wondered quite how she would stay concentrated on a meal, when she would be constantly distracted by this foreign presence. She delighted in a few lazy caresses across her mound, through the thin barrier of fabric but fought herself back into the present. This wasn't the time.
As they approached the restaurant, Elise could see why Gabriel had chosen it. The building sat perched on a cliff overlooking the ocean, its warm lights twinkling against the darkening sky. Through the large windows, she could see couples dining, the ocean stretching endlessly beyond them.
"I'm here to meet someone at the Castellano reservation," she told the hostess, an elegant woman with her hair pulled back in a sleek chignon.
"Of course, right this way," the hostess smiled, leading her through the restaurant to a table near the big bay windows.
Gabriel stood as she approached, his face lighting up with appreciation. He looked handsome in his charcoal suit, composed, and she felt a flutter of attraction as he pulled out her chair.
"You look absolutely stunning," he said, leaning down to kiss her cheek. "That dress was made for you."
"Gabriel, this is too much," she protested, though she was clearly delighted. "The dress, the jewelry," and she made an exaggerated movement of her hips on the seat and closed her eyes. "And this place—it's incredible."
"Nothing's too much for you," he replied, settling back into his seat, clearly pleased with how his evening was unfolding. "I'm glad you're enjoying the jewellery, I hope it feels comfortable. As you may have guessed, I had an ulterior motive for tonight."
The waiter appeared, cutting through the charged energy between them, to take their drink orders — a bottle of Chianti Classico Gran Selezione that Gabriel selected with the confidence of someone who knew his wines. As they waited for it to arrive, Gabriel directed their conversation into easy, inconsequential chit-chat about his day, their upcoming weekend plans—just stuff. Elise was hardly listening, a constant nagging question of what happens next tapping at her skull like a persistent woodpecker trying to make the breakthrough.
When their drinks were finally poured and their dinner orders taken—osso buco for him, the seafood risotto for her—Elise noticed the exquisite table settings. The salt and pepper shakers were particularly striking: crystal vessels with silver tops, clearly expensive pieces that matched the restaurant's upscale aesthetic.
Just as her mind was drifting, Gabriel leaned forward, his eyes twinkling with mischief. "You know, Elise, you look so proper sitting there. So refined."
"I should hope so, given the trouble I've gone to," she laughed.
"I think we can both agree that the 'trouble' has been shared, no? But my point is, I know that underneath all that elegance, you're still the same girl who used to sneak out of her dorm room window."
"What are you getting at, Gabriel?"
He picked up the salt shaker, turning it in his hands, nonchalantly. "I want your panties."
"But you just gave them to me," she rebuked with an exaggerated schoolgirl pout. "I will gladly let you take them off later though," she innocently added.
"You won't need to, if you accept my proposal."
She raised her eyebrows, her curiosity piqued. "Go on."
"I want you to remove those beautiful lace panties right here at this table and pass them to me."
Elise nearly choked on her wine. "I'm sorry, what?"
"You heard me. Discreetly, of course. Without the staff or other guests catching on. You just need to find the right moment."
"Gabriel, that's..." she looked around the restaurant, taking in the well-dressed couples at nearby tables, the attentive waiters moving between them with practiced precision.
"That's absolutely scandalous," she feigned indignance but was secretly excited by the idea. "Can you see how many people there are around us? And this is a very 'proper' establishment?"
"Exactly." His grin was boyish and irresistible. "Come on, you always said you could handle any challenge."
Elise felt her competitive streak flaring. She'd never been one to back down from a challenge. Although the dress she was wearing was so form-fitting, so minimal—it wasn't going to be easy.
"You're insane," she whispered. "But I accept!"
She laughed, reaching to take the salt shaker from his hand. He didn't relinquish the object at first and just held her gaze - challenging it. She looked right back, without wavering. "Gabriel, let go of the salt, please."
He released it and smiled at her. "I knew you couldn't resist," he said, clearly pleased with himself.
Elise looked around furtively. After her bravado, she needed to guage the extent of the task she had just signed up to.
At the table to their left sat an older woman with her young adult granddaughter, both dressed conservatively, but somewhat inexplicably, both with sunglasses on, despite being inside and it being evening. The granddaughter was relating her recent European vacation in hushed tones, while the older lady was peppering her with very loud questions, clearly slightly deaf.
Elise relaxed a little, suspecting that the older lady probably wouldn't notice if a parade of tap-dancing flamingos were to march through the restaurant.
To their right, a young couple was deep in conversation, the woman's back to them while her boyfriend faced their direction. They had been squabbling ever since they arrived. Seemingly the man had forgotten about this being their anniversary, despite having been provided with some—in the woman's view—very obvious hints.
Behind them, a seemingly bohemian couple, although Elise had seen through the facade. The man betrayed by the flawless cut of his jacket and the designer watch beneath his cuff. The woman by her handbag—the latest YSL. Anyway, they were sitting there sharing a bottle of champagne, both looking relaxed, happy and inoffensive.
Irrespective of the results of her reconnaissance, at least one person on all three tables had a clear view of her. "This is insane," Elise muttered.
She started shuffling in her seat though, assessing what would be needed. Inevitably, she felt the plug tease her and shuffled a little more just to try and get some fun out of it all. As she shifted around in her own world for a few minutes, she could already feel her pristine new panties damp against her lips.
"Having trouble there?" Gabriel asked with barely concealed amusement.
"No," she retorted, a little tritely.
The tables were so close, she felt like all eyes were on her, a spot light guiding the way. She needed a little time to test the terrain. She casually reached a hand down to her legs and started pulling her dress up, her eyes darting all around trying to check if anyone would notice.
"Is everything to your satisfaction?" a waiter casually enquired from behind her.
"Yes. Yes, yes," she stuttered and started brushing away absolutely nothing from her legs, feigning annoyance at some non-existent bread crumbs, wondering if this time she had bitten off more than she could chew.
"Really, yes?" enquired Gabriel, enjoying her discomfort.
His enjoyment only fueled her desire to go through with it though.
The waiter gone, she started to shuffle around in her seat, front to back, valiantly trying to work her panties down from the back without any use of her hands. This only succeeded in attracting the attention of anniversary man, clearly in desperate need of some distraction from his demanding wife.
Elise straightened up and took a gulp of her wine.
Gabriel looked over, feigning scandal. "Do you know how much that bottle cost?"
"Fuck off, Gabriel!"
"It was a difficult challenge—too much," he placated her. "Look, just sit back, sip your wine and admit defeat. Let's just enjoy our food."
"You're going to eat these panties, Gabriel!"
Shuffling in her seat, her anal plug suddenly gave her a brainwave. "Gabriel," she smiled. "I've actually got a proposition to make to you."
"Go on."
"I remove these panties," she let it hang in the air, letting his imagination run. "And the plug."
Gabriel smiled benignly. "And?"
"And you get to wear the plug."
He started choking on his wine.
"And you slip it in right here, of course."

She took a sip of her wine. "This wine is rather pleasant, you're right." She held up her glass enquiringly. "So you can lay out a challenge, but are you man enough to accept one too?"
Gabriel enjoyed wearing a plug himself and they often played together but he was wearing trousers, it would be impossible! This said, he couldn't back down. Convinced the challenge was beyond her, he felt confident and easily chinked her glass in agreement.
"Fine. But for now the floor is yours, my angel."
With extra motivation she unclipped the tablecloth from it's fancy, metal clip - it fell down enough to slightly mask the view from one of the tables. It was a start.
Nonchalantly lowering her hand downwards, she placed it between her legs, under her dress and let her fingers stretch up until she could feel her panties.
At the sunglass table, grandma was glancing in her direction with growing confusion.
"Is that young woman all right?" the older woman bellowed as her granddaughter, mortified, tried to smother the outburst. "Grandma, she's fine. Just changing positions—these chairs aren't exactly comfortable."
Meanwhile, anniversary boy was becoming increasingly distracted by Elise's movements. His wife was trying to tell him about her day at work, but his responses were minimal and monosyllabic.
"And then Sarah said the most ridiculous thing—are you even listening to me?" the woman asked sharply.
"What? Yes, of course. Sarah said something ridiculous."
"What did she say?"
"Um..." The man's eyes kept drifting toward Elise, who was now contorting slightly as she had managed to get a finger tucked behind the elastic of her panties, below her navel, and was tentatively pulling at them.
His girlfriend turned one hundred and eighty degrees to see what had captured his attention so completely. She whipped back around in a frenzy. "Are you seriously gawking at that slut, on our anniversary? You're pathetic. You should realise how lucky you are to have me. No one else would put up with your limp-dicked attempts at a so-called life!"
"I'm not gawking, I'm just..." he still didn't break away his gaze.
"James, I swear to God—"
A waiter approached their section, and Elise quickly sat up straight, placing her hands innocently on the table. She could feel Gabriel's eyes on her, clearly enjoying her predicament.
"Everything all right here?" the waiter asked as he refilled their water glasses.
"Perfect," Gabriel replied smoothly while Elise tried to look composed despite the thin layer of perspiration forming on her forehead.
As soon as the waiter moved on, Elise resumed her task. Gabriel's teasing was making her more determined than ever.
"You know, I don't think you're going to be able to finish this," he said, taking a sip of wine. "We should really just call it quits while you still have some dignity left."
"Don't you dare," Elise shot back, her competitive nature fully activated. "You're just getting nervous about your turn coming around."
She decided she just had to go for it. She decisively tucked her two thumbs into either side of her panties, hovered her behind off the seat and pulled them down as far as her knees.
The would-be bohemians had begun to take notice as well. "What's she doing?" the woman whispered to her boyfriend, craning her neck slightly to get a better view.
"I have no idea, but it's...fuck, she's got her panties down," he gulped.
Meanwhile, sunglasses Grandma was becoming increasingly engrossed, much to the chagrin of her granddaughter.
"Sharon Stone!" she blurted out. "That's who she reminds me of." Then, a slightly glazed look came over her. "I'm not sure why though, dear."
"I'm sure it's just the seats. Isn't the food lovely here?"
"My panties are at half-mast already, you better start preparing your asshole, you asshole," she winked.
Another waiter passed by, this time carrying a tray of steaming entrées. Elise froze mid-movement and smiled charmingly at the waiter, fixing his gaze so he wouldn't be able to look elsewhere. The waiter nodded discreetly and moved on, the steam following his trail.
"You're really committed to this, aren't you?" Gabriel observed with admiration.
"I told you I could handle any challenge," she replied, though her voice was slightly strained from the effort of maintaining her composure.
"I never doubted you for a second," he lied cheerfully.
Anniversary man suddenly noticed her panties and his half-baked attempts at masking his interest became increasingly futile—to his wife's ever-increasing irritation.
"James, if you don't stop staring at that woman this instant—"
He looked away, but his eyes were inevitably drawn back. This was like Basic Instinct on steroids!
Elise leaned her body over the table and pushed her panties down over her knees. She sat up, gave her legs a little shake and there they were around her ankles.
At the would-be bohemian table, seeing the shock on her boyfriend's face, the woman twisted, pretending to stretch to get a look for herself. "Wow, you weren't kidding! We should play that game one day too," she giggled, caught between a state of amusement and excitement. Both of them were now eager to follow Elise's efforts, though they tried to be discreet about it.
"She's got guts, I'll give her that," the woman said to her partner with a grin.
"So, you'd really give it a try?" the man asked, tentedly.
"Let's see what happens first," she replied, the seed now firmly planted.
Elise was now aware of the attention of the surrounding tables. She had gone past the embarrassment and the nerves and was now, she realised, deeply aroused. She felt like the day an actress walks onto the stage and just knows that now she is where she has always wanted to be, without knowing it.
"Almost there," she whispered to Gabriel, who was watching her with undisguised admiration.
"I have to admit, I'm impressed," he said. "I really didn't think you'd be able to pull this off."
"Never underestimate me," she replied, taking a sip of her wine before theatrically bending down under the table and retrieving the damp fabric from around her ankles.
She looked pointedly at anniversary man, and smiled sweetly, his face flushed a deep red. As she pulled the elastic taught, a silence seemed to settle on the surrounding tables. Anniversary man now motionless, spellbound, his mouth open. Sunglasses Grandma was squinting to try and make sense of the scene. The wannabe bohemians were gripped.
Gabriel plucked the flying gift out of the air as it jettisoned across the table. He immediately felt the warmth and dampness and felt his cock stand to full attention in his jeans. Her scent emanated, a subtle invitation that he couldn't resist. He carefully brought the gusset to his nostrils. Breathing in Elise's excitement, his erection began to strain at the imposed confinement. He had zero interest in the meal now. All he could think about was dessert.
Anniversary man looked like he might faint but his partner soon pulled him out of it with a savage volley of expletives before throwing her serviette down on the table and storming away. When she turned after a few paces, expecting her husband to be desperately on his way to win her back, she was shocked and furious in equal measure.
"This is it, James," she cried hysterically across the restaurant. "No going back now!" She tapped her foot and looked at him expectantly.
He had hardly even registered her exit, remaining glued to his front-row seat. She made a sound—which was some crazy hybrid of a scream and a strangulation—and stormed out of the restaurant.
Elise was hornier than ever; she was sure that she must be literally dripping onto her seat. Her dress has ridden up her legs. She separated her thighs for her audience and thought she was going to have an orgasm there and then. She had never done anything like this before and so couldn't have anticipated how it would make her whole body shimmer with a deep, uncontrollable yearning.
All the eyes of the three surrounding tables were glued to her as she reached down to caress her clitoris, lost in the heat of the moment. Only a cough from Gabriel brought her out of her reverie.
"Hey, I didn't say put on a show for the whole restaurant!" he reprimanded, although silently he was just as enthralled as the others.
"I just need a little extra lube to slide this plug out," she pretexted.
"Based on the dampness in your panties, I'd say you already have plenty!"
"Hmm, well yes, there's probably enough now." She slunk down low in her chair, fully exposing her ass to disparate reactions ranging from desire and lust to total admiration.
She got a grip on the solid metal and gently started to pull, grimacing slightly in that familiar dance between pleasure and pain as your sphincter is pushed outwards to accommodate. She gently eased it out until she felt the pop of her anal muscles as they closed up and then the pleasant tingling set into her puckered button.
While the onlookers could almost have broken out into spontaneous applause, the immediate vicinity of their table was cloaked in a sudden stillness. Mouths were open with words that refused to come forth, movements were frozen as if time had stopped around them.
Anniversary boys' eyes were wide as saucers, his mouth pinched in stunned astonishment as he felt the throbbing in his shorts, followed by several pulsations as his cum exploded of it's own volition.
The other diners held their breaths as she prepared her coup de grâce.
Elise sat up and brought the anal plug out above the table, like a trophy brought back from a successful mission. Gabriel looked on in silent astonishment as she proceeded to place the solid metal object, freshly removed from inside of her, into his water glass.
"Holy shit," said the wannabe bohemians in chorus.
"Sorry, sorry," he said, but he couldn't wipe the grin off his face. "That was just... wow."
"Where are we going?" he asked, noticing his girlfriend out of her seat.
"Home," she said, her entire being radiating sexual need. "Right now."
They left the money on the table and headed for the exit.
"That was why she was squirming around so much," said sunglasses Grandma. "I should imagine I would too with something like that up my…"
"Grandma, let's have a look at the dessert order," her granddaughter interjected urgently.
Elise settled back into her seat, adjusting her dress and trying to regain her composure. Her cheeks were flushed with excitement and triumph, and she couldn't stop smiling.
"So," Gabriel said, picking up the batton that had been passed to him and concealing it under the table. "I feel it's time to wave the white flag in defeat. There's not a hope in hell of me following that. I'd probably get arrested."
"You were incredible, Elise. I think we need to get home as quickly as possible, because I need you intensely."
"Good," she replied simply, reaching for her wineglass and finishing the last thimbleful. "You've got some catching up to do, Gabriel!"
