At the gambling hall Cassya was retrieving her uniform to start changing in the backroom staff area, working on her twentieth birthday. Her 'uniform' was a skimpy bodice, bloomers and stockings. It was what she and the other waitresses wore on the main gambling floor as they served drinks and snacks to the patrons. While this wasn't the most reputable job, it paid well and the tips were good enough. It was the best salaried job she could get at the moment. Her family needed the money desperately. Her father had racked up a huge debt then ran, abandoning them, leaving her mother to deal with the fallout and repay the debt. Before her father inherited her grandmother's business they lived more than comfortably. A successful merchant family, living in a nice house in a good part of the city.
Her father had arranged an engagement between her and a young noble, before anyone was aware of his mounting debt. He had pushed her into 'sealing the deal' with the young nobleman; it had been a profoundly underwhelming liaison. He had aggressively guilt tripped her to 'do it for the family'. When the nobleman had found out about the debt, he broke it off even after deflowering her. Then her father ran, taking the last of their money with him, bankrupting them. Her mother was left with no choice but to sell their family home and most of their possessions. Moved them to a small rickety house in a shady part of the city. Then had taken up two jobs and was barely staying on top of the interest.
Cassya felt this job was a necessity just to keep them above water. She would take the indignity if it helped to slowly chip away at the debt and keep a roof over her younger siblings' heads and food in their mouths. She was about to start changing and work another shift serving gambling drunks. She tied her golden blonde curls up, began removing her dress covering her milky skin and hourglass figure. When the madam who owned the establishment and one of the waitresses from the exclusive area on the upper floor walked in, in the midst of an argument.
The 'uniform' for the exclusive section could barely be classed as clothing. The top half was a flimsy sash that was tied into a halter neck and the bottom was a loincloth made from a translucent material, that covered very little along with a pair of stockings and a pair of heeled slippers. The argument between the madam and the waitress was heated.
"You can't demote me ma'am, I need the pay, besides it wasn't my fault!" The waitress whined.
The madam clicked her tongue, clearly irritated and frustrated.
"You hit one of our exclusive patrons around the head with a drinks tray! You knew the rules before you went in! You're lucky I'm nice or I'd have fired you straight away...but keep whining and I will! You're back on the main floor so shtum!" She snapped.
The waitress clearly wanted to continue to argue but had the good sense to shut up. She huffed and went to change into the regular uniform. The madam approached Cassya.
"How would you feel about a promotion to the exclusive floor? Cassya?" She offered.
"What exactly does it involve? I'm not familiar with how things are on the executive floor." Cassya asked pragmatically.
"You wear the uniform, serve drinks and snacks like the normal floor. But part of the high fee for entry onto the exclusive floor means the patrons get to grope you how they like. You let them and they have to tip you heavily. If you can handle that it's triple the nightly rate and you keep all your tips."
Cassya thought for a moment. It would be a massive sacrifice of her dignity, but it was a significant amount of money that she could make nightly. Money that she needed.
"Okay, I can handle that." Cassya answered.
The madam continued.
"Good. Just to be clear you don't touch them! If they want to relieve that urge then they have to pay for the brothel on the next floor up. That is a hard rule, I catch you doing that I'll fire you on the spot. Understood?"
Cassya nodded.
"Okay here's your new uniform. Your shift starts in ten minutes." The madam passed it to her before walking out of the room.
Cassya put it on. She felt her breasts straining against the fabric of the sash, her nipples outline very visible. The loincloth wasn't much better, the fabric rode up into her ass. Leaving her buttocks fully on display, her pubic region and its blonde hair only just about covered. She pulled up her stockings and popped on her heeled slippers along with a thin belt for her coin bag and notepad and pen to hang on. She swallowed the embarrassment she felt dressed like this and went up to the exclusive floor.
When she entered the floor she felt eyes fall upon her. She went to the bar to be assigned a section and tended to it. She was in charge of four tables and a private room. She went through them. Receiving ogling looks and jeering comments at each one. A couple of men grabbed her ass and gave her a gold piece for the privilege. Adding the gold to her bag tied to her belt. Next she entered the private room, and as soon as she entered it was clear that these men had a lot more money than the rest. Their clothes were fine and definitely well tailored. Young nobles she guessed. There was one who caught her eye because of how he was looking at her. While the others jeered or made lascivious comments he just gave her a welcoming smile. He appeared to be in his early thirties, he had short wavy black hair, pale skin, a sculpted face with high cheekbones and silver eyes. Which were gazing at her like a hungry wolf.
"Good evening." He greeted her in a smooth baritone. "Are you new? Don't think I've seen you up here before?"
Cassya found herself entranced by him for a second before coming back to her senses.
"....Uh...yes. I started recently but I was moved up to the exclusive floor tonight."
His smile became ever so slightly bigger.
"What's your name?"
"Cassya." She answered. Not really sure what to make of his deeper interest.
"Well, that's beautiful, it suits you."
The clichéd line still got a smile from Cassya.
"What can I get you all to drink? Any snacks?"
"Hmmmm...let's start with a bottle of whiskey for the table. Then bring another in an hour."
She nodded. Then left to acquire the bottle of whiskey, she went to the bar adding it to their tab and brought them glasses and the bottle before returning to tending the other tables. Her coin bag steadily being added to. She returned back to the private room after an hour with another bottle of whiskey. The men had polished off the bottle and were on their way to being tipsy. She placed the bottle down on their table.
"Would you like anything else?" She offered.
One of the men jeered.
"How about your cunny wrapped around me?"
Cassya put on a wry smile.
"I'm ever so sorry, but that is not on the menu. Would you like anything else?"
It got a chuckle from the other men at the table.
"Tut tut tut, such cad-like behaviour Teagan. You know she can't give you that, and that's a terrible way to ask for it." Said the man with the wolf-like look in his eyes. Taking a sip of whiskey
"Aww...come on Alaric. It's just a bit of fun!" Teagan whinged.
Alaric smirked. "Also a great way to get the Madam to ban you. We're not changing our venue in the future to accommodate you if that happens. If you're that desperate, I'll treat you to what's upstairs. Otherwise find a better way to handle Lady Marlberg kicking you out of her bed."
He mocked.
The men in the group laughed.
Teagan flushed pink with embarrassment. "How did you even know about that?!"
Alaric chuckled. "I know a great many things. You'll get over Lady Marlberg...just like how she has gotten over you." He teased.
"Wait...what do you know?!" Barked Teagan. His friends still laughing
Alaric chuckled again. "Nothing I feel like telling you."
He turned his attention back to Cassya, who was clearly amused by this interaction but poorly trying to hide it.
"Could you bring us some bread, butter and some fruit bowls, please?"
"Certainly!" She smiled.
She left to get their snacks. She filled up the tray and returned to the room in a few minutes. As she leaned over the table to lay out the contents. She felt fingers feather up the back of her thigh to her ass, caressing and massaging it. Just as she finished placing the last plate down she looked around to see it was Alaric touching her. When she made eye contact, he slipped his fingers between her legs and started to stroke her sex. This was a level of touch that she was less used to and his fingers were gentle and teasing against her folds. As she stood up he rubbed a finger against her nub, making circles. He knew what he was doing.
"Ah...was there...anything else...you'd like...from the menu?" She asked, feeling flustered.
The group of men saw what Alaric was doing and they all formed mischievous grins. They all talked slowly like they were trying to prolong the conversation.
"I don't know, do we want beer?"
"Not beer, perhaps wine and some cheese?"
"Ooh...that would be lovely...but what kind of wine...dry or sweet...red or white?"
They continued to prattle on as they feigned indecision. Whilst Alaric continued to tease her nub. He eased his fingers underneath her loincloth, he used his thumb against her nub and sank his index and middle fingers inside her. She pulled the tray in front of her, blocking the view of what Alaric was doing to her lower half. He flicked his thumb over her nub and eased his fingers in and out. He quickly found her sensitive spot inside and focused his internal massage on it. She couldn't help but let out a muffled gasping moan. Alaric grinned as he heard it. He pumped his fingers inside her faster as she squeezed her legs together. She felt her nub twitch as his thumb played with it. She clenched her jaw and pursed her lips trying not to allow any moans to escape as she let him touch her like this. She began to squeeze around his fingers and felt her finish coming soon. She knew the feeling well from exploring her own body. After her experience with her former fiancée, she had not been sure a man was capable of making her feel it. Especially in a situation like this. She trembled and clenched around his fingers as he made her come. She struggled not to make a noise. Her face scrunching up. She flashed crimson in embarrassment.
Alaric removed his fingers and smoothed her loincloth back in place. He made a show of licking his fingers in front of her.
"I think if you can't make a decision gentleman we should let her get back to her work...I've sampled what I wanted to." He flashed a lascivious grin at her.
"Very well...I'll be back later to check if you want anything." She said sheepishly.