"Enjoy the rest of your weekend sir, any special plans?" Kevin's administrative assistant, Becca, asked as he made his way to the door. Blocking his path towards the elevator, the perky and petite brunette stared up at him with needy eyes, hoping to get a little more face time in with her boss.
"Oh, not really Becca," Kevin replied, nervous to converse with his younger secretary about personal things. He also felt bad for making her work on a Saturday. When the temp service first sent her, he had thought about requesting someone less...sexy. Even here and now, her "professional" outfit exposed a little more than he'd like to see in the office. That wasn't true actually, he loved seeing it in the office. His fiancé on the other hand, didn't trust anything with a pulse around her man.
"Working on closing that deal probably and doing stuff...for my fiancé. I'm engaged. Like husbandy stuff."
Kevin, while always nice to people, wasn't the most talented at handling his own personal awkwardness.
"Of course, I've met Justine," she teased, thinking of his gorgeous and still sexy-at-seven-months-pregnant fiancé. She had fantasized about pleasing that woman multiple times. "I've thought about her several times recently. How far along is she now?"
"Seven months, almost there. Thank God. So, how about you?"
"I'm not pregnant sir."
"No no, weekend plans! Do you have any fun plans? Or plans?"
"Not really, just probably stay here for the rest of the afternoon and get a start on Monday's work. Get my bike, maybe ride some cock."
"What?" Kevin jumped.
"A ride round the block. On my bike?"
"Good good good good good, that's good," Kevin stumbled, tripping on his words as he imagined his just recently eligible to drink alcohol, employee riding on a cock and doing it on a bike for some reason. That was the thought that started the tenting in his pants as her nipples grew harder in real time as he watched. She looked down at the growing bulge in his pants and then up at him directly, fluttering her eyes a few times and making him realize that he needed to go.
"That sounds nice. Ok, you wrap up and get out of here within the hour, OK? Ok. And have a good night and a nice Sunday, whatever you do. I don't want to know."
"Will do boss," she responded with a teasing voice, definitely guilty of saying what he heard at first and pushing the envelope a little. She loved teasing the man, constantly fantasizing about eventually bedding him, alongside that lady of his. Becca enjoyed being bossed around in bed and she loved the way Justine took charge of Kevin.
Becca daydreamed for a moment to thoughts of her ex-boyfriend. He had taken care of everything for her, letting her live with him and not making her have a job. Well, a job beyond always being available for his needs. Allowing her mouth and pussy to be available whenever was hot to her, especially for a decent man that was willing to take care of her.
That worked for her until she found out that he was not really a decent man and that she was one of many pieces of ass around town. When she challenged him to pick one, he decided to go with another girl, throwing her out and essentially leading to her starting over. Living in a studio apartment now, with nothing but a fancy wardrobe to show for her last year and a half, she longed for someone to provide for her again. Knowing his boss' love for his fiancé though, she knew her next sugar daddy would never be Kevin.
Kevin watched her daydream for a moment, then he seized his opportunity to escape and walked out of the side door into the stairwell. This was the best option, he thought, choosing to not take the elevator to be more discreet with his now slowly relaxing bulge.
As soon as Becca lost sight of Kevin, she jumped up and started cleaning her desk to escape. Knowing her strategies from the past, she could be out of there in a tight fifteen. She grabbed her go-bag from under her desk and jogged down the hall towards the bathroom.
Once inside, she pulled a second outfit from the bag and started getting changed. If Kevin was nervous about her work clothes, he wouldn't be able to handle her bar clothes. Stripping naked in the bathroom, she moved quickly but calmly, knowing the office was empty except for her. Normally, she'd wait for the phone to ring all Saturday afternoon when she worked weekends, occasionally playing with herself under her desk or taking a nap on the big table in conference room one. Thankfully, that room didn't have any windows, so it was both private and dark. Overall, it was a quiet floor, of a quiet office building, and she enjoyed the time to herself.
Being as horny as she had been lately, conference room one had frequently come in handy. Regardless, she knew wearing that day's outfit out wouldn't get her laid, despite it getting a literal rise from her boss.
Instead, she put on a short, flowy black skirt and a tight, white halter top, deciding to skip the bra and let her chest speak for itself. Not overly large, her 32B breasts were just petite enough to not need a bra. Her legs were smooth as silk, opting to shave them that morning when preparing herself for someone to hopefully see her naked that night. Topping off her outfit, down on the bottom, were a pair of three-inch cork wedges that added height and an extra bounce to her taught tits when she walked.
Confirming that she looked fuckable in the mirror, she went back to her desk and returned the bag to its original location. She opened a drawer, grabbing her phone and wallet, before sliding a cherry red lipstick into a little hidden pocket of her skirt.
Once outside, Becca enjoyed the setting July sun, giddy to be out of work on a Saturday before the sun went all the way down. She headed down to the coast, a short walk from her building, planning to stop at a few of her favorite spots before hitting the lounge at one of the nicer hotels.
While she made decent money working for Kevin, she occasionally acted as a date for lonely...and rich...businessmen. Seeing some of the losers come into her work, she knew that she could supplement her income with minimal effort. Also, every date was a new opportunity for her to find someone new to take care of her. Inside however, she knew better than to fuck where she worked, so she tried to steer clear of the hotels too close to the office.
Becca didn't consider herself a whore, just a bit of entrepreneur. When she had first moved to the city, she had gone on the occasional date just for a nice dinner, maybe sucked a dick for a ride. Learning to make that work to her advantage though, she grew these dates into the occasional luxury item or piece of jewelry. Other times, it was just a wad of cash. Hell, that was how she had originally met her ex.
Ok, maybe she was a bit of a whore, she thought to therself. But she was safe and honestly, always enjoyed the sex. Always. Sometimes she even felt guilty about taking the money.
After watching the sun set and having a small bite to eat, Becca took a train to the financial district and started hitting up the open spots. Quiet on the weekends, Saturday night was still a good night to find lonely and tipsy men, celebrating a good week or perhaps drinking away a poor one. Finally settling at a place known best for Sunday brunch, in one of the nicer hotels, she found a spot at the bar and ordered a bloody Mary. Not really a fan of the taste of alcohol, she liked the way it looked in front of her.
Looking around, she wasn't super impressed with who she saw. A few finance bros were hanging around the bar and a group of guys were down at the end to her left.
"Compliments of the lady at the end of the bar," the bartender smiled, dropping off the drink in front of Becca. Gazing down the bar to her right, her eyes locked on to a wealthy looking woman, most likely in her early thirties. She was fit, confidently eyeing Becca as she lifted the garnish from her drink, placing it in her mouth and sucking off a single olive before placing it back in. Picking up the hint, Becca picked up her drink and slid down next to her admirer.
"May I join you?" Becca asked, sitting down regardless of the answer.
"And your name?" the woman asked, undressing her with a fire in her eyes, chewing the olive in her mouth. The sparkle of her eye caught Becca's attention, a pivot in her nightly plan clearly imparted by fate.
"Becca."
"No, not tonight," the woman said. "Tonight, you are Slut. And I'm Miss Hannah. What's your price?"
"Excuse me? You buy me a drink and just think that I'm a..."
"Don't worry Slut, Miss Hannah is not a cop. Miss Hannah is married and rich. My husband Mr. Noah is busy tonight and tomorrow, so I need something...or someone...to do. How much do you want? I saw you scoping the playing field, you're so horny, your tits are about to pierce through your top."
"So just me and you?" Becca negotiated back, interrupting the woman receiving a quick nod as she continued to eye her tits. Becca felt like she may have hooked something good here, so pretended to hem and haw a bit. Not the dick she was hoping to ride, but maybe it could still make for a fun night, maybe even a fun weekend.
"Three grand for the night," she responded, feeling brave, before taking a roll of the dice. "Five for the rest of the weekend."
"Sold," Hannah replied, seeming to chuckle at the cost. "Let's go up to my room and get you your money."