His palms were sweating as he entered the elevator. Michelle's sexual proposal was too good to be true, but his mind had bounced back and forth whether there were negative ramifications to entering into a sexual relationship with his boss. Their car ride down to Tucson had surprising; never had he imagined he'd have his cock in her mouth. Sure, he'd jerked off thinking about it, but he had always been pragmatic, knowing he'd never be able to experience her lips circling his cock, her breast in his hand, his cum sliding down her throat.
Dammit, now my dick is hard again and I have to face her and give her my answer.
Austin descended the 12 floors of the hotel and exited the elevator, subtly adjusting himself prior to the doors opening to camouflage his erection. He considered himself slightly above average in size when soft and hard, and the tip of his cock came a good length down his thigh when fully erect. The problem with trying to hide his erection was his thickness. He'd been told by more than a few women how his thickness stretched their pussy and rubbed that tender spot inside juuuust right. Nevertheless, right now, his thickness was a beacon to everyone that he was horny and needed relief.
He arrived outside the hotel bar at 8:55 p.m. Michelle had dictated he be there at 9 sharp, but he allowed himself a few extra minutes to muster his courage. He wanted Michelle, that was obvious, but again, was it a good idea to fuck your boss?
He spotted Michelle's hair right away; anyone could. Her long, dirty blonde ringlets had a way of drawing attention to her and as he scanned the dimly lit, upscale lounge bar, he noted more than a few business-type guys eyeing her. She exuded sex appeal because she was obviously gorgeous and had an amazing rack, but her blue-green eyes had a hardness to them, letting everyone who looked at her know she was a woman who made quick, sound decisions and always succeeded.
He glanced at his watch, 8:59 p.m., and entered the bar with straight posture and authority. He enjoyed his 6'2" height and athletic build because when he entered a room, a look of slight intimidation usually crossed most guy's faces.
Michelle set her cocktail down and crossed her long, toned legs as he came up behind her.
"Good Evening, Ma'am, may I sit with you?"
The mood in the room immediately shifted as the other men in the room observed Austin speaking to Michelle. Now, they had no chance with this woman.
"Austin, you're prompt. Yes, you may sit in the chair across from me." Michelle gestured to the half-circle back lounge chair across from her.
He unbuttoned his suit coat and sat across from her as directed. He opted for no tie with his dress shirt and suit to keep it casual. Never had he debated over what to wear to meet a woman before.
A waitress approached the table and with her back to Michelle, bent over with straight legs to place a cocktail napkin on the low table in front of Austin. Had he been simply meeting his boss for a drink, Austin would have noticed her low-cut top revealing ample cleavage and her flirtatious smile as she asked what he wanted to drink. Austin didn't notice, but Michelle definitely did and locked her eyes with his in a challenge to his fortitude.
"I'll have a Sapphire and tonic with orange juice," Austin commanded, maintaining Michelle's eye contact.
The defeated waitress answered his command flatly and sulked off to get his drink.
"Have you reached a decision, Austin?"
"Yes, ma'am, I have," he started. "But I have a few questions first."
Michelle bristled at this. "What do you need to know?"
Austin took a breath, "First, I'd like to know if this is a monogamous arrangement. I'm not one to share a partner without my presence. Second, while I should have asked before, I'd like to know if you're medically clear. Third, I'd like to know how long your proposed arrangement would last."
There, he made it sound like he was more in control of the arrangement while conveying his understanding how this was a mutual, business-like agreement.
Michelle allowed a pregnant pause before she answered, not blinking, not moving.
"Austin. Yes, this is monogamous. Any sharing will be in the presence of the other partner. Yes, I'm clear, and I return the question to you, though I should have asked before. As to your last question, this will continue as long as it is enjoyable for the both of us. The caveat is the arrangement ends if one of us develops romantic feelings. I'm not interested in any kind of relationship other than a sexual one, but if either of us were to want more, I think it prudent to end the arrangement."
He nodded to Michelle and was about to speak when the waitress arrived with his drink.
Thank goodness for her timing so I can swallow my trepidation.
Austin picked up his drink and took a long drink. Michelle looked irritated at the interruption and his intermission.
"Ma'am, I'm clean and clear. I get tested every six months and recently received a clean bill of health. I would have stopped you if I was unsure of any results. I use condoms, but assume you're handling birth control?"
Michelle nodded in affirmation.
"Good. I would like to not use condoms, but I understand if you prefer them."
Michelle uncrossed and re-crossed her legs allowing her skirt to drift slightly higher.
Fuck, she's not wearing panties.
Austin shifted in his seat and Michelle smiled. He realized she planned the move and was enjoying his discomfort.
"Austin, condoms will be used only when we've incorporated another partner. When it's just us, you may fill my pussy with your cum."
And now my dick is definitely rock hard.
Austin flushed at the implications of her answer. They'd have threesomes, fuck yeah. And just thinking about emptying his cock in her made a small drop of pre-cum escape.
"Ma'am, I agree to your proposal."
There. He did it. He agreed to casually fuck his boss.
Michelle smiled. "I figured you'd say that. We'll discuss other terms later, but right now, I want your fingers in my pussy."
