*Definition of a "high roller"-a person who is in high demand for their trade, a person who works 70 plus hours a week, barely sleeps, and has major bank. Like Millions of $$- money. Not your typical 9 to 5 job. They can be a President of the United States, a Wall Street dude bro., a Stock Market Analyst, the best Civil Rights Esquire on the North East Coast, a NFL Tight End...the list goes on. And do not assume the above mentioned are all men.
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Chapter One:
December 31, 2018.
The petite in statute but curvy in the right places, silver -blond haired, classy woman headed towards the coat check from the company party which was in the most famous hotel in New Orleans, of which she had forgotten the name simply because( she giggled to herself), one, she was lit . As she made her way to the elevator, she suddenly stopped in her tracks and leaned against the cool wall. Flushed, her breathing increased from..well, excitement. She was thinking really hard about what just transpired a short while ago.
A short while ago...
The law firm decided to celebrate its success in winning a huge settlement, so the "Boss" decided to take the staff members, no pluses allowed, to New Orleans for a 3 day weekend.
Lil could not believe her sister! Lil-or Lilith found the joints when she opened her wallet to grab some cash to pay for her drinks and dinner when a deep voice came from behind her, startling her, spoke up, and she squeaked, quickly shoving the wallet into her purse before turning around. Her employer, her boss, Mr. T., lightly placed his hand on her back, as he caught her blushing and shoving something into her purse, he spoke to the staff, telling them that he was paying for her meals for the stay. Lil gasped and stuttered, flustered with surprise, "But...No. I can't allow that." She stammered, blushing, lifting her blue, green gray eyes up at his 6 foot 3 inch frame. "I insist." and with that he lightly steered Lil towards the balcony by the double doors.
"But, Mr. T. you have done more than enough. I.." Lil was cut off. She felt the warmth from his hand burn an imprint on her middle back as he held open one door and let her lead the way through the door into the typical v humid, muggy night known in New Orleans at this time of the year.
Lil had decided to wear a freshly bought Anne Klein baby blue sheer maxi summer dress. It was so hot in New Orleans. Lil did not handle humidity well. She was constantly dripping sweat so she decided to wear something so light that she would not feel it on her hot flesh. Everyone else wore something they normally would wear in the office.
Lil was glad there were not many lights on the balcony. She was unaware that when she left the very well lit room to the balcony, the lighting was just right to offer a glimpse of her body as she walked onto the balcony, the lights made her dress more sheer, Mr. T. gaped as she walked ahead of him. He watched her beautiful silhouette , her flared hips as they swayed, the bounce of her nude, full ass and when she turned to face him he saw the lovely shade of pink blush half satin brassier , a flash of thigh as the dress was unbuttoned at thigh height, before Lil shifted the material over her exposed leg. He shook his head. She literally had him speechless. And she had no idea.
Lil was completely oblivious. Mr. T. quickly found a seat and sat down and tossed his long legs up and got comfortable, inhaling the multitude of fragrances that caressed his nose. Lil sat in the wood recliner nearby and reclined back, ignoring the soft material as it glided off the side of her legs, falling to one side of her thighs. She closed her eyes, rested her head back and allowed the tension from her body to roll off and away with the music as it lilted through the muggy night.
"Again, I insist. A diligent employer recognizes the hard work of a team member, let him indulge." He told Lil, and he adjusted himself as he watched her lift her ivory legs onto the recliner, as the soft material of her dress caressed her thighs as it settles in a pile, and as Lil leaned her head back, closing her eyes. Mr. T. did notice as she took a long, deep breath and let it go slowly, she rolled her shoulders back and down. She offered a soft, "Mmmm" as she exhaled.
For several minutes, they both sat in silence, lost in their own thoughts or just enjoying the sounds and ambiance. Or, was there something...more...something unseen by human eyes, flowing through the New Orleans night?
Lil never spent much time with Mr. T.. He was ALWAYS busy. He never took a vacation. NEVER. Lil was so used to Mr. T. striding fast, into his office and being glued to his computer, then running to the courts along with his million other commitments to organizations and community ties.
She wondered when he would breathe.
She knew he was a former football player in his glory days. He definitely was in good shape for his age she thought as she eyed his reflection in the glass doors as they strode by earlier. 6 foot 3 inches tall, wide shoulders, the navy blue suit was a respectful fit, not tight like any man under the age of 30 in the local firms. His soft brown hair was 60% gray now. His stride still could out walk any of the younger attorneys that tried to challenge him. She knew his thighs were thick and strong. Because she would look.
One time she was walking down the hallway of the firm when she saw a body stretched out on the floor. It was Mr. T. looking under the copier. She, for a brief moment, admired the nice and tightly formed ass before she knew whose it belonged to and blushed in embarrassment while fleeing down the opposite hall. She hoped to GOD he did not see her eyeing his assets.
He did.
"Uh, so, I happened to see something in your wallet..." Mr. T. leaned forward towards Lil.
"Oh Shit!" she exclaimed. Mr. T. threw his head back, laughing loudly as Lil scrambled for words. "My sister, the smart ass she is told me that I need to chill and snuck those in there. They aren't mine!" she blushed so hard she covered her face in embarrassment.
"Well, do what she said. We aren't in the office."
"She sat up, "Really? Look at me..I am a 51 year old woman acting like a teenager getting busted!" She exclaimed as she swung her legs beck to the side of the recliner facing him, she opened her wallet and grabbed one of the joints and gladly lit up, taking a long inhale, softly blowing it away from Mr. T..
They sat out there on the balcony, quiet, enjoying the night and the sounds of the night. Music, several different songs but, all with the New Orleans Jazz Blues twang in them, laughter, traffic, people talking, the sounds of that particular New Year's Eve night.
Mr. T. unbuttoned his jacket, took it off, placed it on the back of his recliner, leaned back, his arms behind his head, his eyes closed inhaling her soft, very feminine scent. Not the pot. Her. Floral...and what was that? Honey. Warm honey. Golden, floral warm honey. "Mmmm"
Lil ran her eyes from the crown of his head to the soles of his shoes. This, she thought, was a High Roller Man. He reeked of confidence and some arrogance, but, just enough without seeming overly cocky. She imagined that those days were behind him. He had to be at least 10 years older than herself. But, damn! If this fine man could give the young bucks a run for their money, she thought as she softly giggled to herself.
Mr. T. felt her dazzling gem eyes on him without actually looking at her. He didn't want to embarrass her. He peeped his brown eyes open just enough to see her breasts jiggle when she giggled.
"What is so funny? he asked her, now fully staring at her.
"Oh! Honestly? You don't want to know what I am thinking." she covered her mouth, not believing she told him the truth, Her truth.
He looked at his watch on his right wrist. He sat up and turn his body towards her, resting his size 15 dress shoes just inches from her chair.
"Oh, but, I am very interested." he leaned in towards her just a smidge.
"I don't want to say anything because for some reason, I cannot lie to you!" she exclaimed and busted out in a fit of giggles, then full on laughter not able to control herself.
He smiled, enjoying her in the moment.
"Oh come on" he said to her.
Waiting.
"Okay, okay. Anything said in this conversation I can not be liable for." She bent over giggling more. Her silver blond hair fell out of the messy bun, cascading over her creamy shoulders, her cheeks flushed from laughing.
