Megan griped Elliot's hand in fear as the plane began to land. She hated flying, even more when flying for work. At least this trip Elliot was there. The plane had finally come to a stop at the gate, as the doors opened, they could feel the tropical air.
After clearing customs, they waited for their private taxi. It was March, and they were in Montego Bay, Jamacia. It wasn't new to them; they had spent their last anniversary here. The 80-degree Caribbean sun however was brutal, having just left the frigged climate of a vicious Wyoming winter.
Megan worked in the Cheyenne office of a New York based investment firm. Her particular specialty was ranching, oil and gas. She was a natural fit in the office and had quickly risen into middle management. The reason behind this trip the client, Charlie Starnes, a crusty old Wyoming rancher.
Charlie not only owned a very large cattle ranch; he had also struck paydirt with oil and gas on his lands. He had moved to Negril in Jamacia for his health, and though his son now ran the family business Charlie still kept close tabs on his fortune. He was an extremely wealthy and important client.
Every year the company sent a representative to present the financials and audit results to Charlie in person. The problem was the last four representatives had been as Charlie called them, "empty suits." He wanted a rancher, a taste of home, someone he could relate too. He had threatened to pull his accounts if he got another empty suit.
Megan's new boss had been desperate, there wasn't a man in the firm that was going to make Charlie happy. After meeting Elliot at the company Christmas party her boss had pulled her aside and pitched the idea of sending her and Elliot to meet Charlie, after all they owned a small ranch and like Charlie, Elliot was an avid hunter. The company would put them in an all-inclusive resort for the four-day trip.
Megan and Elliot arrived at Charlie's villa that afternoon, Charlie always wanted to spend the first evening entertaining and getting to know the firm's representative. The next day they would get down to business. The two of them were surprised when Charlie opened the door, the man was worth 100's of millions of dollars and yet he still opened his own door. He greeted them warmly giving Elliot a surprisingly firm hand shake for man his age, while Elliot gave him an equally firm shake in return.
He led them on a tour of his massive home, after a bit they reached his bar, a more apt description might be his trophy room. All along the walls, were trophies of exotic game that Charlie had hunted all over the world. Charlie motioned to the bar, "Can I pour you a drink?"
Elliot looked at the many expensive bottles, the kind that were kept in locked cases at the stores. He was however a simple man, "By chance do you have any Buffalo Trace?" It wasn't a bottom shelf whiskey but it sure didn't belong with the other bottles on Charlie's wall.
Charlie smiled widely as he quickly reached under the bar pulling out a half empty bottle. "For all the money I have I still enjoy the simple pleasures of home." pouring each of them a full glass.
Megan asked for a glass of Cabernet Sauvignon, which Charlie found and poured as he fully engaged Elliot in conversation. She was a bit jealous that she had been excluded from their boy's club but also realized this was why the firm had paid for Elliot to come.
After dinner Megan began to try and excuse them looking to head back to the resort, it had been a long day after all. Charlie, smiled at her, "My dear lady. I am so enjoying the conversation with your husband do you mind if I entertain him a bit longer? My Chauffer can take you to the resort now and Elliot will be along later."
Knowing this was exactly what the firm needed, a happy Charlie, she accepted. Megan was also happy to escape their constant talk of guns and hunting.
It was well after midnight when Elliot finally stumbled into their luxury suite, Megan was fast asleep. Elliot just stripped and flopped into bed beside her.
The next morning Megan made no effort to be quiet. She wasn't mad at him, he after all had done exactly what he had been asked to do. She however, did have a stressful day ahead of her. Elliot, lying their snoring lightly in the nude was just irritating. He could sleep all day, but she on the other hand would be working hard
Elliot got up and stepped outside, not bothering to dress, he sat having a smoke with his feet in their private pool. Megan walked out, looked around in an exasperated voice, "Seriously Elliot, what if someone sees you? The bushes are high but anyone walking down the beach will see you!"
"Who cares? We are on vacation!" Elliot replied as he got up and headed back inside.
"I care. My company is the one paying for the room!" she yelled at him.
"Well, I am damn sure I kept their client, so they can deal with it." Elliot retorted with a chuckle as he stepped inside.
Megan, put the finishing touches on her make-up, turned to face Elliot and asked, "How do I look?"
"Too good!" Elliot said as he approached carrying her briefcase.
When Elliot leaned in to give her a good luck kiss, she reached down and began to fondle his cock. "Ah shit, no fair teasing and leaving!" he moaned as she broke their embrace and headed for the door.
Megan returned exhausted to their suite a bit after 4:30. Charlie, was a sharp old man with a full grasp of his business empire. He had grilled her over the numbers for hours. All she wanted was a stiff drink and a relaxing dip in the pool.
She saw Elliot sitting outside at the table, dressed in a button-down shirt and his swim suit. He was staring at his laptop obviously in a zoom meeting. She looked closely at how the camera was angled and smiled to herself.
Megan stripped, pouring herself that stiff drink, her favorite a rum and coke. She knew there was a very small chance based on where Elliot was sitting if someone looked closely, they might see her. It was very daring for her and it excited her. She slowly began to dress, if you could call it dressing. She couldn't believe how tiny the swimsuit was that Elliot had picked out for their private pool. It was a dark blue one-piece string-kini, it left little to the imagination. Taking a deep breath, she slid open the door and stepped outside.
Elliot's eyes lit up as he saw her. She blew him a kiss and waded into the pool.
A few minutes later she heard his laptop close and him moving through the water to join her. Elliot wrapped his arms around her and began to kiss her neck. She could feel his cock hardening through his swimsuit. She was surprised he still had it on.
His hands began to find her breast pinching and squeezing, the thin material of the laughably small swimsuit offering no cover or protection. Her nipples were quickly hardening. His right hand began to move down her body following the string, to her barely covered smooth mound.
Megan's heart began to beat faster, his hands felt so good. The relaxing effect of the stiff drink coursing through her body. She felt lost in a Caribbean dream, the loud blare of her work phone jarred her back to reality.
"Let it go to voice mail." Elliot whispered in her ear.
She pushed him away, as much as she wanted to stay in the pool with him, it was work and work was paying for their stay.
