***All characters are over 18 and are fictional. Any resemblance to any real-life persons or situations is purely coincidental.
.....
Gemma took one last look at herself in her mirror, happy at what she was seeing. She was wearing a new black sequined mini dress with black kitten-heeled shoes. The dress showed off plenty of her legs and much of her large breasts. She loved how she looked and wished she could stay like this forever. She was 26 and had long blonde hair, a tight body with a great ass, and perfect 34D breasts.
Her tits were fake but nobody could tell when they saw them. Her sugar daddy, Richard, spent a lot of money to make sure they looked and felt as real as possible. He had plenty of fun with them when they fooled around, but she had a lot more fun using them to get other guys into bed with her. Her sugar daddy didn't know she was fooling around with other men; as far as he knew, he was the only man she was sleeping with. It was part of their deal that he would financially take care of her as long as she didn't see other men besides him but she didn't care. She made sure he didn't find out about it, just like Richard made sure his wife didn't know he was fucking a woman he met at a strip club and was now keeping her around a his sidechick.
She was going to see him tonight at his company's New Year's Eve party except that he didn't want her showing up there. Richard was going to be with his family at the party and he didn't want her around to ruin things. But she felt she had no choice but to go and see him; there was a hiccup in their arrangement lately and she needed to see him immediately to make sure it continues.
They hadn't seen each other in weeks. He would still send her money, pay her rent, credit cards and everything else, but he didn't want to see her personally. He said he was too busy these days, but she didn't buy it. She was afraid that he was about to end their arrangement and was just waiting for the right moment to do so. She was worried that would happen sometime after New Year's Day because then all the holidays would be over but also wanted to get it out of the way weeks before Valentine's Day to make things less complicated.
She wasn't in love with Richard, it was purely a financial arrangement between them. She could get another rich man to take care of her, but she didn't want to go through all of that trouble of finding a new one until she was absolutely sure about it. Plus, she liked Richard enough to keep doing this with him. He was a sexy older man with deep pockets and could fuck like a twenty-year-old. She knew one day it might be over between them, but she still wanted to keep him on the hook for as long as possible. Her bank account depended on it.
She put on a coat, left her apartment building and got into the rideshare car that was waiting for her. She fixed up her makeup along the way to make sure she looked perfect. When she arrived at her destination, she gave the driver a $40 cash tip and he was very thankful for it. Richard always gave her plenty of money, so she always gave big cash tips whenever she could.
She flirted with the security guard who recognized her from her past visits when she would meet Richard here after work hours and he let her into the building despite not being on the guest list. She went up to the 13th floor where Richard's company was headquartered and found herself in the middle of a huge party. She was surprised at how big the party was, considering it was just a real estate firm with a lot of stuffy white-collar realtors and other office dwellers. To her surprise, the crowd was big, the music the DJ played was good and everyone was having a good time.
There was a coatroom in the hallway outside of the party where she hung up her coat but still kept her purse. She got to the party and made her way past the guests, ignoring the men who were trying to get her attention. She asked around to see if anyone had seen Richard and a secretary told her where she could find him. She tried to get to that location but was interrupted by one of the male guests, who looked to have been partying too much.
"Whats up, I'm Trent,"" he said.
"Hey," she replied, intentionally not introducing herself.
"Damn, you're fine," he said as he looked her up and down. "Are you the entertainment?"
"Excuse me."
"How much to take that dress off?" He asked.
She was surprised by how candid he was being. She dealt with men like this for a long time before Richard when she used to be a stripper so she was used to it.
"Fuck off, loser," she said and moved around him.
It took her some time, but she finally found him in a far-off corner of the floor where the music wasn't so loud. Richard was a very good-looking for a 60-year-old. He was tall, very fit with salt-pepper hair and had very few wrinkles on his face.
He was talking with a group of people, and by his side was his wife, Sarah, a woman in her late fifties who used to work at the company but was now more focused on running her charities and other philanthropic work. Her shoulder length hair was completely white and she didn't care how old it made her look. Gemma could tell she kept herself in good shape, but not as good-looking as she once used to be. Gemma could see why Richard needed a little something on the side.
"Oh my God, that dress is to die for," said a male voice next to her.
Gemma looked over at a good-looking man standing next to her.
"Excuse me," she said.
"That dress, I love it," he said. "It's like something out of The Great Gatsby."
Gemma recognized the man from pictures she'd seen of him that Richard had shown her. It was Michael, Richard's gay son who was the company's CFO. He looked much like a younger version of his father.
"Thank you. That's what I was going for," she said even though she had no idea what reference he was making.
"Brandon used to love wearing dresses like that, but he could not pull them off as well as you do."
"Thank you," she said. "Is your boyfriend here?"
She didn't care, she just wanted to make small talk as an excuse to stick around until she got Richard's attention.
"No, I found out he was cheating and told him to fuck off," said Michael. "Four years of that relationship down the drain."
"I'm sorry to hear that."
They did a little small talk while she continued to spy on Richard to find a moment to be alone with him. She found out from Michael that he was the one who planned the party, which explained why it was a very extravagant party. Only a gay guy could plan a party like this.
Richard finally noticed her and looked scared. He made an excuse to walk away from his wife and guests and signaled her to follow him. She made an excuse to go to the bathroom and Michael pointed her in the direction of where it was, which was conveniently in the direction that Richard was going. But she barely made it ten feet before she ran into Trent again.
"Hey baby, you're looking for me?"
""I told you to fuck off," she replied.
"How about I give you a tour?" he asked. "Of all the empty offices we can be alone in."