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All Work and No Play

By: Caffeine_Junkie
folder Original - Misc › -Slash - Male/Male
Rating: Adult ++
Chapters: 5
Views: 2,053
Reviews: 7
Recommended: 0
Currently Reading: 0
Disclaimer: This is a work of fiction. Any resemblance of characters to actual persons, living or dead, is purely coincidental. The Author holds exclusive rights to this work. Unauthorized duplication is prohibited
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Have a Drink on Me

A/N: so here's a new chapter yay! just to warn you there won't be any serious smut for a bit...sorry but I'm builidng the sexual tension. woot!
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The next night after the show he waited outside again, tonight he would turn on the charm. When the slim transsexual walked out of the club he pushed off the wall. Jamison only smiled as he looked Starr up and down. He really liked the dancer's figure and how delicate she looked.

Before she could leave he asked, "I know you have to leave and all...But I would really like if you would just accompany me for a drink?” he asked with a charming smile on his face. "I mean if you'd like...I just want company... Been alone all night," he said half truthfully. He had been alone all night and did want company, especially Starr's.

"I'm Jamison by the way…" the successful entrepreneur introduced himself, "You can call me Jay though." A smile on his face, without realizing it he was rubbing Starr’s hand softly with his thumb, as his icy eyes looked at her. Starr’s cheeks turned light pink in a blush, the tranny wasn’t used to such attention usually customers came only to watch her dance.

He hadn't realized it but this all reminded him of when he was younger, pursuing someone that he shouldn't be. A challenge what he loved and missed about his past. He could set off a whole scandal, the Editor in Chief and CEO of the top fashion Magazine in London having a fling with a stripper.

"I can't help but think that I know you from somewhere..." he said softly as his icy blues looked at her. Maybe one of his many flings from the past, I mean Jay was really known to go out with trannies a few years back sometimes more than one at a time. Maybe from a one night stand? He couldn't put his finger on it, but he had a feeling it was one of those.

Starr looked hesitant, but something drew the tranny to this man. She thought hard about it, "Ok but only a few drinks." Starr replied. He told himself it was part of his job. "Make the customers wishes come true...make them believe they are special." That's what his boss was always telling him.

Jamison smiled at the tranny and said, "Wonderful." with charming grin. Glad that Starr had accepted his request. "Promise I won’t take up anymore of your time after the drink." he winked at her as they walked together.

Starr smiled, "I appreciate that. I'm Starr by the way." He said and walked with the taller man. He lookedup at him, "So what do you do?" He asked making small talk.

"I actually own my own fashion magazine, you've probably heard of it Jinx magazine." he smiled. He was very proud of his magazine and everything he was doing at the moment with his new clothing line coming out and all. "Basically I'm just an entrepreneur." he said charmingly.

Starr smiled, "Oh you’re in fashion! So how does a high class entrepreneur end up coming to a strip club every night? It can't be good for your reputation if you get seen." He said looking up at the man, questioningly.

“I'm tired of the everyday routine you know? Tired of sleeping with married woman who just want to use me as another fling to spice up their life. And if the tabloids haven't gotten me going into the bar yet I don't think they will for a while..." he winked at her. Starr laughed, feeling for him slightly.

"Something different? Well this is defiantly different, I'll have the bouncers keep an eye out for any paparazzi...they normally don't let anyone with a camera in...so I think you'll be safe." The tranny said with a sweet smile.

Jay smiled with a small nod and said, "Thank I'd appreciate that.." as they got near a bar and he added, "I normally don't go out much anymore...and I know a stripper bar isn't exactly 'classy' but I wasn’t clean cut like this a few years back, so it's almost like I'm in my comfort place again." he explained softly as he opened the door for the tranny, being an all around gentleman like his father had taught him. Starr walked in and Jay got a glance at her leather clad ass.

“So why’d you clean up?” He asked as they found a table and ordered drinks.

“I ran into the wrong people. I wasn't exactly on the right path, spent my days drinking, smoking going out to gay bars and such," he explained with a smile. When he was young he was way more open with his sexuality than he was now. There were days when he was a teenager where he would crash from place to place most of the guys being trannies.

Starr nodded in understanding, "Well so is life, I was once a whore...not that being a stripper is much better." She replied honestly looking away from the taller man.

Jay nodded and said, "Dancing is more of an art I guess, or I see it like that. Plus you get money it can’t be that bad," he winked at her. "And I enjoy your show so that should be a plus." he complimented with a little smile as he looked her over. He really liked the tranny's figure and was forming a small crush on her as he spoke with her.

Starr blushed, "Thank you." He said and looked down at his hands, "I appreciate the compliment, stripping is all about pleasing the customers." He said fiddling with the edge of his shorts, he was feeling more and more nervous around the man.

Jamison only smiled, glad he had made the tranny blush. "No problem, I'm only speaking the truth," he grinned as their drinks were brought to them.

Starr blushed deeper, "Thank you." He said taking his drink and then taking a seat, he took a sip and smiled at Jamison, "I hope to find a decent job soon...As much as I enjoy stripping, I want to be respectable. It’s hard enough being a tranny, I hate being a stereotype…the tranny stripper.” He sighed.

Jay nodded as she spoke although he listened politely and said, "if you want I can help you out?" he offered and added. "I'm in need of a new assistant, and I want someone young who can keep up with the business in my office. If you want I’ll leave that job open for you?" he smiled at the tranny.

Starr looked up his eyes lit up, "Really?! Jay that would be amazing, I've never done office work before, but I'm a fast learner." He said with a wide smile, but Starr was so happy, it was hard to find a decent job when the only two jobs on your resume were Whore and Stripper.

Jamison smiled at Starr glad that he had gotten the dancer all happy. "It's not problem at all, it's not hard actually basically just answer my calls print out documents for me. Take notes when I have meetings and stuff." He smiled at her as he moved his drink a bit in his glass. He hated to admit it but he mainly just wanted Starr to be around him, even though she was taken something about her he just really liked and wanted to get to know her more.

Starr smiled happily as she sipped her drink, "I can do that, but you won't mind having...well..." Now she was nervous agian, trannies weren't exactly accepted in respectable society. Wouldn't it make Jamison's employees and clients question him to have a tranny secretary, "....um, someone like me on your staff?" He asked looking down.

Jay just looked at her and replied sincerely, "If the press hasn't found out about my rocky past they won’t find out about this, and for my staff if they don't like it I can find someone else, there's people lining up for the job they all know it too." he winked at her and said, "And anyways someone like you can bring a lot of style to my magazine." he smiled. "From your outfit I can tell you have a good sense of style."

Starr smiled agian and blushed at his compliment, "Thank you." She replied, and took another sip of his drink, "I'll take it." The tranny said with a smile.
Jamison smiled she looked cute when she blushed. As he finished his drink and said, "Here," as he wrote his number down on a napkin. "That's my cell phone number; if you can come in I'll show you everything tomorrow. Give you a V.I.P. tour of Jinx, and we’ll do the paper work." the handsome business man winked at her with a smile.

Starr took it and tucked it in her purse, "Thank you, I'll be sure to be there.” She said and finished her drink, "I should be going, I have to get dinner and clean." She said slipping out of her seat, she smiled at him, "Thank you again for the drink and the job offer, I hope we can be working together soon!" She said with a slight curtsy

Jamison smiled and replied, "It's a pleasure really," as he walked her out of the bar and to the street. "I’ll see you in the morning call me and I’ll pick you up. You'll most definitely get more money working for me, darling." he smiled at her. "See you soon if luck is on my side." he smiled charmingly as he went the opposite way to get to his apartment. She nodded and waved over her shoulder as she left, Jay couldn’t keep his eyes off her…she was defiantly going to become his new favorite employee.
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