Connor Sullivan was a 32 year old data analyst who worked at Rockwell Distribution. He was an astonishingly average, single male.
Since his college days, he had his share of girlfriends - relationships that rarely turned serious. His last girlfriend, Candice, was a bit of a dud in the bedroom. She had a low sex drive, was turned off by dirty talk and didn't even like it when asked if he could go down on her. Unsurprisingly, he broke it off a few months ago.
At his job, Connor reported to Genevieve McAfee, who was VP of Operations. He had quite the crush on his boss, and since his breakup, it had only grown more intense.
Genevieve was almost always Connor's go-to fantasy when he pleasured himself. She was a beautiful curvy brunette, very busty, big eyes, perfect hair, nice ass and thick thighs - just his type. Similar to Angela White minus the Australian accent. She could easily pass for the pornstar's sister.
While she always kept things extremely professional, Genevieve oozed natural confidence and sensuality that couldn't be hidden. Something that made her even more alluring to Connor.
Monday, January 6th
Connor leaned back in his chair and yawned. It was 10:32am. His priority meeting with Genevieve was due to begin at 10:30am. This was unusual, Genevieve was notoriously punctual. The door finally opened.
"Sorry, I'm a few minutes late, Connor. I couldn't break away from my last meeting."
"No problem, Genevieve," Conner smiled.
"Well, it's a good thing we're meeting now. I just met with our CFO and I can use your help. Darrell and I discussed next quarter's budget and he'd like us to develop 4 new reports.
For the first one, he is looking for the following:" (Over the next fifteen minutes, Genevieve and Connor discussed and scoped the requirements for each report.)
Once this exercise was complete, Connor wanted to make sure he was aligned with his boss on timeline. She had him working on a number of high visibility projects and he needed direction on priority.
"This is going to be a good amount of work. When do you need this by?"
"Let me see..." Genevieve opened her notebook. "Darrell needs this on Friday..."
"This Friday?"
"No... I don't think so. I'm pretty sure he said next Friday."
"So..." Connor pulled up a calendar on his laptop, "...the 18th?"
"Yeah... so let's shoot for draft reports ready on the 16th. We can review them together and it will give you time to make any needed adjustments after our meeting."
"Awesome, that gives me time to finish up the other projects on my plate before I tackle this one. This Friday would have been really tough!"
"Perfect. Thank you Connor!"
"It's my pleasure, Genevieve."
Friday, January 10th
Connor leaned back in his chair and yawned. It was Friday afternoon, five minutes before four o'clock, otherwise known as the unofficial start of the weekend for him and the rest of the office. The mood on the floor was light and relaxed. Any real work had been abandoned by Connor and his coworkers hours ago.
"So what are you up to this weekend, Connor?"
"I'm headed out to a happy hour with some college friends. We're headed to the new place called..."
"Connor?" Genevieve opened her office door.
"Yes, Genevieve?"
"Thank god you're still here, Connor! I need you to see you in my office please."
Connor felt a fair amount of apprehension as he briskly walked into his boss's office. Something felt off.
"Take a seat, Connor." Genevieve looked flawless (as usual) in a tight white button up blouse and grey pencil skirt with a black belt. But she also looked nervous, maybe even a little panicked. Connor's apprehension quickly transformed to anxiety.
The VP took a deep breath. "I know you don't want to hear this, but I need you to stay late tonight. I just got a call from the CFO. Those 4 reports I told you were due next Friday..."
"You mean the ones that I had all next week to finish..."
She sighed...
"Yes, those.... I need you to stay tonight and finish them now, please."
She smiled at Connor and leaned over, highlighting her cleavage in a way that hinted that she wasn't completely oblivious to his veiled attraction to her. Or maybe she just assumed (probably correctly) that most straight men desperately want to fuck her.
Despite her attempt to soften the blow, Connor rolled his eyes.
"Why? This is going to take hours..."
"It's my mistake. I got the dates mixed up. I promised Darrell that he'd have the report on the 11th, but I told you the 18th. I'm really sorry, it's all my fault... but I need you to stay. Darrell is expecting the reports tonight."
She reached out and touched Connor on the arm. "I'm honestly kinda fucked unless you help me, Connor."
"Fine. But you owe me." Connor huffed, pulling out his phone so he could text his friends that he wouldn't be joining them tonight.
"If it makes you feel better, I have to stay as well."
"Seems fair to me." he said, with a level of sharpness and honesty he would typically try to hide, especially in front of her.
With that, Connor marched angrily back to his desk. In his short time in Genevieve's office, the building had completely emptied, all of his coworkers were already enjoying their weekends.
Connor continued to feel sorry for himself as unlocked his computer and got started on the first of four reports. He couldn't believe that Genevieve of all people screwed him over like this.
After ten minutes of his loudly banging out code on his computer, Genevieve sheepishly slinked over to Connor's desk.
"Connor, I feel really bad about this. Is there anything I can do to make it up to you?"
"Maybe a bonus." Connor said harshly, not even looking up from his computer.
"I don't know about a bonus, I would need corporate approval for that. But I was thinking, maybe we can play a little game, just you and me?" Her voice was colored with flirty tones.
As Connor looked up, Genevieve was in the process of removing her expensive black belt from her pencil skirt.
"How about this? For each accurate report you bring me, I will hand you any piece of clothing that I'm wearing that you ask me to. Does that sound like a fun game to you, Connor?"
She dropped her belt on Connor's desk, making a loud thud in the otherwise silent office. She then walked back into her office, and closed the door.
Connor shook his head, trying to process what had just happened.
'Is she serious? She can't be... right?' He glanced at her office, and he could see her sitting back at her desk, typing at her computer keyboard through a small window.
She looked up, catching his glare and gave him another sexy smile. Then she looked at her watch, non verbal communication that he should get started on the report.
Connor took a deep breath and focused on completing the first report. About an hour later, he put the final touches report #1.
He attached the report to an email, sent it to Genevieve and walked into her office. He knocked and he opened the door. Genevieve was seated behind her large mahogany desk.
"Do you have my first report ready, Connor?"
"I think so. It's in your inbox."
"My inbox, Connor?" Genevieve laughed, her voice dripping with innuendo. "I will take a look while you get started on report #2."
"Ummm... okay." He turned around and began to walk out of her office.
"Connor?"
