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My Secretary

Part One

By Jo. SchmidtPublished 3 months ago 12 min read

Marko wasn’t sure on the exact moment he decided he wanted to fuck his secretary, Ashley. Maybe it was when she came into work wearing a tight shirt that showed off her round tits. Or maybe it was when she was wearing a short skirt and he walked in on her bending over trying to fix a paper jam in the copier. Maybe it was the day she had gone across the street to the coffee shop and it started raining so when she returned to work, her white blouse was drenched and her bra underneath was almost completely visible. Or it could go all the way back to the day she was hired.

Again, he wasn’t sure. All he knew was he saw her bending over, pulling the jammed piece of paper from the copier, he wished he could rip out his dick and jam her with it.

She was a thin and beautiful 22 year old who had graduated from college and was working at his law firm. He was a 6’6 45 year old international lawyer whose wife left him 4 years ago. When he wasn’t spending 14 hours in the office, he was at the gym working out or training for marathons. He was also well aware of the looks he got from most women, he just wasn’t sure if Ashley was one of them.

It had been another long day. Marko arrived at the office at 6 AM and only now, at 9 PM was he closing down his computer. Everyone else in the office had left 4 hours ago and all the lights throughout the floor were off. Except Ashley’s.

Standing up from his chair, Marko looked towards Ashley. She was still at the desk, typing away, the glow of the computer screen lighting up her face. Normally she wore contacts, but at some point she had swapped them out for her glasses as they were starting to dry out her eyes.

“Hey Ashley,” Marko called from his office. Ashley looked up from her computer towards him and he gestured for her to come into his office. She got up from her desk, walking around it and heading to the open door of his office. All of the office walls were made up of glass that was frosted from the floor to about five feet up so Marko was able to see Ashley’s head as she walked from her desk to his office. He noticed once she had stepped through the door that she wasn’t wearing her normal heels but a pair of black lululemon slides. Probably changed into them a few hours ago after the office cleared out to be a little more comfortable. Beyond the change of the shoes, she was still wearing the black pencil skirt and tan blouse she had been wearing when she first came into the office in the morning.

“Something I can do for you, Mr. Thompson?” she asked, standing at the entrance of the office.

Reaching into a locked drawer of his desk, Marko pulled out 2 crystal glasses and a bottle of Macallan that he kept at the office for special occasions.

“We’re done for the day,” he told her, sitting back in his desk chair. “Come have a drink with me.”

This wasn’t the first time Marko had invited Ashley into his office for a late night glass of scotch after a really long day, so without any hesitation, Ashley walked further into the office, sitting at the chair in front of Marko’s desk and took one of the glasses when it was handed to her. “Thank you,” she said, taking it.

Leaning back in his chair, Marko and Ashley both sipped at the scotch. Before starting at the firm, Ashley had never even tried scotch, now she found herself loving the taste and the burn as the liquid went down her throat.

“You know you didn’t have to stay this late,” Marko told her.

Ashley shrugged. “I know. But you said you needed help and I didn’t have anywhere else to be.”

“I wish there were more people out there like you,” Marko told her. “My last 3 secretaries, as soon as the clock hit 5, they were out. I don’t expect them to stay so late all the time, but it’s nice when I do need the help, someone actually is willing to help rather than pull a face because their boss is asking them to stay an hour or 2 late.”

Ashley shrugged again. “I like working here,” she told him.

“I like you working here too,” Marko complimented, making her smile. “Are you thinking of going to law school?” Marko asked her.

She shook her head. “I wish, but I don’t think I could ever afford it. I’m hoping to work for a few years to earn enough to go back to school and become a paralegal.”

“That’s a great goal,” he told her genuinely. “But to be completely transparent with you ,” he said, “you don’t want to get into international law.”

Ashley giggled into her glass. “Why’s that?”

“It’s boring,” he told her. “I also think people hear ‘international’ and they get excited thinking they will get to travel a lot, which, as you know, I do travel, but it’s not anywhere exciting most of the time.”

“You’re funny,” Ashley said.

“But one great thing you have going for you,” he continued, “old farts may not take you seriously because you’re such a beautiful woman. They won’t know until it’s too late how smart and talented you really are.”

The word was out of Marko’s mouth without even thinking and it was only after he saw the way Ashley was staring back at him did he realize what he had said out loud.

Ashley was staring at him, wide-eyed. Marko quickly tried to think of a way to change the subject or to go back in time, but it was too late. Ashley had heard him call her beautiful and there was nothing he could do to take it back.

They just stared at each other for a long moment. Neither of them saying anything.

After two minutes of silence had passed, Marko spoke. “Well, we should probably call it night.” He threw back his head, downing the rest of his drink and placed the empty glass and the bottle back in the drawer of his desk, locking it up. He didn’t even notice Ashley was still holding onto her glass.

Standing up from his chair, Marko began putting his coat on. Seeing this, Ashley finally stood up as well. Realizing Marko had already locked up his own glass,she put her glass down onto the desktop before walking out of the office, going to her own desk where she had left her things. As soon as she was out of the office, Marko bit down on his knuckle in frustration, quietly repeating ‘fuck’ over and over again for his slip.

He scolded himself for another moment before taking a deep breath, putting on his jacket and grabbing his briefcase before walking out the door.

Ashley was standing at her desk, jacket already on and her purse around her shoulder, waiting for him.

Smiling, Marko gestured for her to go first. “Shall we?” he said.

The two remained silent as they walked towards the elevator together. With one hand, Marko held onto his briefcase, the other was in his pants pocket. Ashley had her arms wrapped around herself.

Marko pressed the button to call the elevator, then pulled out his cell phone. “Do you want to share an uber?” he asked her. Three months ago, when Marko found out Ashley only lived a few blocks from him, they had began sharing ubers every time they left the office late. Ashley enjoyed it because it meant she didn’t have to take the train so late at night alone, but also, Marko always ordered on his account which meant he was the one getting charged for the ride. He didn’t mind paying and she very much appreciated the free ride home.

After the last few minutes of awkwardness between the two of them, he wasn’t sure if she would want to share a car this evening.

She looked up to him and surprised him when she answered. “Yes please. That would be great.” So just before they stepped into the elevator and headed to the main lobby, Marko re-ordered a lift from his recent trips, to pick up in front of the building, drop off at Ashley’s apartment building then a second drop off at Marko’s condo.

The only sounds were the moving elevator, the notification on Marko’s phone that an Uber was on its way and the ‘ding’ when they arrived on the main floor. They stood silent in the lobby until the car described on the app pulled up in front of the building in the loading area.

They walked quickly out to the car and Marko opened the door, confirming the driver's name and their drop off locations, then held the door open for Ashley to slide in first.

The drive from the office to Ashley’s apartment only took fifteen minutes, especially at this time of the night when the roads were pretty empty. Ashley stared out her window almost the whole drive, unable to look over at Marko. The handsome, smart, amazing boss she had a massive crush on that had called her beautiful. Did he mean it? Did he have feelings for her or did he just find her good looking? Her head kept screaming at her to just get home. Tomorrow was the weekend and she wouldn’t have to see him again until Monday. They could go their separate ways for two days and meet up on Monday like nothing had ever happened. But her heart was telling her to reach out to him and see how far his feelings went.

Breaking the distance they had created, Ashley looked over at Marko. He was also looking out his own window. He had one hand up at his mouth, it looked like he was maybe biting his finger nail. His other hand was laying on the seat in between them.

Risking everything, her professional relationship with this man and possibly her job, Ashley reached out and took his hand in hers.

The feeling of fingers knotting into his shot Marko out of the state he was in. He felt the warm hand entangle with his and he looked down to see Ashley’s hand wrapped in his. He looked towards her and saw her smiling at him. He smiled back and squeezed his fingers around hers.

“Come over to my place,” he whispered to her, so soft, it was more of a lip reading task than listening. She had no trouble understanding though, because she immediately nodded.

The remainder of the ride went by in a blur. One minute, Marko was informing their driver they no longer needed the first drop off, to just take them to the final destination, the next minute, Ashley was in his condo and he was kissing her.

His initial plan had been to be a gentleman and offer her a glass of wine when they got upstairs. Sit down on the couch with her, or maybe take her outside to the balcony and sit in the warm night air to talk about their feelings and possibly make a plan to decide if they would move forward with them.

That was the plan he had made in his head the moment Ashley nodded and agreed to come to his condo with him. But the second they arrived in his unit and he had locked the door behind them, Ashley had been the one to grab him by his jacket and immediately start kissing him and he wasn’t about to stop her.

They kissed in the entrance of his condo for a few minutes, both of them removing their own jackets. After kicking off his shoes, Marko picked Ashley up and without breaking their kiss, he brought her into the kitchen, placing her on the marble countertop. Only until he knew she was seated did he finally stop their make out session.

“Are we sure we should be doing this?” he asked her, still panting from the lack of air he had while they were kissing.

“I mean,” she said, “I want to.”

“Are you sure?”

“Yes,” she answered without hesitation.

“We’d have to keep it a secret for now,” he told her. “It wouldn’t look good. I’m more than double your age and I’m your boss.”

Ashley pulled back a little bit. “You sound like you don’t want to,” she pointed out.

“Oh God,” he responded. “It’s not that at all. I just want to make sure you don’t think I’m taking advantage of you or anything.”

“Do you want to be with me?” she asked him.

“More than anything,” he answered right away.

“I know I want to be with you,” she told him, reaching for the tie around his neck and pulling him towards her again.

“Can this be our little secret for now?” he asked her.

She nodded as he got close to her again.

“You know,” he said, “if anything, it makes it even hotter having such a filthy little secret.”

“Exactly,” Ashley said smiling.

They were so close again, they could feel each other breath and Marko could feel her breasts against his chest as she breathed in and out.

“I want you so fucking bad, Ashley,” he whispered

“I’m yours,” she whispered back.

fictiontaboosexual wellnessroleplayrelationshipspenthouselingerielgbtqfetishesbeauty

About the Creator

Jo. Schmidt

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