The Assistant 20 [Affair]

Kylie kissed Anthony passionately and he melted into her, wrapping his arms around her. He pressed his forehead against hers.

“You’re amazing,” he said.

“I just care,” she replied. She kissed him again and left him to his work.

Anthony sat at his desk thinking about what she had said.

Maybe Audrey doesn’t want me like that but she does. I don’t understand why she cares. Maybe I do too? God, I don’t know.

Anthony shook his head and made himself focus. Hours later he left his office and locked it.

“Grab your purse,” he told Kylie.

“Why?” she asked.

“Because I said so,” Anthony said. Kylie looked at him and he raised his eyebrows. She grabbed her purse and followed him to his car.

“Where are we going?” she asked as he drove.

“Lunch,” Anthony said. Kylie stared at him.

“A little risky isn’t it?” she asked. Anthony took her hand.

“Not where we’re going,” he said. Kylie looked out the window before she allowed herself to smile. She felt a little giddy that he was doing this.

The Assistant 19 [Affair]

At the end of the day, Kylie went into Anthony’s office and gave him a sticky note listing therapists and their numbers.

“Go see someone,” she said and she went home for the night.

Anthony sat on it for two days before he finally picked one and made an appointment. Unfortunately he had to wait almost a month before he could get in as a new patient, but he would soldier through until he had his appointment.

Two weeks later, he got a call.

“Mr. Lawson, this is the Greywood Health Center,” the woman said. “We had a cancellation today and were wondering if you wanted to take the appointment? It’s at two o’clock?”

Anthony checked his clock and it was one-thirty now.

“Yes,” he said. “I’ll be on my way shortly.”

“See you soon,” the woman said.

“Kylie,” Anthony said as he grabbed his phone and his keys. “Do I have anything from now until three?”

Kylie checked his schedule.

“You have a meeting with Craig at two-thirty,” Kylie said.

“Reschedule it,” he said. “I’ll be back around three.”

When Anthony came back, Craig was chatting with Kylie.

The Assistant 18 [Affair]

The next morning, Anthony slept until Kylie’s alarm. Kylie shut it off with a groan. Anthony kissed her shoulder and got out of bed to get ready for the day. After ten minutes he leaned across the bed and brushed the hair out of her face.

“Come on,” he said. “Time to get going. We need to check out before we go to meetings for the day.”

Kylie sat up, holding the blanket under her arms and watched Anthony finish getting ready. He looked at her as he finished buttoning his sleeves.

“You’re adorable in the morning,” he said. Kylie smiled and got out of bed.

“Will you make me a cup of coffee?” she asked.

“Yes,” Anthony said and he kissed her head.

Kylie packed her things as she got ready and Anthony had made them both a cup of coffee by the time she was done. She added sugar and cream to hers.

After they checked out they went to grab breakfast before heading to their meetings.

“Do we have time to stop for a cappuccino?” Kylie asked.

“Mmm, don’t like my coffee?” Anthony teased.

The Assistant 17 [Affair]

Kylie smiled seductively at him and pulled him down for a kiss. Anthony slowly plunged in and out and Kylie moaned into his mouth as she raked her fingers through his hair. He slowly rolled his hips.

“Fuuuuck,” Kylie moaned.

Anthony kissed her neck before pushing himself up and placing her right leg up on his

shoulder and holding at her hip. The other hand went to play with her tit. Kylie bit her lip as she watched him. Anthony winked at her which made her cheeks crimson.

Kylie grabbed her toy and licked, getting it nice and wet. Anthony watched. The way she licked it made his balls ache. She touched it to her clit and pressed the button to turn it on, which made her groan and rotate her hips forward.

“Ugh, fuck,” she moaned. “Faster.”

Anthony didn’t deny her what she wanted. She gasped.

“Yes, yes, yes!” she cried.

Kylie placed her other hand on top of Anthony’s that was on her tit, squeezing as she came quickly. Anthony couldn’t help but smile. Kylie moved the toy away and let herself come down from her orgasm. Anthony slowed but never stopped.

The Assistant 16 [affair]

After supper, Anthony and Audrey sat cuddled on the couch when Audrey shut off the t.v. She sat up and Anthony looked at her.

“We should talk,” she said. Anthony’s stomach turned.

“Okaaaayyy,” he said. Audrey took a big breath.

“I know we’ve been struggling with our sex life,” she said. “And we’ve done the marriage counseling and the sex counseling and neither one of us is satisfied.”

Anthony swallowed.

“Where are you going with this?” Anthony asked.

“Do you think we should open our marriage up?” Audrey asked. Anthony raised his eyebrows and took a big breath.

“Not where I thought this was going,” he said.

“Obviously there’s a lot to work out and we can’t make a decision right this second. But I’ve been really unhappy about it and I know you have been too.”

“Then why didn’t you say anything?”

“I felt like we were having the same conversations over and over again. And you like it rougher than I do and a lot of things that I don’t.”

“But I want to do those things with you. I want to help you get comfortable…”

The Assistant 15 [affair]

The following week, both Kylie and Anthony got STI tests done without their spouses knowledge and they were both fine. Though they had worked out their communication issue, they did not have the opportunity to have any sex.

One Friday Audrey came in, strutting over to Anthony who had just popped out to hand Kylie a file.

“Can you email Craig and ask him for the latest marketing reports?” Anthony asked. Kylie took the file and nodded. Anthony saw his wife and smiled. “Hey. What are you doing here?”

Audrey wrapped her arms around his neck and kissed him deeply. Kylie ignored them as she grit her teeth. Audrey looked into his eyes and smiled. He took her into his office.

“I came to steal you and bring you home early,” Audrey said.

“Oh really?” Anthony said as he sat down. “What’s the occasion?”

“Mom and dad have the kids all weekend,” she said and she sat on the edge of his desk, real close to him.

Anthony noticed how short her pink dress was, making her legs look long. She leaned forward slightly, letting him have a full view of her chest as she bit her lip. He smirked.

The Assistant 14 [affair]

Kylie rested her head on Anthony’s shoulder as he held her hand on their flight.

“Are we going into the office when we get back?” Kylie asked. Anthony chuckled.

“It’s Saturday,” he said. Kylie groaned at her own forgetfulness. “It’s been a long week. I did want to stop there quickly before I brought you home.”

Kylie lifted her head and looked at him.

“I can take an uber or the train like I usually do,” Kylie said.

“Absolutely not,” Anthony said. He kissed her head. “It’s the least I can do.”

Kylie gave a small smile and snuggled into his shoulder again.

They grabbed a quick drive-thru lunch on their way to the office. Anthony went into his office to check the emails he had been neglecting and groaned when he came across one he felt needed his attention.

“Do you mind if we stay a little longer?” he asked. Kylie looked up from her phone.

“I really can just take the train home,” she said.

“No,” Anthony said. “I just need to address this email.”

“Yeah,” Kylie said and she got up. “I’ll just do some homework.”

The Assistant 13 [affair]

Kylie’s alarm startled her awake at six in the morning. She shut it off and felt arms wrap around her. She smiled and rolled over to face Anthony.

“What are we doing today?” she asked.

“Right now, going back to sleep,” he mumbled. Kylie smiled and snuggled into him and drifted back to sleep. They woke two hours later with the sun coming through the shear shades.

“Good morning,” Anthony said.

“Good morning,” Kylie said. “I’m hungry.”

“What do you want for breakfast?” he asked as he got out of bed.

“Crepes,” Kylie moaned. This made Anthony’s balls ache. Kylie watched him as he got dressed. “You have a nice ass.”

Anthony turned around as he buttoned his khakis.

“You should get dressed or you’ll get no crepes,” he said. Kylie stuck her tongue out at him and finally left the bed.

Anthony had a rental car waiting for them at the hotel and he drove them to a diner for breakfast.

“So, tell me more about what you were talking about last night,” Anthony said when they were finally alone.

The Assistant 12 [affair]

Anthony pulled out. He looked down.

“Fuck,” he said and his forehead fell against her chest. Panic began to set in and his heartbeat picked up again, feeling like it would come out of his chest.

“What?” Kylie asked. She pushed herself up on her elbows. Anthony sat up and leaned back on his knees.

He sighed and swallowed.

“I didn’t use a condom,” he said and he looked at her.

Kylie’s eyes went down to his cock. She pursed her lips and looked up at him, but could tell he was quite worried. She sat on her own knees and cupped his face in her hands.

“It’s ok,” she said calmly. “I have an IUD.”

Anthony relaxed. He kissed the palms of her hands and pulled her to lay down with him. Kylie rested her head on his chest.

“You ok?” she asked as she looked up at him. He stared at the blank TV.

“Yeah,” he replied. “Just a moment of a lot of panic. It hit me just how much I would lose if we had an accident or got caught.”

Kylie stayed silent.

The Assistant 11 [affair]

The next day was long and busy. They didn’t even have time to shower before getting ready for the night. Kylie did her best with her hair and make-up and put on her dress and heels.

Kylie stayed by Anthony’s side most of the night and took a few notes. One of their conversations led them to a group that included Seth Moorton. He kept eyeing her up during the conversation and once business was done he asked her to dance.

“Oh, thank you, but I’m feeling a bit tired,” Kylie said politely. “It’s been a long day.”

“Come on,” said his colleague. “Just one dance.”

Kylie looked from Seth to Anthony. She bit her lip and handed Anthony her clutch. Seth offered his hand and she took it.

“Did you ask your colleague to help you out?” Kylie asked as they danced. Seth chuckled.

“No,” he said. “Don’t give yourself that much credit. I’m not that desperate.”

“Oh really?” Kylie asked. “Then why do you continue to stalk me at these things?”

“I don’t,” Seth said. Kylie looked at him. She noticed his hand had slid lower down her back.