The Assistant 1 [affair]

The company had hired his new assistant for him. He didn’t care as long as they met his requirements and could do the job. He got off the elevator and walked towards his office. He checked his email on his phone as he walked.

“Fuck,” he mumbled under his breath.

Another last minute meeting. He shoved his phone into his pocket as he rounded the corner. He slowed a bit when he saw the woman sitting at the desk outside his office. He felt his heart rate increase and put on his poker face. He knew what she would have been told about him, so it was time to get to work.

He strode past her desk and unlocked his office.

“Morning,” he said, not looking at her.

“Good morning,” she replied cheerily.

*Oh, this will be fun, he* thought. He sat at his desk and started going through emails.His new assistant put a cup of coffee in front of him. He looked up at her.

“Black right?” she asked.

“Correct,” he said, and he took a sip. *Damn that’s good*, but he kept his poker face on. He raised his eyebrows as she still stood there. “Yes?”

What’s My Job 6 [affair]

Two days later, Amy decided she wanted to go to her parents’ to visit.

“I don’t feel so great,” Bill said, “but you and the kids can still go. Enjoy yourselves.”

“You’re sure?” asked Amy. Bill nodded.

“I’ll be fine,” he said. “I’ll probably just sleep and if I need anything I can go get it.”

“Ok,” said Amy. It took an hour for her to get herself and the kids ready and then they left.

Bill waited a good thirty minutes before he left and drove to the address Olivia gave him. He rang the doorbell and was surprised to not hear a dog. Olivia answered the door in a black silk robe. She smiled and let him in.

“I thought you were dog sitting,” said Bill.

“Pet sitting,” said Olivia. She pulled him by his pants to the living room.

“What are you pet sitting?” asked Bill as he sat on the couch.

“Cats,” said Olivia. “They are these people’s pride and joy and they spoil them rotten, but I get paid and get cable, so.”

Making Music 5 [affair] [new love]

When Dan got home and got Cale to bed he went to his room to see Dawn.

“Hey,” he said. “How are you doing?”

“I’m ok,” she said. She looked at her husband. “Daniel, I want to ask you to do something for me.”

“Sure, anything,” Dan said.

“I want you to promise me that after I’m gone you’ll re-marry,” Dawn said, with a serious look on his face.

“Dawn, you’re not going to….” started Dan.

“Daniel, you know just as well as I do that it’s only a matter of time.”

Dan looked at his wife, tears starting in his eyes. Dawn put her hand on his face. He kissed her.

“I love you,” Dan said.

“I love you too,” said Dawn.

2 weeks after graduation, Brooke was all moved into Dan and Dawn’s place. She helped take care of Dawn and Cale.

One day Brooke was in taking care of Dawn, moving her around so she wouldn’t get bed sores.

“Brooke, promise me you’ll take care of my family. Take care of Dan and my little boy,” Dawn said. Brooke stopped and looked at her.

Making Music 4 [affair] [new love]

The next morning Brooke woke up to find Dan still lying next to her. He looked so peaceful. She felt awful that she let him cheat again but she knew she loved it just as much as he did. She got up and made breakfast. Dan got up shortly after she did. He wrapped his arms around her waist from behind and kissed her neck. Brooke pushed him away.

“Daniel, enough. You are married,” said Brooke.

“I know,” said Dan. “I’m just…”

“No, no excuses,” said Brooke. “I cannot and will not let it happen again. I don’t want you like that.”

A month passed and Brooke babysat here and there.

It was Christmas time now and Dawn was very tired and weak. Brooke came to watch Cale so Dan and Dawn could be together. Brooke was getting Cale ready to go outside to make a snowman. Dan went to his room to see his wife.

“Dan,” Dawn said and she motioned him to come to her. She gave him a hug. As he leaned on the bed to hold her his cock rubbed against her. “Hm…you need to take care of that dear.”

What’s My Job? 5 [affair]

Two weeks passed with minimal contact. It was Christmas break and since there was no school, Olivia had to pick up some pet sitting to make money to continue to be able to pay bills. Olivia was sitting in the living room of a clients house when her phone dinged.

‘What are you up to?’ Bill asked. Olivia smiled.

‘Pet sitting,’ she replied. ‘Gotta pay them bills.’

Bill felt a bit guilty. She was only in this situation because he stupidly let her go.

‘Sounds boring,’ he texted.

‘Yeah, but it’s the easiest money I’ve ever made,’ Olivia replied. ‘What are you up to?’

‘Sitting at home with the family,’ Bill said.

‘Also sounds boring,’ Olivia said.

‘Yeah, but relaxing.’

‘I could make it less boring.’

What’s My Job? 4 [affair]

The next morning Bill got up and went to breakfast right away while Olivia showered and got ready. When he came back, she went to eat breakfast while he got ready. Bill warmed up the car and put his stuff in the trunk. Olivia quickly brought her things and got in. Bill took her to a cafe to sit at while he was at conferences. Shortly after noon he picked her up and they headed back to Kensington. Bill pulled off the interstate to go into a town that was 45 minutes from the cities. They found a restaurant to have some lunch at.

“So,” said Olivia. “Is this the extent of our adventure?”

“I don’t want it to be,” said Bill.

“So the guilt hasn’t set in yet,” said Olivia. Bill shrugged. Olivia watched him.

“The sex was amazing,” said Bill.

“So, how do we continue this? It’s not like we can have hotel room in town; it’s too small,” said Olivia. “Can’t go to my place because someone will see your car and Shane lives there. Can’t go to your place, obviously.”

“Maybe Alex?” suggested Bill.

Making Music 3 [affair] [new love]

After a couple months of treatment, Dawn seemed to be doing better but was sick and very weak. Brooke came to baby sit a lot and Cale grew attached to her. When Cale would get sick, Dawn would go over to her parents place to stay so she wouldn’t get sick. It broke her heart but she knew she had to do that rather than get sick and end up in the hospital.

Brooke’s parents didn’t understand why she gave up so much of her time to help Dan, but they wouldn’t understand anyway. She felt the need to help him and felt it was the right thing to do. Yes she was attracted to him, but her love of helping people overpowered that.

One weekend, Brooke came to babysit Cale so Dawn and Dan could go out for a little bit. Dan came back alone.

“Where’s Dawn?” asked Brooke.

“She wanted to go to her parents’ to spend time with them,” Dan said with a solemn face.

“Is everything ok?” Brooke asked.

“Yeah,” said Dan.

“Are you ok?”

Dan sighed.

“Yeah,” he said.

“No, you’re not. What’s wrong?”

Making Music 2 [Affair] [New love]

Brooke woke up in the middle of the night and snuck back to her room with her clothes. The next morning Dan took Cale to church with him and then went to the campus to do some work. He didn’t have to go in but he needed to get stuff done. Brooke took care of Cale and made supper. Dan got home, they ate quietly, and Brooke cleaned up. She gathered her things to go home.

“Are you leaving Brooke?” Cale asked.

“Yeah, I gotta go home to my mommy and daddy,” she said. Cale frowned and gave her a big hug.

“You should come back next weekend,” said Cale.

“We’ll see,” said Brooke. Dan carried her bag to her car for her and paid her.

“Thank you,” he said kindly.

“Thank you as well,” Brooke said.

She went home and tried her best to not think about that weekend. She had an amazing experience with her first time with a man she wouldn’t regret it with too much. She did feel bad about the fact that he cheated on his wife but it was his decision as well.

Making Music 1 [Affair] [New love]

It was a Tuesday evening and it was her first day at Jazz Band at M-State. Brooke was going there for fun. Her BFF got her into it and her band director at her high school played there too. She was a little nervous but everyone was really nice. She was in the Jazz Band the whole year. She thought the band director was really nice and super funny.

As the year went on she found herself liking him more and more. She knew she had become infatuated and just pushed it off as nothing.

One day, after band practice, he approached her about watching his son so he could get some work done.

“Hey Brooke,” Dan said. “Would you be able to babysit Cale for me. My wife is back home taking care of her parents and I have to work and stuff.”

“Yeah,” said Brooke.

“Would you be able to stay at the house?” Dan asked.

“Yeah, no problem,” said Brooke. That Friday she went over there to babysit.

“Here’s the numbers if you need anything,” Dan said pointing to a paper on the fridge.

What’s My Job 3 [affair]

He removed his finger and Olivia smiled at him. She kissed him passionately, dipping her tongue in. Bill laid on his back and Olivia straddled him as she continued to kiss him. He could feel the warmth of her pussy. She kissed down his neck and chest all the way to his thick, long, hard cock. She blew on it; Bill groaned.

“It’s so beautiful,” she cooed. Bill could feel his heart thumping in his chest.

He gasped as he felt her tongue lick from his base to his tip. Olivia ran her tongue around his rim and took in as much as she could.

“Oh. My. God,” said Bill.

Olivia smiled and she started pumping her mouth over him, her hand rubbing the rest she couldn’t fit in her mouth. Bill grunted and groaned as she went. She popped him out of her mouth to give her jaw a break and she kissed him.

“You are fucking amazing,” breathed Bill.