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.”

Anthony gave her a confused look.

“I thought you already had a degree,” he said.

“I do,” Kylie said. She gave a smirk and leaned over his desk. “Maybe if you took some time to get to know me, you’d know I’m in grad school.”

Kylie sauntered out of his office and to her desk to work on her homework. Anthony returned his focus to the email. After an hour he came out and said, “Are you…?”

Kylie held up her finger but didn’t look at him and interrupted, “I’m in a zone, don’t interrupt me.”

He pursed his lips trying to hold back a smile and went back to his computer to keep working. Thirty more minutes passed and Kylie logged off her computer and went to Anthony’s office, perching on the corner of his desk as he looked frustratingly at his screen.

“Ready now?” he asked and he looked at her.

“Are you?” she sassed playfully. Anthony put his computer to sleep and stood, his legs on either side of Kylie.

“Maybe,” he said, as he looked down at her with an incredible view of her breasts. Kylie smiled.

“Enjoying the view?”

“Mmm, very much.”

Kylie caressed his cock through his pants. Anthony closed his eyes.

“Maybe you should close the door, just in case,” Kylie said.

Anthony wasted no time and did as he was told. He pulled her up to him, pressing his cock against her. Kylie smiled as she bit her lip.

“You said not at work,” Kylie said.

“Oh, now you’re going to listen,” Anthony teased.

“I always listen,” Kylie playfully argued. Anthony grabbed her ass and kissed her.

“You do,” he said. “I think I’m the one breaking the rules all the time.”

“I mean…I’m enjoying it,” Kylie said and she wrapped her arms around his neck and kissed him. “So what rule do you want to break?”

“Well, we are in the office.”

“Besides that.”

“God I want to fuck you.”

“So fuck me.”

Kylie looked into his eyes, the lust evident in hers.

“No condom,” he said. Kylie couldn’t help but laugh and rested her head on his chest for a moment. She looked at him.

“Well, from an STI stand point, we already went there with your oops,” she said. “And as far as pregnancy, I still fully trust my IUD.”

Kylie put her hands on the side of his neck and caressed his cheeks with her thumbs. Anthony’s hands rested on her hips.

“Whatever you’re comfortable with,” Kylie said. “I’m ok with no condom. If you’re not, that’s ok.”

Anthony wrapped his arms around her and held her close, her head resting on his chest. She listened to his fast heartbeat and closed her eyes.

“God, you smell amazing,” she said. Anthony chuckled. He let go and Kylie looked up at him.

“You make me do all sorts of irrational things,” he said. Kylie smirked and kissed him.

“It’s kind of fun though,” she said.

“Absolutely,” he growled as he ran his hands up her legs and under her skirt finding she wasn’t wearing any panties. “You do that on purpose don’t you?”

Kylie giggled, “Maybe.”

Anthony took her hand and pulled her over to his office chair. He slid his pants down and sat down. Kylie immediately hiked her skirt up and straddled his lap. She placed her hands on the back of his chair as he placed his cock at her entrance. Kylie teased only a little before sliding down, letting his cock fill her.

Anthony moaned as she contracted around him. Kylie grabbed his face with both hands and kissed him. She worked her hips back and forth, grinding deep as Anthony’s hands explored under her dress. He couldn’t help but bury his face in her gorgeous tits, nipping and sucking.

“Anthony,” Kylie breathed. “I want you to cum for me.”

Anthony moaned. His balls ached. Kylie’s hands switched to the arm rests of his chair as she ground harder against him. Anthony barely touched the side of her breasts and it had her gasping as she was so sensitive to his touch. He pulled her dress and bra down, exposing her nipples. He tweaked and pinched both which made her scream. Anthony could feel her juice pooling on him.

He put a hand behind her head and pulled her down for a kiss. He pressed his forehead against hers and said, “Please let me cum inside you. Please let me pound you.”

Kylie gave him a deep growl and raised herself up enough so that he could and he wasted no time. His hands gripped her hips to hold her in place and he pounded from below.

“Fuuuuck,” she moaned as her head fell back. She slid her hand between her legs and touched her clit, working circles around it. Anthony watched as her face scrunched and felt her pussy tighten. He couldn’t hold in his moans.

“Fuck Kylie,” he panted.

“Yes, yes, yes!” she cried as she came.

Anthony pulled her down in one final thrust, emptying himself inside. Kylie rested her head on his shoulder and kissed his neck while they caught their breath.

Source: reddit.com/r/eroticliterature/comments/m4hj1m/the_assistant_14_affair