The Assistant 2 [affair]

Anthony gave her his arm as they walked to the ballroom. She couldn’t help the butterflies she had and she didn’t know if it was the super formal event they were going to or the fact that her boss was so goddamn sexy.

“Nervous?” he asked.

“A bit, why?” Kylie asked.

“You have a serious grip,” Anthony said. Kylie immediately loosened and went to let go, but Anthony put his hand on hers to keep her there. “It’s fine.”

“What exactly am I supposed to be doing again?” she asked.

“Listening and observing,” he said. “Also, keeping the other arm candy at bay so I can do my networking.”

Kylie thought for a minute.

“So, I’m the arm candy,” she said, eyebrows raised.

“In some ways, yes,” Anthony said, and he pulled out her chair for her. “You underestimate how much they prowl at events like this and I have work to do.”

“So how do you introduce me?” Kylie asked. Anthony smirked.

“I don’t,” he said. “The gentlemen know I’m married.”

Kylie looked around.

“That’s disgusting,” she said and she turned to look at him. He was watching her with a lustful eye. “Is this even…legal?”

“Quite,” he said. “Nothing about this goes against your contract. I’m not propositioning you to sleep with me. I’m asking you, as my assistant, to keep the ladies at bay so I can work. Besides, I think you’ll find you’ll learn a lot tonight.”

“Oh, I think I’ve learned a lot already,” she said.

They chatted with others at their table during dinner and listened to a few speeches before it was open for socializing. Kylie had no idea how she was supposed to ward off these unwanted women and after a couple hiccups she found her rhythm.

At 11:30pm they finally headed back to the room. Kylie leaned against the wall in the elevator and closed her eyes. Anthony drank her in. Her neck was exposed and gave him the perfect opportunity to kiss it, leading down to her full breasts.

*Ting*.

Anthony looked away before Kylie opened her eyes. More people got on the elevator and Kylie moved closer to Anthony. He wrapped his arm around her waist and pulled her closer. She looked up at him and he looked back. Kylie was too tired to care how inappropriate their behavior might be at that moment. She rested her head on his shoulder until they got to their floor.

“Tired Stephens?” he asked.

“Not at all,” she said, sarcasm oozing from her lips as she got to the room door and took off her shoes. “You just made me walk around and stand for four fucking hours in heels.”

“I assure you, there was no fucking,” he said in her ear as he reached around to open the door.

Kylie felt her face flush as they walked in. She plucked out her nightie from her suitcase. She walked over to Anthony and turned around. He slowly unzipped her as he internally fought the urge to kiss her neck. With on hand he undid her bra. Kylie slipped her arms out of her dress, still holding it to her, and swiftly slipped her nightie on as she let her dress fall. She stepped out of it and picked it up.

“I’ll take the couch,” Anthony said as he undid his shirt.

“There’s no need,” Kylie said as she walked over to the sink to remove her makeup. Anthony raised his eyebrows at her. She looked at him in the mirror. “It’s a king size bed. We are both professionals. We can share.”

Anthony smirked.

“You sure?” he asked.

“Yeah,” Kylie said. She took down her hair.

“Well, I guess I can keep my briefs on for a few nights,” Anthony said. He chuckled to himself. He liked this game they were playing and he definitely liked making her flustered. Kylie brushed her teeth.

“Am I going to freeze my ass off?” Kylie asked. Anthony looked at her and then to her ass.

“I don’t think your ass is going anywhere,” he said with a smirk. Kylie gave him a side eye and crawled into bed.

“Don’t get handsy,” she said.

“Scouts honor,” Anthony said, and he crawled in on the other side.

Kylie tossed and turned most of the night, causing Anthony to not get much sleep until he realized she was cold. He sighed. He could get up and get more blankets, but that would require getting out of bed and putting pants on. He decided to take his chances with her anger in the morning and slowly scooted closer, pressing his back against hers.

The next morning, Anthony got up and got dressed. He made himself a cup of coffee and sat on the couch reading things on his phone. Finally Kylie stirred awake.

“Good morning,” he said.

“I think I need to get some extra blankets,” Kylie said as she shuffled to her suitcase.

“You were fine after I pressed my back against yours,” Anthony said and he took a sip from his cup. Kylie looked at him. “Oh, don’t look so mortified. I could have let you freeze all night but then both of us would have slept like shit. You have twenty minutes before we need to be at breakfast.”

Kylie sighed and quickly got ready. Thankfully she did pack flats which is what she’d be wearing for the day.

“You’re quite short,” Anthony commented as they rode the elevator down.

“I know,” Kylie said. “My feet are killing me from last night and I know I’ll have to wear heels tonight and tomorrow night. Any chance we’d have more time to get ready tonight?”

“Depends,” Anthony said.

“On?”

“How nice you are to me.”

Kylie rolled her eyes and Anthony smirked. He led them to where they would be having breakfast. Anthony got them back to their room by 3p.m. that day.

“Is an extra hour enough for you?” he asked.

“Depends,” Kylie said.

“On?”

“If you’re going to let me take a bath or not.”

“I tell you what to do at work, not outside of it,” Anthony said. “Unless you want me to.”

He smirked as her face flushed. She grabbed her robe and started the water. As she waited for the tub to fill she got all her things ready that she’d need to get dressed.

“Last call for a potty break,” she said.

“I’m fine,” he said, as he sat on the bed.

Kylie left the door open just a crack so it wouldn’t get too warm in there while she soaked. Anthony heard the water every time she moved. He found himself growing hard as he thought about her silky skin covered in bubbles, wondering if she was perhaps touching herself while she was in there. He knew he couldn’t keep himself from how turned on he was, but he did keep himself from pleasing himself. He’d wait until he had the bathroom.

Kylie didn’t hear the TV on but she needed relief. She couldn’t believe the dream she’d had about Anthony the night before and it had been on her mind all day. She knew he flirted with his previous assistance and probably fucked them too. Hell, he had been eye fucking her the last two days. She could see the appeal, but she wasn’t going to let him have his way.

Her nipples peaked at the cool air. She gently ran her finger around each one, suppressing a moan so Anthony didn’t hear her. Kylie squeezed a breast as she let the other hand slide between her spread legs. She massaged her inner lips and sighed. She ran her finger up her slit stopping at her clit. Gently pressing down, she ran circles on it, letting herself enjoy the feeling. She let her other hand go between her legs, inserting her middle finger into her pussy and quietly moaned. Curling her finger up, she began stroking inside herself as she massaged her clit.

Kylie tried to remain conscious of any noise she was making so she didn’t alert Anthony. She panted as he felt herself getting closer and closer.

“Fuck,” she said, not quietly enough. Her heart pounded as she came down.

“Everything alright,” Anthony said from the other room.

“Yeah,” Kylie said. “Just cut myself shaving.”

Anthony had definitely heard some of what was going on in the bathroom which made him that much harder. He hoped she had been imagining him fucking her because that’s what he’d be thinking about. Kylie came out of the bathroom and started applying her makeup. Anthony wanted so badly to press against her and have her feel what she had done to him, but he knew better.

He retreated to the shower and almost moaned in relief from finally being able to touch himself. He stroked himself as the water hit his back. He closed his eyes and imagined bending Kylie over the bed and fucking her like she hadn’t been fucked before. He cupped his balls with his other hand, giving them a gentle squeeze.

“Fuck,” he breathed. Anthony imagined Kylie begging him to fuck her harder. His grip tightened on his cock as he pumped faster. He saw Kylie grabbing at the sheets of the bed before she finally screamed in pleasure. “Mm. Mmmmmm.”

Anthony’s cock pulsed as he washed up. Kylie smirked to herself when she heard his grunts. She wasn’t the only one who was too horny for her own good. They both got ready and Kylie had Anthony zip her up. His fingers brushed against her back, sending goose bumps down her arms.

“Unlike your other assistance, I’m not going to lie down and spread my legs for you,” Kylie said as she put on her jewelry.

“Really?” he said. “Because I know you didn’t cut yourself shaving.”

Kylie’s face flushed a little but she replied, “And I know you enjoyed yourself in the shower too.”

“Aptly played,” Anthony said, “however I’m not ashamed to admit I find you attractive.”

“Like I said, I’m not like your other assistants,” Kylie said silkily. “I’m not going to swoon over you and let you fuck me.”

Kylie’s back was now against the door as they were about to leave. Anthony stood incredibly close.

“I’ve never fucked any of my assistants,” Anthony said seriously.

“Bull shit,” Kylie said and they left the room.

“Not,” Anthony said.

“Ok. Say I believe you,” Kylie said. “Why not?”

*Ting*.

“Various reasons,” Anthony said, “but it would definitely be an HR nightmare. You, however, I’d make an exception for.”

*Ting*.

Source: reddit.com/r/eroticliterature/comments/id2lms/the_assistant_2_affair