After what seemed like endless hours in the flight they landed in LA. Matt was annoyed that he had to keep his hands off Rachel because she was arranging their schedule.  Not only that, but his assistant also wanted him to be more focused on work than anything.

Their cab pulled up outside a regal looking hotel, and Matt pulled out his wallet, handing the driver a small wadge of bills, thanking him. Rachel trailed behind him, completely in awe of his surroundings. They usually don't stay overnight during their trips, so he was excited at the prospect of staying with her. She was so engrossed that she bumped into someone, Matt was quick to wrap an arm around her waist and guide them into the lobby.

She blushed but didn't say anything.

Matt took his key card and patiently waited for Rachel to join him. She was quiet in the elevator, staring at the fancy buttons instead. He held his breath as they reached the floor, strolling towards his room.

Rachel frowned when she noticed that their rooms were beside each other but pushed her door open. Matt bit back his smirk as he entered his room.

"Sir?!" Rachel squeaked when she noticed that there was no wall in between their rooms.

Matt innocently blinked at her, "Is there a problem, Rach?"

"Our rooms are connected?" She parted her lips open, gawking at him.

Matt hummed, "Do you like it?"

The CEO had made sure that they were allotted connected rooms because he didn't want to stay away from her. The thought made his lips turn. They were in LA for two days purely for business purpose but there's no harm in having some fun, right?

Rachel shyly nodded her head, "It's cosy."

***

Matt has a lunch meeting with Dr Stinson. That's why Rachel was standing still in front of him. Both of them freshened up and got ready in separate washrooms. By the time she walked out, Matt was working on his computer.

"Sir" She politely whispered, blushing like a lunatic at the wide grin on his face. Matt had something planned for her. Only if she knew. As he narrowed his eyes at her, she squirmed, her hands nervously tucked together.

"Hmm?"

"You have a lunch meeting in an hour."

"I know, baby. Just a minute."

Her cheeks tinted at that.

"I have a surprise for you actually" Matt gestured to the table as he closed his computer and moved it out of the way. There's a space in the centre of the desk, in front of his chair, as he motioned her closer.

Rachel twisted her lips as she stomped her way over to the table. She rigidly stood in front of him.

Matt licked his lips, "Bend over."

His assistant huffed before bending over it.

"Baby," He shook his head. "Is that any way to react when someone has brought you a gift?"

"We have an important meeting-"

His hand came around the waistband, which immediately made her slack. She purred as his fingers lifted her skirt and touched her bare thighs.

"Be quiet, yeah?"

His fingers hooked around her panties, and with her help, he pulled it to her ankles. Matt bought his finger to his mouth, wetting it before he pushed at the skin of her hole. She moaned as he quickly pulled back. Before she could say anything, Matt disappeared towards his bed.

"Sir" She whimpered, her front still pressed against the desk.

"Patience, baby."

She heard the sound of shuffling for a few seconds and the sound of something popping. Her ears rang as she guessed that it was the sound of the opening of a bottle.

Matt felt her eyes on him as he tried to find the lube in his bag. He packed that bottle in his bag, specifically with the thought of having his pretty assistant bent over his desk in mind.

The thought made his cock twitch. She was so eager and vulnerable for him, waiting on the desk.

As soon as he's behind her, Matt noticed her exhale a breath. Did she think he was going to leave her midway?

"This is cold" He warned her as he drenched his fingers with the lube. Matt breathed as she nodded her head, already aware of the fact. Of course.

He parted her cheeks, gently pushing a finger in. Rachel cried, her fingers tightening around the edges of the desk. Matt sucked a sharp breath as she clenched around his finger. him. The CEO was well aware of his long thick fingers, so he gave her few seconds to adjust before teasing another finger inside. She squirmed under his touch, rubbing against the desk. He used his other hand to steady her before he pushed another finger inside.

Rachel pushed her hips against his fingers, needing a steady moment from him. He thrust his fingers for few minutes before slipping out of her sloppy wet hole. She whined, looking over her shoulder at the loss of his touch.

Matt took the toy he bought for her and pushed the tip in.

"How do you like the surprise?"

"S-Sir..." She moaned.

Matt shushed her soft whimpers as he took his time to ease the plug inside her. His eyes narrowed as it slowly disappeared in her tight hole.

"I tried finding the one from your video" Matt whispered, "but they were out of stock. This was the closest they had."

He wanted to find the exact kitty plug she used in one of her videos, but he couldn't find it. Instead, he got the white one.

Rachel nodded her head, unable to say anything as the thick part of the toy slid in. Her mouth fell open as Matt pushed it fully inside. Matt was aware that she wouldn't be able to respond or concentrate on any of his words with the pressure of the toy inside her. His assistant looked so fragile and delicate, utterly open to him on his desk. Matt could see her wide-eyes and mouth slack open as she tried to stay still with the plug deep inside her. Rachel was trying to gasp for breath. There's a dark flush sitting on her cheeks, her lips swollen as she had been biting on them. He never saw a prettier sight than that. With his hands on her cheeks, he lightly brushed against the plug, making her almost jump.

"Baby I want you to go the rest of the day with this toy inside you." Matt rasped, already feeling his pants tight at the thought.

"Do you want to try and do that for me?"

"I-" She cleared her throat, arching her back again, shifting around the plug.

His hand dropped to her spine, and he teasingly trailed his finger down.

"If you don't want to, I can take it out, baby. Just say the word"

He leaned into her ear and breathed over the sensitive earlobe. "However if you keep it in all day," Matt pushed around the plug, nudging it inside her. "I will reward you."

Her breath hitched in her throat as she let his words hand in the air. She eagerly nodded, "Okay, sir."

"Will you keep it in then?" Matt asked, his eyes slightly widened at her eagerness.

"Yes, sir."

Matt smirked at that and made a pleasing sound at the back of his throat. He helped her to pull the panties back up and patted at her plug. She inhaled sharply before tugging on her skirt and smoothening the crinkles. Her eyes were glassy as she turned around at him.

"Alright, Rach" He cleared his throat as he eyed her. She looked just as breathtaking, only slightly pink.

"Let's go to that lunch meeting then" Matt drawled, patting his hand against her glorious ass to push her forward. She whined before waddling her way out of the room, careful with her steps as if not to let the plug rub against her. Matt smirked as he followed her moments, imagining the end of the day because it was going to be fun.

***