Life in the big city was exciting. [Jessica](https://imgur.com/NyhF5CG) had just moved there, fresh out of her parents home. At just 21 years old, she’d already been hired as a personal assistant to a major lawyer. Her life was just about to get really exciting. Everything was new to her. Her job. Her apartment. Her roommate Tammy. Fortunately, Tammy was nice enough to help her out in her new city.
“Don’t worry about it” Tammy said “after the first day on the job, you get settled in nice. Tell you what, I’ll take you out for drinks after work okay?”. Jessica was nervous. She needed a friend like Tammy.
She hadn’t met the man who she’d be helping, but the firm assured her that he’d be a suitable boss. All his previous assistants claimed to greatly enjoy their job. What could go wrong? As she made her way to the law firm, she reached in to her bag, pulling out a flask. Inside it wasn’t coffee. It was vodka.
“Just a quick sip” she thought, “just to calm my nerves”. She quickly put it back in her bag, finally reaching her desk. The name on the door read Michael Phillips. Sounded like such a boring name. Jessica imagined him as an old man, with glasses and a gut on him. She imagined him, knowing the name but not the face. The name was famous. [Michael](https://imgur.com/CaP2V0i) Phillips. Billion dollar lawyer. He was known as one of the greatest lawyers in the world, able to think in ways that no one else could. So what if he wasn’t a looker? He was smart and rich. Seemed like the perfect guy to work for.
DING
The elevator doors opened. Out from the elevator stepped a man. A good looking man, a tight and expensive suit wrapped around him. His shoulders were broad. He had a jawline so square, it was impossible. A little bit older, but not too much, with the kind of smile that could melt ice. Jessica’s knees began to shake. Her pussy started to quiver. He was exactly her type.
“Who was this god among men?” she thought to herself, “and how do I get him?”
As he walked towards her, his smile growing as he gazed deeper into her eyes, he reached out his hand.
“Hi, I’m Mike” he said, his deep voice sending shockwaves through Jessica, “you must be Jessica?”. Jessica started to giggle. She couldn’t help herself.
“Yes. Are you Mr Phillips?”
“Yeah, but you can call me Mike for the time being. Save that mister stuff for visitors”.
He walked in to his office, closing the door behind him. Jessica quickly grabbed her flask, taking another huge gulp.
“I should have brought some spare panties” she thought “mine are nearly soaked through. I’ve only been working for thirty seconds!”
As the hours ticked by, Jessica tried to work. This job was important, she didn’t want to screw it up. But she couldn’t help it. She kept replaying that meeting with Mike from earlier in the day, her pussy dripping more and more each time she did it.
“Maybe if I push my boobs up a bit more? That might get his attention”. Jessica couldn’t believe the stuff she was thinking. She’d been raised to believe that this was her world. Her life, that she shouldn’t have to degrade herself just to get a guy to notice her. But Michael Phillips was just too much to resist.
BUZZ. A phone system on her desk began to flash a little white light.
“Jessica, could you come into my office please? I need some assistance”
“Of course Mike”
She pushed open the door, and she nearly fell to the floor. Mike was shirtless, his expensive suit thrown to the side. He was a little bit sweaty, the sweat dripping down and around his head, his pecks, his abs. Perfect eight pack abs. The kind perfect men have. He still had that perfect smile on his face. Jessica sat down quickly, before she fell over.
“I couldn’t help but notice, you’re drinking from a flask every time I pass by. Something tells me it’s not coffee”. Jessica swallowed, preparing for the firing speech. But Mike kept smiling.
“Relax” he laughed “it’s cool. We all have our methods to make work a little easier. Just keep it under control, and we’re cool”. Jessica laughed, never having been so relieved in her life.
“Thank you” she smiled “I promise, it’s nothing bad. Just first day nerves”.
She couldn’t take her eyes off his abs. He’d noticed.
“So what’s your method?” Jessica asked “being a lawyer, I imagine you have to use your methods a lot when you get stuck”. Mike laughed.
“When I’m stuck, I work out. Don’t know if you noticed, but I’m in great shape, cos I get stuck a lot”.
“And if that doesn’t work?”
Mike smile began to shift. His gaze, one of friendship, became one of a hunter. He stared at Jessica, the way a predator stares at its prey.
“My assistant helps me blow off a little steam”. Jessica suddenly became very nervous. Sure Mike was sexy as hell, but this was something new. He knew he was the most important man in the room, and he could do anything he wanted.
“What do I have to do?”. Mike reached over to his desk, pulling out a remote. As he pressed play, dance music started up on his expensive speaker system.
“Well… how about you start by dancing for me, and we’ll see if my problem solves itself”.
Jessica stood up, her eyes locked with Mike’s. This wasn’t her. She’d been told about sexual harassment. She’d never give in. But before she knew what was happening, she looked down. She was dancing. Her hands caressing her perky tits, and getting ready to spank her ass.
And the worst part… she was LOVING it!
She started unbuttoning her shirt, throwing it over next to Mike’s expensive suit on the floor. Soon her skirt joined the pile. Then her bra. Finally, with one move, she ripped off her panties and tossed them over. She was glad to get them off. They’d been soaked all the way through. As she stood there, dancing naked for her boss, she smiled.
“I guess I do like showing off for the boys”
“Nah. I’m still stuck on that problem. So come here, and suck on my cock for a while”. Jessica dropped to her knees, crawling over to him. She knew what her job was. A man had given her an order. A man’s orders must always be obeyed. She reached up, undoing his belt and lowering his fly. Then she stopped.
Her face was a mixture of joy, and horror.
His cock was almost as long, and almost as thick, as her arm, but was still soft.
“Holy fuck” she cried “I’m not sure I’ll be able to fit all this in my mouth”.
“I gave you an order Jessica. Do what you’re told!”. With a deep breath, she accepted his cock.
It was rough. His cock went deep down her throat, getting longer, thicker, and harder with each passing second. Tears began to run down Jessica’s face, messing with her make up, as Mike started to play with her golden blonde hair.
“I saw you checking me out earlier, you little tease” he grinned “and I’ve been looking forward to this all day”. Jessica tried to reply. But she couldn’t. Her throat was clogged with a perfect cock. She just kept moving her head back and forth. She was eager to please.
“Nah. I’m still stuck on that problem. Get up. Sit on my desk. Spread your legs for me. Jessica stood. He must be obeyed. His cock was raging hard now. It was like a third leg. He could beat people to death with that thing. She was panting, waiting.
Then. It finally entered her. Mike grabbed Jessica by the ass, lifting her legs up and pulling her towards her. He felt good. Jessica’s pussy was tight, but so fucking wet.
It ripped her hole open a little bit. Enough for her to notice, but not too bad that it made her bleed. That perfect blend of pain and pleasure.
“Oh fuck” Mike whispered, moaning with pleasure “you’re so tight”. Jessica’s eyes closed! Her whole body was shaking! She’d never had such a monster inside her before! She grabbed the back of his hair, pulling his head towards hers. Mike took the opportunity to kiss her, forcing his tongue in her mouth. Kissing her hard on the lips, moving down to her neck.
“Oh fuck!” she yelled out “Oh fuck! Oh fuck! Someone’s going to hear us!”
“Relax! Everyone knows this is how I work! Now keep moaning like that for me! As loud as you like!”. Jessica kept moaning. She didn’t have to fake it. She felt so fucking good!
“Oh fuck! OH FUCK! OH FUCK!!! THAT FEELS SO GOOD!!!!”
Her screams became louder. Mike’s thrusts were strong. So strong, that the desk began to move across the room. This was rough sex at it’s finest. This was Jessica’s ultimate fantasy!
“Oh fuck! Oh fuck yes! OH FUCK! OH FUCK YES!!!” Jessica screamed, getting louder and louder with each passing second as she squirted all over the desk. Mike began to slow down a little. Jessica thought he was done.
He wasn’t done yet.
“You see that big corner window? Go stand by it for me. Look out over the city”. Jessica moved. She needed to clear her head. The city looked beautiful. She looked up. In the reflection of the glass, she could see Mike. He was comng towards her. His cock was still rock solid.
He pushed her up to the window, grabbing her perky tits as he did. His cock was back inside her pussy, slamming in to her like a power drill. He was so forceful. His body was overpowering hers, his tongue right next to her ear. Jessica was scared.
“Mike! No! We’re only on a fifth floor window! Someone outside could see us!”
“You call me sir when I’m fucking you! I own your sweet little body! You do what I say!”. Jessica tried to resist, but he was too strong. She couldn’t fight back.
Maybe he wasn’t too strong? Maybe she didn’t want to fight back? Because as soon as he said he owned her, a spark lit in her eyes. A fire ignited inside her.
She wanted to be owned!
“Yes! Oh fuck yes! You’re right sir! I’m your little slave sir! Only good for a fuck toy sir! Oh fuck! Fuck yes! FUCK YES THAT FEELS SO GOOD!”
“You finally get it?” he snarled
“Fuck yes sir! I only live to please you! OH FUCK YES! You can fuck me anytime you want sir! Fuck YES! Don’t take no for an answer! Throw me on to your bed and take what’s rightfully yours! FUUUUCCCCCKKKK YESSSSS!!!!”
Mike started to pound her even harder than before, his cock trembling. He put his lips by her ear.
“On your knees! Now!”
“Yes sir! Thank you sir!”. Jessica got on her knees. She opened her mouth, sticking out her tongue, trying to make her face as wide as possible. She knew what was coming.
It was an explosion. Mike’s cock erupted like a volcano. Cum shot out like a cannon. It went everywhere. All over her face. All over her body. All over the floor. Mike grinned. He’d gotten what he wanted.
“Since it’s your first day, I won’t make you lick all that up.” he said, gently grabbing her neck, lifting her up, “but you will have to in future”. He reached over to his desk again, pulling out a phone.
“Smile for the camera you little slut”. Jessica smiled. It was the biggest smile of her life. She’d found a new purpose for herself, and it felt so fucking good.
“I take pictures of all the girls I’ve fucked. It’s like a trophy collection”
“Can I see?”
“Sure” Mike grinned, “there’s a lot to see”. Jessica’s eyes widened. He was right. There was a lot to see. Hundreds of girls. All types of race. The oldest looked like a MILF. The youngest looked 18, but was probably younger (bad girl probably lied). Asian girls. Black girls. Fat girls. Thin girls. TAMMY???!!!!
Mike walked over to his clothes, packing up.
“What are you doing tonight?”
“Oh not much. My friend Tammy said she’d take me out for drinks after work. You?”
“Spending some time with the wife”. Jessica’s jaw dropped open.
“You’re married??!!”
“Yeah, but relax. She knows everything. She asked to see my trophies just like you did. Now get dressed and get out”. Jessica obeyed. To be honest, she didn’t care if he was married. She didn’t care if his wife knew or not. He was too good to pass up.
As she walked back to her desk, her walk crooked from the fucking she’d just endured, she looked at the clock.
“I’ve been away from my desk for four hours?” she cried, “wow, times flies when you’re having fun!”.
BEEP
A new email had come in. It was from Mike.
“Thanks for helping me solve my problem. You were a big help. I’ll level with you, my workload is about to increase significantly. I’ll have to work at home, evenings, weekends, and even on vacation. I’ll need you there to help me solve my problems”
Jessica smiled. Her job was to get fucked by a billionaire with a monster cock. Life in the big city really was exciting!
[Click here for part two](https://www.reddit.com/r/Erotica/comments/e8g8s4/jessicas_new_job_part_two_tammys_encounter/)
Source: reddit.com/r/Erotica/comments/e8gf7q/jessicas_new_job