Milking Assistant
Jack walked through the large glass doors of the office building, swiped his access card and called the elevator. He scrunched his face up as he sipped at his coffee; he was still trying to find a decent café close to work.
Jack had moved to the city just over two months ago, taking a well paying I.T job with Trig-Corp. It wasn't anything glamourous, but it paid a lot better than his last position and gave him the freedom to explore a new city.
His shy personality wasn't particularly conducive to making new friends, but the office had slowly warmed to him, inviting him out to drinks on a regular basis. He'd made new friends; he enjoyed the work.
He just couldn't find a decent coffee.
"Jacky-boy!" A voice called from behind him, just as the elevator door opened. "How was your weekend?"
Vince had become a good friend to him. He was loud and energetic, but he had a certain charisma that drew people to him.
"You know the wicked witch of the west is back today, yeah?" Vince said, putting a hand on his shoulder.
Their boss, Jessica, had been on maternity leave the entire time that Jack had been working for the company. He'd never met her, but from all reports, she ruled the office with an iron fist. Jack had worked for some pretty tough bosses in the past, he usually just kept his head down and completed his work, staying out of office politics as much as possible.
"Well, rest in peace, buddy." Vince said, slapping him on the back as the doors opened.
Jack stepped off the elevator and walked in the opposite direction to Vince, dropping his lunch into the fridge on the way to his desk. He sat down and booted his laptop up before noticing that no one else was sitting in his area. Jack stood up and saw that almost the entire office was congregated at the opposite end of the building, chatting and laughing away.
Jack immediately assumed that they were all welcoming Jessica back, and even though they had never met, he should probably show his face and welcome her too. Jack stood and walked the length of the office, joining the group at the back.
"Well, we are all happy to have you back." A voice said, a few halfhearted claps followed.
"It's nice to be back, now let's all get to work."
The crowd began dispersing, Jack let them pass, knowing that he should stay and introduce himself to the woman that signed his paychecks.
As the rest of the workers shuffled past, Jack got his first glimpse of the woman that was so feared around the office. Jessica was taller than average, her long legs covered in nylon, poking out from under a tight pencil skirt. Her blonde hair cascaded over her shoulders, coming to rest at the top of her plentiful breasts, the buttons of her white shirt straining to contain their volume.
Jessica pivoted and looked in his direction. Jack quickly snapped his vision away from her curves and lifted a hand to gesture hello.
"You must be Jack." She said, walking towards him, hand outstretched.
"That's me, nice to finally meet you, Jessica."
Jack took her hand and shook it, immediately shocked by the strength in her grip.
"Call me Jess, please."
"Nice to meet you, Jess."
"You too, management tells me you've settled in perfectly. I saw the work you did on the Craig file, keep up the good work."
Jack was taken aback, from all reports, Jess was supposed to be terrifying. She'd been described as an office dictator, but from first impressions, she seemed lovely, professional, and absolutely gorgeous.
"Back to it." Jess said, turning and walking to her office, closing the door behind her.
Jack returned to his desk, slightly more optimistic about his future with the company now that he had met Jess. He had told himself that he would play it by ear until she returned from maternity leave, and if they clashed, he would simply quit and move back home.
Now his future suddenly seemed much simpler.
The need to find a decent coffee place grew more urgent, however.
Jack plugged his headphones in and started listening to music, working away on his new portfolio until his alarm went off. He had developed a bad habit of getting lost in his work and missing his meal breaks, his phone was now in charge of reminding him to eat.
Jack walked to the kitchen to heat up his leftover pizza, signaling to the world that he was indeed a single man. Vince sat at a table, chatting with a few colleagues, he motioned for Jack to join them.
"Jacky-boy. Did you meet the ice-queen yet?" He asked, chuckling away.
"I did, she didn't seem so bad." Jack said, diplomatically.
"She always seems like that at first, you just wait."
Jack didn't respond, he didn't like talking about people behind their backs, especially not in a workplace.
"She gets more breaks than the rest of us too, did you know that?" Vince asked, addressing no one in particular. "She closes the blinds in her office and pumps milk out. Whenever she wants, isn't that unfair?"
Jack grabbed his pizza from the microwave and walked out of the kitchen, not wanting to get involved in the drama.
"Where are you going, Jacky-boy?" Vince called.
"Work, Vince, I'm flat-out today." He called back.
It wasn't a lie, he was busy today, but mostly he just didn't want to sit listening to people gossip. He returned to his desk, put his headphones in again and slowly munched away on his rubbery pizza.
About an hour later an email from Jess came through. It outlined some improvements that he could make, constructive criticism and suggestions. The email had a small picture of Jess in the top corner. Jack saw that she had brown hair in the photo, it must have been from a while ago.
He then noticed how small her breasts were in the photo, having a child must have tripled her size, possibly even more. Jack was amazed at just how much difference between the woman in the photo and the one he met today.
Jack felt a stirring in his pants when he thought about the size of her breasts. He thought about her in her office, blinds closed, pumping milk out from her huge tits.
Jack shook his head and took a mouthful of water, trying to expel the images from his mind. The last thing he needed was to be known as the new guy, who got a boner at his desk.
He put his head down and started working again, telling himself that the faster he got his work done, the faster he could get home and jerk off to relieve the pressure.
He focused on a large project and put his mind to work. It wasn't until his stomach started growling that he realised the sun had set. Jack looked around the office and saw that everyone had left for the day. Feeling pretty stupid, he packed his desk up and headed for the elevator.
Just as he was about to press the button, he heard a voice coming from across the office.
"Just fucking work!"
Jack recognized Jess' voice straight away. It was full of frustration, rasping at the end of each word. He reached for the button again but stopped just short. Part of him just wanted to leave, but if there was something that he could help Jess with, he wanted to show his value.
Jack put his bag down and began walking, the light coming from Jess' office acting as a beacon.
"Fucking piece of shit!" Jess shouted, followed by a bang.
