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The Night Before....Complete

By: RobbiesMonkey
folder M through R › Prison Break
Rating: Adult ++
Chapters: 1
Views: 2,743
Reviews: 2
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Disclaimer: I do not own Prison Break, nor any of the characters from it. I do not make any money from the writing of this story.

The Night Before....Complete

Disclaimer: I do not own Michael Scofield or any References to Prison Break. Don't Sue!!


The plan was set. Every detail committed to memory. The tattoo was healed, the file and pictures were destroyed and the hard drive from his computer gone. Tomorrow was the day he would go to the bank and finalize the only chance he had to get his brother out of prison. But tonight, his last night of freedom...probably for the rest of his life he was going out. Hoping to find the company of a soft warm female, not knowing when he might have the chance again spurred him on. He wasn't the sort that participated in casual sex, sure there had been a few occasions during college but he never felt good about it. He didn't like the idea of using a girl he hoped that tonight he would find a women who was looking to use him, hoping to assuage the guilt he was already feeling. His shrink said he had no self worth which led to him having increased empathy for those in need or hurt, pointing out his work in charities and volunteer organizations as evidence. Michael figured he was smarter then the good Doctor but he figured the doctor was right about that. For years he had been helping mugging victims, homeless people and after school programs for abused kids he had to do it...they needed his help. This was probably why he didn't like to fuck girls that were too drunk to know what they were doing or who had no self worth of their own.

He stood looking in the mirror, smoothing his hands over his pants, black designer dress pants and a deep red silk shirt. The usual clothes he would wear to the upscale martini bars he and his co-workers frequented, probably a bit to dressy for where he was going tonight but he felt most comfortable in these clothes. He grabbed a sports coat that matched the pants and left his expensive apartment, taking the elevator to the underground parking garage where he parked his late model Mercedes, turned off the alarm and got in. The bar he was going to might not have been frequented by the elite of Chicago but it was by no means in the ghettos of Chicago. It was not far away from his own apartment, in the downtown district, a pulsing busy dance club that was basically a meat market of young singles looking to hook up with someone.

He paid the $15 Door fee and went inside, checking his jacket with coat check and heading to the bar for a drink. The bartender at his end was a pretty blond with a lot of cleavage on display.

“What'll it be honey?” She asked, her voice raspy and sultry.

“Bud Light.” He ordered, slipping her a ten dollar bill and telling her to keep the change. She winked at him in thanks and moved on to the next customer and he turned around to face the club, holding the can of beer in his hand, not really intending to drink it but using it as a prop to fit in with the others guzzling down beers, mixed drinks and shooters. It wasn't long before he noticed a table of ladies checking him out, he wasn't a fool, he knew he was good looking and the confidence he had in his intelligence carried over into his body language, he never had a hard time attracting women. He looked over the women, taking in every detail, another of his doctor's diagnoses, he had pathological eye for detail that would drive most people insane. There were five of them, two of which he instantly dismissed mentally because they were wearing wedding rings, another because she had a hardness about her, a cruel set to her jaw that he didn't find appealing. The remaining two were as opposite as they came, one a busty blond that had large eyes that gave her an innocent look even though she was decked out in a skimpy tube top and a short skirt. He noticed minute details about her, her roots needed to be retouched, there was almost two inches of regrowth, she had a bruise the size of a quarter on her upper left arm, a tattoo of a butterfly on her inner right ankle, very long, very fake nails that seemed to glow whitish purple under the black lights of the club, she had a small run in her pantie hose. The other girl was slim, virtually no breasts to speak of but that had never been a priority for him, slim hips encased in tight jeans and a t shirt that proclaimed “I heart Jake Ryan” with a red heart in place of the word heart, she wore her shiny black hair loose around her face and shoulders, she had a small scuff on her black boots but other than that he could see nothing else out of place on her. He decided to play it cool and see if they would approach him, deciding either the blond or the black haired girl would suit his purpose for the night.

He didn't have to wait long, the blond came up to him as soon as the dark haired woman and the mean faced one left together, he assumed to the ladies room.

“Hey there. All by yourself?” She asked, flashing a bright and cheery smile.

“Yes. But I'm not by myself now, thanks to you.” He gave her his sexiest grin and he saw her eyes straying to look at his expensive watch. He knew she would go home with him right now if he asked, the promise of a rich boyfriend too tempting.

“Are you looking for company?” She asked coyly, moving a step closer.

“Not anymore...I'm Michael by the way.” He offered his hand. Her warm fingers slid into his and she responded with,

“Maggie...nice to meet you Michael.” They were chatting for a few moments about where each of them lived when the brunette and mean looking woman returned to her table. The brunette shot Maggie and annoyed look but picked up her drink and headed off to the dance floor with the two married ladies. While Maggie talked her was unable to keep from glancing at the dark haired woman, the sway of her hips beckoning to him. She was a bit skinny for his taste, he normally liked them with curves like the blond in front of him but there was something in the eyes of the one dancing...he couldn't put his finger on it. She caught him looking and raised her eyebrow in a daring question. He smiled in response but then had to answer one of Maggie's questions. After another 20 minutes of conversation that he only kept one ear on Maggie excused herself to go to the washroom. He took the opportunity to go over to the dark haired girl, who took a few steps toward him, leaving her friends to dance.

“I've got to know...Who is Jake Ryan?” She smiled.

“He was in the movie 16 Candles. An 80s teen movie with Molly Ringwald...drove a fancy red car.”

“I haven't seen it. Look I know you don't know me but do you want to get out of here?” He asked deciding that he didn't want his last night spent with Maggie and even if he wasn't having sex, coffee with with this woman would be a better memory.

“Alright.” She grabbed her coat and purse and they quickly left.


“Maggie will kill me when she finds out I left with you.” She told him as they walked toward his car.

“You can go back if you'd like.” Not wanting to cause problems between friends.

“Don't worry about it. Maggie and I aren't really friends. Sandy is our mutual friend and I only see Maggie a few times a year. So what's your name?”

“Michael Scofield. What's yours?”

“Ann Grimshaw...nice to meet you Michael. So where to?”

“Coffee? We can go someplace or I can make some.” He offered.

“Alright, let's go to your place.”


15 minutes later they walked into his apartment, the city lights shining through the huge window that took up a major portion of his wall, Ann smiled and walked over to it.

“What are you a lawyer? This is a pretty fancy place.”

“ Structural Engineer. It's a great location.” He said out loud but thought about how much he would miss the view when he barely was seeing the light of day in prison. “So was it coffee? Or something else?”

“I'd love a coffee...black no sugar.” She said not taking her eyes off the view.

He went into the kitchen to start the coffeemaker and heard her call from the living room

“Have you got any cookies or something to snack on? I'm starving.”

“Yes.” He called back and put some different types of cookies on a tray along with some cheese and crackers. He carried it out to the living room and found Ann sitting on the sofa that faced the window, her high heeled boots off, white socks stuffed into the tops and her bare feet curled up under her legs.

“Ohhh....is there havarti?” She asked as she began to grab up pieces of cheese and crackers. “Sorry I have really fast metabolism...I'm always hungry.

“That's alright. We could order a pizza or something.” He suggested.

“Nah, this is fine. Sit down here.” She patted the seat next to her and he took the spot. Feeling her arm brush against his each time she moved forward to reach for something on the tray. She asked him about himself and he felt guilty for deceiving her, it was a lie of omission, not telling her that the next day he planned to rob a bank and then go to prison to break his brother out of jail, but as a man who tried to live with morals and ethics, it was still a lie. He told her he had a brother who he didn't see much anymore, but didn't reveal the reason was Lincoln was on Death Row. Spoke honestly about his college days and his job. She in turn shared her interests in sports, she played squash almost daily, reading, James Joyce was her favorite and she shyly admitted to knitting.

“It's such a relaxing thing, you can do it without even really think of what you are doing....let your mind wander.”

“Maybe I should take it up.” He smiled.

“I could teach you how.” She offered. It made him sad that he would never see her again. After he got Lincoln out of prison they would be going to Panama....he could never contact Ann.

“Sounds nice.”

“Michael are you too shy to kiss me?” She asked him out of the blue, making him pause the cup of coffee that was halfway to his lips.


“I'm not shy....just taking my time. But, I guess there's no time like the present.” He placed his cup down and leaned in toward Ann, cupping her face in his hand as he moved, tilting her face to his and brushing his lips across hers. Taking a leisurely tour of the softness of her mouth, not in a hurry, savoring her taste, committing it to memory to think about on lonely nights. When he deepened the kiss and explored her mouth she elicited a moan and ran her hand down his back, pulling him closer to her, lying back on the sofa, urging him to move over her. He settled between her thighs, pressing himself against the heat he could feel through their clothes, already hard and impatient to be inside of her but forcing himself to go slow, no matter how excruciating it was for him. The kissed and petted each other through their clothes for what seemed like hours, his almost compulsive like behavior to be aware of everything around him, pushed back to focus on her, her texture, taste, smell and pleasure.

“Come to the bedroom with me...” He whispered against the skin below her ear. She nodded her affirmation and allowed him to help her up and off the couch, pulling her t-shirt over her head and dropping it on the floor beside the couch before taking his hand and letting him lead her to his bed.


Despite his intentions to go slow, once he had her so close to the bed he lost almost all patience, it didn't help that she was frantically tearing the buttons off of his shirt begging him to “fuck me now”. They had their clothes off in a matter of seconds and with little more than a “nice tattoo” in response to the full tattoo covering his entire torso and both arms she scampered back on the bed with him once again nestled between her thighs, this time no clothes served as a barrier for them and he easily slid himself inside of her. She arched her back and dug her nails into his shoulders as she pressed up to meet him, trying to get him in as deep as he could go. He chewed lightly on her nipple as he thrust in and out of her, a sheen of sweat breaking out on his back and she stroked her fingers over his chest, back and hair.

“God..I'm so close Michael...” She panted out as he increased the speed and he reached between their bodies to rub her lightly at first, letting that speed build up too as she fell over the edge and came with a strangled cry, burying her face into his shoulder to muffle the sound. When he came several minutes later he kissed her and laid still, wanting the moment to never end. Feeling bittersweet because while it was a precious memory to him, it was going to end...tomorrow...no less than that....in a few hours he would be committing armed robbery, would he ever feel like this again? Ann squirmed a bit and he rolled off of her and with a quick kiss she excused herself to the washroom, coming back in a few moments and slipping back into the bed beside him.

“I can't stay too much longer. Sorry...I have to be at work by 10 am.” She told him, laying her head on his chest.

“I can take you home if you want.” He offered.

“It's fine, I'll call a cab.”

They kissed at the door and she said she would call him. He didn't tell her he would be in jail and therefore unavailable. He went back inside and he took a shower, deciding he wouldn't go to bed now anyway. When morning came he ate granola cereal, half a grapefruit, a glass of orange juice and his usual vitamins. Put on the light coloured suit that he would be wearing including striped tie and his gold watch. He took a last look around his apartment and headed down to his car toward the bank and toward his future.


He stayed calm while they all cowered on the floor, he desperately wanted to tell them he had no intention of hurting them but to carry out his plan he had to frighten them. It wasn't long after he fired a single shot into the ceiling that the sirens let him know the police had arrived, he placed his gun on the counter, took several steps back from it and put his hands behind his head...a ghost of a smile playing on his lips. Now that he was being arrested he would plead guilty to the charges and getting into Fox River should be a cinch.

“You have the right to remain silent.” He heard a woman say to him as they grabbed his hands and started to cuff them behind his back. “Anything you say can and will be used against you in a court of law. You have the right to an attorney....” the voice sounded familiar and he turned his head and for the first time locked eyes with the cop arresting him. She faltered with the words..

“Michael?”

“Ann...you're a cop?”

“Is there a problem Grimshaw?” Another officer came up to them.

“No Sir.” And then her eyes flickered with disgust at him. And she led him roughly to the police cruiser. He was just a criminal and whatever they had shared was left in the night before.

The End