Disclaimer: If taking characters that belong to a TV show, and putting them in a story I've made up all on my own with my very own sub-plot without actually owning them or the people that own the show is a sin, then forgive me Father for I have sinned. Several times, actually.

Title: "Little Mistakes"

Summary: Dean returns to their hotel suite after a big night out, only to find that the ex-love-of-his-life has some very big, life-changing, news for him and Sam.

Rating: T

Warnings: Language, possibly themes (y'know, horror, death and sorts) & Character Death...

Re-make: Yup, I re-wrote this following chapter (1)

Author: NaturallySupernatural

Beta-Reader(s): None.

-

Cassie paced frantically up and down her hallway. She'd been putting this moment off for days, but enough was enough. After she'd heard the news she'd known she should call him straight away, but she just couldn't. How would he take it? What if he didn't want anything to do with her anymore? Cassie sighed in desperation and tried to calm her raging nerves. Her stomach was tying itself in knots, almost enough to make her sick.

'It's now or never.' she told herself, as she reached for her cell phone and dialled in his number. The phone rang several times, and with each ring she dreaded him picking up even more, but she knew she had to tell him now. Eventually it rang through to his voice mail;

'This is Dean Winchester. Please leave a message after the tone, if it's an emergency text me with your co-ordinates.'

Damn Cassie bit her lip. 'Uh- Hi Dean. It's Cassie... look, could you please call me back as soon as you get this, I have something to tell you.'

She pressend the 'end call' button on the keypad and placed her phone back down again. Well, at least she'd called him now; she just hoped he'd bother to ring her back.

-

Sam Winchester sat on the end of the cramped hotel bed, tears streaming down his face leaving a clean patch of skin in amongst the dirt.

'I miss you.' he'd managed to stutter, as he let the memories of Jess roll in, even though it made his heart ache more than anything else in the world. He remembered his first date with her, all the dates after that, what his friends had said about her, how much they liked her, when she moved in, and then shopping for the rings. He'd had this beautiful ring picked out, with a golden band and a sparking god-knows-how-many-caret diamond on the top. When got back from his hunting trip with Dean was meant to be the happiest day of his life; he was planning to propose to the love of his life that night. Instead, his heart got torn apart into tiny pieces, to delicate to ever be put back together again, and he left without saying a proper goodbye. That'd the thing he regretted the most- leaving before her funeral.

Ring... ring... ring... ring...

He jumped as Dean's phone went off on the nightstand. He reached to answer it, but then retreated as he changed his mind. If it was important, they'd ring back. His brothers' voicemail would kick in, anyway. He sighed, the tears coming to a halt as he leant back on the bed and closed his eyes.

-

Dean stumbled through the hotel room door sometime past 4 o'clock the next morning, a goofy expression plastered all over his face. At just one glance Sam could tell his brother had consumed way to much alcohol.

'Dude, where have you been?' he gawked at Sam, before hurridley dashing to the hotel suite bathroom.

'Brothers!' Sam huffed, shaking his head.

-

Dean sat on the cold bathroom floor, running his pale hand through his hair. Damn he thought to himself. Shouldn't have had that last tequila. Or the one before that. Or the one before that...

He leant back against the wall, it's tiles almost the exact same shade as his own face. He closed his eyes and tried to ignore the throbbing pain in he's head, willing it to go away, but it refused to be ignored and became even stronger. He was tired, and his effort over the last half hour had taken every morsel of strength out of his body.

'Dean!' He heard Sammy's persistent tapping on the door.

'I'm still alive, dude. No need to worry.' he groaned, fighting back the urge to spill the contents of his stomach over the floor once again.

'Okay.' He heard Sam's footsteps walking away from the door and back into the main room of the hotel suite.

-

'Feeling better bro?' Sam laughed as his brother emerged from the bathroom three hours later.

'Yeah much. Thanks for the concern, bitch.' Dean frowned, his head still throbbing impatiently.

'Jerk.' Sam retorted, handing his brother a steaming hot cup of coffee. Dean pursed his lips into a weak smile. 'Thanks'.

'Your phone rang while you were out last night.' Sam continued.

'Oh yeah. Who was it?' Dean asked, the coffee already making him feel a bit more alive.

Sam shrugged. 'Dunno, didn't answer it.' He grabbed his brothers' cell phone off of the nightstand and handed it to him.

'Thanks.' Dean took his phone and dialled in the voicemail number. 'You have one new message.' The recorded voice told him.

'Uh- Hi Dean. It's Cassie... look, could you please call me back as soon as you get this, I have something to tell you.'

-

A/N: Okay, so I wasn't really happy with this chapter originally, so I re-wrote it. Don't know what I'll do about the next one, but please review all the same! Thanks, and sorry to anyone who read this story prior to this update and liked the original verision, but I thought it look and sounded a little 'novice-y' in parts (which it probably still does, lol!) so I changed it. Thanks!