The Day Before

Act 1: The Beginning

James Winchester stretched his legs as he climbed out of his mother’s car. His mother, Susan Winchester, rolled her shoulders experimentally as she climbed out of the driver seat, and his sister Savannah Winchester, who was a year his senior, groaned as she stretched.

“Six hours in the car is too long of a time.” Savannah groaned as the three Winchesters looked up at the building they’d parked in front of.

Hank’s Diner, a bustling little place that seemed to have great reviews online, and was also quite busy.

“Let’s go on in.” Susan said cheerily to her two kids, and the three went to the front door and James opened it for his two female family members.

The three entered and were greeted by a cheerful hostess with bright red hair, green eyes, an absolutely beautiful face, and very large breasts which were seriously straining her white button up blouse.

“Hi, I’m Amy, and welcome to Hank’s Diner! Table for 3?” the smoking hot hostess asked sweetly.

“Yes, please.” Susan said warmly to Amy, and the beautiful ginger girl grabbed three menus and led the Winchesters to a booth. James tried hard not to notice how Amy’s curvy ass filled her black pants so perfectly, but he was only human.

“Alright, a server will be with you guys in just a minute.” Amy assured them as they sat down, and then she returned to the front of the diner to help the next customers.

“Could you be any more obvious, Jimmy?” Savannah smirked.

“It’s James!” James snapped back, “And I don’t know what you mean.”

“Stop squabbling.” Susan chided from her spot opposite her children.

“Sorry, Mom.” they both said grudgingly.

“Look, Jimmy, it’s-” Susan began, but James interceded.

“Mom!” James complained, making Susan and Savannah both laugh.

A blond guy about James’ age walked up to the table, also dressed in a white button up shirt and black pants. James missed Amy already, he thought glumly.

From the way Savannah was looking at the blond guy, she certainly found him nicer to look at than Amy.

“Hey, I’m Jace, I’ll be your server today.” the blond guy said with a smile at Savannah. James and Susan exchanged knowing looks as Savannah idly began twirling a strand of her black hair.

“Nice to meet you.” Susan said wryly, looking at her daughter.

“You as well. So, can I get you guys started with some drinks?” Jace asked.

———

Night had fallen on Amethyst Shore when Jace Holland clocked out from his final shift at Hank’s Diner. Beside him, his best friend, Amy Blackson, clocked out as well and then the two headed out to Jace’s car together.

“That was a good last day.” Jace said, and Amy nodded.

“Yeah, I think it went great.” she agreed.

Their job at Hank’s Diner had spanned the summer, and with their senior year starting the day after tomorrow, they had put in their two weeks’ notice two weeks ago.

Jace glanced over at Amy, who was incredibly sexy looking, with her very large tits protruding so prominently in the button up blouse she wore to work, and her full curves were shown by the cling knees of her black work pants.

“You headed back to your house tonight or do you wanna stay over?” Amy asked, reaching up and pulling her long waves of red hair up into a messy bun.

As he backed the car out of his parking spot and drove down the road, Jace thought about it.

“I wouldn’t mind staying over.” Jace smiled.

“Well, I’d be happy to have you stay over tonight, then.” Amy smiled.

Jace drove, not home, but to Amy’s house, the Blackson residence. Jace lived in the neighborhood across from Amy’s, about a fifteen minute walk from door to door.

Jace and Amy, both still in their work clothes, got out of Jace’s car and headed into the Blackson house, where they were greeted by the homely smell of cookies baking.

“Jace! Welcome, you staying over?” Amy’s mom, Katherine Blackson, smiled as she looked up from a recipe book in the kitchen.

“If you’ll have me.” Jace grinned.

“Oh, of course. You’re like the son I never had.” Katherine teased.

“Hey!” Amy’s barely eighteen year old little brother Aiden proclaimed from his seat at the dining room table, looking up from his phone. Amy laughed and ruffled his hair, which was a slightly darker red than her own.

Katherine came around the kitchen counter and kissed Jace on the cheek, then went to do the same to her daughter, which made Amy laugh.

Katherine Blackson was beautiful, and just like her two daughters, she had a very sizable rack, fiery red hair, and kind green eyes.

Amy’s father came into the kitchen then, and he gave Jace a kind yet somewhat vacant smile. Amy’s father John Blackson was a kind man who was extremely intelligent, yet that intelligence meant his mind was very rarely focused on the present, and almost always working some other problem. He was always very distracted whenever Jace had ever seen him.

“Spending the night again?” John asked idly to Jace.

“Yes, sir.” Jace nodded.

“Katie, you set up the guest room for him?” John asked.

“Already done.” Katherine lied smoothly. Something everyone in this house knew but John was that when Jace stayed over, he slept in Amy’s bed.

“Thanks, Mrs. Blackson.” Jace said a touch wryly, which made the gorgeous ginger giggle.

“Don’t mention it, sweetie.” she said, and Jace was yet again struck by how sexy his best friend’s mother was. It was really no surprise that Katherine was one of his first crushes.

As Katherine walked past, Jace slipped his arm around her for a hug, one she returned with a surprised smile. She touched his arm and then returned to the kitchen to pull the cookies out of the oven.

“They smell incredible, Mom.” Amy exclaimed.

“Did you two eat at Hank’s?” Katherine inquired.

“Nope. We had a busy last day.” Amy yawned.

“You two should eat dinner before cookies.” Katherine suggested.

“Oh, come on, Mrs. B.” Jace protested, and Amy gave her mother her best puppy dog eyes, which were fucking adorable. She’d turned them on Jace a few times, and each time he’d practically been lost in those beautiful green eyes of hers.

“Fine. Just wait for them to cool.” Katherine relented with a smile.

———

Jace and Amy entered Amy’s bedroom together, laughing.

“Oh, I had forgotten Dana used to do that!” Amy laughed.

Jace, still chuckling, knelt to access the bottom drawer of Amy’s dresser, which contained some of his clothes, much like how a part of his closet back home had Amy’s clothes hanging in it.

Amy opened the middle drawer carefully so as not to hit Jace in the head, and pulled out some clothes Jace didn’t see that well.

“I’ll knock before I come out.” Amy said, which wasn’t really necessary, as they’d been doing this for years now.

Amy took her clothes into the bathroom, and Jace unbuttoned his shirt there in Amy’s bedroom, stripping out of it and his black work pants and pulling on some mesh shorts and a soft T-shirt, which served as his pajamas. A knock at the door made him look towards it, and he smiled when he saw Amy’s elder sister Celeste Blackson smiling at him.

“Missed you around here, J.” Celeste laughed, and she walked forwards so the pair could embrace and they did, Celeste’s huge breasts mashing against his chest. Celeste was the bustiest Blackson, outclassing even her mother.

“Sorry, Cel. I’ve been getting ready to go back to school, I’ve been working, haven’t had too much time to come hang out.” Jace shrugged.

“Mhm. Well, it’s nice to see you before I go off to college next week.” Celeste mentioned, and Jace squeezed the 20 year old in his arms, making her smile.

“I’ll miss you when you’re gone.” Jace said truthfully.

“I know you will, J.” she smiled, and she pecked him on the cheek.

A knock on the bathroom door sounded, then Jace and Celeste both looked up to see Amy exiting the bathroom. She had changed clothes into a white tank top that stretched thin over her heavy bosom and had become a crop top. Amy’s blue bra fell from her fingers onto her floor, and Jace couldn’t help but think of Amy’s bare tits, which were fairly visible in the translucent top she wore. She wore just black cotton short shorts for bottoms, shorts which adhered to her curves.

“Celeste? When did you sneak in here?” Amy smiled. Celeste released Jace, and the two Blackson sisters hugged.

“Didn’t you guys see each other this morning?” Jace asked.

“No, Cel’s been in Coral Sands.” Amy said, mentioning the big city a little north of them, right on the coast much like Amethyst Shore was.

“Checking out High Spires University?” Jace asked.

“Yup. I was moving into my dorm, have been for the past few days.” Celeste said.

“And you called me out for not being here.” Jace grinned.

“Someone’s gotta keep you on your toes, J.” Celeste winked.

Jace chuckled.

“I’ll leave you two besties alone, just wanted to pop in and say hello.” Celeste smiled, and she waved goodbye to Jace and Amy as she left.

Jace, left alone with his beyond sexy best friend, swallowed as she drew nearer. Her soft hands touched his arms, and his arms reflexively wrapped around her waist, making her smile.

Amy wasn't a very tall girl, coming up to about his chest. She leaned her head against his chest, then, and his hand came up to familiarly stroke down her back. Amy’s bright red hair was still pulled up in a messy bun, and loose strands of it fell down on the sides of her face, which only made her look cuter.

Jace had no idea how he’d gone 18 years without making a move on her. It wasn’t fear of her, and he wasn’t scared of rejection. What he was most scared of, crazy as it sounds, was that she’d say yes. Jace didn’t want their relationship to change, and even though kissing Amy, touching Amy, and fucking Amy would be heaven, he couldn’t bear the change.

He was perfectly happy keeping things platonic.

No matter how he felt about her.

“I’m sleepy.” Amy mumbled adorably. Jace lifted his best friend up in his arms, and she laughed, her legs wrapping around him and her arms sliding around his neck tighter as his arms tightened around her voluptuous body.

His bluish-green eyes met her green ones, and Jace fell backwards onto the bed with Amy atop him, and laughing, she kissed his cheek and cuddled up on top of him.

“Night, Jace.” Amy mumbled. Jace reached out with one arm for the remote that controlled Amy’s lights and turned them out.

“Night, Ames.” Jace replied.