(bvbfan24 thank you so much! I know this probably wasn't exactly what you had in mind, but I hope you like it anyways!)

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Jack came down the hallway into the main room of the bunker where Sam, Dean, and Cas were.

"Dean." He said making Dean look up at him. "There's a drive-in movie theater at the park, and I was wondering if I could take Alison."

"No—"

"Hell yeah! I'd love to go with you!"

All of them looked up as Alison came into the room.

"What movie are they playing?" Alison asked, taking a bite of her snickers bar.

"They're playing Cars." Jack smiled as Alison came over to him, grasping onto his hand.

"Yeah, we can go." Alison nodded.

"Whoa, hold up, young lady. I said no." Dean said.

"Dad, it's just a movie, we won't even take baby!" Alison stated.

"Yeah, I know you ain't taking baby, 'cause you ain't going at all." Dean said.

"Dean." Sam warned his brother. "Let them go, it's just a movie." He stated.

Dean glared at him.

"Sammy says its okay." Alison crossed her arms over her chest.

"Fine, whatever. But you're still not taking my car." Dean told them.

Alison and Jack both smiled, looking at each other.

"The movie starts at seven pm." Jack told her.

"It's a date." Alison smiled.

"Whoa! Hey! It is not a date!" Dean stated.

Alison rolled her eyes.

~~~

Jack tied his shoe just before standing up and coming face to face with Cas.

"Are you excited for your date?" Cas asked him.

"But...Dean said it is not a date." Jack furrowed his brows, tilting his head in confusion.

"Well, considering the look Alison gave him, I'm pretty sure it's still a date." Cas stated.

"Oh." Jack nodded his head.

"Now, before you go, you need your angel blade." Castiel told the nephilim.

"Why do I need it?" Jack asked.

"Well, this is yours and Alisons first date. You need your angel blade for protection." Cas said, slipping the blade out of his sleeve, and holding it out to Jack.

"Oh, okay." Jack nodded, taking the angel blade.

"Jack?"

Both Castiel and Jack looked up as Alison came into the doorway of Jacks room.

"You ready to go?" She asked him.

"Yes, I'm ready." Jack nodded, glancing at Cas, then back to Alison.

"Great, come on." Alison smiled and held her hand out to Jack.

Jack smiled, coming to Alison and taking her hand.

After Jack and Alison were gone, the three men were in the main room again.

Dean kept glancing at Sam, but he didn't notice.

"Hey, Sammy?" Dean finally spoke up.

"Yeah?" Sam looked up at him.

"I'm starvin', man, why don't you run out and get some grub, huh?" He said.

Sam eyed him suspiciously.

"Fine. But whatever you're thinking? Don't." Sam told him as he got up.

"I'm not doing anything!" Dean stated.

Sam then left, taking the impala. As soon as the door shut, Dean got up and ran to the garage. Cas furrowed his brows and tilted his head, getting up and following Dean.

"Dean, what are you doing?" Cas asked as Dean looked around for the keys to one of the vehicles in the garage.

"I'm going to that movie." Dean stated.

"If you wanted to go, I'm sure Jack and Ali wouldn't have minded you going with them." Cas said.

Dean gave him a look.

"No, Cas. I'm going so I can keep an eye on them." He said.

"Oh." Cas nodded.

"You coming or not?" Dean asked him.

~~~

Jack parked the car, turning off the engine, then looking to Alison.

"I've never been to one of these before." She chuckled, glancing at Jack, then the big screen.

Jack smiled, letting his eyes linger on the girl.

After a few minutes of watching the movie, they didn't notice another car pulling in two rows behind them.

Dean parked the car, then searched the lot for Alison and Jacks car. Once he found it, he hit castiels arm.

"I don't see why we need to spy on them."  Cas said.

"We aren't spying on them, we're just...watching them from afar, making sure they're okay, that's all." Dean stated, watching the two in the car very closely.

"That's called spying, Dean." Cas stated.

"Shut up." Dean said.

~~~

After a while of Dean watching them, he noticed Jack was getting closer and closer to Alison.

He furrowed his brows slightly.

Alison laid her head on Jacks shoulder as they watched the movie.

"Ali?" Jack asked making the girl hum and look up at him. "Thank you for coming with me."

"You're welcome." Alison chuckled.

Jack smiled and wrapped his arms around Alison, pulling her closer.

"Oh, hell no." Dean unbuckled himself, and went to open the door, but Cas grabbed his shoulder, stopping him.

"Leave them be, Dean. They're not doing anything wrong." Cas stated.

Dean quietly growled in frustration, settling in his seat again, but still watching Alison and Jack.

"After this, you wanna go get ice cream?" Alison asked Jack.

"Yes, please." Jack smiled as his eyes lit up.

Alison let out a small laugh making Jacks smile widen.

Dean groaned as he put his head again the steering wheel, he accidentally laid on the horn.

Dean immediately raised back up as he heard everyone around him groaning and yelling at him.

Alison looked around, until her eyes landed on Dean and Cas who were apologizing to everyone.

"Are you kidding me?" She asked.

"What?" Jack asked.

Alison got out of the car, then started towards their car. Jack got out and followed her. Deans eyes widened, and he immediately laid the seat back, completely laying down in the seat.

"What are you doing?" Cas asked him, tilting his head.

Dean squeezed his eyes shut as he heard a knock on his window. He hesitantly raised his seat back up, looking up at the window where an angry Alison was waiting.

He rolled his window down.

"Hey, baby." Dean nervously chuckled.

"Hi, dad. What are you doing here?" She gave him a fake smile.

"Watching..." Dean leaned forward to see the screen. "Cars." He finished.

"Mm. Good movie, huh?" Alison crossed her arms over her chest.

"Yeah." Dean nodded.

"Why can't you just leave us alone?" Alison leaned into his window.

Dean looked at his hands that rested on the wheel.

"We're not doing anything wrong." Alison stated. "We're just watching a movie, but you can't even trust us with that, huh?"

"Alison—"

"No, you know what? It's fine. We were just leaving anyways." Alison looked at Jack who looked a little sad. "Come on, Jack." She took his hand, pulling him towards their car.

Dean sighed.

"I believe now is the time I say I told you so?"

"Shut up, Cas."

~~~

Sam looked up as Alison and Jack came into the bunker, soon followed by Castiel and Dean.

"Alison, I said I'm sorry!" Dean stated as he followed his daughter down the stairs.

"No, dad, you're not, because you always pull something like this." Alison stated.

"I knew it!" Sam stood up from his chair making the four look at him. "I knew you followed them!"

"Not now, Sam." Dean said before turning to Alison again. "Baby, I'm sorry." He apologized.

"Yeah, sure." Alison turned away from him, going down the hall to her room.

Dean sighed just before Jack brushed past him, following after Alison.

"Great." He pinched the bridge of his nose.

"I told you, Dean." Sam stated.

Dean looked at the floor.

~~~

Alison and Jack both looked up as they heard a knock on Alisons bedroom door.

"Go away, Dad."

It was quiet for a moment.

"I have pie and nougat."

Alison and Jack both got up and came over to the door, Alison opening it, Dean smiled but it quickly fell as Alison took the pie, Jack took the nougat, but then they closed the door back.

It was quiet for another minute just before Dean knocked on the door again.

Jack looked to Alison who sighed, then nodded for him to go open the door. Jack got up and went to the door, opening it and letting Dean in.

"Guys, I'm really sorry." Dean apologized to them. "I should've trusted you both to be responsible, and I'm sorry that I didn't. I'm gonna try to just butt out of your guys' love life from now on." He told them.

Alison and Jack looked at each other.

"Just butt out 80%, okay?" Alison told her father.

"Deal." Dean chuckled.

"I forgive him." Jack stated.

Both Alison and Dean looked at him, seeing he was stuffing his face with three musketeers bars.

Both of them laughed.

"So, I got one to forgive me, what about you?" Dean asked, looking to Alison.

"Yeah, I forgive you." Alison rolled her eyes.

Dean smiled and kissed her head.

"Alright, I love you." He told her.

"I love you, too." Alison smiled. "Oh, and by the way, we're going again tomorrow." She told him.

Dean inhaled deeply.

"Okay, I won't follow you, but I will be texting you every five minutes, alright?" He told her, raising his brows at her.

"Fine." Alison chuckled.

Dean chuckled a little before leaving the room, leaving Alison and Jack alone.

(So, I think I might post a Alison and Jack chapter that's been sitting in my drafts for months, so.)

Thank you so much for reading!