Supernatural Cast And Character Imagines, Preferences, & Spice

Imagine #20: Dean

Imagine being stood up by your Prom date and finding out he was going with someone else and the new guy at your school finds you crying (NO SPN AU)

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You stood outside the dance hall at a convention center where your senior prom was being held. Your date, Michael, had told you to meet him here and he'd drive you home and everything. You had known Michael and his family since you were a kid. You grew up next door and were best friends with his younger sibling and his twin brothers who he was a triplet with. They all looked completely different from each other. You watched as dates piled into the convention center. Then you saw him. But he wasn't alone. On his arm he had Meg Masters. The Captain of the Cheer Squad. He saw you and his face dropped as if he remembered who he was supposed to actually be going with. He approached you.

"Y/n/n..." He said sadly. You plastered a fake smile.

"Its okay Mikey. I knew it was weird that you would say yes to your best friend instead of the Cheer Captain," You told him trying not to cry.

"I'm sorry," He said as Meg approach them.

"Sarah right?" She asked getting your name completely wrong. You just nodded and walked off. As soon as you were out of sight you sunk back against the wall and let sobs rack your body. Of course he wouldn't actually go with me, You thought as tears constantly left your eyes.

"Hey," You hear someone call towards you. You looked up and met emerald eyes. "You okay?" You just nodded wiping your eyes.

"I'm okay," You lied. He frowned before sitting next to you.

"You sound like my little brother," He said. "I can catch lies pretty easily," You chuckled sadly.

"I wish I could do that," You told him. He looked at you confused. "My best friend. I asked him to Prom and he said yes. But he showed up with the cheer captain on his arm. I actually thought he liked me more than just a friend or sister but I was way off," You explained. He smiled sadly at you.

"I can be your date if you want? I'm supposed to be here with some friends I made but they ditched me," He said. You looked up at him and smiled.

"I'd like that," You said. He stood up and then helped you up.

"I'm Dean by the way," He said with a smile.

"Y/n," You told him.

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"And that children," You told your 15 year old son and 17 year old daughter as you balance your 4 year old daughter, Marie, on your hip "Is how I met your father," Claire scrunched up her nose.

"Uncle Michael was supposed to be your date?" She asked making you nod.

"I'm glad he ended up doing what he did otherwise," You said as you resituated your daughter on your hip. "I never would've met your father and had you four," You said looking over at your husband of 22 years. He was with Matt. Marie's twin brother. He looked over his shoulder at you and grinned. You grinned back.