Sad Supernatural Imagines

#144 Dean - Night to Remember

Y/N p.o.v:

You slathered chapstick on to your lips before a knock on your door startled you. You looked at yourself in your body mirror one last time before going to open it. You opened the door to see Dean standing there in a suit with flowers in hand and a huge smile once he saw you.
"You look...just wow." He whispered as he took your hand into his rough, calloused ones. You looked down at the short, red off-shoulder dress that encased your body until it hung loosely at the bottom. Your black wedges touching each other while lifting you up just enough to be closer to Dean's height. He stared at you like no one has before. He stared at you like you were the most beautiful thing he'd ever seen his entire life. He stared at you like there was no one he could love more. You looked down with a crimson blush creeping on your face.
"Dean-" You dragged out his name which caught his attention.
"We need to go," You continued with a small smile. He nodded and kissed your cheek.
"You so so beautiful, Y/N." He said while taking your hand and went to get into the car for your date. Dean refused to tell you where you were going and you only just found out about the date this morning when he told you.

"I wanna take you out." You heard your boyfriend of two years say as you stretched. You yawned before looking over at him. He was laying beside you, his focus on you with a slight seriousness to his expression.
"Okay. Why?" You asked, curious as to why he wanted to all of a sudden. It wasn't your anniversary or any special day for that matter. If anything, you guys probably would've found a hunt to work on, but obviously Dean had other plans. You watched as he got up and grabbed his wallet. You sat up and raised a brow, even more questions rising.
"I want you to go buy a new outfit too. It's been a while since we've done something together. There isn't much of a reason besides the fact that I want to treat you." Dean explained while handing you his card. Your morning grumpy mood immediately vanished and was replaced with much excitement and happiness.
"I love you so much." You said with a smile. He smiled back and then kissed you on the forehead.
"I love you too."

He opened your door for you which you thanked him for. He got in next to you and started the car and off you were. You guys sat there with Dean's radio playing quietly. You sighed before speaking.
"Can you please-" He quickly shot your plea down by turning up the music. You crossed your arms and pouted. You sneakily looked over at him to see him smiling to himself and then looking at you. You rolled your eyes but started smiling soon after. You eventually pulled up to a remote location with fairy lights hung in the circle of trees. Underneath the circle was a large quilt, covered in lots of food and drinks. You smiled brightly at your boyfriend. You walked towards it and sat down.
"It's so pretty, Dean. Thank you." You said softly. Dean shook his head and smiled back at you.
"There's more after." He whispered before picking up a cheese cube and suggesting you take it. You took his suggestion and ate it. It was cheese, it was good. Nothing too special but the solid fact that Dean did all this is exactly what made it special to you. You guys talked about everything and nothing, just whatever came to either of your minds. After you guys finished eating, he took you on a short walk to a different spot. The entire way was lit with lights and occasionally a bouquet of flowers stuck in between branches. The grass was covered in a few petals that were messily scattered around. Eventually you reached a spot where soft music was playing and this time the ground was completely covered with the petals of your favorite flower. As cliche as this was, it was something you never knew you wanted. You looked back at Dean when you finished admiring is hard work. You felt tears creeping but blinked them away.
"Dance with me." He said with a smile. You nodded and took his hand. Hours and hours passed. The sun was finally setting when you guys decided to pack up a little. You sat lightly on the hood of Baby with him just watched the sun slowly set. It was beautiful; the different colors mixing into a beautiful pinkish orange gradient. As nightfall came, you got in the car with Dean.
"Did you really like it?" He asked softly. You looked at him and nodded.
"Yes, it was one of the sweetest things you've ever done. It's actually something no one has done for me before. It made me so happy." You explained. Dean smiled and pressed his lips to yours. You didn't lie to him. This was one of the sweetest things he's done. You couldn't wait for other things he will plan, but this...this would be a night to remember.