Dean Winchester

[x]

1x01 - 9x01

"Is this a date?" The female questioned, her brow furrowing as she tugged the corners of her lips into an effortless grin. It was a nice gesture, nonetheless, despite her being rather stand-offish before the whole escapade ensued. As she began to walk, the brunette stopped in her tracks after she heard the male’s comment. Dropping her jaw, she quickly nudged his side. "Hey, I was acting. You can go fuck yourself." She joked. "God only knows you’ve done it plenty of times before."

"Depends... Do you want it to be a date?" Dean teased before interlocking his arm with hers, his body walking with hers towards the restaurant. "It was very good acting, very convincing." Dean winked before s shocked look fell upon his face. "What makes you think I do it all the time? Is it so surprising that you are my first?"

2x10

(5.22)

Dean + henleys

"So that’s Sammy. I’m sure he’s fine. Maybe he just needs some time alone. Or his phone died." she said trying to reassure him. She knew that those two things could be a possibility but they very well could be very far from the truth. She has a brother and could relate, she would be worried too if she couldn’t get into contact with him. 

"Yeah, you're probably right." Dean placed the phone down on the bedside table before rolling over and looking at the woman. "Come on, it's 2am. You should probably get back to sleep." Dean whispered before adjusting himself in the large bed to get comfortable.

"I know that look." she said adjusting some of the blanket around her. "that’s the look of a man lying to me." She stared at him for a moment hoping he wouldn’t ask why on earth would she know that look in the first place. "You’d be surprised how understanding I can be if you gave me the chance."

"Really, it's..." Dean became puzzled as to how she would know that look. Maybe she had just had a lot of bad previous relationships. He wiped the confused facial expression off his face before smiling over at her. "It's just my little brother. Trying to get in contact with him, that's all."

"Yeah... I'm all good." Dean replied before turning to look at the woman. He smiled slightly before nodding. "Sorry, did I wake you?" Dean queried before walking over and lying back down on the bed. He smiled before seeing the look in her eyes. "I'm fine. Really, it's nothing."

dean + resurrection

I’ve got a little something in my eye

And more than that - Dean covering the laptop is also an attempt to shield Cas.  Even after all the wars Cas has fought and all the blood Cas had spilled, Dean still wants to think of Cas as an innocent, which is where all those “baby in a trenchcoat” jokes came from in season six.