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It always started out with 'you okay', 'are you alright' or the infamous 'how are you feeling'. Every single time he responded back with a two letter response, which was just 'fine'. Dean knew for a fact that Sam wasn't "fine" as the youngest Winchester said time and time again. He knew his brother was hurting and needed someone to lean on. Everyone did time and time again, though he felt like he could do nothing. Do nothing but watch as his brother faded into this darkness, this..destructive behavior. ⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀
The trails took a toll on Sam's body and mind, it was easily noted how weak Sam had gotten. He wouldn't eat, some nights he wouldn't sleep. It was a nightmare trying to get him to get down a glass of water. But Dean did his job, he hounded Sam, pushed him. He had to keep Sammy safe and healthy, he'd make Sam food and sit down. Watching him and making sure he took at least four bites. So his stomach would have something to live off of.
Deep down Sam was happy to have a caring brother like Dean, who had his back and made sure he was fed. Even though Dean was broken, he still worked fine. They were both broken toy soldiers glued and taped together by their troubles and needs. Keeping each other on their feet. ⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀⠀
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