Sam was busy with the projector when he heard the clinking sounds of a belt buckle being adjusted. He looked over at Dean to see the obese man fiddling with his belt, finally getting it undone. He even undid his pants button for good measure. He sighed in relief as his fat belly lurched forward, forcing his zipper down. Sam was amazed at how Dean's belly was even bigger than he had initially thought once it wasn't being constrained like that. Now, his belly was pressing hard against his dress shirt, causing it to ride up, and creating gaps between the buttons.
Dean, seeing that Sam was looking, casually said, "I hope you don't mind. It's hard to keep all of that in all day." and Sam, with a little nervousness in his voice said, "Oh, it's no problem. It's just..." and he was stuck on that word, struggling to decide if he should say what he was thinking next. Sam could swear he felt a blush creeping up on his face, but he hadn't the faintest idea why. Dean gave him an inquisitive look, and, as if he knew why Sam was hesitating, he said, "Go on, I don't mind. You won't get in trouble or anything."
Sam then finished saying, "It's just, why don't you just get bigger clothes?" Dean, clearly expecting a different question, chuckled then said, "Believe me, Mr. Wesson, I keep trying that! Every time I get new clothes, though, it doesn't take long for me to start, you know, testing their limits." and Dean chuckled again after that. Sam's eyes widened in surprise. He was quite flabbergasted. He had initially assumed that Dean just had no self control and obliviously got fat because of it, but based on what he said, it seemed like Dean was well aware of how fat he was, and was aware that he was gaining. Given that he was so nonchalant and lighthearted about the whole thing, Sam wondered if Dean actually enjoyed being fat, and was gaining weight on purpose. He didn't want to assume or anything, but he wondered if he should ask. Regardless, it made Sam feel much better about his own situation! Maybe he shouldn't feel so bad about putting on weight himself.
In response to that, Sam said, "Oh, fair enough I guess." and he continued to work for a moment or two before...