Sudden mental image: kid Oscar helping Dean in the perilous hunt of the missing shirt button and successfully defeating the hordes of dust bunnies that were trying to claim it away from the human ~Sassy

Oh my goodness. Oscar would fuss about getting all those dust bunnies stuck to him, but he could fight through it. Dean needs buttons on his shirts, his clothes need to hold up for as long as he can manage. Oscar could brandish a small comb against the dust, if Dean could find him a small enough one to carry.

So, if Dean sews pockets on to his clothing all the time (after all, clothing never conveniently has enough pockets to stash his arsenal), would he start attempting to modify his pockets to make them more comfortable for Sam?

If he thought of it, he might!

Dean overlooks some details like this, and Sam probably wouldn’t make it a point to bring it up past complaints when Dean fills his inside pockets and he ends up spending time with extra salt rounds or some emergency floss (you never know when you might need to stitch yourself up with it, Sammy!). They’re used to roughing it on both sides. 

Sam usually prefers a shoulder perch, so that’s at least clear of debris.

July 1st excerpt:

With all the scraps brushed aside, Stan turned the box over in his hands and reckoned it would do. He decided to forego the window for the time being since Dean hadn’t given him a decisive answer on it. Maybe one day he would. In any case, Stan thought it’d be easier to make a window later on than to cover up one that Dean didn’t want.

The last thing Stan wanted was for Dean to feel like he was on display all over again.

June 30th excerpt:

“R-right…” Stan managed after only a moment’s hesitation. Switching gears, he lifted up the bundle of fabrics to show Dean.

“I, ah, also brought you these. It’s kind of the closest thing I could find to bedding. Here.” Stan tentatively approached and set down the small pile that ceased to look small next to Dean. “Why don’t you see what you like in there, start putting something together while I take care of this.” He awkwardly indicated the box by lifting it slightly in his grasp.

June 29th excerpt:

The granite counter was one of the highest places in the kitchen aside from the cabinets that hung above. A few belongings were scattered on the counter and table, leading Dean to suspect that Stan had never expected to bring a borrower home. This was the least likely way he’d ever expected adoption to go after years of watching people dote on their purchases out the door.

Out of the corner of his eye, he caught sight of his former box in the trash to the side and the skin around his eyes tightened. If he never saw the inside of that again, he’d be happy.