for the character headcanons thing - the spn lads (if u want more specificity, any changes between your regular spn headcanons and the love it takes series specifically)
Send “📂“ for a random yet completely useless headcanon I have
These are specific to the love it takes, but could be canon if you squint.
Dean: is a never-nude. Hates being naked. Even showers are on thin ice for him. The more layers he can be wearing, the better. Feels more comfortable in the bedroom if he at least gets to keep his socks on. Is thankful that Cas doesn't know/doesn't care enough to ask about it.
Sam: does NOT wear sandals, because then you can tell how short his jeans actually are. Dean calls him a fussy shopper because Sam can and will spend his free time checking up on the nearby thrift stores to see if there are any jeans his actual length and he will mend and sew the pairs he has until they are falling apart. Neither of the boys have ever actually bought an item of clothing new off the rack.
Cas: doesn't like listening to music (it's Just Noise to him) but he DOES love hearing people singing together. These are very different things in his mind. It grosses him out a little bit that Dean is eukaryotic based but he isn't going to let an unsavory little habit like glycolosis get in the way of true love.