#plus its like barely subtext that he has gender troubles insanity relating to his voice

[kidrat]

in 'a very supernatural christmas' dean starts pretending to be a carol singer as a diversion, and he sings very badly. however we KNOW that jensen ackles sings properly later on the show, meaning *dean* canonically can sing (ie. it's not just a case of jensen playing a bad singer). so, either a) dean was being a little shit here, or b) by season 15 (episode seven) (lee episode) he had given himself singing lessons from youtube videos or something (very possibly in the bunker, when he had privacy, soundproofing (torture dungeons), and was teaching himself other things (cooking)). I also enjoy option c) John told dean he sounded gay so he panicked and pretended to be daddy's flat instrument