So during the Dean confessional scene the woman’s name he mentions is Gina, right? So I’m just here casually listening to Bon Jovis’ Livin’ On a Prayer and guess what name appears in the song? “Gina works the diner all day… ” You think that there’s anything to do with the scene/Dean ?
Dean knows Bon Jovi songs well enough to remember details from the verses off-hand
Dean automatically gets Livin’ On A Prayer stuck in his head in praying-related situations
Dean has prayed to Cas like a gazillion times
Every time Dean sees Cas it’s probably halfway canon that he’s clapped eyes on him and thought “WoooAH WE’RE HALFWAY THHHHEEEERE”
By extension it’s reasonably likely that through repeated association even when he hasn’t prayed to him Dean just has to look at Cas and start hearing “Take my hand we’ll make it sweeeaaar”
This probably filters in through the Longing Retcon of Doom so that Cas constantly has a tinny sound of Livin’ On A Prayer stuck in his head every time it’s stuck in Dean’s since Dean is thinking about him