Sam keeps making fun of Dean for using hookup apps cause he thinks his profile is cringe. Dean says it works and that it's hard to find people his age anyways
An argument happens and ends with Sam saying he could totally find Dean a date easy as pie
Cut to a week later, Sam sets Dean up on a blind date with someone at a restaurant that is too nice for Dean's liking. But he's here to prove Sam wrong.
Besides, Sam said he would pay for it, but that if things go well, Dean has to pay him back with interest
Only Dean's reception puts him at the wrong table with some dude in a trenchcoat. And now he's thinking this has all been one massive prank by his brother
Meanwhile, Castiel, after having a shitty week, decided to treat himself. The restaurant had a specially honey cake, and damn it, he deserved it
But before he can even order, some random guy sits at his table, asks Castiel if "Sammy" put him up to this, and is overall being a pain in the ass
Castiel is tired, Dean is frustrated, and Sam is back home, confident that Dean would like Cassie Robinson