Dean goes to Brooke's to check on her, and is greeted by an angry little Stitch. He pulls a gun on it again and Brooke freaks out when she walks in on this scene. He finds out the little devil is Brooke's ~new pet~.
Dean and Babs talk about how the real monsters out there can be the people spreading hate in the first place. Barbara Gordon >
formerlybatgirl Sylar calls Dean from lockdown, after turning himself in to Angela. Dean tells him about the rings and their plan to ask Death for assistance. He promises to let Sylar know how it goes.
When Dean catches Claire disposing of bloodied clothing, he confronts her about what happened. She admits she ran into Lucifer, but lies about the fact that he killed her, saying she jumped out a window to escape. Dean's guilt complex kicks in and he tries to comfort her in his own... Dean way. She tells him she hasn't talked to Sam yet, and they discuss strategies for dealing with him and making sure he doesn't lose it and storm off to confront Lucifer.
Dean tries to remind Other-Claire that she can't fix everyone's problems, and lets her know they appreciate her optimism. They discuss how to track down Bela and the rings, and she volunteers Logan to try and put a bid on one.
When the cops catch Cassie lingering outside a liquor store, they try to assign her a social worker. Dean says fuck that, and tells her if she needs booze, she should get him to buy it, instead of getting in trouble. He's basically the best role model ever. They go on a field trip to the liquor store together.
Dean and Chuck talk fangirls and their respective roles in life. Or something. Also, cheerleadering outfits and genderswapped Supernatural cos-players.
Chuck >
endingsarehard Becky accosts Dean with her Wincest Manifesto, and he just... runs away, basically. With the Impala. She chases him on her moped, and he ... hates his life.
Becky Rosen >
lickssam
Dean accidentally wakes up Cas with a Metallica alarm clock. They get in an argument about Cas' sleeping patterns, and Dean tries to convince him to sleep in the hotel like a normal person. Cas says NO FUCK YOU I AM NOT A NORMAL PERSON and ... basically resolves to fight off sleep forever. Except then he... goes back to napping. After breaking Dean's heart by refusing to let Dean read him Goodnight Moon lest they get in a horrible car crash. Yeah ...they have the best conversations.
Cassie has a vision of her mother dying, and Dean tries to convince her not to be fatalistic about it.
On Memorial Day, Dean gets the balls to call his father and is surprised to get an answer. They're both... Winchesters about it.
AWKWARD PIZZA CHEESEBURGERS. Gabriel and Dean enact their amazingly ill conceived plan to... go convince Death to help them find the rings. Between Gabe and Dean's dangerously timed snark-dick-measuring contest, and Dean's life being ruined by Manilow and Tom Jones, this is just... an amazing ride.
When Brooke finally gets exposed to Wincest, she also slips that there's internet porn of her out there. She agrees to show Dean if he explains what the hell is up with there being Sam and Dean fanfic on the web.
Sam confronts Dean about losing the rings and royally fucking up. SURPRISE, they get in a fight. And... then have to talk about what to do next.
Cas really has... a lot to learn about being human.