Dean and Sam look for Kevin Tran all over the Pacific Northwest by tracing his credit card transactions. Thankfully, their search is fruitless and this episode doesn't end up being about the Lord's Littlest Prophet. Instead, it's about someone ever so much more interesting: Dean's vampire buddy Benny.
Benny has decided to go after his maker, someone known only as the Old Man. His journey leads him to a dockyard in Washington, where he meets up with some of his former nestmates. He manages to kill all of them, because he has become quite the badass during his decades in Purgatory. However, he's gravely injured and has to call Dean for help. Dean rises to the occasion and speeds over to his friend, after giving Sam some lame and mysterious excuse about needing a "personal day." He also brings Benny a cooler full of blood bags that get him all healed up in no time flat.
When Dean learns of what Benny has planned, he's determined to help Benny out. Benny is amazed and touched at what an awesome friend Dean is, so they set off together on a road trip. Along the way, Benny tells Dean that he was the Old Man's favorite. Their nest survived by going out to sea, finding some fancy yacht, draining everyone on board and then burning the evidence. This all changed for Benny when he met a beautiful heiress named Andrea. He fell and love and decided to leave his nest, which the Old Man did not appreciate. The Old Man beheaded Benny and then killed Andrea.
Except, no, he didn't really kill Andrea. She's alive and well and a vampire in the Old Man's mansion. Dean kills many, many vampires in refreshingly smart ways, but Benny is captured. Andrea still loves him and aids his escape. He confronts the Old Man, who turns out to be a very pretty, very young-looking man. They have an exchange of much purple prose that ends with Benny killing his maker. Benny wants to take Andrea away from all this, but she prefers to remain a vampire pirate. (Or "vampirate," as Dean says.) Dean kills her when she attacks her former beau and the two buddies leave as they came – together.
Along the way, Dean called Sam for backup, so baby bro is there to meet them at the end and is much surprised to learn that Dean's new friend is a vampire. Perhaps "surprised" isn't a strong enough word for it. He makes the most epic of epic bitchfaces that can only be quelled by the closing credits. Also in the episode are more flashbacks to Purgatory (including more Castiel), and flashbacks to Sam becoming a motel's handyman and getting to know Amelia. One set of these flashbacks is engaging and exciting and one is painfully boring. Can you guess which is which? Stay tuned for the full recap.
After last week's almost Winchester-free episode, are you ready for a whole lot of Sam and Dean? Are you? Well, too bad. We don't get much of them this week, either, at least not together, and unlike last week, this doesn't spare us from having to hear about their soul-crushing problems. We just hear it through surrogate characters this time because this show loves to beat us over the head with parallels. But first, let's slog through the thoroughly unnecessary previouslies.
THEN! Sam quit hunting so that he could take up with a dog and a crabby veterinarian named Amelia. After reuniting with Dean, Sam pined for the normal life he had for that year. Meanwhile, Dean spent his year in Purgatory, killing lots of monsters in the purity of the hunt. A new vampire friend named Benny helped him hunt and said he knew a way out of Purgatory. All Dean had to do was bring his soul through the escape hatch, and then give Benny a big bear hug once he got reincarnated. Unfortunately, Castiel didn't quite make it through with them, despite Dean's best intentions, although details about the whole thing are quite sketchy. Kevin Tran, the Lord's Littlest Prophet, took his mom and went on the lam after a spectacular failure to keep the Word of God from Crowley.
NOW! We start off in a shipyard in Eagle Harbor, Washington. It's dark and foggy and a bell can be heard tolling lonesomely in the distance. A man who looks like a young Thurston Howell walks along the pier, looking like he might become the hapless victim of a mugging or some other nefarious act of the sort that befalls overly well-dressed men in dark, foggy places. As he heads into some sort of warehouse, Benny the vampire walks up behind him. "Hello, Quentin," he says. Quentin turns towards the familiar voice. His eyes widen. "Benny?" It comes out as a whisper. Quentin looks like he's about to drop some bilge water in his trousers. "No... it can't be you." Benny saunters up to him with a smile. "I get the confusion," he says. "You of all people knew I was really, truly dead. After all, you held down my legs, didn't you, when the Old Man told Sorrento to saw off my head?" Quentin has nothing to say to that. Very quietly and very menacingly, Benny asks, "Where is he?" The audacity of such a question finally snaps Quentin out of his state of shock. He scoffs at the idea of telling Benny what he wants to know. Benny shows Quentin his super-sharp, head-chopping machete. Seems like a vampire would be wise to invest in some kind of protective neckwear to impede the beheading process. Something in a Kevlar ascot, perhaps, to match Quentin's yachting duds.