Supernatural: I Know What You Did Last Summer
July 21, 2021 5:00 AM - Season 4, Episode 9 - Subscribe

Sam, Dean, and Ruby discover the existence of a young woman named Anna Milton, who can hear the voices of angels and thus figures into the plans of a demon named Alastair who wants to use her as a tool against the angels.


Dean: Somethin' major must have happened while I was downstairs cuz I come back and you're BFF with some demon?
Sam: I told you, Dean. She helped me go after Lilith.
Dean: Well, thanks for the thumbnail. Real vivid. You wanna fill in a little detail?
Sam: Sure, Dean. Let's trade stories. You first. How was hell? Don't spare the details.

Ruby: [Waking up from a coma] Who do I have to kill to get some French fries around here?

Dean: [after Sam has told him about how he had sex with Ruby] Sam!
Sam: Yeah?
Dean: Too much information!
Sam: Hey, I told you I was coming clean.
Dean: Yeah, but now I feel dirty. Okay, well, uh, brain-stabbing imagery aside... So far, all you've told me about is a manipulative bitch who, uh, screwed you, played mind games with you, and did everything in the book to get you to go bad.
Sam: Yeah, well, there's more to the story.
Dean: Just... skip the nudity, please.

Psychologist: It's not uncommon for our patients to believe that monsters are real.
Dean: Well, that -- that's just batty.

Alastair: Come on Dean, don't you recognize me? Oh I forgot, I'm wearing a pediatrician. But, we were so close... in hell.

Dean: [about Ruby saving Anna] Yeah, I hear she does that. [to Ruby] I guess I, uh... [clears his throat] ... you know.
Ruby: What?
Dean: I guess I owe ya for... Sam. And I just wanna... ya know?
Ruby: Don't strain yourself.
Dean: Okay then. Is the moment over? Good cuz that was awkward.


Anna Williams is the third actress (second chronologically, per the flashback in the episode) to play Ruby. Michelle Hewitt-Williams is the fourth actress to play Ruby, albeit only for a single scene.

Jared Padalecki and Genevieve Cortese had not yet officially started dating when this episode was filmed. Executive Producer Robert Singer joked at a convention that when the team reviewed the footage from the sex scene, they all remarked that "something" must have been going on, because Sam and Ruby having sex was "just too hot". Jared and Genevieve dated for a year before getting engaged, and were married in January 2010 after a two-month engagement.

Anna's last name Milton is an allusion to John Milton, who wrote Paradise Lost, an epic poem in blank verse that concerns the biblical story of the fall of man: the temptation of Adam and Eve by the fallen angel Satan and their expulsion from the Garden of Eden.
posted by orange swan (5 comments total)
Sam seems to have spent most of the four months that Dean was in hell drunk. His grief would have made him incredibly vulnerable to Ruby's manipulations. He certainly didn't bang Ruby before Dean died. Dean and Ruby, meanwhile, never got along, and they still don't.

As for the real life romance... Jensen Ackles has said that watching Jared Padalecki fall in love with Genevieve Cortese is his favourite on set memory, and that he was a total puppy about it.

Sam putting in his own stitches and popping Dean's dislocated shoulder back in place is pretty extreme, but then they have most certainly done things like that before.

Julie McNiven, who plays Anna, is very good at looking haunted and as though she carries the weight of the world within her. I think it's those big brown eyes of hers, which always look melancholy unless she's really smiling. She played Hildy, Peter Campbell's secretary, in Mad Men, and I never placed her at all.
posted by orange swan at 5:17 AM on July 21, 2021 [2 favorites]

I liked Anna. Would have liked to have seen more of her.
posted by jenfullmoon at 7:42 AM on July 21, 2021

I give them some credit for at least trying to address why Sam, to say nothing of the viewer, would have a problem with Sam and Ruby having sex, compared to how the show handled Hope Casey in 4x08.

There's a super quick shot of Sam in the crossroads next to the hole he dug for the summoning box that I'm pretty sure is a mirror of the shot from the beginning of 4x01 where Dean's standing next to his grave. I think they do callbacks to that 4x01 scene a couple of times, but I don't know if I ever noticed this one.

The CW version of a steamy sex scene hard cutting to Dean, profoundly regretting asking for this story in the first place, was pretty funny.

"What she said to me, it's what you would have said." Ah Ruby, the best of all those sons of bitches.
posted by jameaterblues at 5:53 PM on July 21, 2021

vulnerable to Ruby's manipulations

I don't recall much after this season, and haven't regularly watched from this point - but I'm hesitant to attribute Ruby as a (malicious) manipulator (despite that I'm a self-admitted suspicious bastard).

Coming in relatively cold, I'm feeling that Ruby - as a demon - sees the potential in Sam and a potential way out of being stuck with the lot of being a demon, so going rogue is a reasonable gamble. At this point, I'm "convinced" (through what the writers have thus far showed) that Ruby is reasonably trustworthy and that she wants Sam to succeed in order for her own ambitions (of personal freedom, plus potential for personal power/ status) to bear fruit.

... where Sam's "success" might not be what Sam would want, though.

otoh, Sam is definitely latching onto Ruby as a Dean replacement, after giving up having "normal" (if, after the fact, acknowledged as flaky, superficial, convenient, and otherwise) friends made in college.

Julie McNiven (Anna) is super duper pretty. The character is compelling, too. fwiw (which is less than zero) I don't find Genevieve Cortese particularly physically attractive.

I'm wondering if McNiven's casting might have boosted (the vaguely similar-looking) Felicia Day's eventual involvement with SPN (Day's own talents are formidable, never needed to be on SPN).

But yeah, the Anna character is cool and interesting and a very effective way to introduce to the viewers that Angels in general certainly do not necessarily have the wellbeing of mortals as a priority and that there is very likely a huge (political) rift amongst the players in Heaven.

Such rifts/ politics in Hell are assumed out of hand.
posted by porpoise at 9:31 PM on July 21, 2021

Julie McNiven (Anna) is super duper pretty. The character is compelling, too. fwiw (which is less than zero) I don't find Genevieve Cortese particularly physically attractive.

Huh. I think Julie is nothing special while Genevieve is strikingly beautiful, but then I'm just looking at them aesthetically and am hopeless at predicting what women men will find attractive.
posted by orange swan at 5:42 AM on July 22, 2021

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