Chuck needs to go undercover to seduce a woman so an old school spy named Roan Montgomery is assigned to teach him the art of seduction. Elsewhere, Captain Awesome seeks relationship advice from Morgan and Lester faces not being taken seriously as Buy More’s new assistant manager.
Aired
October 6, 2008
Director
Writers
Josh Schwartz
Chris Fedak
Matthew Miller
Guest Stars
Matt Bomer – Bryce Larkin
Melinda Clarke – Sasha Banacheck
Bonita Friedericy – General Beckman
John Larroquette – Roan Montgomery
Trivia
The character name Sasha Banacheck is a nod to Linda Fiorentino’s character of the same name in Gotcha!. She portrayed a CIA agent that seduced a college student (played by Anthony Edwards) in order to have him unknowingly smuggle a film canister out of East Germany.
When the underground location “The Castle” is first introduced, Chuck quips, “This looks expensive, I guess we’ll be staying a while.” This was an inside joke on behalf of the producers, who had just found out that the series had been picked up. Although this episode aired in Season 2, because of the writers’ strike, it was actually part of the “back end”, or last nine episodes, of Season 1.
Quotes
Chuck: Of course I find her attractive! It’s just that I had a burrito earlier and I’m trying to be respectful.
Roan: We need to talk about protection.
Chuck: I don’t think it’s gonna get that far, Roan.
Roan: I mean a gun. Why do you think she’s known as the Black Widow.
Chuck: She’s African-American and her husband died…?
Chuck: Uh, you can count me out on this one. No more dangling me off of buildings. No more guns being pointed at my head. No more putting my life in danger. I’m going back to my peaceful, quiet, albeit degrading existence at the Buy More. So, have fun on the mission, and… really love what you’ve done with the place.
Chuck: Well it may not be the steamiest, but we probably have the strangest relationship in Los Angeles.
Sarah: Doubt that. Morgan’s still dating, right?
Chuck: Good point.
Music
Desert Eagle by Ratatat
At The Checkout Counter by Billy Martin
Do You Believe In Love by Huey Lewis And The News
Just Browsing by Billy Martin
65 Bars and A Taste Of Soul by Charles Wright and The Watts 103rd Street Rhythm Band
Right Here Waiting by Richard Marx
Do You Believe In Love by Huey Lewis And The News
Love It All by The Kooks
Links
See the episode pictures in the gallery
Read about Chuck vs the Seduction in Chuck’s episode guide




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