The Simpsons
Double, Double, Boy in Trouble
TV Flash files “Double, Double, Boy in Trouble” as hour 423 of 802 in the TV Flash guide — The Simpsons (1989–present) on Fox, season 20, episode 3, aired 2008-10-19, 30 min.
From the desk
How this hour is filed
This leaf is S20E03: listed hour 423 of 802 in the The Simpsons guide, hour 3 of 21 in season 20. It aired 2008-10-19 (30 min). The listed hour before it is “Lost Verizon” (S20E02). Next is “Treehouse of Horror XIX” (S20E04). Broadcast log — titles and dates, not a plot bible.
Catalog log
Broadcast listing — not a TV Flash recap.
When Lenny wins the lottery and invites the Simpson family to a celebratory party at a posh hotel, Bart meets his doppelganger, Simon Woosterfield, who happens to be a member of the richest family in Springfield. Simon and Bart decide to switch places, and Bart arrives at the lavish Woosterfield mansion only to find football great Joe Montana (guest-voicing as himself) hanging around the estate. As Simon adjusts to the simple life over at the Simpson household, Bart begins to notice his wealthy new siblings acting strangely toward him. With some frightening words of wisdom from Mr. Burns, Bart realizes his new siblings are plotting his demise so they can inherit the Woosterfield family fortune all for themselves. Lisa and Simon must reach Bart before he goes from riches to ditches. Blackboard: 'There's no such month as Rocktober'.
Viewer FAQ
Where does Double, Double, Boy in Trouble sit in the The Simpsons guide?
S20E03 is listed hour 423 of 802 — hour 3 of 21 in season 20, season 20 episode 3.
When did The Simpsons S20E03 air?
Double, Double, Boy in Trouble aired 2008-10-19 and is listed at 30 minutes.
Where should I start if I am not watching all 800 episodes?
Start with the 1989 Christmas premiere, then a handful of golden-age hours from seasons four through eight. Treat the rest as a library, not a novel.
In the series
Why this series still plays
Watch it as a living joke encyclopedia, not a series you owe from pilot to present. The early years still teach how American satire learned to reset weekly; the later catalog is optional weather. You already speak Springfield. This is how the grammar got written.
The first image is a couch, and then it is not. The Simpsons treats the opening gag as a weekly contract: we will reset the living room, and we will still find a new joke about the country that owns it. Fox put a yellow family on Sunday nights in 1989 after the Tracey Ullman shorts, and the half-hour that followed did not merely popularize adult animation. It installed a shared vocabulary. People who stopped watching still speak Springfield.
Filed against
- Dan Castellaneta as Homer Simpson
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- Nancy Cartwright as Bart Simpson
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- Yeardley Smith as Lisa Simpson
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- Hank Azaria as Moe / Chief Wiggum
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- Harry Shearer as Mr. Burns / Ned Flanders
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