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| # | | 1 | December 24, 1999   | THE SIMPSONS 1989 Animated Series | Dates | 20th Century: 90s | Events | |
 | THE SIMPSONS
December 24, 1999
Homer, Bart and Lisa steal all the Funzo toys from their neighbors, take them to the Springfield Tire Fire and burn them. |
| | 2 | December 24, 1999  | STARK RAVING MAD 1999 TV Series | Dates | 20th Century: 90s | Events | |
 | STARK RAVING MAD
December 24, 1999
Henry exchanges gifts with Ian and Jake. Henry gives Ian an Edgar Allan Poe book, so Ian gives him a shopping bag with sponges, Ajax and $32. When Jake gives Henry a CD player, Henry gives him the bag with sponges, Ajax and $32. |
| | 3 | December 24, 1999 | IT'S A WONDERFUL KNIFE 2023 Film | Dates | 20th Century: 90s | Events | |
 | IT'S A WONDERFUL KNIFE
December 24, 1999
Winnie's mother's ass freezes to the ground because she's wearing an Aguilearan thong at a Christmas Eve party. |
 
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