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Home » The Christmas Joke Archive: 1995–2025 » 1999 Classic: Cruel Intentions

1999 Classic: Cruel Intentions

 Why was the teen drama so “dark” this year? Because Sarah Michelle Gellar proved that even the holidays are just a game of chess played with velvet chokers.

Part of the 39 Christmas Jokes: The 1999 “Party Like It’s… 1999” Edition archive. Historically Verified

🔥 Top 10: The Christmas Joke Archive: 1995–2025

2025 Legacy: Deepfake Santas
 Why are the kids so skeptical? Because after seeing ten differen...read more »
2025 Legacy: Zootopia 2
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2024 Archive: The "Moo Deng" Hippo
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2024 Classic: The "Rawdogging" Trend
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34 Christmas Jokes: The 2013 “Frozen & Wrecking Balls” Edition
In 2013, Christmas was a frozen wasteland—and not just because of...read more »
2024 Vintage: Taylor Swift at the Super Bowl
 Why was the football game so "sparkly"? Because Taylor Swift arr...read more »
2025 Vintage: The "Great Robot Dog" Walk
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2024 Legacy: The Shogun Premiere
 Why did the house feel so "feudal"? Because the show made us all...read more »
38 Christmas Jokes: The 2014 “Ice Buckets & Star-Lords” Edition
In 2014, Christmas was "Awesome" (Volume 1). We were all wearing ...read more »
2003 Joke: My Family Is So
My family is so excited for Christmas this year. We finally go...read more »

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2024 Archive: Wicked (The Movie)
 Why was everything "Defying Gravity"? Because the first part of ...read more »
35 Christmas Jokes: The 2001 “Wizards, Ogres & iPods” Edition
In 2001, Christmas was a portal to other worlds. We spent our hol...read more »
2024 Vintage: The "Bluey" Special (The Sign)
 Why were the adults crying over a moving van? Because the 28-min...read more »
2024 Vintage: The "Demure" Trend
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⏳ Time Capsule: This is how we rolled in the first two decades of the internet

@Snake_Game_Pro04/21/2005 06:37I crashed my snake because I was laughing.
@CatDog_Alone02/12/2014 12:08One fine day with a woof and a purr... we laughed!
@Transformers_OP08/23/2000 06:19Jokes are more than meets the eye!
@Protoss_Pylon04/22/2012 20:33You must construct additional laughs!
@Runescape_Noob05/15/2004 01:15Selling 100 laughs for 10gp!
@Heh_Heh_Heh_Cat09/18/2015 07:16Heh heh heh. Good one.

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