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2000: Homestarloween Party (costumes)
2001: The House That Gave Sucky Treats (costumes)
2002: Pumpkin Carve-nival (costumes)
2003: 3 Times Halloween Funjob (costumes, theme song)
2004: Halloween Fairstival (costumes)
2005: Halloween Potion-ma-jig (costumes)
2006: Happy Hallow-day (costumes)
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2007: Jibblies 2 (teaser, costumes)
2008: Most in the Graveyard (teaser, costumes)
2009: Doomy Tales of the Macabre (teaser, costumes)
2010: Which Ween Costumes? (costumes)
2014: I Killed Pom Pom (teaser, costumes)
2015: The House That Gave Sucky Tricks (teaser, costumes)
2016: Later That Night... (teaser, costumes)
2017: Haunted Photo Booth (teaser, costumes)
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2018: Mr. Poofers Must Die (teaser, costumes)
2019: The Homestar Runner Enters The Spooky Woods (teaser, costumes)
2020: Halloween Hijinks (costumes)
2021: Halloween Hide & Seek (costumes, walkthrough, responses, v2.0 trailer)
2022: 2022 Costume Pack Now Available (teaser, costumes)
2023: The Show: Ween Edition (teaser, costumes)
2024: A Prickly Scary Short (costume)
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