2004 - The Little Drummer Boy
The Monarch and Dr. Girlfriend pose as David Bowie and Bing Crosby, respectively, to provide their rendition of "Peace on Earth/The Little Drummer Boy" from the 1977 television special Bing Crosby's Merrie Olde Christmas
 2005 - Hard Candy Christmas
Henchmen 21 and 24 meet up with The Monarch during his stay in the big house to sing a tune from the whore house. Dolly Parton's "Hard Candy Christmas" from 1982's The Best Little Whorehouse in Texas, the flick Rusty thought was a soft core porn.
 2006 - Venture Aid 2006
Family friends and foes of the Ventures team up for their rendition of Band Aid's "Do They Know it's Christmas?" from 1984
 2007 - Fairytale of New York
The Monarch and Dr. Girlfriend switch genders for their try at The Pogues' 1987 single "Fairytale of New York"
 2008 - Wonderful Christmastime
Listen: Wonderful Christmastime - quickstopentertainment.com
A rare pre-mortem release by Henchman 24 as he joins his friend Henchman 21 to release a Christmas tune early before they head to Henchmen Cancun '08!! It's a Fluttering Horde themed version of Paul McCartney's "Wonderful Christmastime" from 1979.
 2009 - The Chipmunk Song
Listen: The Chipmunk Song - A Site Called Fred
By The Monarch, Henchmen 21 & The Moppets
 2010 - Christmas Time (Is Here Again)
Listen: Holiday Havoc 2010
- Shallow Gravy (Dermott and Hank) open with the Beatles' Christmas Time (Is Here Again)
- Introductions from Billy, Pete, Shore Leave, General Hunter Gathers, Gary and the ghost of 24
- Colonel Gentleman reads from the Futurist Manifesto
- Billy reads from A Visit from St. Nicholas
- Hunter reads from A Junky's Christmas by William S. Burroughs
- Dermott attempts to read from Chris De Burg's A Spaceman Came Traveling, with commentary from Hank
- Shore Leave reads Beau by Jimmy Stewart
- Hank continues A Visit from St. Nicholas
- Colonel Gentleman reads from To a Mouse by Robert Burns, interrupted by his dog Misha
 2011 - Baby It's Cold in Here
The Monarch and Dr. Girlfriend have a Christmas argument set to the henchmen's jazzy rendition of Baby It's Cold Outside.