Take Off Your Pants and Jacket had already been written and the band was preparing to enter the studio to record it when manager Rick DeVoe informed the trio he felt it lacked a catchy, "feel-good" song. Hoppus and DeLonge each went home that night, with the two emerging with what would become the two biggest singles from the album, "The Rock Show" and "First Date". "The Rock Show" was written about the band's early days at a club in San Diego named SOMA.
The video, directed by The Malloys and released in 2001, involves the band taking a check from their production company for $500,000 and making the video themselves. Driving around Los Angeles in their van, the video features the following:
distributing money to people around the town (some street workers, placing under window wipers, throwing it off the roof of an adult book store)
giving a homeless man a hair cut and new suit and taking him to a strip club
paying for people to shave their heads in Mullan & Bailey Hair Salon
purchasing some doves and releasing them
paying for a group of strippers to mow a man's lawn, and clean a car
purchasing some cars and destroying them (specifically dropping a car from a crane)
buying a TV just to destroy it with a baseball bat
paying for a plane to carry a banner with the text: "Take off your pants and jacket"
giving away skateboarding gear to young skaters, some of which then try to jump over the band's van. Professional skateboarder Jeremy Klein makes a cameo appearance.
some antics were excluded from the final cut for being too explicit, such as paying a guy to be tattooed (which was illegal to film then in America) and driving cars off cliffs
Also, as a reference to another rock band, The Foo Fighters, Tom spits in to the camera lens like Dave Grohl in the "Monkey Wrench" music video, but at the end, Mark violently forces him to wipe it off using a US$100 bill.
In 2001 when the song appeared on the UK compilation album Now 49, the version of the single which was included on the album was the explicit version but then, the clean version was included on later copies of the album after people complained about the album including explicit lyrics which came from that single.