The Funniest Tech Sketches from "Chappelle's Show"

Image via Complex Original

Date aired: Jan. 22, 2003

Know those moments when someone gives way TMI or exposes some real embarrassing, take-it-to-the-grave-type shit with you? You might wanna have the personal transcriber at your disposal when either occurs. Then again, it might not always work in your favor as Chappelle demonstrates.

Date aired: Jan. 22, 2003

Kinkos gone ratchet! The fictional print and shipping service is a general (and humorous) depiction of what most costumers have endured at one point or another while attempting to get something shipped out or business cards made. Horrific bathroom etiquette, aggressive confrontations, and the uncomfortable disclosure of dirty laundry—nothing here you haven’t already witness firsthand.

Date aired: Jan. 29, 2003

Feeding off Miss Cleo’s trial loss where she was charged with deceptive advertising, billing, and collection practices, Dave created his own simplified theory of extrasensory perception by basing our futures through stereotypes. Sad truth is he’s not that far off. Doubt his psychic beliefs? Hit up the hotline now for a bumbaclot reading!

Date aired: Jan. 29, 2003

We've all caught celebrities rambling on and on during their award acceptance speeches to the point where program directors cue the music in hopes of running them off the stage. Chappelle riffed on that concept with the creation of the Wrap It Up box, which he applies to real-life scenarios such as dating, court cases, and yes, terrible sex. That’s a wrap!

Date aired: Feb. 12, 2003

Dave tapped into the mind of every horny Apple owner with his tribute to the computer company's commercials from the early 2000s. In short, he's selling us on the amazing visual output and non-sticky keys of Apple desktops in comparison to Windows-based PCs.

Date aired: March 19, 2003

If there was any comedian that could do justice to a Grand Theft Auto parody, it's obviously the dude behind Half Baked. Staying true to the open world action-adventure game, Chappelle delivers his own take on GTA, keeping things sophisticated but gully after kissing the misses goodbye, then robbing and gunning down an innocent bystander for his Toyola. Tommy Verciti would be proud.

Date aired: April 2, 2003

After purchasing a video camera from a mysterious dealer, our host is warned the device has some special features. What sort in particular? The ability to see a person’s inner self, the last person they slept with, and where they’ll be in the future. Chappelle was more than happy to share his and Carson Daly's misfortunes through the lens of his enchanted shooter. Too bad it never presaged his imminent meltdown.

Date aired: Feb. 25, 2004

The idea of the Internet becoming a real place where people could physically live remains one of the most ingenious comedic sketches ever conceived. Every online taboo from music pirating to animal porn fetishes, even Ron Jeremy’s stroke, was fair game for ridicule, reminding us of the many bizarre surprises that can be confronted when entering the online realm. Spam Busters, bitch!

Date aired: March 31, 2004

The scrapped segment made its way onto a "Greatest Misses" episode and played as a spin-off to the “Player Haters Ball” skit in Season 1. Underachieving pimps travelling back in time to relive (and hate on) infamous moments in American history made for comedy gold. Before there was Django, there was Dave.