1989 Apple / Matt Groening “Bongo’s Dream Dorm” - Size XL - Made in USA - Back in 1989 Apple was huge in education, but wanted to be huger, by getting university students to buy more Macs. And what better way to get students to buy Macs than to hire Matt Groenig to use characters from his Life In Hell Comic strip to illustrate a Mac's place in a student dorm?
In 1989 Groening was on the rise, as The Simpsons had been well-received as a series of vignettes on The Tracey Ullman Show and its first season in now-familiar sitcom form was slated for a December debut.
Mega-stardom was still in the future, so Groening presumably didn't mind some coin from Apple, well actually a LaserWriter printer by Apple that sold for $7,000 back then as legend has it!
The image depicts Life In Hell character Bongo, the illegitimate son of the strip's protagonist Binky. Groening's work was splashed on posters used on Apple's campus and T-shirts for staff.