1877 US in baseball; metaphorical usage from 1896, more generally from 1930. Since at least 1870, baseball teams would reissue tickets in case of postponement due to rain, which became known as rain checks.
Update: In fact, the latest update of iPhoto is using Helvetica Neue. And now there's Avenir, a Linotype typeface and Apple's new favorite. It was designed by Adrian Frutiger in 1988, inspired by two old school typefaces created in the 20s: Erbar by Jakob Erbar and Futura by Paul Renner.
Comic Sans. Comic Sans MS, commonly referred to as Comic Sans, is a sans-serif casual script typeface designed by Vincent Connare and released in 1994 by Microsoft Corporation. It is a casual, non-connecting script inspired by comic book lettering, intended for use in Microsoft Bob, as well as informal documents and children's materials.