YouTube has a specific category for Japanese ads that feature American stars, many of whom wouldn't be caught dead on an ad airing stateside (although some of them restrict their activity to voiceovers – George Clooney and Jeff Bridges, I'm looking at you).
Out of their collection, I culled the ads made by American music stars...
Michael Jackson for Suzuki scooters:
Jennifer Lopez for Lux Shampoo:
Janet Jackson for Japan Air Lines:
Boy George for Shochu vodka (music only):
Bruce Willis, a.k.a. Bruno for ENEOS gas stations:
Steve Wonder for Fire Cafe:
Many, many more available on japander.com:
David Bowie for Vittel:
Lauren Hill for Sony Minidiscs
(via very short list)