According to Wendy Melvoin, future Nirvana and Foo Fighters guitarist Pat Smear appears as an extra in the video.
Reportedly, Prince did not want to make a music video for "Raspberry Beret" nor release any singles from the album Around the World in a Day (1985). Instead, he wanted to release the album and allow radio stations to determine what songs they thought were the best radio material. However, radio stations simply didn't play anything at all and Prince's label Warner Bros. pushed Prince to release singles and film videos.
Jackie Swanson who plays "Raspberry Beret Woman" is also the one who plays Kelly Gaines, Woody Harrelson's love interest on the 80's sitcom "Cheers."