"If I Was Your Girlfriend" is a song by American singer and songwriter Prince. The song serves as the second single from his ninth studio album Sign o' the Times (1987). The single was a hit in the UK (#20) but was only a minor hit in America (#67) but a major hit on black radio in America. It was originally from the Camille album, which was to be released under the guise of Prince's alter ego named Camille.

The song is delivered from an androgynous male perspective to a woman, wherein Prince explores the possibilities of a more intimate relationship if he were his lover's platonic girlfriend. Trouser Press names the song as one of the album's highlights, noting that it "redefines a relationship in a surprisingly mature way."^[1] It is believed that "If I Was Your Girlfriend" deals with the jealousy Prince felt at the close bond shared between then girlfriend/fiancée Susannah Melvoin with her twin sister Wendy.^[2]

Musically, the song features Prince's pitched-up, androgynous vocals over a sparse bass and drum machine pattern, punctuated by a keyboard line. The opening seconds include a sound collage that includes an orchestra tuning up, a salesman and a sample of Felix Mendelssohn's "Wedding March". According to engineer Susan Rogers, a rare technical error on her part led to distortion—albeit only on certain words. Yet after hearing the playback, Prince loved the effect, which is featured on the released version.

The song was released on May 6, 1987, and reached number 67 on the US Billboard Hot 100 but was more successful on the US Billboard Hot Black Singles reaching number 12. It was little more successful in the UK, reaching number 20.

7" single

• A. "If I Was Your Girlfriend" (edit) – 3:46
• B. "Shockadelica" – 3:30

12" single

• A. "If I Was Your Girlfriend" – 4:54
• B. "Shockadelica" (extended version) – 6:12

Credits from Duane Tudahl and Benoît Clerc^[3][4]

• Prince – lead and backing vocals, Fairlight CMI, Prophet VS, bass guitar, Linn LM-1, Publison IM90 Infernal Machine

The B-side to the track was another "Camille" track, "Shockadelica". The track was actually written in response to an album of the same name by former Time member, Jesse Johnson. Prince heard Johnson's album before its release, and commented that a great album should have a great title track. Johnson disagreed, so Prince recorded the track and had it played on a Minneapolis radio station before the release of Johnson's album. The public perception would be that Johnson was copying Prince's idea, and this caused tension between Johnson and Prince.^{[citation needed]}

When the "Camille" project was scrapped in favor of Crystal Ball, "Shockadelica" again made the cut, but was deleted from the track list when the set was trimmed to Sign o' the Times. The track was released as a B-side, and later on The Hits/The B-Sides.