A History of Boyfriends & Girlfriends on the Hot 100, From ‘My Boyfriend’s Back’ to ‘Break Up With Your Girlfriend’

Prince, Avril Lavigne, Ariana Grande and NSYNC

Ariana Grande & Social House's "Boyfriend" is the 15th Hot 100 hit with "boyfriend" in its title.

As Ariana Grande and Social House's "Boyfriend" debuts at No. 8 on the Billboard Hot 100 chart (dated Aug. 17), it joins a storied history of Hot 100 hits about boyfriends and girlfriends.

Of the more than 28,000 songs to hit the Hot 100 in the chart's 61-year history, the collab is the 15th entry with "boyfriend" in its title and the first since Justin Bieber's No. 2-peaking "Boyfriend" in 2012. Of those, it's just the third to reach the top 10, after Bieber's hit and The Angels' classic "My Boyfriend's Back," the chart's first "boyfriend" song, in the summer of 1963, and the only one to reach No. 1.

As for "girlfriends" on the Hot 100, Grande also charted the most recent: "Break Up With Your Girlfriend, I'm Bored" reached No. 2 in February. It likewise became the 15th "girlfriend" Hot 100 hit and the second-highest-charting, after Avril Lavigne's No. 1 "Girlfriend" in 2007. (Along with those 15 songs, The Byrds' "Lady Friend" rose to No. 82 in 1967.) The first "girlfriend" song to hit the Hot 100? Royal Teens' "Harvey's Got a Girlfriend," a No. 78-peaking novelty track that entered on Aug. 11, 1958 (a week after the Hot 100 launched).

Grande's "Girlfriend" is one of four Hot 100 top 10s with "girlfriend" in their titles, joining Lavigne's leader; *NSYNC's "Girlfriend," featuring Nelly (No. 5, 2002); and Pebbles' "Girlfriend" (No. 5, 1988).

Meanwhile, two Hot 100 hits sport both "boyfriend" and "girlfriend" in their titles: BLACKstreet's "Girlfriend/Boyfriend," with Janet Jackson (No. 47, 1999), and C-Side's "Boyfriend/Girlfriend," featuring Keyshia Cole (No. 72, 2008). Honorable mention to Grande and Social House's new hit, whose chorus begins, "You ain't my boyfriend (boyfriend)/ And I ain't your girlfriend (girlfriend)."

Additionally, as for artists charting on the Hot 100, two groups fit the discussion: The Girlfriends and, to the contrary, Ex-Girlfriend. The Girlfriends were a Los Angeles-based girl group in the 1960s comprising three members of The Blossoms after they disbanded. The trio earned one Hot 100 hit: "My One and Only, Jimmy Boy" (No. 49, 1964). Ex-Girlfriend was a Brooklyn-based R&B girl group that notched one entry: "Why Can't You Come Home" (No. 78, 1991).

In chronological order and including peak position, here is every "boyfriend" song to hit the Hot 100 (with, noticeably, no such songs charting after 1964, when the word was a staple of early bubblegum pop, until 1992).

The Angels, "My Boyfriend's Back," No. 1, Aug. 31, 1963

Bobby Comstock and The Counts, "Your Boyfriend's Back," No. 98, Sept. 21, 1963

The Chiffons, "I Have a Boyfriend," No. 36, Jan. 4, 1964

Donna Lynn, "My Boyfriend Got a Beatle Haircut," No. 83, March 21, 1964

MC Luscious, "Boom! I Got Your Boyfriend," No. 61, April 11, 1992

MeShell Ndegeocello, "If That's Your Boyfriend (He Wasn't Last Night)," No. 73, March 5, 1994

BLACKstreet with Janet, "Girlfriend/Boyfriend," No. 47, April 10, 1999

Ashlee Simpson, "Boyfriend," No. 19, Nov. 5, 2005

C-Side feat. Keyshia Cole, "Boyfriend/Girlfriend," No. 72, May 10, 2008

Pleasure P, "Boyfriend #2," No. 42, May 23, 2009

New Hollow, "Boyfriend," No. 96, Feb. 26, 2011

Big Time Rush, "Boyfriend," No. 72, May 7, 2011

Glee Cast, "I'm Not Gonna Teach Your Boyfriend to Dance With You," No. 72, May 28, 2011

Justin Bieber, "Boyfriend," No. 2, April 14, 2012

Social House & Ariana Grande, "Boyfriend," No. 8, Aug. 17, 2019

And, also in chronological order, here is every "girlfriend" song to hit the Hot 100 (which, similar to "boyfriend" hits, saw an absence after 1968 until 1987).

Royal Teens, "Harvey's Got a Girl Friend," No. 78, Aug. 11, 1958

Tommy Boyce & Bobby Hart, "Alice Long (You're Still My Favorite Girlfriend)," No. 27, Aug. 24, 1968

Bobby Brown, "Girlfriend," No. 57, Jan. 24, 1987

Prince, "If I Was Your Girlfriend," No. 67, June 20, 1987

4 By Four, "Want You for My Girlfriend," No. 79, July 4, 1987

Pebbles, "Girlfriend," No. 5, April 23, 1988

Hi-Five, "Just Another Girlfriend," No. 88, Nov. 30, 1991

BLACKstreet with Janet, "Girlfriend/Boyfriend," No. 47, April 10, 1999

NSYNC feat. Nelly, "Girlfriend," No. 5, April 6, 2002

B2K, "Girlfriend," No. 30, April 26, 2003

Steve Holy, "Brand New Girlfriend," No. 40, Sept. 9, 2006

Avril Lavigne, "Girlfriend," No. 1, May 5, 2007

Bow Wow & Omarion, "Girlfriend," No. 33, Dec. 29, 2007

C-Side feat. Keyshia Cole, "Boyfriend/Girlfriend," No. 72, May 10, 2008

Theory of a Deadman, "Bad Girlfriend," No. 75, Oct. 25, 2008

Ariana Grande, "Break Up With Your Girlfriend, I'm Bored," No. 2, Feb. 23, 2019

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