Suzy Bogguss was one of the 1990s' most distinctive country music voices. After making her debut in country music at the end of the 1980s, she earned eight Top 20 hits, including the No. 2 song "Drive South," during the early half of the decade.

Beginning with 1989's Somewhere Between, Bogguss released eight country music studio albums before the '90s ended. Three of those records earned Top 40 spots on the country albums chart; one was certified platinum, and two were certified gold.

So, just how do the one-time Dollywood performer's track compare to each other? Read on to see our ranking of Bogguss' hits, including "Hey Cinderella" and "Someday Soon."

  • 10

    "Red River Valley"

    From 2011's 'American Folk Songbook'

    In 2011, Bogguss released a collection of covers of well-known folk songs, appropriately named American Folk Songbook. One of the songs included on the release, "Red River Valley," is known to have been recorded as early as 1926.

    "Come and sit by my side / if you love me / Do not hasten to bid me adieu," she sings in the chorus. "Just remember the Red River Valley / And the one who loved you so true."

  • 9

    "Somebody to Love"

    From 1998's 'Nobody Love, Nobody Gets Hurt'

    Bogguss calls the bluff of heartbroken girls everywhere with her 1998 release, "Somebody to Love." In the upbeat song, Bogguss sings directly to a woman in need of a peptalk: "Your mascara's runnin' and your hair is a mess / And what have you spilled on your party dress? / Sittin' in the kitchen all brokenhearted / Lookin' for comfort in an ice cream carton / But all you want, all you really want / Is somebody to love, you want somebody."

  • 8

    "I Want to Be a Cowboy's Sweetheart"

    From 1989's 'Somewhere Between'

    Patsy Montana's cowgirl classic "I Want to Be a Cowboy's Sweetheart" was first popular in 1935, but Bogguss released her take on the famous track in 1989. The story goes that the singer obsessively studied the song's yodeling, working tirelessly to perfect it before recording her version.

  • 7

    "Hopelessly Yours"

    From 1991's 'A Perfect 10', by Lee Greenwood

    Although technically a Lee Greenwood song, "Hopelessly Yours" does a great job at showing Bogguss' musical diversity. She recorded the song with Greenwood for his 1991 release A Perfect 10, then put it on her 1994 Greatest Hits record. The pair earned a Grammy nomination for Best Country Vocal Collaboration for their work.

  • 6

    "Letting Go"

    From 1991's 'Aces'

    Bogguss' 1992 single "Letting Go" was a Top 10 hit on the Billboard Hot Country Singles & Tracks chart, and enjoyed significant Adult Contemporary chart crossover success as well, but the song almost never saw the light of day. In fact, Bogguss had to fight for it after being repeatedly told that it was "too pop" to make it onto one of her records. One day, however, Bogguss took advantage of some spare studio time to record "Letting Go" and proved everyone wrong.

  • 5

    "Someday Soon"

    From 1991's 'Aces'

    Bogguss' entire Aces project actually began with "Someday Soon."

    "I fired everybody around me during that time. I fired my manager, because they didn’t get it. I fired my booking agent, because they didn’t get it. I basically started out, when that album came out, without a team around me," Bogguss shares with The Boot. "The first single was "Someday Soon," and that song was going up the chart before I even started taking meetings with [potential] manager[s]. I felt like I knew that this was who I was, and who I needed to be."

  • 4

    "Outbound Plane"

    From 1991's 'Aces'

    "Outbound Plane" was written by Nanci Griffith and Tom Russell and originally appeared on Griffith's own Little Love Affairs album. Bogguss chose to release it as the second single from her Aces album, though, and it broke into the Top 10 on both the Canadian country and Billboard Hot Country Songs charts, placing at No. 9 on both.

  • 3

    "Drive South"

    From 1992's 'Voices in the Wind'

    Songwriter John Hiatt originally recorded this tune on his 1988 album Slow Turning, and it's been covered by several singers, including Kelly Willis and the Forester Sisters, but it wasn't until Bogguss recorded it in 1992 that "Drive South" became a hit. Hiatt packed the tune about a Chevy van with plenty of swagger -- and Bogguss left her nylons at home but loaded the song with a whole lot of sizzle. "Drive South" was her highest-peaking single, hitting No. 2 on the country charts.

  • 2


    From 1991's 'Aces'

    "Aces" became a title track for Bogguss when she released her 1991 album, and the song went on to become a single in 1992. However, Bogguss says she initially wasn't sure it would become such an important hit for her, because it had such a complicated message.

    "Early on, I used to try to explain what it meant to me, and I’d get done with this long dissertation of what I thought it was, and then they’d go, 'Nah, that ain’t it.' So it became, 'Okay, don’t try to explain it, just sing it,'" Bogguss shares. "But I think that the fact that I was really confident and comfortable with every song on that record -- I was excited about it, and it was different."

  • 1

    "Hey Cinderella"

    From 1993's 'Something Up My Sleeve'

    Bogguss, Matraca Berg and Gary Harrison co-wrote "Hey Cinderella." The artist questions the stereotypical fairytale ending in the song's chorus: "Hey hey, Cinderella, what's the story all about? / I got a funny feeling we missed a page or two somehow / Oh oh, Cinderella, maybe you could help us out / 
    Does the shoe fit you now?"

    "Hey Cinderella" was the second single off of Bogguss' Something Up My Sleeve. The song peaked at No. 5 on the Billboard Hot Country Songs chart.

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