Chris Brown's 20 Biggest Billboard Hits

Peggy Sirota
Chris Brown photographed by Peggy Sirota on August 26, 2014 at Quixote Studios in West Hollywood, California. Styling by EJ King.

Chris Brown's talent is proven. Setting the singer's tumultuous personal history aside, Brown's musical career has been pristine since he first stepped onto the scene at age 16. Brown has made a big impact on the Billboard charts along the way, from his first career single, "Run It!" in 2005 onward. In the past nine years, Breezy has become one of the biggest names in R&B and pop, for his vocal abilities as well as his dance skills.

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Since his debut on the Hot 100 in 2005, Brown has had 61 songs on the chart, including two No. 1s.  He's notched 13 top 10s. With the release of his sixth studio album, X, on Sept. 16, it's a perfect time to rank Chris Brown's top 20 hits on Billboard's Hot 100 chart.

20. "Turn Up the Music"
Peak Position: 10
Chris Brown introduced his fifth studio album, Fortune, with a strong lead single. The pulsating Fuego and the Underdogs-produced song took over the airwaves instantly.

19. "I Can Transform Ya"
Peak Position: 20
After his 2009 assault of Rihanna, Chris Brown returned onto the scene with "I Can Transform Ya." The song became an instant hit due to the mixture of Brown's winning signature elements: throbbing production (Swizz Beatz), notable guest feature (Lil Wayne) and jovial lyrics.

18: "Love More"
Chris Brown feat. Nicki Minaj
Peak Position: 23
Breezy recruits the unstoppable Head Barbz in Charge to join him on the X bonus track. The raunchy song features the two exchanging sexual innuendos over a berserk FRESHM3N III production.

17: "Gimme That"
Chris Brown feat. Lil Wayne
Peak Position: 15
Breezy's self-titled debut album is laced with Billboard hits including this bass-heavy Scott Storch and Sean Garrett written and produced track, which features an assist from Lil Wayne. "Gimme That" followed the successful "Yo (Excuse Me Miss)" and "Run It!"

16: "Get Like Me"
David Banner feat. Chris Brown
Peak Position: 16
Brown's hotshot guest appearance -- "Can't no other boy do the things you like" -- earned David Banner his second Billboard R&B/Hip-Hop Songs top 10 hit in August of 2008.

15: "Yeah (3X)"
Peak Position: 15
Brown teased F.A.M.E. with the uptempo electro lead single, "Yeah (3X)." The DJ Frank E-produced track was followed by a handful of F.A.M.E. singles like "Look At Me Now," "Deuces" and "No BS."

14: "Deuces"
Chris Brown feat. Tyga & Kevin McCall
Peak Position: 15
Chris Brown showed his fans and haters that he can't be stopped with the perfect mix of smooth vocals and soundscapes. The song welcomed Breezy back to the No. 1 position on September 11, 2010 for the first time since his 2005 No. 1, "Run It!" and remained atop for nine weeks.

13: "International Love"
Pitbull feat. Chris Brown
Peak Position: 13
After the success of his solo dance tracks, Breezy assists with one of Pitbull's. "International Love" features the two expressing their appreciation for women worldwide.

12: "Don’t Wake Me Up"
Peak Position: 10
For his Fortune single, Breezy combines addictive bass-heavy electronic production, courtesy of Benne and Alle Benassi, with lyrics of a love that only lives in his dreams.

11: "Show Me"
Kid Ink feat. Chris Brown
Peak Position: 13
At first listen, Chris Brown was intrigued by Kid Ink’s "Show Me" single. After laying their verses over the DJ Mustard production,  the two went on to record four more songs during their 11 hour recording session.

10: "Say Goodbye"
Peak Position: 10
Breezy proved that he can pen a hit ballad from the beginning of his career. The fourth single off his self titled debut album became Brown's third top 10 single on the Hot 100.

9. "Loyal"
Chris Brown feat. Lil Wayne and Tyga
Peak Position: 9
Talent is when one can take over a summer with a song released a year prior. Chris Brown did just that with "Loyal." The X single peaked at No. 9 on the Hot 100 in May 2014, his first top 10 since "Don’t Wake Me Up" reached No. 10 in 2012.

8. "Shortie Like Mine"
Bow Wow feat. Chris Brown & Johnta Austin
Peak Position: 9
The young-un's mid-tempo cut pushed along Bow Wow's early '00s streak of success. "Shortie" became Bow Wow's third top five hit on the R&B/Hip-Hop Songs chart.

7. "Yo (Excuse Me Miss)"
Peak Position: 7
The song for those wrapped up in puppy love proved the then-16 year-old planned to stick around longer than 15 minutes. Brown's second single became his second top ten hit in the U.S.

6. "Look At Me Now"
Chris Brown feat. Lil Wayne & Busta Rhymes
Peak Position: 6
"Look At Me Now" is a hit, sonically and lyrically. Diplo's addictive beat and impressive verses from all three of the songs' artists make the song one of Breezy's catchiest cuts.

5. "No Air"
Chris Brown & Jordin Sparks
Peak Position: 2
Brown and the "American Idol" Season Six winner naturally play off each other's vocal prowess well, showcasing each's pipes on their duet. In May 2008, "No Air" became Sparks first top five on the Hot 100 and R&B/Hip-Hop Songs charts.

4. "With You"
Chris Brown
Peak Position: 2
Breezy crooned himself to the top five by laying impressionable lyrics over Stargate's guitar plucks -- similar as Beyoncé's "Irreplacable" -- in "With You," which hit its chart peak in March.

3. "Forever"
Peak Position: 2
Originally meant solely for a Doublemint gum commercial, Chris Brown released the song as a single because of its "potency" and energy.

2. "Kiss Kiss"
Chris Brown feat. T-Pain
Peak Position: 1 (3 weeks)
Breezy rode to the No. 1 slot on the Hot 100 and No. 2 on R&B/Hip-Hop Songs in late 2007 with some help from T-Pain's synthesizer magic. Not a bad for a newly legal-age young singer, right?

1. "Run It!"
Peak Position: 1 (5 weeks)
Sixteen-year-old Chris Brown made a splash from when introducing himself to the music world. His debut single, featuring Dipset rapper Juelz Santana, spent five weeks at No. 1 — his longest running No. 1