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// Workers AI · dad joke modeAre the 69 Boyz good at math? Because they're 69-ing to add up.

From Wikipedia, the free encyclopedia

69 Boyz
69 Boyz in 2019
69 Boyz in 2019
Background information
OriginJacksonville, Florida, U.S.
GenresHip hop, Miami bass, Southern hip hop
Years active1992–present
LabelResponsible Recordings
MembersThrill da Playa
Fast Cash

69 Boyz is an American Miami bass and hip hop duo from Jacksonville, Florida, consisting of Thrill Da Playa (Van Bryant) and Fast Cash (Barry Wright), and are best known for their 1994 hit record "Tootsee Roll". The group was created by Bryant with the assistance of producers Nathaniel "C.C. Lemonhead" Orange and "Jay Ski" McGowan (of Quad City DJs and 95 South),[1] and were produced by Bass Mechanics.

Career

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In 1992, Thrill da Playa and Fast Cash teamed up to form 69 Boyz, which the group claimed was inspired by both members' birth year of 1969 and the sexual act of the same name.[2]

69 Boyz achieved its first and only major success in the summer of 1994 with the single "Tootsee Roll", off their first album 199Quad. The track topped the Billboard Hot Rap Singles chart, peaked at #8 on the Hot 100, and #9 on the Hot R&B/Hip-Hop Songs chart, and was certified platinum. The followup single, "Kitty Kitty", did not fare as well, reaching #51 on the Hot 100, #36 on Hot R&B/Hip-Hop Singles, and #6 on Hot Rap Singles. 69 Boyz were nominated for three 1995 Soul Train Music Awards.[3]

The 1995 single "Five O, Five O (Here They Come)" was recorded for the Bad Boys soundtrack. The following year, the track "Hoop N Yo Face" was featured on the Sunset Park soundtrack and peaked at #95 on the Billboard Hot 100.

69 Boyz' second album, The Wait Is Over, was released in July 1998 and featured the single "Woof Woof" for the 1998 film Dr. Dolittle. The song reached number 31 on the Billboard Hot 100.[4]

The group's third album, 2069, was released in April 2000 and featured one single, "How We Roll", which reached #5 on the Billboard Hot Rap Singles chart. Trunk Funk 101 (2001) was their fourth and final album and also featured only one single, the non-charting "She's Skurred".

Discography

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Studio albums

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Title Details Peak chart positions Certifications
U.S. U.S.
R&B
199Quad
  • Release date: May 31, 1994
  • Label: Rip-It
  • Formats: CD
59 13
The Wait is Over
  • Release date: July 14, 1998
  • Label: Big Beat
  • Formats: CD
114 39
2069
  • Release date: April 18, 2000
  • Label: Home Bass
  • Formats: CD
55
Trunk Funk 101
  • Release date: September 25, 2001
  • Label: Thundershot
  • Formats: CD
"—" denotes releases that did not chart

Singles

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Year Single Peak chart positions Album
U.S. U.S.
R&B
U.S.
Rap
1994 "Tootsee Roll" 8 9 1 199Quad
"Kitty Kitty" 51 36 6
1996 "Hoop N Yo Face" 95 62 19 Sunset Park (soundtrack)
1998 "Woof Woof" 31 24 2 The Wait is Over
"Get on Your Feet"
2000 "How We Roll" 74 5 2069
2001 "She's Skurred" Trunk Funk 101
"—" denotes releases that did not chart

References

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  1. Glorioso, Jen. "69 Boyz Celebrating 30 Years of 'Tootsee Roll' At Downtown Tampa Bar This Weekend". Wild 941.
  2. Heupel, Shannon (December 24, 2025). "Ring in 2026 with 'Tootsie Roll' and 69 Boyz at Montgomery NYE". Montgomery Advertiser. Yahoo. Retrieved May 11, 2026.
  3. Brewington, Ron (April 1995). "Boyz II Men Dominate American Music Awards". The Crisis. The Crisis Publishing Company, Inc. p. 34.
  4. Singleton, Mya. "Hip-hop gems from the 1990s that have been largely forgotten". Yardbarker.
  5. "American certifications – 69 Boyz". Recording Industry Association of America. Retrieved June 24, 2025.
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