In the summer of 2000, Chalie Boy was discovered by DJ Bull and joined Dirty 3rd Records, as a member of the super group, The Freestyle Kingz. Reigning from Hearne & Calvert, Texas, Chalie Boy appeared on over 25 mixtapes, before featuring on his first original group album, Off Tha Chain, in 2002.
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Chalie Boy has had 6 concerts.
Chalie Boy is most often considered to be Rap, Southern Hip Hop, Dirty South Rap, Texas, Chopped And Screwed, Dirty South, and Southern Rap.
The last Chalie Boy concert was on March 14, 2012 at Kiss And Fly in Austin, Texas, United States. The bands that performed were: DJ Grip / Die Slo Entertainment / Uzoy / Hoodstar Chantz / Versace Ice and Platinum "V.I.P" / Gerald G / Chalie Boy / League Of Extraordinary G'z / Doughbeezy / Killa Kyleon.