T-Pain Celebrates Two Decades in Music: 5 Best Moments From the TP20 Tour’s First Show in NYC

T-Pain kicks off his TP20 Tour to celebrate two decades of his music and achievements. With many notable hits across those 20 years, he’s no stranger to the stage, and his highly anticipated tour kicked off at Radio City Music Hall in NYC on Thursday (Spet. 4).

Over those 20 years, T-Pain turned himself into one of the most prolific hitmakers of the early 21st century, with 15 top 10 hits to his credit, including three No. 1s: his own “Buy U a Drank” (featuring Yung Joc), and feature appearances on Chris Brown’s “Kiss Kiss” and Flo Rida’s “Low.” His most recent album, On Top of the Covers was released in 2023 and notably did not include Auto-Tune — the pitch-correcting software which he helped make a sonic staple of pop music in the late ’00s — due to the positive feedback he received from singing live without the tool on NBC’s The Masked Singer. 

He recently finished his festival run, including notable performances at Coachella, Austin City Limits, Governor’s Ball, and Boston Calling. Since his festival performances, speculation has swirled on what he plans to do next for his career in music. In June of this year, he announced his TP20 Tour to celebrate his 20 years of being in the music industry. After the announcement, the tour was briefly delayed due to personal issues — pushing back all the other show dates to October 2025, except the Radio City Music Hall show in New York City. The rest of the tour will start at the end of the month, with shows across the United States.   

With tour dates extending through December, anticipation is growing for new music and fans can only wonder what is next for T-Pain. One thing’s for sure: his music legacy is one for the ages, and his TP20 Tour is the best way to honor it. Here are the top five moments from Thursday’s (September 4) NYC Show at Radio City Music Hall.