T-Pain’s Wiscansin Fest: 10 Unforgettable Rave Moments

by Grace Chen

MILWAUKEE, June 15, 2025

T-Pain’s annual Wiscansin Fest brought the heat to Milwaukee this past weekend, delivering a sold-out hip-hop celebration. Featuring surprise appearances and unforgettable moments, the festival proved once again why it’s a must-attend event for music lovers.

Wiscansin Fest: A Hip-Hop Celebration

From surprise appearances to epic performances, Wiscansin Fest was a weekend to remember.

  • Feid and T-Pain had huge crowds.
  • Shaquille O’Neal, aka DJ Diesel, brought the house down.
  • Flo Milli made a surprise appearance.

What made Wiscansin Fest 2025 so special? This year’s festival, held at The Rave, was packed with big names and even bigger moments, proving why Milwaukee is the unofficial home of this unique hip-hop holiday.

Feid’s Reggaeton Rave

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Feid, a major force in Latin music, delivered a performance that could have headlined the event. His set transformed The Eagles Ballroom into a reggaeton rave, with fans singing along in Spanish.

Pusha T’s Preview

Pusha T performs at Wiscansin Fest at The Rave in MilwaukeeX

Pusha T’s solo set was a preview of the Clipse reunion tour coming to Milwaukee later this year. The G.O.O.D. Music alum performed fan favorites, leaving fans eager for more.

Wale Connects with the Crowd

Wale performs at Wiscansin Fest in Milwaukee at The RaveX

Wale, a veteran of The Rave’s stages, connected with fans, even jumping into the audience. His presence reminded everyone why he’s a returning favorite.

DJ Diesel’s Earthquake

DJ Diesel (Shaquille O'Neal) performs at Wiscansin Fest at The Rave in MilwaukeeX

Shaquille O’Neal, as DJ Diesel, unleashed an EDM/hip-hop set that electrified The Rave. He’s no stranger to Wisconsin crowds. He will be back in Milwaukee at American Family Field later this year.

NLE Choppa’s Family Moment

NLE Choppa performs at Wiscansin Fest at The Rave in MilwaukeeX

NLE Choppa brought his daughter on stage, creating a heartwarming moment amid the high-energy performances, adding a touch of real-life joy to the festival.

Prof Keeps it Real

Prof performs at Wiscansin Fest at The Rave in MilwaukeeX

Prof’s witty lyrics and humor provided a contrast to some of the more mainstream acts, solidifying his cult status among hip-hop fans.

Kash Doll’s Stage Surprise

Kash Doll performs with a fan at Wiscansin Fest at The Rave in MilwaukeeX

Kash Doll invited a fan on stage to rap a verse, turning the moment into a legitimate showcase that impressed both the crowd and Kash Doll herself.

Flo Milli’s Unexpected Party

Flo Milli performs at The Rave in Milwaukee for Wiscansin FestX

Flo Milli, a surprise addition to the lineup, delivered an energetic performance, turning The Rave into a party. She’ll be back in Milwaukee soon, opening for Megan Thee Stallion at Summerfest.

Armani White’s Viral Hit

Armani White performs at The Rave in Milwaukee as part of Wiscansin FestX

Armani White, known for his viral track “Billie Eilish,” drew fans in early with his energetic performance.

T-Pain’s Grand Finale

T-Pain performs at Wiscansin Fest at The Rave in MilwaukeeX

T-Pain closed out Wiscansin Fest with a performance that included his classic anthems, heartfelt vocals, and crowd-hyping banter. He proved why Milwaukee is the unofficial home for the event.

Missed Moments

Not everything went perfectly. Some moments left the crowd confused or disappointed.

Jermaine Dupri, performing a DJ set of his own hits, called out Milwaukee’s DJ Mando for playing the same tracks before his set, disrupting the flow.

GloRilla took the stage late and performed just one song before leaving, disappointing many fans.

Keyshia Cole was a last-minute no-show, leaving fans wondering what happened.

Despite these hiccups, Wiscansin Fest delivered on its promise of a unique hip-hop celebration in Milwaukee.

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