Man holding and kissing a baby.

Rickey Smiley’s Wrap Party [VIDEO]

01/01/2024
Watch Rickey Smiley greet his family and friends after...
Behind The Scenes / Comedy Special / Videos
Backstage conversation between two people.

Rita Brent On Tour With Rickey Smiley For Seven Years: “I Don’t Have Horror Stories” [VIDEO]

01/01/2024
Rickey Smiley really hopes more great things happen for...
Behind The Scenes / Comedy Special / Dressing Room Chronicles / Videos
Man with glasses thinking, hand on chin.

Photo Shoot With Derek Blanks [VIDEO]

01/01/2024
Here’s some behind the scenes footage from Rickey Smiley’s...
Behind The Scenes / Photo Shoots / Videos
Two men shaking hands, smiling warmly.

Gary With Da Tea Surprised Rickey Smiley! [VIDEO]

01/01/2024
Rickey Smiley didn’t think Gary With Da Tea was...
Behind The Scenes / Comedy Special / Dressing Room Chronicles / Videos
Two men wearing glasses, looking surprised.

Gary With Da Tea Wants His Money [VIDEO]

12/28/2023
Gary With Da Tea was NOT going to let...
Behind The Scenes / Rickey Smiley Morning Show / Videos
Man performing with microphone, wearing colorful hat.

Top 5 Rickey Smiley Birthday Beach Blowout Moments Of 2023 [VIDEO]

12/28/2023
Rickey Smiley’s Birthday Beach Blowout in Daytona Beach, Florida...
Best Of The Year / Birthday Beach Blowout / Daytona Beach / Videos
Two people laughing in a radio studio.

Top 5 Da Brat & Rickey Smiley Moments Of 2023 [VIDEO]

12/28/2023
Da Brat and Rickey Smiley had some great moments...
Best Of The Year / Rickey Smiley Morning Show / Videos
Singer performing on stage with microphone.

Dynasty Sings “Have Yourself A Merry Little Christmas” | Rickey Smiley Christmas Karaoke Night [VIDEO]

12/28/2023
Dynasty did a really good job singing the holiday...
Karaoke / Videos
Man giving two thumbs up, wearing cap.

Baking An Old-Fashioned Pound Cake [VIDEO]

12/28/2023
Rickey Smiley woke up missing his grandmomma this morning,...
Food / Live / Videos
Smiling person with curly white hair.

Rickey Smiley In 30 Years? [VIDEO]

12/28/2023
Check out this prosthetic makeup Rickey Smiley has on...
Behind The Scenes / Comedy Special / Live / Videos