Smiling child inside a bright room.

Rickey Smiley’s Grandson Has A New Hairstyle! [VIDEO]

02/01/2025
Grayson Smiley is really feeling his twists!
At Home / Family & Friends / Live / Videos
Child rubbing eye under a blue sky.

That Time Rickey Smiley’s Grandson Visited Him At Work [VIDEO]

09/21/2024
Here’s Rickey Smiley with his grandson Grayson at the...
Bernice Jenkins / Family & Friends / Live / Rickey Smiley Morning Show / Videos
Child wearing a blue hat indoors.

Rickey Smiley’s Grandson & His Best Friend Talk About Getting In Trouble In School [VIDEO]

08/26/2024
Grayson and his best friend Malachi are funny!
Family & Friends / Live / Videos
Smiling child standing near a wall.

Special Surprise For Rickey Smiley’s Grandson’s Best Friend [VIDEO]

08/25/2024
Grayson Smiley’s best friend Malachi is a great kid...
Family & Friends / Live / Videos
Smiling child indoors with warm lighting.

Rickey Smiley Getting His Grandson Ready For Bed [VIDEO]

07/18/2024
Here’s a throwback video from 2020 of Rickey Smiley...
Family & Friends / Live / Videos
Smiling child standing near a wall.

Rickey Smiley’s Grandson’s Girlfriend Cheated On Him! [VIDEO]

05/21/2024
Rickey Smiley asked Grayson about his love life, and...
Family & Friends / Live / Videos
Child looking out boat window.

Future Boat Captain [VIDEO]

03/27/2024
Rickey Smiley’s grandson’s Grayson just might have a future...
Boat Life / Family & Friends / Videos
Young boy with closed eyes indoors.

Rickey Smiley’s Surprise Christmas Gift For His Grandson [VIDEO]

12/25/2023
This gift probably wasn’t on Grayson’s Christmas list!
Family & Friends / Videos
Smiling child standing near a wall.

Rickey Smiley’s Grandson Working Out [VIDEO]

12/23/2023
Grayson Smiley goes hard in the gym!
Family & Friends / Videos
Child running on a grassy field track.

Rickey Smiley Teaching His Grandson How To Run Routes & Catch Punts [VIDEO]

12/20/2023
Rickey Smiley’s grandson Grayson loves to play football and...
Family & Friends / Videos