Charles Barkley and Shaquille O'Neal have had a longstanding love-hate relationship. The two Hall of Famers are constantly trading jabs at each other, and Chuck just dropped another one on Shaq during halftime of Bucks-Hawks Game 3.

Catch Charles Barkley try to make a point on Shaq, but then subtly slip in a nasty dig:

https://twitter.com/nonsmoknlifboat/status/1409327294460698624?s=20

Perhaps Shaq could tell there was some animosity coming from Charles Barkley during that first meet up. Long before their storied TNT rivalry seen on air, the two legendary big men famously went at it on the basketball court as well.

Article Continues Below
More NBA News
Celtics center Luke Kornet (40) warms up before game five of first round for the 2025 NBA Playoffs against the Orlando Magic at TD Garden with the Clippers logo in the background and the Spurs logo in the background
NBA rumors: Clippers to battle Spurs for Celtics free agentJosue Pavon ·
San Antonio Spurs point guard Chris Paul (3) looks on during the first half against the Portland Trail Blazers at Moda Center.
NBA rumors: Chris Paul reunion with Suns or Clippers is a possibilityTroy Finnegan ·
Utah Jazz guard Collin Sexton (2) handles the ball against Charlotte Hornets forward Brandon Miller (24) during the second half at Spectrum Center.
Hornets acquire Collin Sexton from Jazz for Jusuf NurkicTroy Finnegan ·
LeBron James with the logos of every NBA team in the background.
Ranking 5 best LeBron James trade destinations after Rich Paul’s bombshell Lakers quotesBailey Bassett ·
Minnesota Timberwolves forward Nickeil Alexander-Walker (9) prepares to play the New Orleans Pelicans before the game at Target Center.
NBA rumors: Pistons, Hawks the leaders to steal away Timberwolves free agentRishav Bhat ·
Cleveland Cavaliers guard Ty Jerome (2) reacts during the second half against the Indiana Pacers in game five of the second round for the 2025 NBA Playoffs at Rocket Arena.
NBA rumors: Ty Jerome garnering interest from Warriors, according to Zach LoweZachary Weinberger ·

Things got testy between the two back in 1999, when Charles Barkley was on the tail end of his career playing for the Houston Rockets. With Chuck trying to get a bucket in the post O'Neal ended up clipping him from behind. The extra curricular contact turned into a ball toss from Barkley, which led to their infamous fracas.

But despite the constant bickering towards one another, Charles Barkley and Shaquille O'Neal are admittedly the closest of friends. After all, your true best friends are the only ones who really know how to get under your skin. Chuck and Shaq have that department covered, and then some.