-In the 2000 season, Oakley played in a pre-season exhibition game against the Sixers and Tyrone Hill. Before tipoff, Oakley found Hill and slapped him in the mouth. They started a fight and both were ejected.

-Before a regular season game, Tyrone Hill was leaving the floor after shootaround, and Oakley started throwing basketballs at him, one of which hit him in the face. Lets let Sixer point guard Eric Snow color the story: “Every time we play each other, Oakley says something about Hill. He’ll say ‘Where’s Hill at?’”

-Why did he he intimidate and rough up Hill? Two years prior, Tyrone Hill lost a dice game to Oakley, to the tune of $54,000. “A gentleman pays his debt within a week or two,” Oakley said. Because payment was deliquent, Oakley charged him double, saying, “Everything in life is double. If he didn’t pay me $108,000, he didn’t pay me.”

-In the 2001 NBA playoffs, Oakley constantly insulted teammate Vince Carter and even exchanged words with Carter’s mother. Rumor has it Oakley was displeased with Carter letting him, and other teammates, down during crunch time.

-Charles Oakley was dating a woman in Charlotte, NC. He called the woman’s house and LA Clipper Jeff McInnis was there. Oakley went hunting for Jeff that night, but couldn’t find him. So, the next time their two teams played, Oakley walked up to McInnis on the bench and punched him in the head before the game. Oakley blamed one of McInnis’ coaches at the time, Alvin Gentry, for telling reporters the story.

-Oakley had a rumored run-in with the producer of the 1989 NBA video “Awesome Endings.” No other details available, but I can’t imagine that one going well.

-Charles Oakley slapped Charles Barkley across the face during a player’s union meeting. “I heard what he was saying about me in Atlantic City and I didn’t like it. I’m fed up with him. I told him ‘You need to change your name. I’m the only Charles.’” Oakley finished by telling Barkley, “Every time I see you, I’m going to slap you.”

-In a basketball game after the slap, Oakley threw Barkley to the floor. Barkley got up swinging and the two were separated. Post-game, Clyde Drexler called Oak a “dirty player.” Oakley responded by saying, “He [Drexler] can blow me.”

-This is a quote from Oakley on Kenyon Martin, “You got to know when enough’s enough. You want to rob the bank, but you better not be complainin’ when you get caught. In my day, a guy who jumps that high with that many tatoos, he would’ve wound up sitting on the floor at least once. It’s just the kind of player (Martin) is. And the kind of guy I am.”

-So, yeah. Charles Oakley has twitter. Now you should be appropriately blown away. Follow him, if you know what’s good for you. Disregard his twitter feed at your own peril.
Charles Oakley is a great American. @CharlesOakley34

Also it was rumored that the song "I got a story to tell" by notorious b.i.g. was about oakley.

There's also that footage of Oakley clowning Pippen while they were teammates in Chicago. He was slapping him and all Pippen could do was laugh