“I Was Kind of Stalking Him”: Charlie Sheen Reveals Obsessive Friendship With Michael Jordan Who Still Plays Mind Games About the Famous Loss

**Charlie Sheen Opens Up About His Close Friendship with Michael Jordan**

Charlie Sheen recently shared insights into his friendship with basketball legend Michael Jordan during an appearance on the “All The Smoke” podcast. The conversation touched on a variety of topics, including steroid use in major leagues, but one memorable segment involved Sheen recalling an unusual story that highlighted his bond with the greatest basketball player of all time.

During the podcast, host Matt Barnes asked Sheen how his friendship with Jordan began. Sheen recounted that he and Jordan once took part in a short-lived reality TV show called *War of the Stars*, which pitted celebrities against professional athletes in their respective sports. In one challenge, Sheen and his father were tasked with facing Jordan in a two-on-one free throw competition. To level the playing field, Michael Jordan had the handicap of shooting his free throws with his eyes closed.

Despite the challenge, Sheen revealed that he and his father beat Jordan in the free throw contest. After the show, Sheen managed to get Jordan’s contact information, and the two stayed in touch. “I got his number after that, and we stayed in touch,” Sheen said. “I would fly out to Bulls’ home games. So I was kind of stalking him as well, but yeah, then we worked together on a commercial campaign, we did Hannes, we sold underwear together. That was pretty cool.” (Timestamp: 3:00)

Barnes then brought up a later interview that Sheen and Jordan did together, in which Jordan refused to acknowledge the win Sheen and his father had secured. “The interviewer asked about the game and I’m like, ‘Well yeah, I’m not here to rub it in his face,’” Sheen explained. “And he’s like, ‘No you didn’t, no you didn’t, uh-uh, you did not.’ I’m like, ‘I can appreciate that but it’s on video,’ and he was like, ‘Doesn’t matter.’”

Sheen clarified that the victory against the basketball icon took place in 1986 while filming *War of the Stars*, cementing the moment as a unique part of his friendship with Jordan.

**Sheen Reveals How Michael Jordan’s Fast Replies Became a ‘Tool’**

Later in the episode, Sheen shared an amusing anecdote about Michael Jordan’s quickness in responding to texts. “There was a time when I would text him and this dude would literally respond in like 15 or 20 seconds,” Sheen recalled. “I would be like, ‘That’s now the bar,’ and I would tell my friends, ‘Dude, it’s been four hours, Michael Jordan responds in 20 seconds.’ So it was a valuable tool for me.” (Timestamp: 4:25)

**The Free Throw Whisper**

Sheen also went back to the basketball game on *War of the Stars*, revealing a funny moment during the competition. He mentioned that he made eight consecutive free throws before hearing Michael Jordan whisper the word “choke” under his breath. The comment got into Sheen’s head, causing him to miss his next shot from the charity line.

Charlie Sheen’s stories paint an entertaining and humanizing picture of his relationship with Michael Jordan — a legendary athlete who also happens to have a playful and competitive side.
https://www.sportskeeda.com/basketball/news-i-was-kind-stalking-him-charlie-sheen-reveals-obsessive-friendship-with-michael-jordan-who-still-plays-mind-games-about-famous-loss

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