CHARLIE SHEEN’S TWIN SONS BOB AND MAX HAVE SERIOUSLY TRANSFORMED

Charlie Sheen’s youngest children, Bob and Max Sheen, have undergone a transformation. The last two kids of Charlie’s brood, twins Bob and Max were born to the actor and this then-wife Brooke Mueller in 2009. Charlie’s rep announced the happy news to People. “They’re doing great,” Stan Rosenfield shared at the time (via UPI). “And Brooke’s doing great.” Charlie’s rep added, “He’s a family man — now he has three daughters and two sons. He’s a wonderful father.”

Back then, Charlie and Mueller were still happily married and on good terms, but it wouldn’t be long before their union crumbled. By 2010, they had both initiated divorce proceedings, and years later, they were fighting over Charlie’s five-figure child support payments.
Sheen family skeletons, including Charlie’s unexpected HIV announcement, Mueller’s experience with substance use, and her possible ties to Matthew Perry’s death, have further cast a shadow over their family. In fact, Charlie, who also indulged in substance use in the past, is now a single father. “I’ve mostly been raising my 14-year-old boys,” he told People in 2023. “Their mom has been trying to figure some stuff out on her end, so she’s not in the picture too much right now.” Let’s see how far Bob and Max have come since then.

Bob and Max helped Charlie celebrate his birthday
Chelsea Lauren/Getty Images
In September 2011, Max and Bob Sheen were still in the toddler stage, and judging from this picture (above) of them with their dad, Charlie Sheen, they still had their red hair. They were also getting a head start on their partying phase, as they dined with Charlie on his birthday. Given that the toddler’s days back then probably amounted to little more than naptime, snack time, and playtime, allow us to fill you in on their father’s year.

You see, 2011 was a big year for Charlie, and when we say big, we mean terrible. Months earlier, the actor lost his very lucrative gig on “Two and a Half Men” after descending into a historic rant about his boss, Chuck Lorre. He also offered up some truly bonkers commentary, including his infamous “tiger blood” quote, which he eventually blamed on the use of testosterone cream. “I was doing way too much testosterone cream,” Sheen shared in 2017 (via E! News). “It metabolizes into basically a roid rage.”
Fortunately, it seems Charlie calmed down by year’s end.