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Inside Orlando Brown’s most controversial moments from arrests to bizarre tattoo after strange Bow Wow comments

ORLANDO Brown rose to fame in the early 2000s as a teen actor during Disney Channel’s heydays, starring in shows like That’s So Raven and The Proud Family.

However, since his days as a Disney celeb, Brown has been involved in a string of controversies, including arrests for domestic violence, drug possession and a bizarre tattoo of one of his former co-stars.

Former Disney actor Orlando Brown is trending once again over his controversial comments about rapper Bow Wow

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Former Disney actor Orlando Brown is trending once again over his controversial comments about rapper Bow WowCredit: Not known, clear with picture desk

Orlando Brown has previously opened up about his mental health struggles

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Orlando Brown has previously opened up about his mental health strugglesCredit: YouTube / Dr Phil

Orlando Brown rose to fame in the early 2000s as a teen actor during Disney Channel's heydays

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Orlando Brown rose to fame in the early 2000s as a teen actor during Disney Channel’s heydaysCredit: Getty

Brown made his acting debut in 1995 as Cadet Kevin “Tiger” Dunne in the film Major Payne.

His acting career continued to ascend, co-starring with the Olsen twins, Mary and Ashley, in the ’98 ABC sitcom Two of a Kind.

From 1996 to 2007, Brown held prominent roles in shows like Family Matters, That’s So Raven, The Proud Family, The Wayne Bros, Sister, Sister, The Jamie Foxx Show, Fillmore! and Lizzie McGuire.

LEGAL TROUBLES

However, Brown’s career has hit rock bottom in recent years, stemming from numerous controversial comments and his struggles with drugs and mental illness.

Between February and March 2016, Brown was arrested on two separate occasions on charges of domestic violence, obstruction of justice, drug possession with the intent to sell and possession of contraband in jail.

In February 2016, cops claimed he struck his then-girlfriend in the parking lot of a police station and was found by officers to be in possession of methamphetamine.

The following month, police were called to a private residence in response to complaints of a domestic disturbance between Brown, his girlfriend, and his girlfriend’s mother.

In September 2018, the ex-Disney star was sentenced to 23 days in prison after being convicted of drug and burglary charges dating back to 2016.

He pled no contest in his drug case stemming from a June 2016 arrest, as well as a burglary charge that same year after he was caught breaking into his friend’s restaurant.

Then in 2014, a woman told police that the actor had threatened to kill her and her daughter. He agreed to a plea deal with prosecutors and paid a minimal fine.

ALARMING DR PHIL INTERVIEW

After a short-lived stint in rehab in 2016, Brown appeared on Dr Phil in 2018, where he opened up about his struggles with methamphetamine, weed, and mental illness.

The star appeared to be confused during the sit-down, but there was a moment when some fans began to rally behind the star that he would somehow overcome his battle with addiction.

Brown appeared to mix up the ages of his children and had trouble remembering their names.

“I’ve got a two-year-old, a five-year-old, eight and eleven [year-old],” the actor told Dr Phil.

“The two-year-old is still in the belly,” he questionably said.

“Honestly, I see my kids everywhere,” Brown explained. “But, like I said, I barely see them.”

“I don’t know them. They don’t know me. That’s what this whole thing is about; being able to identify and, you know, get back with my kids and stuff,” he added.

Brown starred as Raven-Symoné's best friend, Eddie Thomas, in Disney's That's So Raven

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Brown starred as Raven-Symoné’s best friend, Eddie Thomas, in Disney’s That’s So RavenCredit: Getty

Brown appeared in 99 episodes of That's So Raven, spanning four years

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Brown appeared in 99 episodes of That’s So Raven, spanning four yearsCredit: Getty

The troubled actor made highlights on Wednesday after his puzzling comments about Bow Wow during an interview

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The troubled actor made highlights on Wednesday after his puzzling comments about Bow Wow during an interviewCredit: Getty Images – Getty

In 2020, Orlando Brown brazenly claimed Nick Cannon performed 'oral sex' on him in a wild Instagram video

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In 2020, Orlando Brown brazenly claimed Nick Cannon performed ‘oral sex’ on him in a wild Instagram videoCredit: Getty Images – Getty

BIZZARE TATTOO

In 2018, Brown – who starred as Eddie Thomas in Disney’s That’s So Raven – showed off a massive neck tattoo of his co-star Raven-Symoné’s face.

The video on social media showed the troubled actor wearing a fake gold crown and holding his phone up to his chest, saying: “You trying to get this picture. You seen this yet?”

The bizarre ink came years after Brown alleged he and Raven-Symoné dated for some time when they were teens on the Disney show.

Raven-Symoné has never responded publicly to her former co-star’s tattoo and has never formally confirmed whether she and Brown used to date.

CONTROVERSIAL COMMENTS

Brown has made questionable remarks about former Wild ‘N Out host Nick Cannon and rapper Bow Wow.

In 2020, Brown recorded himself walking through the aisles of a Walmart in a black and white Instagram video and brazenly claimed Cannon performed oral sex on him “as a female”.

Cannon laughed off the allegations and re-directed fans to focus on the actor’s mental health struggles and support him instead.

“When I first saw this, I thought it was f–king hilarious!!!!,” Cannon said in an interview with VladTV.

“But then, after putting a little cognitive effort and analytical thought to the situation, I figured what a great opportunity for a ‘teachable moment’!

“First off, let me say I am praying for the young brother Orlando even though I don’t really know him personally, I have always loved and enjoyed his talent and have been a fan of his past work.

“He was f***ing brilliant in Major Payne and had us all laughing on That’s So Raven.

“But this is another crucial example of when we allow our young artists to be prematurely exposed by this demonic business and left out to fend for themselves.”

“We need better support systems for our youth and take care of our own,” the comedian added.

On Wednesday, Brown again made startling comments, this time about Bow Wow during a sit-down with comedian Funny Marco – claiming the rapper had “bomb a** p*****”.

Like Cannon, the Let Me Hold You rapper called Brown’s situation “sad,” saying the troubled actor “really needs help”.

“Since when legends GOT TO speak on f***ery?” Bow Wow tweeted in response to Brown’s comments.

“I’m filming my new tv show as we speak and preparing for a sold out show at the o2 arena for the millennium tour in London. Ima 35 yr old father I don’t play them type games.

“You do know this bow u talking to right. I AM A BOY DAMON.

“Tweaked out… but you know dude really need help na im sayn?” he added.

“That’s why we ain’t trippin on em. Nobody taking him serious. It’s sad because he had potential to be great. It’s sad. Dem drugs!”

Brown has a neck tattoo of his former co-star Raven-Symoné

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Brown has a neck tattoo of his former co-star Raven-SymonéCredit: Not known, clear with picture desk

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