Celebs You Didn't Realize Have Extremely Troubled Siblings

While many celebrity families produce successful, well-adjusted broods, others are broken and acrimonious—and some are dark and tragic. These celebrities all have siblings that prove sharing a last name and a blood line doesn't mean that they share success, sanity, or even just an ability to obey the law. Here are some black-sheep siblings who can even make their controversial famous brothers and sisters look great by comparison.

Josh Brolin's younger brother, Jess, is reportedly homeless and resides on the streets of Ojai, Calif., miles from parents James Brolin and stepmother Barbra Streisand's home in Malibu. According to the Mirror, Jess was evicted from his $800 a month apartment in 2011 and has since refused any help from his mega-successful showbiz family.

A source told the paper, "He will sometimes be sleeping in a field behind shops, basically ­wherever he can bed down. It can be very cold at night as it's in the valley. Looking at him, you wouldn't realize he is part of one of the biggest, most successful showbiz families in the world. It is a heartbreaking situation."

Jess' destitute nature is even more tragic when one recalls that he previously inherited a six-figure trust fund after his mother, James Brolin's first wife, died in a car accident in 1995. Jess reportedly ran out of money around 2011.

A rep for his family said in a statement, "We have offered help and support and we continue to do so. We love him very much and only want what is best for him."

Reese Witherspoon's brother, John Draper Witherspoon, was accused of aggravated burglary and sexual battery in October 2002. People reported that Witherspoon's neighbor accused him of entering her home through an unlocked door when she was asleep and attempting to sexually assault her while she was still drowsy. He was later sentenced to probation for the incident.

You know your family is dysfunctional when Paris Hilton is the most functional member. In February 2015, People reported that Paris' younger brother, Conrad, was arrested after allegedly threatening to kill British Airway flight attendants and calling fellow passengers on a flight "peasants."

Conrad—who has reportedly been involved in multiple and scary car crashes over the years—was accused of "assaulting and intimidating the crew to the point where it interfered with their ability to perform their duties," making children cry and smoking cigarettes and marijuana in the airplane bathroom. When Conrad fell asleep during the flight, crew members restrained him by handcuffing him to his seat.

According to TMZ, Conrad also told crew members, "I could get you all fired in five minutes. I know your boss! My father will pay this out. He has done it before. Dad paid $300K last time." After the incident, Conrad—whose lawyer claimed his outbursts were an adverse reaction to a sleeping pill—checked into rehab and was later sentenced to three years of probation and 750 hours of community service.

Later that year, Conrad's troubles continued when he was arrested for allegedly trying to break into ex-girlfriend Hunter Salomon's home. He was allegedly so out of control during the incident that his father, Rick Hilton, had to help police subdue him.

The following year, things got even worse for Conrad when he was sentenced to two months in prison for testing positive for drugs three separate times in violation of his parole from the flight incident. He was released in August 2016, but troubles continued: TMZ reported that Conrad was sued after he got into a head-on collision with another driver...when he was prohibited from driving.

While Mariah Carey is showing off her vocal range and continuing her reign as the Queen of Christmas, her sister, Alison, hasn't fared nearly as well. In 2005, Alison was busted twice for prostitution, which the New York Post alleges had been her profession since the 1980s to support a drug habit.

"With everyone in the family being as aware of Alison's problem for as long as it has been, this was bound to happen," an insider told the Post. "At this stage, most everyone else in the family has had it with Alison, but Mariah isn't one to give up on people. Unfortunately, Mariah is having to learn that you can't help someone who doesn't want to be helped." The source also added that at the time, Alison had been in rehab at least 10 times, with most of her stints on Mariah's dime. "Mariah, especially, wanted a reconciliation. She thought it was important to try and have something good come out of an awful situation," the insider said.

In March 2016, Mariah and Alison's brother, Morgan, told the Daily Mail that Alison, who is HIV-positive, suffered severe brain damage and needed several surgeries after a home invasion left her injured and physically and mentally ill. "Alison was institutionalized for observation after being found wandering in the street barefoot and partially dressed, causing the police to be concerned," Morgan said. "Her behavior was caused as a result of damage done in the attack and her having missed the medications she was taking. Because Mariah has not found it in her heart to help Alison get the care she requires, there are times when Alison forgets or is unable to take her medication and this sometimes precipitates problematic behavior."

Though Morgan makes it seem like Mimi is uncaring and insensitive, the singer's rep says that's not true. "Through the years, Mariah has spent hundreds of thousands of dollars supporting Alison and her children," Carey's rep said. "In fact, Mariah has supported her extended family for over two decades."

Alison's troubles have continued: Us Weekly reported that Alison was arrested for prostitution yet again in August 2016, even using Mariah's lyrics to "Fantasy" to advertise her services online.

Comedian Dane Cook's brother, Darryl McCauley, was the funnyman's manager for years. Unfortunately, he was grossly dishonest the entire time. CNN reported that in 2010, McCauley and his wife, Erika, were found guilty of stealing $12 million from Cook when they were supposed to be managing his businesses. An investigation was launched on McCauley and Erika in December 2008, when Cook alerted authorities to millions of dollars missing from his business accounts. McCauley was sentenced to six years in prison and 16 years of probation while Erika was sentenced to three years of prison and 13 years of probation. They were ordered to repay Cook the money they'd stolen, according to the report.

Gordon Ramsay's brother, Ronnie, is often in hot water, though never in a kitchen. The Daily Mail reported that Ronnie has struggled with heroin addiction and homelessness—and that Ramsay admits to even buying Ronnie heroin in 1997 to get him through their father's funeral. After Ronnie was jailed in Indonesia on drug offenses in 2007, Ramsay reportedly refused to enable him anymore.

The Kitchen Nightmares star told the Mirror in November 2014, "I have tried to help many times. It's hard. Every time you see him, God bless him, it reopens a wound for everybody," he said. "Like any addict they live for the day and each day is a challenge. Sometimes you have got to be a little bit stronger than the previous time and introduce tough love." He added, "They have got to hit rock bottom before they want to get out of that scenario, so I think it is more painful from the outside for mum...We always clash and it is hard to get back to that ground zero."

Terrence Howard has a lot of legal issues of his own, but he's not the only problem child in his family: his brother, Antonio, has had two significant run-ins with the law.

The Times Herald reports that in February of 2011, police responded to a domestic disturbance call at Antonio's home. When they arrived, Antonio threatened the officers with his 100-pound dog. He ended up pleading guilty to three counts each of terroristic threats and reckless endangerment, along with one count of ethnic intimidation. At the time of his arrest, Antonio was on probation for a DUI charge.

Unfortunately, it wasn't the only incident involving Antonio and his dog. Philly Mag reports that in 2015, police shot Antonio's "very aggressive" dog, which at that point weighed close to 170 pounds. The dog had been seen wandering around a neighborhood unattended and frightening residents, and wouldn't be contained with a taser or other methods.

Nicki Minaj's older brother, Jelani Maraj, was charged with first-degree rape of and first-degree sexual conduct against a 12-year-old girl in December 2015. Page Six reported that Minaj bailed her brother out of jail—his bond was set at $100,000. At the time of this writing, Maraj maintained had maintained his innocence, rejected a plea deal, and his trial was pending. The New York Daily News reported that Maraj faces life in prison if convicted.