Paris Hilton may be relishing in her return to the spotlight, thanks to an unlikely return of the early-aughts styles she helped pioneer, but her younger brother, 23-year-old Conrad Hilton, has been busy making headlines his family would probably prefer to have erased. Hilton has spent the week in an L.A. county jail cell after being arrested early Saturday morning for allegedly attempting to break into the home of E.G. Daily and violating a restraining order her daughter, Hunter Daily Salomon, had against him, as well as allegedly stealing Salomon’s father’s Bentley, according to TMZ.

The exact story of how Hilton ended up in this position, though, is a bit more complicated—and connected, through a messy web of tabloid targets from yesteryear, to his older sister Paris. Daily Salomon is the 21-year-old daughter of voice actress Daily and poker player Rick Salomon, who had two daughters during their marriage from 1995-2000. If the latter sounds familiar, it’s probably because of his co-starring role in Paris Hilton’s infamous leaked sex tape from 2003.

While the world has been well acquainted with Paris and Nicky Hilton for well over a decade, Conrad’s media appearances have been limited to run-ins with the law. On a flight from London to L.A. in 2015, Hilton screamed obscenities and physically assaulted some of the plane’s cabin crew, resulting in an arrest once the plane landed. In August 2016, per a TMZ report, he was sued after allegedly crashing into another woman’s car with his father’s Range Rover. According to TMZ, witnesses claimed he threw a bong out of the window and was covered in vomit.

Hilton initially refused to leave his jail cell and attend court on Tuesday, where he was charged with a felony count of driving or taking a vehicle without consent and two misdemeanors for violating his restraining order and contempt of court, according to TMZ. Wearing a self-harm-prevention smock, Hilton appeared in court on Wednesday with his lawyer, famed O.J. Simpson attorney Robert Shapiro. Standing behind a glass window, per TMZ, Hilton appeared to mouth slurs and obscenities as well as wink at the camera. When the judge ended by asking Hilton if he understood his orders, Hilton replied, according to the outlet, “I am sorry to the court and the entire state for disrespecting the court. I am not obsessed with hookers and I’m sorry.”

He also appeared unstable during his following court appearance on Thursday morning to address his restraining order violation. While the judge was discussing his behavior during his arrest, where he was filmed shouting homophobic and racial slurs at the police, Hilton disagreed with the judge’s assessment of the event, yelling, “I got assaulted! Objection,” TMZ reports. The arrest itself likely would have made headlines, given Hilton’s famous name, but the series of courtroom outbursts have only elevated the story—not exactly the kind of publicity any family would want, wealthy or otherwise.

For now, Hilton is still in jail until his parents, Rick and Kathy Hilton, bail him out. Per his agreement with the judge, he won’t be going home, though. Hilton’s been ordered to check into the Menninger Clinic, a psychiatric hospital in Houston, Texas. Both Daily Salomon and her mother have told TMZ that they were more concerned with Hilton’s mental health than having him thrown in jail. Their wish may soon be granted.