The legal drama surrounding Real Housewives of Salt Lake City star Mary Cosby’s son, Robert Cosby Jr., has officially hit a breaking point.

The 23-year-old pleaded guilty to several charges after a string of alarming incidents involving his estranged wife, Alexiana Smokoff, and members of her family, according to new court documents obtained by NBC news.

Cosby entered his plea on Nov. 25 in Salt Lake County District Court, where he admitted to two counts of violating a pretrial protective order and assaulting a peace officer. Another charge, property damage of $5,000 or more, was held in abeyance, meaning it will be dismissed if he completes all conditions of his plea agreement. Several other charges — including criminal trespass, interfering with an officer, and failure to stop on command — were dismissed with prejudice as part of the deal.

The charges stem from a turbulent period between September and November, all tied to repeated violations of court orders requiring Cosby to stay away from his wife. RHOSLC fans learned last season that Robert had gotten married and was living with Mary and his wife at the time, but the off-camera situation was spiraling fast.

A series of arrests and escalating behavior

According to court records, Cosby was first arrested on Sept. 5 in what authorities described as “a misdemeanor domestic violence matter” involving Smokoff. He was released — but two days later, he was arrested again under even more disturbing circumstances.

A criminal complaint says Cosby attempted to break into his father-in-law’s home by climbing through the dog door and assaulted him in the front yard. Responding officers ordered Cosby to stop, but “he did not,” according to the report. He also allegedly sent multiple text messages to his wife in violation of the jail release agreement from his Sept. 5 arrest.

By Sept. 15, the court issued a pretrial protective order, followed by a second protective order on Oct. 7, both prohibiting him from contacting Smokoff in any way and requiring him to stay away from her residence. Smokoff later told police that Cosby continued violating the orders — saying he requested to follow her on Instagram on Oct. 31 and had food delivered to her house on Nov. 2.

Then came the November 9 incident, where Taylorsville police responded to a domestic call and found Cosby accused of kicking his mother-in-law’s vehicle, ignoring commands from officers, and biting one of them. In a probable cause affidavit, Cosby reportedly admitted he knew he had been served with protective orders but went to the home anyway. He was arrested on the spot.

Court denies pretrial release; jail time continues

During the Nov. 25 filing, Cosby agreed to pay full restitution to the victims. His attorney attempted to secure his release while awaiting sentencing, but the court denied the motion — meaning Cosby will remain behind bars until his scheduled sentencing on Feb. 3.

His attorney, Clayton Simms, told NBC News, “Robert pled to several misdemeanor offenses and accepted responsibility for what happened.” Simms added that Cosby acknowledged in court that he violated a jail release agreement by going to the address he was prohibited from visiting.

Simms also addressed why Cosby continued contacting his wife despite the protective orders. He explained, “His soon-to-be ex-wife felt that the relationship was over and they were moving towards a divorce, and he wanted to continue to engage in discussion with her — ‘let’s go to therapy, let’s work things out,’ things of that nature. That’s why he continued to make contact, rather than discontinue contact, which was a mistake, and he realizes that.”

Simms said he is hopeful Cosby will be released at sentencing, telling NBC, “We think that this period of incarceration has been adequate punishment and reset for Robert.”

Mary Cosby reacts to earlier arrest

Mary has not commented on the latest plea, but she did speak to People magazine in November after her son was first arrested, saying the experience “was for his good.”

“I think he needed that. He’s never encountered anything like that. He’s never been through anything like that. I don’t mind it. It hurt me at the time. I was devastated, I was worried, I was scared. But some things happen for a reason to show you the path you’re on. I feel like he needed that and that he understands that that’s the wrong journey,” she said.

People also reported that Cosby pleaded guilty one day after Smokoff filed for divorce. Her petition stated that neither party may “harass, intimidate or disturb the peace of the other party, by any means, including electronically.”

Simms confirmed the couple is in the process of divorcing.

His struggles were previously shown on RHOSLC

Viewers have seen Cosby open up about personal challenges before. On season five of RHOSLC, he discussed struggles with substance abuse and shared vulnerable thoughts about his mental health, saying, “I just felt like a stain… I felt like I didn’t belong in the world.”

Mary later revealed during the season reunion that her son had entered a rehabilitation center for 30 days and was receiving treatment.