Jesse Williams Accuses Ex Aryn Drake-Lee of Violating Custody Order Over Their Kids’ Healthcare

Jesse Williams—who was granted full custody of his and Aryne Drake-Lee’s kids healthcare—requested to obtain “treatment” without notifying his ex-wife after accusing her of violating a court order.

By Brahmjot Kaur May 08, 2025 3:50 PM
| Updated May 08, 2025 8:22 PM
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Watch: Jesse Williams Accuses Ex Aryn Drake-Lee of Violating Custody Order Over Their Kids’ Healthcare

Jesse Williams is continuing his legal battle with his ex-wife Aryn Drake-Lee.

Nearly two months after the Grey’s Anatomy alum was awarded sole custody of their 11-year-old daughter Sadie and 9-year-old son Maceo’s healthcare, he accused his ex of violating the court’s order during an April 3 orthodontist appointment, according to documents obtained by E! News. 

“During our meeting with the children’s orthodontist, when we were to discuss among other things, the doctor’s game plan for treating Sadie’s impacted upper right canine tooth and the growing cyst around her tooth,” the May 6 Ex Parte Request for a Temporary Emergency Orders read, “Aryn aggressively told the doctor she does not consent to treatment and that she will SUE the doctor if he touches the children. The orthodontist promptly asked us to leave.” 

Williams—who was married to Drake-Lee from 2012 to 2017 before finalizing the divorce in 2020—said that he apologized to the doctor for her outburst and left the office. He also said in the filing that after the incident, Sadie and Maceo asked him, “What is wrong with Mom? Did we get kicked out? Why does she keep doing this? Why won’t she let me get braces? Can we just go back without her?”

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Grey's Anatomy's Jesse Williams Accuses Ex-Wife of "Gatekeeping" Their Kids in Yearslong Custody Case

E! News has reached out to Drake-Lee and reps for Williams for comment and has not yet heard back.

The 43-year-old accused Drake-Lee—with whom he shares joint legal and physical custody—of compromising their children’s “health and specific treatment,” along with destroying “relationships with healthcare providers who are now terrified to treat our children for fear of her erratic and aggressive antics.”

Williams noted that Maceo needs braces and added that Sadie “has an impacted upper right canine, and a cyst around the root,” to which the orthodontist recommended her tooth “be extracted and orthodontic treatment be started.”

“Aryn has demonstrated that if she is notified about treatment, she will physically appear and sabotage the treatment, scarring and scaring the children in the process,” the documents shared. “Given Aryn’s conduct, I will be unable to obtain any healthcare treatment for the children.”

Stefanie Keenan/Getty Images for Art Los Angeles Contemporary

He argued that Sadie “should not have to wait any longer for treatment” since her oral issues could be “complicated with more risks” if not treated.

Williams is requesting that he “be permitted to obtain healthcare treatment for the children without any notice to Aryn, and that Aryn be prohibited from interfering with or communicating with the healthcare providers.”

According to the filing, the Cabin in the Woods star, per a March 20 hearing, emphasized that he has “sole legal custody to make all decisions related to the children’s medical, dental, and orthodontic care and treatment.”

Per the court order, Williams was to keep Drake-Lee “fully informed of all medical, dental, and orthodontic appointments and treatment,” and she also has “the right to attend all such appointments.”

While we await more details about Williams and Drake-Lee's ongoing legal battle, read on for more expensive celebrity divorces.

Tiger Woods & Elin Nordegren

The golf star's reputation was shattered when news broke about his adulterous behavior with not one, not two, but dozens of women. He and his wife, Swedish model Elin Nordegren, officially divorced in August of 2010 after being married for nearly six years and having two children together. Tiger reportedly handed over a whopping $750 million in their divorce, although the final settlement was undisclosed.

Jennifer Lopez & Cris Judd

"Love Don't Cost a Thing..." in theory. After Cris was hired to direct this music video for J.Lo, the pair married in September of 2001. However, the singer-actress filed for divorce from her husband and former choreographer after less than a year of marriage, citing irreconcilable differences. Although they settled for an undisclosed amount, there are numerous reports J.Lo shelled out $14 million.

Mel & Robyn Gibson

In one of the priciest Hollywood divorces to date, Robyn Gibson, Mel's wife of 28 years reportedly received half of Mel's $850 million net worth, thanks to the absence of a prenuptial agreement. The couple had seven children together and according to E! News reports, the longtime duo spent two years ironing out their settlement.

Madonna & Guy Ritchie

The material girl had to hand over quite a bit of it when she and the director ended their seven-year marriage in 2008 without a prenuptial agreement. The price tag? Between $72 million and $92 million, the pop icon's spokeswoman said at the time.

Paul McCartney & Heather Mills

From the church to the courtroom…the Beatles frontman and Heather Mills said their vows in 2002, but called it quits just four years later. Following a slew of legal battles, Mills reportedly received nearly $48.7 million of Paul's fortune when their divorce was finalized in 2008. In addition, Heather allegedly received an addition $70,000 a month for their then 4-year-old daughter Beatrice.

Donald & Ivana Trump

Donald and Ivana married in a lavish ceremony in 1977, but divorced in 1992 amidst rumors of his reported affair with former beauty queen Marla Maples. After three children and 15 years together, Ivana reportedly received $20 million, although the settlement remains sealed by courts.

Kevin & Cindy Costner

Oh, the troubles of young love. College sweethearts Kevin and Cindy married in 1978 when the two were both still in school and divorced 16 years later in 1994. They had three children together, Annie, Lily and Joe. Cindy reportedly received $80 million in the settlement.

Neil Diamond & Marcia Murphey

Neil reportedly fell in love with the TV producer while he was still married to his first wife, Jane Posner. Marcia married the singer-songwriter in 1969, had two of his children, sons Jesse and Micah, filed for divorce 25 years later, citing irreconcilable differences, and walked away with half of Neil's earnings—$150 million. However, Neil isn't bitter; he later said that "she's worth every penny."

Michael & Juanita Jordan

After 17 years together and an attempt at reconciliation, basketball star Michael Jordan and his wife, Juanita Jordan, officially divorced in 2006. The duo tied the knot in 1989 in Las Vegas and have three children together. In a massive divorce settlement, Michael reportedly shelled out $168 million.

Kenny Rogers & Marianne Gordon

Country crooner Kenny Rogers is no stranger to divorce—he's been married five times—but the most expensive split was with his fourth wife, Marianne Gordon. After 16 years of marriage and one child together, the couple divorced in 1993 and Rogers reportedly shelled out a cool $60 million.

Lionel & Diane Richie

Lionel Richie and Diane Alexander, a former dancer and fashion designer, called it quits in 2003 after seven years, two kids and a slew of irreconcilable differences. In Diane's alimony petition, she reportedly claimed a monthly clothing allowance of $15,000 as well as a plastic surgery budget of $20,000 a year. The payout? An estimated $20 million from Richie.

Ron Perelman & Ellen Barkin

The businessman married his fourth wife in June of 2000 after meeting the actress at a Vanity Fair Oscar afterparty. Their marriage ended in 2006. Ellen reportedly received an "enormous" settlement and also allegedly made more than $20 million when she sold off jewelry Ron had once given her. 

Steven Spielberg & Amy Irving

On again…off again…on again…then off again for good. The actress dated the director briefly in the late ‘70s—breaking up to momentarily date Willie Nelson, her costar in the film Honeysuckle Rose—and married Steven in 1985. Unfortunately, the flame was only rekindled for four years, and in 1989, the two divorced and Amy reportedly walked away with a $100 million settlement.

Harrison Ford & Melissa Mathison

After 18 years together and a brief attempt at reconciliation, Harrison Ford and Melissa Mathison called in quits in 2001. The couple—who have two children together—officially dissolved their marriage in 2004. After two decades together, no prenup and millions at stake, Melissa reportedly received a whopping $118 million of Harrison's cash.

Alex Rodriguez & Cynthia Scurtis

Alex and Cynthia called it quits in 2008 after six years and two children together. The final settlement in the multi-million dollar case remains undisclosed.

Michael Douglas & Diandra Luker

The Oscar-winning actor married the daughter of an Austrian diplomat in 1977 when she was 19 and had a son with her a year later. In 1995, Diane filed for divorce and reportedly received a $45 million settlement, as well as a share in projects related to work Michael did while they were together.

Hulk & Linda Hogan

After 23 years of marriage and two children—daughter Brooke and son Nick—Linda filed for divorce from her husband when she heard of the professional wrestler's affair withChristiane Plante. Linda reportedly received an agreement worth over $30 million, including more than 70 percent of the couple's liquid assets, a handful of luxury cars, $3 million property settlement and 40 percent ownership in his companies.

Mick Jagger & Jerry Hall

The Rolling Stones frontman married the model in 1990. Jerry filed for divorce in 1999 after she discovered Mick fathered a child with Brazilian model Luciana Morad. But after nine years together, Jerry was allegedly awarded $25 million in their divorce settlement.

Jeff Gordon & Brooke Sealey

The Daytona 500 winner married Brooke in 1994, only to divorce eight years later in 2002. Although the former couple didn't have any children together Jeff still coughed up a hefty settlement—a reported $15 million.

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