Law and Order: SVU alum Dean Winters confirmed his romance with model and fellow actor Glori Dei Filippone, who is nearly 34 years his junior.
The couple attended a special screening of Ebenezer in New York earlier this month. Filippone, 28, who is nonbinary, took to Instagram on Sunday, November 8, to share more photos of them and Winters, 62, writing, “Til the wheels fall off.”
In response, one commenter wrote “hard launch” on the joint post, to which Winters replied, “Nothing soft here.” Another social media user wrote, “U guys r gorgeous together,” and Winters responded, “Thank you brother, can’t wait for you to meet her!!”
Winters is best known for his role as Ryan in Oz, in addition to appearances on Millennium, Rescue Me, 30 Rock, Sex and the City and Brooklyn Nine-Nine. He has also become synonymous with the character Mayhem from a series of Allstate Insurance commercials.
Many TV fans, however, are familiar with Winters for his work on Law & Order: Special Victims Unit. He was a series regular in season 1 when Detective Brian Cassidy was part of the team before ultimately asking to be moved to Narcotics. Off screen, Winter stepped away because of a contractual obligation to HBO’s Oz.
“I was on the show for the first season, but then I had to leave because I had a contract with HBO, and there was a bit of a dispute,” Winters revealed to The A.V. Club in 2015.
Winters returned in season 13 — more than 10 years after his last appearance on SVU. He became a recurring character in the 14th and 15th seasons as Brian and Olivia (Mariska Hargitay) started dating.
“But how it happened was that I was in my apartment, and there was a film crew setting up outside my apartment,” the actor recalled to the outlet. “It was 5 a.m., and I was trying to go to bed, but everyone’s making a lot of noise, so I lean out my window, and I yell, ‘Would you guys shut the f*** up?’ And Richard Belzer yells back up. I had no idea it was SVU!”
He continued: “So I went outside and saw everyone, and then I went over to Mariska’s trailer to say hi, and she was, like, ‘How come you’ve never come back on the show?’ And I said, ‘No one’s ever asked me!’ And the following week I was back on the show!”
Brian and Olivia ultimately parted ways, and Winters has not been back on the show outside of a brief return in 2025.
