Law & Order: SVU alum dean winters confirmed her romance with the model and fellow actor Glori Dei Filippone, who is almost 34 years younger than him.
The couple attended a special screening of Ebenezer in New York earlier this month. Filippone, 28, who is nonbinary, took to Instagram on Sunday, Nov. 8, to share more photos of themselves and Winters, 62, writing, “Until the wheels fall off.”
In response, one commenter wrote «hard pitching» on the joint post, to which Winters responded, «Nothing soft here.» Another social media user wrote, “You guys are beautiful together,” and Winters responded, “Thanks bro, can’t wait for you to meet her!!”
Winters is best known for his role as Ryan on Oz, in addition to his appearances on Millennium, Rescue me, 30 Rock, Sex in New York and Brooklyn nine nine. He has also become synonymous with the character Mayhem from a series of Allstate Insurance commercials.
Many television fans, however, are familiar with Winters from his work on Law & Order: Special Victims Unit. He was a regular character in Season 1 when Detective Brian Cassidy was part of the team before eventually asking to be transferred to Narcotics. Off-screen, Winter stepped away due to a contractual obligation to HBO. 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 little dispute,» Winters revealed to The AV Club in 2015.
Winters returned in season 13, more than 10 years after her last appearance on SVU. She became a recurring character in seasons 14 and 15 as Brian and Olivia (Mariska Hargitay) started dating.
«But what happened was I was in my apartment and there was a film crew set up outside my apartment,» the actor recalled to the outlet. «It was 5 in the morning and I was trying to go to bed, but everyone was making so much noise, so I looked out the window and yelled, ‘Would you please shut the fuck up?’ And Richard Belzer screams again. I had no idea it was SVU!
He continued, «So I went out and saw everyone, and then I went to Mariska’s trailer to say hello and she was like, ‘How come you’ve never been back on the show?’ And I said, ‘No one has ever asked me!’ And the next week I was back on the show!
Brian and Olivia eventually broke up and Winters has not returned to the show except for a brief return in 2025.










