Sienna Miller met actor Oli Green at a Halloween party thrown by a mutual friend, but it wasn’t exactly love at first sight.
“I was like, ‘This is absurd. This will not go anywhere,’” she told British Vogue in December 2023. “He worked hard to persuade me to go out for a drink with him.”
Miller previously dated Jude Law on and off from 2004 to 2011. She moved on with Tom Sturridge, whom she dated from 2011 to 2015. The pair welcomed daughter Marlowe in July 2012.
After Miller connected with Green, Emily Blunt tagged along for one of their New York City dates in early 2022. Blunt told British Vogue that she sees “so much of” her longtime friend in Green, especially “that free-spirited, curious, guileless thing that he has.”
Sienna Miller’s Dating History: Jude Law, Oli Green and More
The couple made their red carpet debut in March 2022. More than one year later, it was reported that Miller is pregnant with the couple’s first baby together. The Daily Mail confirmed in January 2024 that she gave birth to a baby girl. Miller revealed she is pregnant with her and Green’s second child at the British Fashion Awards in December 2025.
Keep scrolling for a look back at Miller and Green’s complete relationship timeline:
February 2022
Miller and Green were first linked after being spotted on a date in New York City.
March 2022
The couple were seen leaving Royal Albert Hall together in London after the BAFTAs. Later that month, Miller and Green made their relationship red carpet official at the Vanity Fair Oscar Party in Beverly Hills.
April 2022
Miller revealed to Elle UK that she chose to freeze her eggs when she turned 40. She shared that the pressure of her biological timeline was a “really loud noise.”
“Biology is incredibly cruel on women in that decade — that’s the headline, or it certainly was for me,” she explained. “Then I got to 40 and I froze some eggs. Having been really focused on the need to have another baby, I’m just like, if it happens, it happens. That kind of existential threat has dissipated.”
August 2023
One month after she sparked pregnancy rumors in St. Tropez, Miller showed off her growing baby bump while wearing a bikini on vacation in Ibiza.
September 2023
Miller bared her baby bump in an ivory Schiaparelli ensemble while attending the Vogue World: London event.
December 2023
Miller graced the cover of British Vogue 28 weeks into her pregnancy and opened up about her relationship with Green. At the time, the couple had recently moved into their own place after living at Green’s parents’ home in West London.
“I don’t think you can legislate on matters of the heart,” she said, addressing her 14-year age gap with Green. “I certainly have never been able to.”
January 2024
News broke that Miller gave birth to their baby girl.
May 2024
Miller reflected on her vacation with Green to the Maldives, revealing the babymoon was their first couples’ trip. “When Oli and I were preparing for the trip we realized that we’d never actually been on holiday, just the two of us, in our entire relationship,” she wrote in an essay penned for The Sunday Times. “So it was really magical to have that time together, thinking about each other and the baby that was about to arrive.”
June 2024
“I didn’t expect to take it seriously,” Miller told Harper’s Bazaar of the early days of her and Green’s romance. “And then quite quickly, I fell in love.”
Miller recalled being surprised by Green’s age when they met. “I wasn’t like, ‘I’m gonna get a younger boyfriend,’” she recalled. “It was more, ‘F–k! Why are you young? That’s so annoying.’”
Looking back, the actress said their 14-year age gap has actually been positive. “There is a difference in the way that generation of men respect women,” Miller added. “It’s specific to him, he is very wise and well-adjusted, but I do believe it’s also that generation. They have grown up with a slightly more level playing field. I see it in his female friends as well as in the men.”
December 2025
Miller showed off her baby bump at the British Fashion Awards in December 2025, revealing that she and Green are expecting their second baby.
May 2026
Miller told E! News that she and Green had welcomed their second baby.
“It’s happened,” she told the outlet. “I have a tiny baby next door. It feels like stringing sentences together is a bit challenging. I’m on very little sleep, but I’m madly in love with my baby.”
