Sienna Miller, 44, and Oli Green, 29, are engaged after starting their relationship in 2022, E! News reported on June 9. The news follows recent sightings of Miller wearing a diamond ring while in Spain and comes as the couple, parents of two young children, c
A diamond appeared on Sienna Miller’s ring finger in Spain, and days later the story took a decisive turn. On Tuesday, June 9, E! News reported that Miller, 44, and Oli Green, 29, are engaged.
The engagement announcement landed after Miller was seen on a stroll in Spain wearing a diamond on her ring finger. USA Today has reached out to Miller and Green’s representatives for comment.
Miller and Green began dating in 2022, and they share two young children. Miller confirmed to E!. in May that she had given birth to their second child earlier this year. Her public moments with Green have included high-profile appearances where she revealed baby bumps. including at Vogue World in 2023 and again at the Fashion Awards in London in 2025.
Miller also brings another child into the picture: she shares 13-year-old daughter Marlowe Sturridge with ex Tom Sturridge.
In a May 14 appearance on “The Tonight Show,” Miller described the adjustment of juggling parenting with a transatlantic trip. She said. “I would have said the teenage girl would be harder to juggle until the transatlantic flight I took yesterday with the toddler and the newborn. The toddler now wins hands down. It was an absolute disaster. There’s no negotiating.”.
The couple’s timeline adds context to the way their relationship has unfolded in public. Miller has previously talked about meeting Green at a Hollywood party in 2021 and not expecting the relationship to go the way it did. In comments to Harpers Bazaar UK in 2024. she said. “I didn’t expect to take it seriously and then quite quickly. I fell in love. I wasn’t like, ‘I’m gonna get a younger boyfriend.’ It was more … ‘Why are you young?. That’s so annoying.’”.
She also reflected on generational differences in how men show respect. telling the publication. “There is a difference in the way that generation of men respect women. 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.”.
Even as their bond solidified, Miller has said she wasn’t initially chasing romance. During an interview with Vogue in 2023. she recalled telling herself the relationship wouldn’t last. saying. “I was like. this is absurd. This will not go anywhere.” She added that Green had to work to earn his way in: “And then he worked hard to persuade me to go out for a drink with him.”.
The couple also shared a personal moment that hinted at what was coming—Miller told Vogue in 2023 that they had a kiss that Halloween.
Taken together. the recent sighting in Spain and the June 9 engagement report land at a point that feels like a culmination rather than a surprise. Miller and Green’s relationship has been evolving since they began dating in 2022. through two children and public appearances that have made the shift visible.
For now, the engagement is the latest milestone in a relationship Miller once described as something she didn’t plan to pursue—while also living in the reality of family life she has openly detailed.
Sienna Miller Oli Green engagement Jack Ryan: Ghost War Bridget Jones: Mad About the Boy Vogue World Fashion Awards London Marlowe Sturridge Tom Sturridge
Wait she’s 44?? Congrats I guess but omg those ages are crazy.
I saw the ring in Spain and thought it was some costume jewelry thing tbh. Engagement makes sense though? Also 2 kids already… she moves fast.
The article says 2022 they started dating but also she met him at a party in 2021, so which is it like did they meet then just not date until later? Either way the diamond news is giving publicity timing.
Idk why they gotta announce it like a press release, but whatever. She had a newborn earlier this year and he’s 29… that’s a wild life math. Also I don’t buy the Spain sighting as proof, people go on trips and wear jewelry all the time. I’m just here like, Tom Sturridge still around in the background or what.