Actress Sienna Miller, 44, is reportedly engaged to actor Oli Green, 29, marking her fourth engagement, according to multiple sources cited by the original report. The couple, who welcomed a baby in May 2025, were spotted in Barcelona days after the birth, with Miller displaying a large emerald-cut diamond ring. Neither has officially confirmed the engagement, but onlookers and frieends have described Miller as radiant and eager to show off the jewel.

An emerald-cut diamond in Barcelona — the ring that broke the silence

Just a week after giving birth to her third child, Miller was seen leaving a party in Barcelona, a dazzling new diamond on her ring finger. The ring, a large emerald-cut stone set on a simple band, quickly caught the attention of onlookers and paparazzi. According to the original report, friends said Miller "could not stop smiling" and seemed to float on air, oblivious to who might be watching. The timing — so soon after childbirth — suggests the proposal may have been planned around the arrival of the new baby, though no further details have been released.

Four engagements, no aisle: the 20-year pattern Miller can't break

Miller's first engagement, to actor Jude Law in the early 2000s, ended without a wedding. She then became engaged to actor Tom Sturridge in 2012; they separated before marrying, though they share a daughter.. In 2020 , a brief romance with art gallery director Lucas Zwirner led to another engagement that also fizzled. Now with Oli Green, fans are hoping for "fourth time lucky," as a friend told the outlet. The pattern raises an obvious question: is this a string of cold feet or a series of genuine relationships that simply didn't lead to marriage? The source reports that Miller has never walked down the aisle, despite four proposals.

The 15-year age gap that friends say 'doesn't matter' — but the public keeps asking

Green is 15 years younger than Miller, a gap that has drawn comment. According to the source, a friend called the couple "so ridiculously in love" and noted that Green "knows what a catch Sienna is." The age difference is notable in Hollywood, where older women partnering with younger men remains less common than the reverse. Yet the report emphasizes that the couple have built a playful, affectionate relationship since 2019, frequently attending events together. Green, who has appeared in The Last Vermeer and The Electric State, has been a supportive partner, but his relatively low profile compared to Miller's previous high-profile partners may be part of the appeal .

What the unnamed newborn means for the wedding timeline

Miller and Green have not disclosed the name or gender of their child, born in May 2025. Miller also keeps details of her second child, born in 2023, private. This cavern of unknowns — the baby's identity, any wedding plans, and the official confirmation of the engagement — leaves much to speculation. The source does not quote Miller or Green themselves, relying solely on friends and onlookers. As a result,it is unclear whether a wedding is imminent or if this fourth proposal will follow the same path as the previous three. The couple's future plans remain entirely unconfirmed.