Sienna Miller and Oli Green are taking the next step in their relationship after welcoming their second baby together.

Miller, 44, initially sparked engagement rumors when she was spotted wearing a diamond ring on her left hand in Spain on Thursday, June 4. E! News later confirmed that the jewelry is an engagement ring.

Us Weekly reached out to reps for Miller and Green for comment.

For the outing on Thursday, Miller wore jeans and a black shirt with a jacket around her shoulders. She styled the look with a pair of black sunglasses, placing her hands in front of her with the ring on full display.

Sienna Miller and Fiance Oli Green’s Relationship Timeline

Miller previously revealed at the British Fashion Awards in December 2025 that she and Green, 29, were expecting their second baby together. In May, Miller confirmed that she had given birth.

“It’s happened,” Miller said in an interview with E! News at the time. “I have a tiny baby next door.”

Miller, who also shares daughter Marlowe with ex Tom Sturridge, explained that the transition from two kids to three has been an adjustment.

“It feels like stringing sentences together is a bit challenging,” she teased. “I’m on very little sleep, but I’m madly in love with my baby.”

Sienna Miller and Oli Green Step Out Months After Welcoming Baby Girl

Miller welcomed her eldest daughter in 2012, splitting from Sturridge in 2015. Miller was first linked to Green in 2022. Two years later, the Daily Mail broke the news that Miller and Green welcomed a daughter, whose name has been kept private.

In 2024, Miller made a rare comment about her bond with Green — who is 14 years her junior — during an interview with Harper’s Bazaar.

“I didn’t expect to take it seriously,” she recalled of her initial impression of their relationship. “And then quite quickly, I fell in love.”

Miller also revealed her reaction to learning Green’s age.

Sienna Miller Reflects on Dating Younger Man Oli Green Amid 3rd Pregnancy

“I wasn’t like, ‘I’m gonna get a younger boyfriend,’” she recounted. “It was more, ‘F***! Why are you young? That’s so annoying.’”

Despite the age difference, Miller gushed that she and Green are very compatible.

“There is a difference in the way that generation of men respect women,” she explained. “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.”

SINGAPORE: Singapore and Malaysia have taken another step to strengthen their legal and business ties, with both countries backing two new agreements to streamline cross-border dispute resolution.

The twin memoranda of understanding (MOUs), signed on June 3, bring together some of the region’s leading dispute-resolution institutions. The agreements link the Singapore International Arbitration Centre (SIAC) with the Asian International Arbitration Centre (AIAC), and the Singapore International Mediation Centre (SIMC) with AIAC.

According to Malay Mail’s June 4 report, the agreement is built on the growing cooperation between the two neighbours as trade, investment, and business activity continue to expand across borders.

Singapore Minister for Law and Second Minister for Home Affairs Edwin Tong said that stronger links among dispute-resolution bodies are becoming increasingly important as businesses operate across multiple jurisdictions. He said the agreements demonstrate a shared commitment to providing investors and companies with reliable, efficient ways to settle disputes without lengthy court battles.

The agreements were witnessed by Mr Tong and Malaysia’s Minister in the Prime Minister’s Department (Law and Institutional Reform), Datuk Seri Azalina Othman Said, following a meeting in Putrajaya.

Supporting a growing regional economy

While trade deals and investment announcements grab headlines, the legal systems that support those activities usually stay in the background.

Yet dispute resolution plays a major role in business confidence. Companies are generally more willing to invest when they know disagreements can be handled fairly, quickly and predictably.

The latest agreements are designed to encourage cooperation between the institutions through knowledge sharing, professional exchanges, and joint initiatives. The goal is to strengthen the region’s dispute-resolution network and make it easier for businesses operating in both countries to access expertise.

Singapore has established itself as a major arbitration and mediation hub in Asia, and the partnership also reinforces its position as a preferred venue for resolving international commercial disputes.

Agreements that were built on earlier discussions

The agreements didn’t appear overnight. They stem from discussions between Mr Tong and Ms Azalina during the Commonwealth Law Ministers Meeting in Fiji in February 2026. During those talks, both sides explored ways to deepen cooperation in dispute-resolution services and legal collaboration.

At their latest meeting, the ministers also discussed broader areas of mutual interest. These included the Johor-Singapore Special Economic Zone, the Singapore Convention on Mediation and efforts to strengthen ties between people in both countries.

According to Singapore’s Ministry of Law, both ministers reaffirmed the close and longstanding relationship between Singapore and Malaysia.

Dispute-resolution frameworks help reduce business disputes and uncertainty

As economic ties between Singapore and Malaysia continue to grow, businesses on both sides need reliable ways to resolve disputes as they arise. Strong dispute-resolution frameworks help reduce uncertainty and support cross-border commerce.

For companies considering investments in the region, that added certainty can make a difference.

Good business relationships are built on more than opportunities, as they depend on fair systems that help resolve disputes when things do not go as planned. The latest agreements are another step towards building that foundation.

This article (Singapore and Malaysia strengthen cross‑border dispute‑resolution with the signing of two Memoranda of Understanding) first appeared on The Independent Singapore News.