From Taylor Swift’s headline-grabbing engagement to Cristiano Ronaldo’s extravagant proposal, celebrity engagements have been making waves all summer. So much so that Taylor Swift’s instagram post announcing the proposal amassed 36M likes and pinterest searches for ‘vintage style engagement rings’ have increased by +2000% compared to last year.
But who will be next?
The wedding experts at bespoke wedding and engagement ring specialists, Queensmith, share their predictions, including ring styles, likely proposal dates, and the latest betting odds on which couples are set to tie the knot.
So who are the couples most likely to take the next step in 2026?
Pamela Anderson and Liam Neeson
Pamela Anderson and Liam Neeson met while filming The Naked Gun, with their chemistry evident from the start. Initially, they maintained a professional relationship, but as filming concluded, their bond deepened. By May 2025, Anderson described their connection as “sincere and loving,” highlighting shared interests like literature and comedy. Their relationship became public during a press tour in July 2025, with appearances at premieres in London, Berlin, and New York, where affectionate moments fueled dating speculation. Sources confirmed to People and Us Weekly that they are indeed a couple.
Proposal prediction
Christmas 2026
Odds of engagement
Queensmith experts predict 600/1, based on the couple’s preference for privacy, past relationship histories, and the subtle but consistent signals they’ve sent to close friends.
Ring prediction
From tattooed “rings” to six-figure diamonds and auctioned Tiffany pieces, Pamela Anderson’s engagement ring history is anything but conventional. Now, as rumours swirl around a possible romance with Liam Neeson, jewellery experts at Queensmith are predicting a ring that reflects her evolution and commitment to ethical luxury: understated, meaningful and consciously made. We’d expect a 4 to 5 carat carbon neutral lab diamond, an elegant emerald or elongated cushion cut, set in white gold or platinum, blending Old Hollywood romance with her passion for sustainability and self-expression.
Proposal destination
Likely in the UK, in keeping with Liam Neeson’s roots and their preference for a private, understated setting.
Why the experts think it’ll happen
Pamela has spoken about “living life boldly” in her 50s while Liam has hinted he’s open to love again. Their union would be the perfect late-career fairytale.
Kylie Jenner and Timothée Chalamet
They were first linked romantically in April 2023, though they were seen meeting at Paris Fashion Week earlier that year. Their public debut came in September when they were spotted kissing at a Beyoncé concert.
Since then, they’ve appeared together at high-profile events: the Golden Globes, BAFTAs, Oscars, and their first red carpet as a couple at the David Di Donatello Awards in Rome in May 2025. Despite occasional long-distance challenges due to work, they continue to nurture their relationship.
Proposal prediction
August 2026
Odds of engagement
Experts estimate 150/1, considering the strength of their bond, mutual support, and gradual public openness.
Ring prediction
Jewellery experts at Queensmith have predicted three possible engagement ring designs for Kylie Jenner, each reflecting a different side of her evolving style. The first: a bold yellow diamond in a radiant or cushion cut, set on a delicate scallop band – a nod to her vintage Hollywood aesthetic. The second: a sleek platinum bezel set design featuring a round or old mine cut diamond, perfectly matched to her current minimalist jewellery looks. The third: a sentimental three-stone design – a modern twist on the toi et moi – with each diamond symbolising her two children and partner, Timothée Chalamet.
Proposal destination
An intimate escape in France, perhaps Provence or Paris, honouring Chalamet’s fondness for Europe and their history in romantic settings.
Why the experts think it’ll happen
Despite busy schedules and public scrutiny, they’ve maintained a low-key, grounded partnership. Their shared value of privacy, authentic connection, and growth as a couple makes a proposal and possible engagement feel like a meaningful next step.
Rihanna and A$AP Rocky
They began as collaborators, first crossing paths in 2012 on Cockiness (Love It) and Dizzying VMA performances. Their romantic spark ignited in late 2019, with Rihanna noting their slow bloom, “like a flower.” They became parents to RZA in May 2022, revealed their second pregnancy at the 2023 Super Bowl halftime show, and welcomed Riot in August 2023. In May 2025, Rihanna unveiled her third pregnancy at the Met Gala.
Proposal prediction:
January 2026
Odds of engagement
Queensmith experts project 80/1, given their steady evolution from creative synergy to family life.
Ring prediction
One thing’s certain: if A$AP Rocky proposes, Rihanna’s engagement ring will be nothing short of iconic. Known for her fearless style and love of bold, sculptural jewellery, experts at Queensmith predict a ring that breaks tradition and defines trends. Top contenders include an oversized pear cut diamond in a modern tilted or east-west setting; a vivid coloured diamond, like yellow or champagne, set in rich yellow gold for maximum impact; or a sculptural toi et moi design featuring dramatically contrasting stones. Whatever the final design, expect a ring as unapologetic and unforgettable as Rihanna herself.
Proposal destination:
Likely in Barbados, honoring Rihanna’s roots while offering an intimate, meaningful setting.
Why the experts think it’ll happen
They’re partners in creativity, parenthood, and public style. Their family now expanding threefold, the stars aligned for a proposal that’s as iconic and thoughtfully intimate as their journey together.
In January, they’ll be settling into newborn life and a proposal will come as a gesture of family unity. Rhianna recently celebrated 20 years of her career and life in the USA, an engagement would start the next era with a bang.
Gigi Hadid and Bradley Cooper
Gigi Hadid and Bradley Cooper were first linked in October 2023, spotted dining together in New York City’s West Village. Their bond deepened over time: by early 2024, they were on weekend trips and attending events, such as a Golden Globes afterparty where Cooper joined Hadid’s family. In May 2025, Gigi made their relationship Instagram-official with a kiss at her 30th-birthday celebration.
Proposal prediction
Autumn 2026
Odds of engagement
Queensmith experts predict 50/1, based on their steady progression from private dates to going public, coupled with both stars’ openness about wanting long-term happiness.
Ring prediction
Jewellery experts at Queensmith predict two fashion-forward engagement ring concepts for Gigi Hadid, should Bradley Cooper propose. The first features a fancy brown cushion cut diamond with trillion side stones, set on a chunky yellow gold band – tapping into the growing trend for bold, sculptural gold rings, as seen on the likes of Dua Lipa. The second draws on Gigi’s tomboy-meets-glam aesthetic, with a teal sapphire halo ring set in yellow gold and accented with warm brown melee diamonds – a design that feels both ornate and architectural, perfectly balancing statement and subtlety.
Proposal destination
A private escape in upstate New York, where they’ve been spotted enjoying countryside retreats.
Why the experts think it’ll happen:
Gigi has described Bradley as “more mature” and a grounding presence, while Bradley values her family-centred lifestyle. Their shared commitment to parenting and privacy makes them a strong match for marriage.
After nearly three years together, their relationship appears strong and serious. With Gigi entering a new decade and Bradley balancing career and fatherhood, a proposal would symbolise stability and commitment.
So, do you agree? Let’s take a look at how we did this year…
Taylor Swift and Travis Kelce
(Image Credit: Queensmith)
When it comes to Taylor Swift’s engagement ring, we rightly anticipated her love of storytelling and vintage fashion. While we missed the mark slightly by expecting her signature emerald, we recognised the likelihood of a ring that would be both characterful and meaningful.
True to our prediction, Swift’s ring is not only beautiful but also sets the tone for the next wave of bespoke, trend-setting engagement jewellery.
Laura Suttie, Gemmologist & Design Expert at Queensmith comments, “Celebrity engagements have always had a huge impact on the jewellery market, often sparking the next big trend in engagement rings. We’re already seeing this with Taylor Swift and Travis Kelce’s engagement. Data from Queensmith shows that interest in yellow gold engagement rings has increased by 20% compared to the same period last year2.
“We’ve also seen a clear surge in search for cushion cut designs, with google searches for ‘elongated cushion cut engagement ring’ rising by 190% compared to the same period last month1.”
Cushion diamonds have gained significant traction in recent years, making up 6.3% of sales in 2024, a notable increase from just 3.7% in 2022.
Cushion cuts have now surpassed emerald cuts in popularity. While still relatively niche, cushion diamonds are increasingly appealing to those seeking a romantic, vintage-inspired design with a modern edge.
Laura adds, “The cushion cut is especially popular because it blends the elegance of a classic round diamond with the character of a vintage cut, offering both sparkle and individuality. When high-profile figures choose a particular style, it tends to resonate with couples who want their own rings to feel timeless yet in step with current fashion.”
