Leonardo DiCaprio had fans raising eyebrows after he was caught in a flirty chat with Gwyneth Paltrow at the 2026 Oscars – all while his supermodel girlfriend Vittoria Ceretti was his date for the night.
The 51-year-old, who ultimately lost the Best Actor prize to Michael B Jordan, was spotted laughing and leaning in close as he chatted animatedly with the actress, 53.
Their chemistry quickly set tongues wagging, with DiCaprio even clasping Paltrow’s hand at one point as the pair shared a lively exchange.
Paltrow – who is married to producer Brad Falchuk – appeared to gently pull away, though the Titanic heart-throb seemed keen to keep the conversation going.
Moments later, DiCaprio was seen settling into his seat alongside his stunning Italian girlfriend, Ceretti, inside the Dolby Theatre.
But Paltrow has long made it clear she never pursued anything romantic with the Hollywood star – previously revealing she turned him down when he tried his luck decades ago.
Leonardo DiCaprio had fans raising eyebrows after he was caught in a flirty chat with Gwyneth Paltrow at the 2026 Oscars – all while his supermodel girlfriend Vittoria Ceretti was his date for the night
The 51-year-old Oscar winner was spotted laughing and leaning in close as he chatted animatedly with the actress, 53
Their chemistry quickly set tongues wagging
Speaking on Call Her Daddy in 2023, the actress admitted she never gave the Hollywood star a chance – largely because of his reputation at the time.
‘Nope, never made out with Leo,’ Paltrow said. ‘He tried back in the day. But he was already, like, you know, he was very loose with the goods from when he was 19.’
DiCaprio has been dating Italian model Ceretti, 27, since 2023, nearly three years, bucking his long‑talked‑about reputation for always splitting from partners before they hit their mid‑20s.
The age gap – and the fact he relaxed his unofficial ‘under‑25 rule’ – has been a recurring topic among fans.
The flirty Oscars exchange also comes as fans were already buzzing about DiCaprio’s eyebrow-raising appearance at the ceremony, with many pointing out his newly dyed hair and bold mustache.
DiCaprio debuted a noticeably darker mop of hair as he posed on the red carpet in a classic tuxedo.
Adding to the buzz was his mustache, which many fans quickly dubbed a ‘porn stache,’ with some joking that Pedro Pascal, who arrived sans his signature facial hair, must have lent DiCaprio his own.
Despite the dramatic transformation, the actor looked effortlessly debonair, later joining Ceretti in the audience, though fans could barely focus on anything but the new look.
Paltrow – who is married to producer Brad Falchuk – appeared to gently pull away, though the Titanic heart-throb seemed keen to keep the conversation going
The pair clasp hands while smiling at one another, apparently deep in conversation
Moments later, DiCaprio was seen settling into his seat alongside his stunning Italian girlfriend VIttoria Ceretti
DiCaprio has been dating the Italian model, 27, since 2023, nearly three years, bucking his long‑talked‑about reputation for always splitting from partners before they hit their mid‑20s
One viewer tweeted: ‘Leonardo DiCaprio stole Pedro Pascal’s mustache and the ceremony hasn’t even started yet, I’m not ready,’ while another summed it up in one word: ‘porn stache.’
The reactions kept coming on social media.
One fan quipped, ‘Pedro Pascal gave his mustache to Leonardo DiCaprio! #Oscars,’ sharing a side-by-side photo of the two.
Another added, ‘Leonardo DiCaprio has a mustache, and Pedro Pascal is clean-shaven.’
Yet more piled on, with one writing that he looked ‘the most chopped he ever chopped.’
One even compared him to a famous stand-up comedian, posting, ‘He looks like Shane Gillis.’
A few offered a sideways compliment, with one declaring, ‘He’s actually attractive for an old man.’
Many, however, were here for the bold new look, praising his red carpet swagger.
‘Leonardo DiCaprio owns the red carpet – classic black tux, bow tie, and that bold mustache giving major leading-man swagger. Timeless yet fresh; he’s ready to take home the gold.’
