> At a Glance
> – Gwyneth Paltrow and Leonardo DiCaprio posed together at the AFI Awards on Jan. 9, 2026
> – Paltrow revealed on Call Her Daddy in 2023 that she turned down DiCaprio’s teenage advance
> – Today, she’s married to Brad Falchuk; he’s dating model Vittoria Ceretti, 27
> – Why it matters: A rare Hollywood reminder that past crushes can mature into friendly reunions
Three decades after a teenage swipe-left, Gwyneth Paltrow and Leonardo DiCaprio shared a smiling photo at the AFI Awards, proving time-and stardom-heals all.
The 1990s Snub
On the Call Her Daddy podcast, Paltrow recalled a 19-year-old DiCaprio asking her out. She was about 21. She declined, joking he was “very loose with the goods.” A 1994 photo shows the pair at the National Board of Review Awards, the same era she referenced.
Where They Stand Now

- Paltrow wed Brad Falchuk in 2018 and co-parents Apple, 21, and Moses, 18, with ex Chris Martin
- DiCaprio, 51, brought Vittoria Ceretti, 27, to a Jan. 7 screening and celebrated New Year’s on a St. Barths yacht with Tom Brady
Ceretti told Vogue France that dating DiCaprio is “something you learn,” adding, “If what you’re experiencing is real… love protects.”
Key Takeaways
- The AFI Awards reunion marks their first joint photo since the ’90s
- Both stars arrived attached: Paltrow with Falchuk, DiCaprio with Ceretti
- Paltrow’s 2023 podcast story still fuels curiosity about Hollywood near-misses
From teenage rejection to awards-show smiles, the encounter shows even Tinseltown crushes can circle back as cordial chemistry.

