Leonardo DiCaprio, 49, “parties the night with singer Teyana Taylor, 33, at the New York club until 3 a.m.,” days before he and model girlfriend Vittoria Ceretti, 26, were seen in a rare PDA-filled outing.

The Django Unchained star has famously made a habit of never dating any woman over the age of 25.

Gisele Bundchen (1999-2004)

Gisele and Leonardo at the 2005 Academy Awards

Leo’s first high-profile relationship was with the Brazilian model, who was in her 20s when the pair connected. He broke off the relationship five years later at the age of 25.

BAR REFAELI (2005-2010)

Bar Refaeli

The actor’s relationship with Bar Refaeli ended after 5 years of dating, coincidentally the same time the Israeli model turned 25.

BLAKE LIVELY (2011)

Blake Lively and Ryan Reynolds

The current wife of Ryan Reynolds dated Leo for just one year when she was 23 years old.

Erin Heatherton (2012)

Erin Heatherton

The Victoria’s Secret Angel was just 22 when she dated DiCaprio in 2012.

TONI GARRN (2013-2014)

Tony Garrn

German-born model Garrn was just 21 when she and Leo split after two years of dating.

KELLY ROHRBACH (2015)

Kelly Rohrbach on the set of Baywatch

The Baywatch reboot star was 25 when she and DiCaprio dated from June until around December 2015, with the breakup reportedly being a mutual decision.

NINA AGDAL (2016-2017)

Nina Agdal and her ex Jack Brinkley Cook

Things ended between Leo and the Danish swimsuit model after she turned 25 in 2017.

CAMILA MORRONE (2017–2022)

Leo and Camila stepped out in New York City in May 2018

Leo and the model-turned-actress started dating just months after his split from Nina Agdal. They were reported to be more serious than ever at the start of the coronavirus pandemic, but broke up during the summer of 2022.

GIGI HADID (SEPTEMBER 2022 – DECEMBER 2022)

Gigi Hadid walks the Paris runway in October 2022

Following his August split from Morrone, Leo was reported to have his eye on model Gigi Hadid. The pair were spotted hanging out at hotspots in New York, but the romance seems to have fizzled out in December.

VICTORIA LAMAS (DECEMBER 2022)

Victoria Lamas in the photo

Leo was previously romantically linked to model and actress Victoria Lamas, who happens to be the daughter of actor Lorenzo Lamas. The pair were spotted hanging out in Hollywood in late December and reportedly rang in the New Year together.

VITTORIA CERETTI (MAY 2023)

It was reported that Leonardo first met Italian model Vittoria Ceretti at the Cannes Film Festival in May

It was reported that Leonardo first met Italian model Vittoria at the Cannes Film Festival in May, and they were first romantically linked in August when they were spotted on an ice cream date in August. In November, DailyMail.com exclusively reported that DiCaprio is ‘crazy for’ Ceretti and has fully committed to their relationship.