He is Hollywood’s most prolific lothario with a penchant for younger women.

And now, 30 years after he dated her older sister, Leonardo DiCaprio spent the night partying with Lottie Moss at London’s nightspot Chiltern Firehouse.

Spies in the celebrity haunt told MailOnline how they were sat together before leaving in the early hours of Wednesday morning.

One onlooker said: ‘You’ve got Leonardo and Lottie in the same room, of course they gravitated towards one another.

‘They were chatting and giggling until the small hours when it was time to call it a night. They left the club in the early hours after having a whale of a time.

30 years after he dated her older sister, Leonardo DiCaprio (pictured) spent the night partying with Lottie Moss at London’s nightspot Chiltern Firehouse

Spies in the celebrity haunt told MailOnline how the actor and model (pictured) were sat together before leaving in the early hours of Wednesday morning’It got people talking, they are both celebrities who enjoy a good time.’

A source went onto tell The Sun: ‘Leo and Lottie were having a great time and seemed really close.

‘They arrived separately, but within only a few minutes of each other, and were on a table with other friends.

‘Their closeness raised a lot of eyebrows — and people in the club were talking about Kate, as well as the fact Lottie seems in the right age bracket for Leo.’

Earlier in the evening DiCaprio, 49, attended a special screening of his latest blockbuster movie Killers Of The Flower Moon at the East Room in London alongside his co-star Lily Gladstone.

He later went to Chiltern Firehouse – a restaurant and late night bar which is popular with A listers such as Bella Hadid, Joan Collins, Dua Lipa, Mark Ronson, Winnie Harlow, and Noel Gallagher – wearing the same black buttoned jacket and matching sweatshirt.

The actor arrived first before Lottie, 25, who arrived somewhat later than the Hollywood star.

Lottie partying with DiCaprio will likely alarm her older sister Kate who dated him 30 years ago. Lottie wasn’t even born when the two stars had a short fling in December 1993 shortly before she dated Johnny Depp.

Lottie partying with DiCaprio will likely alarm her older sister Kate who dated him during a brief fling back in 1993

One onlooker said: ‘You’ve got Leonardo and Lottie in the same room, of course they gravitated towards one another’

The pair got to know one another as young models in the US when they were in the teens and while they spent a lot of time together, their romance is thought to have been short.

On her Instagram on Wednesday, Lottie posted pictures of herself having new hair extensions which she was thought to have had done before her night with DiCaprio.

On Tuesday night she was also out celebrating with her model friend Aine Sweeney Byrne for her birthday.

DiCaprio is currently reported to be in a relationship with Italian model Vittoria Ceretti, 25, with whom friends of the star say he is ‘besotted.’

Only last Friday night the pair were seen at the star-studded Art Basel festival in Miami

Vittoria was also at his side for his 49th birthday party last month which boasted a guest list of A listers including Beyonce and husband Jay-Z, Lady Gaga and Kim Kardashian, Salma Hayek, Chris Rock, Kate Beckinsale, Zoe Kravitz and Channing Tatum, Rita Ora, Zoe Saldana and Snoop Dogg.

Lottie has previously dated Made In Chelsea star Alex Mytton for nine months in 2017. She has also been linked to The Vamps’ drummer Tristan Evans, Brooklyn Beckham and Capital DJ and TV presenter Roman Kemp.