Rocco Ritchie appeared in great spirits as he enjoyed a festive night out with his friends at Oswald's private members club in Mayfair on Thursday evening.
The son of Madonna and Guy Ritchie, 24, showcased his uncanny resemblance to his famous father as he cut a smart figure for the evening.
Donning a chic camel winter coat and brown tailored trouser, the nepo baby couldn't wipe the smile off his face as he was joined by a blonde woman.
Completing the look with a white shirt and tie, Rocco continued to rock his shaved head look after previously opting for longer locks.
It is unknown whether the pair are dating, but the two appeared to be getting along together before they posed for a goofy snap with the whole friendship group.
Giggling Rocco Ritchie looked a dead ringer for his famous dad as he stepped out with a pretty blonde as they left Oswald's private members club in Mayfair on Thursday evening
The star, who is the son of Madonna and Guy Ritchie, then posed for goofy group shot with the lads as they left the club
He and Olivia made their red carpet debut at the world premiere of his dad Guy's Netflix's series The Gentlemen back in March.
However the pair don't appear to be together anymore and Rocco doesn't follow Olivia on Instagram.
Back in October, Rocco was supported by his mum as the global popstar attended her son's new art exhibition in Paris.
The Queen of Pop, 66, looked every inch the adoring parent as she shared a carousel of snaps from the evening with her 19.8 million Instagram followers while turning heads in a racy all-black ensemble.
Rocco was hosting the event to showcase his new work - The Tourist: An Exhibition by Rocco Ritchie.
It comes after the sad news earlier that month that Madonna's younger brother, Christopher Ciccone, died at the age of 63.
The singer wrote in the caption of her newest post: 'Escape to Paris to see my son Rocco's exhibition The Tourist and visit friends. Perfect antidote for sadness! @roccoritchie @maisonrhed.'
A post shared by Giorgio Armani, describing Rocco's new exhibition, read: 'The paintings that make up this show, reflect a splitting between person and public and a feeling of alienation.
Donning a chic camel winter coat and brown tailored trouser, the nepo baby couldn't wipe the smile off his face as he completed the look with a white shirt and tie
The group all looked rather dapper as they posed together with Rocco behind
Back in October, Rocco was supported by his mum as the global popstar attended her son's new art exhibition in Paris
The popstar is a big supporter of Rocco's career, and in April she took time out of her Celebration Tour to see his art exhibit
'The artist's use of a distinctive palette creates a timeless quality, with the works existing simultaneously in the past and present.'
Paintings by Rocco, who often paints under the pseudonym Rhed, fetch anything between £10,000 and £45,000.
Bursting with pride, one snap saw the hitmaker hugging her son from behind, with another showing the mother-son duo enjoying a meal out together to celebrate.
Other photos saw the singer posing next to her son's work and making her way around the gallery, before having a photoshoot of her own to show off her fabulous outfit.
Madonna is also mother to Lourdes, 27, David, 18, Mercy, also 18, and twins Stella and Estere, 11.
She is a big supporter of Rocco's career, and in April she took time out of her Celebration Tour to see his art exhibit.
Rocco displayed Pack A Punch, a collection inspired by Muay Thai fighters, at a space in Miami's Design District.
Madonna beamed with pride and joy as she perused his hard work.
'So happy to have the night off to enjoy my son Rocco’s’s latest collection of paintings called "Pack A Punch" inspired by Muay Thai fighters. @miamidesigndistrict,' she captioned an Instagram post.