The Brad Pitt love triangle involving Angelina Jolie and Jennifer Aniston was arguably the biggest showbiz story of all time.
But the Fight Club actor was not the only one who shared an intimate moment with each of the A-listers.
Gerard Butler was asked who was a better kisser between Aniston and Jolie during an appearance on Watch What Happens Live With Andy Cohen on Wednesday night.
Gerard Butler made an appearance on Watch What Happens Live With Andy Cohen on Wednesday night – and discussed the intimacies of smooching Hollywood’s leading ladies
As he had already plead the fifth once, he looked pained to have to answer as he finally said: ‘Jennifer Aniston. I’m just going, you know, I’m just taking you by surprise.’
The hunk worked with 48-year-old Aniston on 2010’s Bounty Hunter and with 42-year-old Jolie in 2003’s Lara Croft Tomb Raider: The Cradle of Life.
Both actresses were also famously been married to Brad Pitt; Aniston from 2000 to 2005 and Jolie from 2014 until 2016.
It’s been claimed that Jolie ‘stole’ Pitt away from Aniston while making the movie Mr & Mrs Smith in 2005, but other reports suggest that Pitt and Aniston were already on the outs when he met Jolie.
In an interview with Vogue in 2007, Jolie maintained she and Pitt remained friends for a long time, and only embarked on romance after his divorce from Aniston.
Brad was married to Angelina from 2014 to 2016, as they are pictured together in November back in 2015
However, she did confess they had started to develop feelings for each other while shooting the thriller.
‘Because of the film we ended up being brought together to do all these crazy things, and I think we found this strange friendship and partnership that kind of just suddenly happened,’ she said.
‘I think a few months in I realized, God, I can’t wait to get to work.’
The following year, Aniston addressed these comments in her own cover interview – and branded them ‘inappropriate’.
Gerard’s actual lovelife was also at the center of some of the questioning on the after show of the program as he was asked about his fling with Real Housewives Of Beverly Hills star Brandi Glanville.
Cohen brought up how 45-year-old Glanville had came on the program previously and said that she and Butler had a relationship.
The 300 star said that when he had met her he had no idea that she was on television or had any fame at all
The 300 star said that when he had met her he had no idea that she was on television or had any fame at all.
He explained: ‘It was kind of a crazy time in my life. Anyway we hung out and had fun and I never saw her again.’
Gerard said later people from TMZ had approached him and asked about his relationship with the reality star to which he replied: ‘Whose Brandi Glanville!?’
The actor then continued with a laugh: ‘Because I didn’t even know her last name. So I’m like “Whose Brandi Glanville?” She got pretty upset about that.’
Gerard and 42-year-old rapper 50 Cent star together in crime/action flick Den Of Thieves.
The dynamic duo also both attended the premiere of the Christian Gudegast written and directed flick in Los Angeles on Thursday night. Den Of Thieves is set for release on Friday in the US with a UK release following on 2 February.