Real gossip historians remember the fireworks between Colin Farrell and Angelina Jolie back in the day. That was such a fascinating moment in gossip history, and basically every guy involved in the Alexander film was in love with her. She was recently divorced from Billy Bob Thornton, and she had already adopted Maddox, who traveled with her everywhere. Oliver Stone cast Jolie as Alexander’s mother, Olympias, and Stone spent several interviews lusting after her. Val Kilmer did as well, although Colin Farrell was the one who seemed to shoot his shot with her successfully. They reportedly had a brief fling, then Angelina wrapped and moved on to working on Mr. & Mrs. Smith. The rest is history. Now Angelina and Colin are both older and wiser. Colin got sober a few years after Alexander, and Angelina hasn’t dated anyone seriously in many years (despite my attempts to get her to go back to Jonny Lee Miller). Is this the moment for a Farrell-Jolie reunion?
She played his mom in 2004’s Alexander, but rumor had it that Angelina Jolie’s feelings for Colin Farrell were more than maternal. The pair was said to have had a steamy fling at the time (she divorced Billy Bob Thornton in 2003; he split from model Kim Bordenave that same year).
Now sources exclusively tell In Touch Angie, 49, still has a crush on the 48-year-old — especially since the one-time bad boy has cleaned up his act.
“They were a great match, but the timing wasn’t right, they both had a lot of growing up to do,” says an insider. “She’s very impressed with the work that he’s done on himself and the man that he’s become.”
The mom of six (with ex Brad Pitt) was particularly moved to see the Irish actor as a father, notes the insider. The dad of two recently opened up about his and Kim’s 20-year-old son, James, who was diagnosed at 2 with a rare neurological disorder that causes intellectual and developmental delays.
“Everything’s magnified when you have a child with special needs,” he said, adding that his son was his inspiration for “putting the bottle down” and getting sober. Says the source, “Angelina and Colin are both such loving parents, that’s something that’s important to her.”
Two Geminis, born one year apart, both based in LA and decades past their “wild child” eras. What could go wrong? Everything. Let’s be honest – the wildness is still there for both of them. They would burn too brightly. Or it could be some much-needed fun for both of them. I don’t know… the idea is growing on me, mostly because I think Colin really is a good guy and Angelina has been through a lot. She needs some fun in her life.
Photos courtesy of Can Nguyen / Avalon, David Sumner / Retna UK / Avalon, Paul Treadway / Avalon, J ALmasi / Avalon, Marc Larkin / Avalon.
Now that’s a hot couple. I like when these former Hollywood wild childs grow up and get it together and sadly others never do.
I’m in for a comeback for all the 90’s flings that didnt make it.
Everything could go wrong with Angelina and Colin, but im in for it. 🔥 I want him at the Tiff with her. No, I want Angie and all different dates for all her awards season so we can weigh in 😆
Both my crushes dating?! Oh my, their pairing would be 🔥🔥🔥!
I’d be happy for them for as long as that lasts, they are both great and deserve happiness.
I hope this comes true! It would be nice for both of them.
Yes, please.
I heard that they had a fling during or in the immediate aftermath of the Alexander movie. They are both devoted to their families and seem like good folks.
I was a tad disappointed at him looking like an eager beaver when he took a photo with Brad at the Globes. But I just really dislike BP so…
I doubt it since is coming from InTouch
I agree
Angie debunked this rumor years ago, saying she and Colin were too much alike.
This would be another brief fling – but a really good one. Especially for Angelina. She deserves a hot fling – and Colin is a great guy who has actually done the work on himself. As a Gemini myself I can see how this would not last – but it would be fun for both of them while it did.
This is old, old, old old, gossip from back in the day. But there was a blind reveal that the real love of Angelina’s life was Colin Farrell and they had an on-set affair on Alexander. She wanted to marry him but he was still a drinking bad boy at the time. And was not interested in that. That is when she moved on and rebounded to Brad Pitt.
If they reenkindle things as mature sober parents. I think that would be fire.
Oh yeah, they absolutely had a fling: as a longtime fan of both Angie and celebrity gossip, I remember this period quite well, lmao! There was an interview during the Alexander press where Colin rubs Angie’s leg while answering a question, then tries (and fails) to play it off casually after remembering they were on camera, lol. I remember that all of her male costars from both Alexander and Taking Lives, seemed to really be crushing on her hard core during that time period.
I would LOVE this for her if she and JLM aren’t going to have another go. Colin has matured so much in the intervening years and they would be HOT together.
Given the source I doubt there’s any veracity to the story but I’d love it to be true.
Farrell has shown that he is a decent, loving man who is willing to put his money behind his convictions (in setting up a foundation for disabled young people with similar issues to his son).
That’s Angelina’s MO as well-putting her love and effort and money behind causes she believes in.
Angelina deserves some happiness, and so does Colin.
Cheering these two on!!!
My recollection of the gossip back in the day was that Farrell was willing to get serious with Jolie but she was not because of his drinking. But YES I am here for the Hotness Redux!!!! I admire them both, as people even more than as performers — they have both done a LOT of work to overcome various demons and life challenges and have come out stronger and wiser for it. I think it could work!!
Their collective hotness would be off the scale. And yeah, since Colin got himself sober and not in the Affleck style of that, he might be deserving of Angelina. They have very similar goals and priorities in life and family. I think the world would just explode from the gorgeousness and sexiness if they did get together.
With Bennifer 2.0 over, I’d be into the comeback of this couple. What do we call it? Folie? Seems apropos.
I certainly hope so. And why would this gossip come out at this time? Is it true? Or was it planted judiciously because Jolie will be or is in Venice at the same time as the Arm Pitt? I so approve, and like both of them so much. I have watched two Colin movies back to back. I watched Angel on Apple, then season 2 of True Dectective with Colin. He is a VERY good actor. At the very least, I wish they would star in a movie together, which might facilitate their “reunion”. Yes, that would be a scorcher. And I still love Johnny Lee Miller. Don’t accuse me of being unfaithful. It’s ok to be Farrell fickle.
I remember this rumour . I didn’t think much of it , I just piled it together with all the other women Colin was having fun with back in the day. I recall when he landed in Hollywood there were so many women , he was so much “Jack the Lad “ .
That translates to he was putting it about .
You’re all forgetting, in a most undignified way, the presence of one Katy Perry. Shame on you all, throwing this out there like she doesn’t exist…c’mon!!