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How many times have we rooted for our favorite reel-life pairings to realize their feelings and share a passionate kiss? Whether it is the leg-popping kiss fromThe Princess DiariesorThe Notebook’s kiss under the rain, some moments just stay with you. Matt Damon sure agrees with this statement as there is one kiss he can never forget.

Well, not in the way you might think. Matt Damon got to kiss Angelina Jolie in their 2006 film,The Good Shepherd.And although many would have appreciated the opportunity to kiss one of the most incredible actresses of our time, Matt Damon was not a fan. Don’t get us wrong, we are not saying Angelina Jolie is a bad kisser, it’s just that Matt Damon sees her as a sister.
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Matt Damon Didn’t Like Kissing Angelina Jolie
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In an interview with Reveal magazine (via Metro U.K.),Matt Damonopened up about what it was like kissingAngelina Jolieon the set ofThe Good Shepherd.Damon stated,

“We’re old friends so it was like kissing my sister – really awkward and generally awful!”
This contempt for the kiss stemmed because Jolie and Damon had known each other for a while and the actor was also friends with Jolie’s then-lover,Brad Pitt. We can see how the kiss could’ve been a bit problematic for Damon.

This was not the only time Damon expressed his dislike for sharing a kiss with Jolie. During their appearance onGood Morning America,they talked about the kiss and the two had differing opinions on it. While Damon stated,“It’s weird…We all know each other,”Jolie countered,
“In reality, both the people we’re involved with couldn’t have cared less about that because they know us. You know, it’s one of those things where it’s like the least threatening person … You know, good luck to you guys, I hope it’s not too awkward.”

Jolie was then asked to compare her kisses with Damon and Pitt and she smartly replied that while one was just a friend, the other was the love of her life.
Also Read:“Thank God I didn’t f**k anyone over for this”: Matt Damon’s 1998 Oscars Reaction With Ben Affleck Broke the Internet
Matt Damon Talks about Working onThe Good Shepherd
Apart from his dislike for the kiss, Damon had quite a pleasant time working forRobert De Niroon the film. In an interview with Tribute, Damon was asked about how he was able to get into character so well and he only had one man to thank.
“There was a lot of research to get into it but the job was made a lot easier by the fact that it was being directed by Robert De Niro. He was literally sitting as close as you are now for the entirety of the movie. Just sitting right there and watching like a hawk; every single detail. He was really particular about everything…He really knew what he wanted which is great.”
He continued,
“Two things – one, it’s great to be with a director who knows exactly what they want. The other thing, when the director happens to be one of the greatest actors who ever lived, you really feel like your performance is gonna be in good hands.”
The Good Shepherdwent on to make $100 million at the box office. While the film received mixed reviews from critics, Damon was applauded for his brilliant performance. The New York Observer even called the film a must-see.
You can streamThe Good Shepherdon Hulu.
Source:Metro U.K.
Mishkaat Khan
Senior Writer
Articles Published :2258
A connoisseur of all things horror, fantasy, and the occasional chick flick, Mishkaat has been penning pieces for FandomWire since 2022. She started off as an intern and has worked her way up to a Senior Writer with over 2000 articles to her name.Outside of entertainment, she has also written well-researched medical content as a freelance writer and has experience in social media management.When not writing, you may find her relaxing with a romance novel and a tall glass of iced coffee in her hand or watching re-runs of ‘Supernatural’ and ‘The Office.’