Vince Vaughn: See The Actor’s Best Photos

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August 13, 2022 4:59PM EDT

Vince Vaughn has been making audiences laugh since his rollicking role in 1996′ ‘Swingers’. See his best photos here!

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Vince Vaughn Photos

Vince Vaughn Photos — Vince Vaughn is as well known for his screwball comedies as he is for his love life. The 52-year-old actor rose to fame with such films as Swingers, Old School and Wedding Crashers, which paved the way for the bevy of A-list beauties he dated during his Hollywood heyday. First among them was Joey Lauren Adams, the starlet best known for the movies Chasing Amy and Big Daddy. Soon he moved on to the late actress Anne Heche, whom he starred with in 1998’s Return to Paradise. It was another co-star who caught his eye next: Vince and Jennifer Aniston became an item briefly after working together on 2005’s The Breakup, which coincidentally was in production when the Friends star split from her ex-husband Brad Pitt.

However, Vince was not even close to settling down with any one of his many paramours — that is until he met his future wife, Kyla Weber! The timing could not have been more perfect for the Psycho star, as he told Ellen DeGeneres back in 2011, “I met the best girl in the world, it gives you such a great purpose in your life.” He added, “Sometimes, in our industry, well, I speak for myself – maybe that’s an excuse – but you don’t mature always at the same time, so I was very fortunate that when I got ready and was open to that, then that person came into my life.”

Click through the gallery to see pics of Vince and Kyla throughout the years.

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‘Dragged Across Concrete’ premiere, 75th Venice International Film Festival, Italy – 03 Sep 2018

‘Dragged Across Concrete’ premiere, 75th Venice International Film Festival, Italy – 03 Sep 2018 — Click through the gallery to see pics of other stars who have luckily survived car crashes.
‘Dragged Across Concrete’ premiere, 75th Venice International Film Festival, Italy – 03 Sep 2018

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2018 American Cinematheque Award Ceremony Honoring Bradley Cooper – Arrivals, Beverly Hills, USA – 29 Nov 2018

2018 American Cinematheque Award Ceremony Honoring Bradley Cooper – Arrivals, Beverly Hills, USA – 29 Nov 2018 — Vince Vaughn, Kyla Weber. Vince Vaughn, right, and Kyla Weber arrive at the American Cinematheque Award ceremony honoring Bradley Cooper, at the Beverly Hilton Hotel in Beverly Hills, Calif
2018 American Cinematheque Award Ceremony Honoring Bradley Cooper – Arrivals, Beverly Hills, USA – 29 Nov 2018

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The Break Up – 2006

The Break Up – 2006 — Editorial use only. No book cover usage.
Mandatory Credit: Photo by Melissa Moseley/Universal/Kobal/Shutterstock (5884046b)
Vince Vaughn, Jennifer Aniston
The Break Up – 2006
Director: Peyton Reed
Universal
USA
Scene Still
Comedy
The Break-Up

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Four Christmases – 2008

Four Christmases – 2008 — Editorial use only. No book cover usage.
Mandatory Credit: Photo by New Line/Kobal/Shutterstock (5885515p)
Reese Witherspoon, Vince Vaughn
Four Christmases – 2008
Director: Seth Gordon
New Line Cinema
USA
Scene Still
Comedy

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‘Dragged Across Concrete’ – 2018

‘Dragged Across Concrete’ – 2018 — Editorial use only. No book cover usage.
Mandatory Credit: Photo by SUMMIT ENTERTAINMENT/Moviestore/Shutterstock (10780025h)
Vince Vaughn
‘Dragged Across Concrete’ – 2018
Directed by S Craig Zahler

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SOREL Style Around Park City, Sundance Film Festival, Park City, USA – 28 Jan 2019

SOREL Style Around Park City, Sundance Film Festival, Park City, USA – 28 Jan 2019 — Vince Vaughn
SOREL Style Around Park City, Sundance Film Festival, Park City, USA – 28 Jan 2019

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‘Fighting With My Family’ premiere, Arrivals, Sundance Film Festival, Park City, USA – 28 Jan 2019

‘Fighting With My Family’ premiere, Arrivals, Sundance Film Festival, Park City, USA – 28 Jan 2019 — Vince Vaughn
‘Fighting With My Family’ premiere, Arrivals, Sundance Film Festival, Park City, USA – 28 Jan 2019

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‘Seberg’ Film – 2019

‘Seberg’ Film – 2019 — Editorial use only. No book cover usage.
Mandatory Credit: Photo by Logan White/Amazon/Kobal/Shutterstock (10510331n)
Vince Vaughn as Carl Kowalski
‘Seberg’ Film – 2019
Inspired by real events in the life of French New Wave icon Jean Seberg. In the late 1960s, Hoover’s FBI targeted her because of her political and romantic involvement with civil rights activist Hakim Jamal.

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