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Calvin Klein Young: Photos of the Designer Through the Years

By:
Jennifer Phang
November 19, 2023 8:00AM EST
calvin klein
Erik Pendzich/Shutterstock

From a young man to a fashion icon, relive the career highs and lows in photos of Calvin Klein through the years!

Since launching the brand in the late 60s, Calvin Klein has made waves in the fashion industry and has become one of the most recognizable names in the world. But the man behind iconic denim looks and the provocative ads featuring models and celebrities that go along with them is just as recognizable.

You can catch Calvin everywhere: from the hottest clubs in NYC to the grandest art openings, but most especially, every fashion week since his brand catapulted into legacy 4 decades ago. It’s no wonder that names like Brooke Shields, Mark Wahlberg, and Michael B. Jordan have all famously posed for the brand in photos that have since become iconic themselves.

Relive career highlights of Calvin through the years and see him through his younger years in photos here.

1 of 14

Calvin Klein With Andy Warhol and Brooke Shields in 1986

Calvin Klein With Andy Warhol and Brooke Shields in 1986
Adam Scull/photolink/mediapunch/

Welcome to the 90s Andy Warhol, Calvin Klein and his top cover girl of the day Brooke Shields were spotted together at Studio 54 ringing in the new year on  January 1, 1986.

July 11, 2023, 9:56AM
2 of 14

Calvin Klein in 1989

Calvin Klein in 1989
Clive Dix/Shutterstock

Here, Calvin Klein is debuting a new frargrans during his Fall/Winter 1990 show at Harvey Nicols In London in 1989.

July 11, 2023, 9:56AM
3 of 14

Calvin Klein in 1989

Calvin Klein in 1989
Clive Dix/Shutterstock

Calvin Klein arrives for his Fall/Winter 1990 show at Harvey Nicols In London in 1989.

July 11, 2023, 9:56AM
4 of 14

Calvin Klein on the Runway (1993)

Calvin Klein on the Runway (1993)
Bei/Shutterstock

Very few names can say they’ve held a fashion show at the iconic Hollywood Bowl in Los Angeles. Calvin Klein is one of those people, seen here in June 2, 1993, taking his victory walk down the runway during his APLA presents CALVIN KLEIN FASHION.

July 11, 2023, 9:56AM
5 of 14

Calvin Klein With His Second Wife, Kelly

Calvin Klein With His Second Wife, Kelly
Bei/Shutterstock

In September 1986, Calvin Klein married his assistant Kelly Rector in Rome while they were on a buying trip in Italy. Here they are, years later, after an event. 

July 11, 2023, 9:56AM

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6 of 14

Calvin Klein (2010)

Calvin Klein (2010)
Marion Curtis/Starpix/Shuttersto

Calvin Klein can always been trusted to be on the scene, especially in NYC. In 2010, he attend the Cinema Society’s special screening of ‘The Social Network’ on September 29th.

July 11, 2023, 9:56AM
7 of 14

Calvin Klein (2011)

Calvin Klein (2011)
Billy Farrell Agency/Shutterstoc

Calvin Klein sits down to enjoy an intimate dinner at Romera, New York, hosted by L’Wren Scott and Daphne Guinness in 2011. 

July 11, 2023, 9:56AM
8 of 14

Calvin Klein at the 8th Annual CFDA Vogue Fashion Fund Awards Ceremony

Calvin Klein at the 8th Annual CFDA Vogue Fashion Fund Awards Ceremony
Billy Farrell Agency/Shutterstoc

Calvin Klein and actress Rooney Mara presented the 2011 CFDA/Vogue Fashion Fund award to Joseph Altuzarra on November 14, 2011.

July 11, 2023, 9:56AM
9 of 14

Calvin Klein (2012)

Calvin Klein (2012)
Billy Farrell Agency/Shutterstoc

Calvin Klein was on hand to celebrate the launch of his wife’s Kelly Klein’s book, ‘Pools: Reflections’ in New York on October 16, 2012.

July 11, 2023, 9:56AM
10 of 14

Calvin Klein (2013)

Calvin Klein (2013)
David Hartley/Shutterstock

For Calvin Klein, even standing outside the Oxford Union in the dead of winter in Britain is a fashion moment. 

July 11, 2023, 9:56AM
11 of 14

Calvin Klein at CFDA Fashion Awards (2016)

Calvin Klein at CFDA Fashion Awards (2016)
Neil Rasmus/BFA/Shutterstock

Back again, Calvin Klein hits the red carpet for the CFDA Fashion Awards in New York in June 2016.

July 11, 2023, 9:56AM
12 of 14

Calvin Klein (2016)

Calvin Klein (2016)
Joe Schildhorn/BFA/Shutterstock

Calvin Klein takes the stage at the 2016 CFDA Fashion Awards.

July 11, 2023, 9:56AM
13 of 14

Calvin Klein (2017)

Calvin Klein (2017)
Tiffany Sage/BFA/Shutterstock

Calvin Klein speaks at the 22nd Annual Acria Holiday Dinner in New York in December 2017

July 11, 2023, 9:56AM
14 of 14

Calvin Klein (2018)

Calvin Klein (2018)
Billy Farrell Owen Kolasinski/Sh

Calvin Klein attends Damien Hirst ‘The Veil Paintings’ exhibition opening at Gagosian Beverly Hills in Los Angeles on March 1, 2018.

July 11, 2023, 9:56AM
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