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Calvin Klein Fashion Through the Years: A Look Back

By Pune Media

  • Calvin Klein runway looks: 1988

    Images Press / Contributor / Getty

    Model Veronica Webb wears an embellished Calvin Klein mini dress during the 1988 show.

  • Calvin Klein runway looks: 1989

    Linda Evangelista walking Calvin Klein fashion show in 1989

    Images Press / Contributor / Getty

    A true ‘80s look, supermodel Linda Evangelista wears a mustard-colored suede jacket over a beige turtleneck, paired with army green, high-waisted, cuffed pants.

  • Calvin Klein runway looks: 1989

    Christy Turlington walking in Calvin Klein fashion show in 1989

    Images Press / Contributor / Getty

    For Calvin Klein’s Fall 1989 collection, supermodel Christy Turlington showcases a tailored, structured, grey pantsuit paired with a black undershirt and black fur gloves.

  • Calvin Klein runway looks: 1990

    Gisele Bündchen walking in Calvin Klein fashion show in 1990

    Rose Hartman / Contributor / Getty

    Model Gisele Bündchen struts the runway in 1990 in a monochrome brown set with a deep plunge—sophisticated yet sexy.

  • Calvin Klein runway looks: 1992

    Christy Turlington walking in Calvin Klein fashion show in 1991

    Images Press / Contributor / Getty

    A stunning blazer moment, Turlington sports a neutral-hued plaid blazer with a tailored midi skirt and sheer scarf in 1991 for the spring 1992 show.

  • Calvin Klein runway looks: 1991

    Linda Evangelista walking in Calvin Klein fashion show in 1991

    Images Press / Contributor / Getty

    Chic outerwear was certainly one of Klein’s fortes, as we see here with Evangelista’s buttoned, asymmetrical coat pair over tights in 1991.

  • Calvin Klein runway looks: 1991

    Cindy Crawford walking in Calvin Klein fashion show in 1991

    Images Press / Contributor / Getty

    While Klein tended to stick to more minimalist designs, he did occasionally venture out. For the 1991 show, supermodel Cindy Crawford wore a sequined, gold mini dress with a deep-V neckline.

  • Calvin Klein runway looks: 1992

    Cindy Crawford walking in Calvin Klein fashion show in 1992

    Images Press / Contributor / Getty

    Calvin Klein was all about the minimalist yet luxe aesthetic, and this design worn by supermodel Crawford in 1992 perfectly encapsulates that. The monotone color palette and simple silhouette looks effortless yet chic.

  • Calvin Klein runway looks: 1992

    Kate Moss walking in Calvin Klein fashion show in 1992

    Images Press / Contributor / Getty

    Moss’ first show with Calvin Klein was in 1992, which helped to completely catapult her career. For the spring 1993 collection, she worked the runway in a simple, slouchy, brown jumpsuit, charcoal blazer and knitted beanie.

  • Calvin Klein runway looks: 1992

    Kristen McMenamy walking in Calvin Klein fashion show in 1992

    Images Press / Contributor / Getty

    For the spring 1993 collection, model Kristen McMenamy wears an embellished, velvet, navy topper in 1992.

  • Calvin Klein runway looks: 1994

    Kate Moss walking in Calvin Klein fashion show in 1994

    Rose Hartman / Contributor / Getty

    Moss continued working with the brand in 1993 and 1994. For the fall 1994 collection, she wore a navy, buttoned blazer with a matching pleated mini skirt.

  • Calvin Klein runway looks: 1994

    Kate Moss walking in Calvin Klein fashion show in 1994

    Rose Hartman / Contributor / Getty

    Also for the 1994 show, Moss sported a casual-preppy look with a Calvin Klein undershirt, a black blazer and black mini skirt, topped off with white crew socks and chunky, black platform sandals.

  • Calvin Klein runway looks: 1996

    Model walking in Calvin Klein fashion show in 1996

    JON LEVY / Staff / Getty

    In 1996, we saw the continuation of jumpers and neutral hues from the brand, including this jumpsuit look paired with a luxe duster and tall suede boots.

  • Calvin Klein runway looks: 2001

    Carmen Kass walking in Calvin Klein fashion show in 2001

    George De Sota / Staff / Getty

    Many of Klein’s designs were timeless styles, and this look worn by model Carmen Kass in 2001 is proof. Variations of this look, including a trench coat over a mock-neck mini dress with boots, are still trendy today.

  • Calvin Klein runway looks: 2001

    Alek Wek walking Calvin Klein fashion show in 2001

    George De Sota / Staff / Getty

    Chunky belts were huge in the early 2000s and Klein didn’t hesitate from showcasing the trend. Here, model Alek Wek wears a structured grey dress with a chunky black belt right above the hips for the fall 2001 show.

  • Calvin Klein runway looks: 2002

    Evan Agostini / Contributor / Getty

    It’s hard for Calvin Klein to go wrong with their outerwear. We’re obsessed with this belted, long trench coat with a high collar that was worn as part of the 2002 collection.

  • Calvin Klein runway looks: 2002

    A model walking in Calvin Klein fashion show in 2002

    Evan Agostini / Contributor / Getty

    Calvin Klein loved incorporating sheer fabrics into their designs, which we see many times through the years. Here’s one example, a sheer black keyhole top worn with classic black slacks as part of the fall 2002 collection.

  • Calvin Klein runway looks: 2002

    model walking in Calvin Klein show in 2002

    Matthew Peyton / Stringer / Getty

    Another monochrome look, this model walked down the runway in a champagne-colored satin midi paired with a leather topper for the spring 2003 line.

  • Calvin Klein runway looks: 2003

    model walking in Calvin Klein fashion show in 2003

    Stuart Ramson / Stringer / Getty

    Klein loved a classic, yet elevated, trouser pant. These trousers worn in the spring 2004 collection show had a turquoise and brown geometric print and were kept simple with a plain white tank.

  • Calvin Klein runway looks: 2003

    model walking in Calvin Klein show in 2003

    Stuart Ramson / Stringer / Getty

    We saw even more patterns for the spring 2004 collection with this A-line style jacket.

  • Calvin Klein runway looks: 2004

    model walking in Calvin Klein show in 2003

    Stuart Ramson / Stringer / Getty

    This is another look that is still on-trend today: tailored shorts with a matching blazer. It’s dressed down for a casual-chic look with a white tank. This look was part of the spring 2004 collection.

  • Calvin Klein runway looks: 2003

    model walking in Calvin Klein fashion show in 2003

    Stuart Ramson / Stringer / Getty

    To me, this look worn during the spring 2004 collection show, is the epitome of Calvin Klein: it’s minimalist, preppy-chic, neutral and elevated, all of which are words I would use to describe the label.

  • Calvin Klein runway looks: 2004

    Carmen Kass walking in Calvin Klein 2004 show

    Frank Micelotta / Staff / Getty

    This look worn by Kass for the fall 2004 collections reminds us of the brown set worn by Bündchen in 1990.

  • Calvin Klein runway looks: 2004

    model walking in calvin Klein show in 2004

    Mark Mainz / Staff / Getty

    We started to see more color in the 2000s by Klein. Here, a fiery red and pastel-hued color-block dress was worn for the spring 2005 collection.

  • Calvin Klein runway looks: 2004

    model walking in calvin klein show in 2004

    Mark Mainz / Staff / Getty

    Here, we see a similar color-block dress, this time in shades of blue and green.

  • Calvin Klein runway looks: 2005

    model walking in 2005 calvin klein show

    Fernanda Calfat / Stringer / Getty

    This flowy, floral dress featured a gorgeous green hue and a high, halter neckline.

  • Calvin Klein runway looks: 2005

    model walking in calvin klein fashion show in 2005

    Fernanda Calfat / Stringer / Getty

    We saw more sheer for the spring 2006 collection with the stunning, black sheer mini dress with an A-line fit.

  • Calvin Klein runway looks: 2005

    model walking in 2005 calvin klein show

    Fernanda Calfat / Stringer / Getty

    You may notice bubble skirts and hems are back in style, but Calvin Klein was showcasing them all the way back in 2006.

  • Calvin Klein runway looks: 2006

    model walking in calvin klein show in 2006

    Scott Gries / Staff / Getty

    Animal print and faux fur are two other styles that have made their way back into the trend cycle. Here, this model wears a luxe animal print fur coat.

  • Calvin Klein runway looks: 2007

    model walking in calvin klein show in 2007

    Fernanda Calfat / Stringer / Getty

    Chunky knits were huge in the ‘00s. During the fall 2007 show, we saw this stunning, charcoal grey, chunky cable knit sweater paired with a fitted skirt.

  • Calvin Klein runway looks: 2007

    Du Juan walking in Calvin Klein fashion show in 2007

    MN Chan / Stringer / Getty

    The charcoal trend continued in 2007 with this fitted, maxi, sweetheart-neckline Calvin Klein dress.

  • Calvin Klein runway looks: 2008

    model walking in calvin klein 2008 show

    Randy Brooke / Contributor / Getty

    This classic Calvin Klein silhouette is still around and worn today. This blue iteration debuted as part of the fall 2008 collection.

  • Calvin Klein runway looks: 2008

    model walking in Calvin Klein fashion show in 2008

    Slaven Vlasic / Stringer / Getty

    For the spring 2009 collection, we saw this gorgeous, cream, pleated mini dress paired with a matching structured, pleated, cropped jacket.

  • Calvin Klein runway looks: 2010

    model walking in Calvin Klein fashion show in 2010

    Fernanda Calfat / Stringer / Getty

    This sleek, black pantsuit was worn for the fall 2010 collection with chunky, black platforms and a black turtleneck.

  • Calvin Klein runway looks: 2010

    model walking the Calvin Klein fashion show in 2010

    Fernanda Calfat / Stringer / Getty

    Another black-on-black look for fall 2010, this model wore straight-leg, tailored, high-waisted dress pants with a fitted black top with balloon sleeves.

  • Calvin Klein runway looks: 2014

    model walking in Calvin Klein show in 2014

    JEWEL SAMAD / Staff / Getty

    The spring 2015 Calvin Klein collection was all about the leather. This navy, midi leather dress is edgy and bold.

  • Calvin Klein runway looks: 2014

    model walking in calvin klein fashion show in 2014

    JEWEL SAMAD / Staff / Getty

    Another leather look for the spring 2015 collection was this deep red, leather A-line dress with see-through paneling on the top.

  • Calvin Klein runway looks: 2014

    model walking in calvin klein fashion show in 2014

    Peter Michael Dills / Stringer / Getty

    This gorgeous, shimmery, plunge dress incorporated Klein’s love of sheer with sheer fabric on the bottom portion of the dress.

  • Calvin Klein runway looks: 2017

    model walking in calvin klein fashion show in 2017

    Antonio de Moraes Barros Filho / Contributor / Getty

    Bright colors were part of the fall 2017 Calvin Klein collection, as we see here with an ensemble of bright red trousers and a bold blue shacket.

  • Calvin Klein runway looks: 2017

    model walking in calvin klein show in 2017

    Antonio de Moraes Barros Filho / Contributor / Getty

    This look worn as part of the fall 2017 line stuck to more of the classic Calvin Klein design with a plaid blazer skirt set, but stuck out with a pop of color with the shoes.

  • Calvin Klein runway looks: 2018

    model walking in calvin klein show in 2018

    Slaven Vlasic / Stringer / Getty

    For the last show before its hiatus, the Calvin Klein 2018 show took a different approach, with more maximalist designs and featured lots of patterns and color.



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