04/17/2012 04:16 pm ET Updated Oct 11, 2012

Kourtney Kardashian's Beauty Evolution (PHOTOS)

Kourtney Kardashian may catch flak from her siblings for having a "whatever" attitude to life, but the oldest K.K., mother and mogul-in-the-making is too busy to prove she's really got it all together. Long before anyone was interested in "Keeping Up With the Kardashians," Kourtney took a more traditional path and got her college degree. She then went on to hone her passion for fashion by opening up a children's clothing boutique called Smooch (with her business-minded mother Kris, of course) in Los Angeles.

While Kourtney's introduction to reality TV was on the Joe Simpson-created show "Filthy Rich: Cattle Drive," she's had much better small screen success with her younger sisters, Kim and Khloé. Transferring the Kardashian craze into money-making ventures including DASH boutiques, Bebe, Sears and QVC clothing lines and of course, sunless tanner, the soon-to-be-mother-of-two (she's expected to give birth to her first daughter in July) clearly has no plans to slow down and kick off her Christian Louboutin heels.

In celebration of Kourtney's 33rd birthday (April 18th), we take a look back at her makeup and hairstyles over the years. Vote on all her looks in the slideshow below, then check out some of her most embarrassing outfits, as shared by Kourtney herself with Stylelist.

Click through our other Beauty Evolutions.

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Kourtney Kardashian Beauty Evolution

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