5 ‘Yuppie’ Fashion Trends That Are Totally Back in Style

Then: The sensible shoes featured dowdy thick heels, rounded or squared-off toes and your grandmother’s approval.

Now: With pointed toes and minimalist details, they’re much sleeker and—dare we say?—sexier. While the classic sling-back has been the trend’s frontrunner, we’re partial to the ankle boot version.

Get the look: Charles & Kieth ($49); Halogen ($120); Tory Burch ($300)

Then: The pale hues were sickly sweet and preferably coordinated to your polo shirt or mock turtleneck. And all with a sweater tied around your shoulders, of course.

Now: The traditionally demure shades are getting an edgy upgrade. Think robin’s-egg blue leather jackets, lavender distressed denim and millennial pink Dr. Martens (or millennial pink anything, really). Bonus style points if you pair your pastels with a bold shade like persimmon.

Get the look: H! by Henry Holland jacket ($125); Privacy Please dress ($128); Dr. Martens boots ($140)

Then: Clunky, chunky and looked awesome with your nude nylons.

Now: Sporty, low-cut and paired with ankle-length pants or shin-grazing skirts and jackets. We plan on riding the comfortable footwear trend for as long as possible, only this time we’re sticking to slimmer styles, like classic Keds or Adidas. 

Get the look: Converse ($50); Keds ($55); Adidas ($75)

Then: If you didn’t look like a linebacker in your padded blazer (and smart matching skirt), then you weren’t doing it right. 

Now: The 2018 strong shoulder is more pointed than padded and follows the natural slope of your shoulders instead of turning you into a walking yield sign.

Get the look: Leith ($89); Lovers + Friends ($188); Tibi ($695)

Then: The perfect complement to a cozy cardigan and yacht club membership.

Now: Darker shades and cropped lengths bring this signature Yuppie style from the dock to the office. 

Get the look: H&M pants ($35) and belt ($18); Anthropologie pants ($128) and belt ($298); Ralph Lauren pants ($140) and belt ($42)