March 16, 2015 05:36 PM

While most people spend a rainy weekend watching Netflix and eating takeout, Jessica Simpson didn’t let the damp N.Y.C. weather mess with her style parade. The star made sure to wear all the biggest trends from fringe to floral and even knee-high boots!

Thaddeus Rombauer/Hugo Boss

The 34-year-old singer and fashion mogul channeled her inner hippie in a white tee, jeans and a pair of black knee-high boots during a shopping outing to Intermix in SoHo. She paired the eccentric ensemble with gold-and-turquoise jewels, big tousled waves and gorgeous glowy skin. She finished the look with a bright tangerine-hued coat with fringe trim.

For a date night with her husband Eric Johnson, Simpson opted for all black in a fringe-adorned mini dress and over-the-knee boots, accessorized with a silky scarf worn as a headband, plus a sultry smoky eye. It’s clear Simpson has a thing for fringe (especially considering her newest collection for her Jessica Simpson Collection was inspired by the Southwest).

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For an event celebrating her new role as the “Dean” of Teen Vogue‘s Fashion University, Simpson chose an elegant belted black tea-length dress embellished with a blue-and-red floral design on the skirt, paired with heels and jewels from the Jessica Simpson Collection. At the event, the star spoke to young women about “making it” in the fashion industry — a feat she’s been mastering ever since stepping away from the music industry.

“Music? I just wanted to take a break on it. It is in my heart and in my soul, but so is putting on a really great dress,” she told PEOPLE. “I just think we can do anything. So it’s not really about moving on from one thing to the other, it is kind of intermixing it all.”

Wrapping up Simpson’s stylish weekend is a sexy black-and-yellow floral sheath she teamed with a chic, textured handbag and a pair of nude patent leather pumps, which she told us should always be worn — even if they cause a little discomfort.

“The best fashion advice? To me, that’s the deepest question,” she shared. “I think the best fashion advice would be, ‘[Even] if your feet hurt, wear the shoes.'”

What do you think of the singer’s weekend style parade? Do you have a favorite look from above? Sound off below!

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–Sarah Kinonen

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