Now that we're well into Fall, you might be tiring of wearing the same pieces over and over again. I have my favorite plaid shirts on repeat, but I'm always looking for new ways to style these wardrobe essentials. Turning to our celebrity streetstyle stars for inspiration, here are 6 fresh ways to wear plaid right now for fall and winter that will have you excited about this checked print for months to come - plus a few new pieces you'll want to shop, too (everything's under $100)!

Olivia Culpo was an over-the-knee boot knockout at the Mugler show during Paris Fashion Week back in March, and we're coveting her glam look now that holiday party season is in full swing.

Olivia paired her Mugler bi-color wrap mini skirt (now 50% off!) with a ruffle front blouse, then draped a colorblock jacket over her shoulders to finish the high-fashion ensemble.

To get the look for less, reach for a black mini and cami top you might already own, then add a ladylike jacket and come-hither over-the-knee boots.

Accessorize with a quilted chain strap purse and choker necklace, two on-trend must-haves you can wear just about everywhere this season.

Read on to steal this daring ensemble at prices that are anything but intimidating...

J.Crew's popular Chelsea rainboots are an extra 30% off with code FESTIVE making these $68 rainboots now just $45.50. Shipping is just $5 but if you spend $150 you can get free shipping.

I found out about this deal from a friend who shall remain nameless (you know who you are!) - we're sort of cyber shopping partners in crime. As soon as she told me she had bought a pair, I couldn't resist getting the matte black as I'd been eying them for years.

I own the budget dupe from Walmart which was just $9.88 and I wear them all the time in the spring and fall. They're so much more practical than Hunter wellies and look great with just about every outfit, while still keeping toes dry and cozy.

After reading reviews and the sizing suggestions, I went up a half size from my usual 9.5 and bought the size 10 so I hope they fit well.

Shop the look: J.Crew Chelsea Rainboots in black, navy or burgundy

There's nothing more classic than a white tee and a pair of jeans. Here, Emma Roberts takes the look to a new level by cashing in on all the latest trends.

Emma styled her long sleeve tee with a pair of straight-leg ankle jeans, embroidered flats, cat-eye sunglasses in nude and a grey leather tote bag. I am obsessed with the embroidery trend right now - it's a great way to easily add some maximalist style to any ensemble without being too over-the-top.

Plus, if flats aren't a great match for your local winter weather you can easily find embroidered boots — I love this pair from Sole Society!

Shop the rest of my picks for Emma's ensemble below, with prices starting at just under $6.

Oh, Cyber Monday. Where do we even begin? Whether you're shopping for holiday gifts or for yourself, you won't want to miss all the crazy good deals to be had today. Here are a couple good ones I've bookmarked to help you get started:

H&M: Save 30% off your order of $100+ with code 8284 plus free shipping.

Mindy Mae's Market: Up to 70% off, plus free shipping. All sales final. UPDATE: I just scored this leopard foldover clutch which I've been stalking for months for just $50 (regularly $79.99)! These are incredibly hard to find and always sell out fast so act quickly! Also love this snow leopard foldover clutch (can I justify getting both?!)

L.L.Bean: 20% off when you spend $50. Plus get a free $10 giftcard with purchases of $50 or more. Free shipping.

Target: Save an extra 15% off your purchase. Free shipping for Target cardholders.

Nordstrom: Extra 20% off sale items. Free shipping and returns.

J.Crew: Take 40% off with code HOLIDAY. Free shipping.