Crop: TopShop; Skirt: TopShop; Sunglasses: Quay.

I’ve been DYING to wear this skirt ever since I bought from TopShop last year, but never found the right opportunity until we rented a private beach house on Longboat Key, Florida, this week. I love the flowy fabric, and the print is just beautiful. It comes up high enough that it pairs perfectly with this crop also from TopShop.

Dress: HeartLoom; Necklace: Nordstrom; Shoes: Louboutin.

Last weekend, I was honored with an award that supports women in leadership roles in the music industry. As soon as I found out there was going to be a red carpet, I started planning what I was going to wear. I went with this loose-fitting, LBD from Heartloom. It had a boho vibe, but still looked chic with classic black Louboutins for the red carpet. (Please excuse the selfie. All the shots I could get my hands on cut off my legs.)

 Vest: Club Monaco; Tee/Leggings: Nordstrom; Boots: Dolce Vita.

Something I’ve been searching for for a long time has been a quality, faux fur vest. I’ve looked everywhere for one, and lucky for me, found one under the Christmas tree this year. From Club Monaco, I am completely in love with this piece. Pairing it with a basic tee made for a sophisticated, easy look for a date night at Charlatan in Chicago’s West Town (which, btw, if you are in need of some winter comfort food, this is the place.)

Top: Nordstrom BP; Pants: Lucy Paris; Shoes: Louboutin.

Usually I don’t blog an outfit beforehand but I’m making an exception for NYE … New Year’s Eve has always been an excuse for me to leave the house bedazzled in sequins (which, if it were socially and fashionably acceptable, I would wear everyday.) This year is no different. I am pairing a pair of Lucy Paris sequin leggings with a plain black tee for a laid back, yet sparkly look.

Skirt: Akira Chicago; Top: Nordstrom; Jacket: Nanette Lepore; Bag: YSL; Shoes: Louboutin.

I channeled my inner Carrie Bradshaw this weekend when I attended The Joffrey Ballet’s performance of The Nutcracker. I paired a gold top from Nordstrom with my favorite look for this holiday season — a huge tulle skirt. While it definitely spilled over into the seat next to me, this skirt screams holidays and looked great paired with a wool Nanette Lepore blazer.

Dress: Diane Von Furstenberg; Shoes: Louboutin; Bag: Louis Vuitton.

Throwback Thursday-ing it to about two weeks ago when I wore my favorite dress for a sushi date with my man. DVF Zarita dresses are so classic and so chic and a staple every girl should have in their wardrobe.

Sweater: Nasty Gal; Shorts: H&M; Shoes: Louboutin.

The varsity stripe sweater is everywhere this fall. I recently got this cute sweater from Nasty Gal, and I absolutely love it. It’s great with a pair of ripped jeans for a comfy chic look, or with these leather shorts for a slightly more edgy, evening look.

Dress: Akira Chicago; Necklace: H&M; Shoes: Louboutin.

I enjoyed a very nice date night with my guy this weekend. We went over to Balsan at the Waldorf Astoria for a cheese plate, some champagne and good conversation. I wore a new dress I recently got at Akira and paired it with my classic black Pigalle Louboutins. Nothing like accidentally matching the decor!

Sweatshirt: Wildfox; Shorts: H&M; Shoes: Steve Madden; Bracelet: H&M.

Graphic t’s are everywhere right now. I’m not a huge fan of the trend, but I do love Wildfox quite a bit. So, I decided to dress up the trend by pairing this sweatshirt with leather shorts for a little edge and these new Steve Madden pumps that kick ass.

Top: Urban Outfitters; Shorts: H&M; Necklace: Nordstrom BP; Shoes: Louboutins.

I’ve been dying to wear these “I <3 My Loubies” Louboutin loafers for quite some time, but let’s be honest — they aren’t appropriate for just any outfit. But this weekend offered me the perfect chance. I paired them with leather shorts and a silk button down for a laid back date night at Carriage House Chicago.