What I Wore Last Week

Style blogger Jessica Sturdy wearing a dressed up dinner outfit, a casual but festive blazer and jeans outfit, and a travel outfit with a matching jogger set and teddy tote bag.

Happy New Year, friends! I’m excited to kick off 2024 with lots of fresh content, but first, just a couple of outfits from the end of December.

Fashion and style blogger Jessica Sturdy wearing a dressy winter outfit! She has on a J.Crew black turtleneck, Kate Spade oversized bow belt, Ralph Lauren pleated skirt, Stuart Weitzman sock booties, and a silver mini bag.

I wore this outfit out for a festive dinner date with Dave! It’s not too ‘holiday,’ though, so definitely use it as inspiration for any dressy winter outfits you need over the next few months. We dined at Olio E Piu, which just opened in Chicago. Their original location is in the West Village, just down the street from one of my old offices when I lived in NYC. It was my favorite go-to spot when my parents were in town visiting! Dave and I actually ate there when we were in NYC this past May. It’s always been very cute and cozy inside, but it’s been massively expanded outdoors after 2020. The new Chicago location is kind of a mix of both… A very charming, cozy vibe, but a very large dining room with lots of tables! Food was delish, would definitely recommend making a res.

This oversized bow belt is an oldie, but a goodie that I’ve held onto! You can see it styled on the blog back in 2015 in this post and in this post.

Lifestyle blogger Bows & Sequins wearing a fitted black turtleneck, cream pleated skirt, and a very oversized bow belt with a red lip and martini earrings.
Style blogger wearing a preppy outfit consisting of a J.Crew green tweed blazer, AGOLDE Riley Crop jeans, visible shimmery socks, and Ralph Lauren pointed-toe plaid flats.

A casual, but festive outfit I put together for Christmas with Dave’s side of the family. I didn’t wear two different socks, but was trying to figure out which color I liked best. Ended up wearing the safer gold option, but wished that I had gone for it and wore the red shimmery pair!

Style blogger wearing a road trip travel outfit. Brown Nike jogger sweatpants and cropped sweatshirt, glitter Golden Goose sneakers, and a monogrammed sherpa Teddy Bear tote by Poolside.

I wore this outfit for the longest leg of our Canadian roadtrip, from Chicago to Toronto!

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