I posted this look yesterday on IG and I won’t lie — I was a little bit nervous. Not necessarily to show you guys but it’s just a new look for me. Even OG style bloggers get a bit nervous sometimes when trying something new. I’ve been dying to try this look of a hat for a while now but I won’t lie — it’s a tricky one. It can so easily turn into a costume-y look or style. (I think the actual move Newsies comes to mind as well as a train conductor.) But the chain around the top and the black hue gives it a fashion edge that even an train engineer would be jealous of. So how did I become comfortable with this tricky trend? Well, I’ll tell you my secret: It’s probably because I’ve taken outfit photos for the better part of a decade now, but I always feel more comfortable in a style once it’s photographed. In the mirror I felt a bit silly, but once I saw these photos I was a believer in the hat. Just goes to show you, you CAN teach and old blog new tricks.

You can find this $15 hat here!

As I said before I’ve been dying to find just the right look of this hat. I tried one at Anthro — and I loved it — but it was just a bit too big / puffy for my head shape / size. Then I found this one at Target and you know what? It’s perfect for my small to average size head. (…and yet still fits my large to genius sized brain. Magic!) I like that it’s under $20 so that if this trend goes away overnight (it won’t though! Promise!) then I won’t feel like I spent too much on the hat. You can find it here!

Enough about that hat! Let’s talk about this dress — I started doing a try On for Loft’s 40% off sale and then I just kind of lost steam. Everything started to look the same and kind of looked the same as my last try-ons for Loft. But I did end up taking this dress, this sweater and this striped tee home. Not too shabby for 40% off! You can find the whole Loft sale here now through Tomorrow!

You can find this dress here. It is a bit on the short side (I’m 5’9” with boobs, so you know.) but I felt comfortable in it. If you’re taller than me, you may want to pair this with leggings or tights. You can find this dress on sale here!

Shop the Outfit

Fit Details

I am in the medium of the dress — TTS! It’s a bit fitted at the top / shoulders for me but definitely true to size. The boots run true to size but are an older style. I’ve linked similar. Hat is TTS and I have an average size head!

Monthly Capsule Wardrobe

Each month I create monthly capsules out of my favorite pieces, perfectly curated for each month.

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