In a few months, I’m having headshots taken for the new business I’m working on. While trying to plan an outfit that feels the most authentically like my style, I keep coming back to the same look: a relaxed white button-down, classic jeans, and a bright lip. I actually steered clear of white button-down shirts for many years–putting one on always made me feel like I was getting ready for a high school choir concert! Even so, I’ve spent the last decade-plus LOVING the look on other people and filing away tons of white button-down outfit inspiration. Maybe I’ve finally spent enough time out of high school to get back into this classic wardrobe staple, but whatever the reason, I can’t stop thinking about them. Flipping through all that saved inspiration (a handful of which you can take a peek at below), I’ve narrowed my perfect white button-down search down to styles with a boyfriend-esque fit and a soft, lightweight fabric. I think both elements skew the look less high school choir and more effortless chic ;)
In no particular order, here are my top contenders. I’m considering some that fall at higher pricepoints than what I’d usually spend on a shirt; since this is such a classic piece, I’d be up for investing in one that will still look great a decade from now.
1. Ann Mashburn Boyfriend Shirt ($175)
2. Sezane Tomboy Shirt ($110)
3. Ayr The Deep End Shirt ($135)
5. Cuyana Poplin Overlay Shirt ($125)
6. Grayson The Hero Button-Up ($148)
If you’ve tried any of these, or have another favorite I should know about, I’d love your thoughts!