As my love for the denim shirt began to grow, so did the number of denim shirts in my wardrobe. And while the fitted, medium-wash shirt is still highest in rotation, this is definitely a close second:

oversized chambray shirt

image credit: Madewell

I love this oversized chambray button-up, in a lighter wash. I suggest going up one size from your usual, and go for a length that covers your bottom. You’ll be ready to go in outfits like these!

boy jeans infinity scarf leopard flats

 straight jean/infinity scarf/printed flats

For this look I wear the shirt untucked over slightly loose jeans that are rolled at the bottom (see the second photo in this post). The chunky scarf and printed flats keep things polished, yet casual and SO comfortable at the same time.


skinny jeans chunky sweater red flats

legging jeans/chunky sweater/suede flats

This outfit is all about proportions. The chunky sweater is paired with long skinny jeans for a balanced look. Wear the shirt underneath the sweater, with the bottom peeking out and the collar and cuffs poking through too. Bright red flats keep it all from getting too predictable.

tee shirt dress baseball cap sneakers

 tee shirt dress (similar)/baseball cap/sneakers

Here the shirt does double duty as a jacket – wear it over the dress, knotted in the front, for a sporty, totally adorable look. I wear this with sneakers in fall and spring and warm it up with tights and ankle boots in the cooler weather.

leggings sweatshirt sneakers


Even the most casual outfit can look pulled together – pop the shirt over a pair of charcoal gray leggings (a nice change from black) and under a cozy vintage-style sweatshirt. Finish it off with old-school sneakers.

I hope you enjoyed my little denim shirt “series” – did it inspire you to try out some new looks? Let me know!

And now…..Babble links!

The Best (Vegan) Cinnamon Rolls – Ever!
Latkes “101”: Tried and True Tips!
Mouthwatering Sweet and Savory Fritters!


  1. most lovely things on December 3, 2013 at 8:32 am

    I love all of these looks! Especially the no heels…which I never wear!

    • sherisilver on December 3, 2013 at 9:25 pm

      I wish I had your long legs!! 🙂

  2. Christa on December 3, 2013 at 2:26 pm

    Love these looks, but the big issue for me is that I just can’t do the button shirt thing without a whole lot of tailoring.

    • sherisilver on December 3, 2013 at 9:26 pm

      I’ll admit that my complete lack of a curve occasionally comes in handy 😉

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