In case you haven’t been reading, listening to, or watching the news lately, pretty much the entire state of California is on fire at the moment. I am (thankfully) safe, but San Francisco is currently cloaked in unhealthy levels of smoke (the sky was literally orange on Wednesday) and unfortunately we can’t go outside, which means we can’t shoot a new post, and thus I don’t have a new one for you this week. What I can offer, however, is a Cheryl’s Greatest Hits featuring one of my favorite wardrobe items of all time, my Gap Icon denim jacket. The timing is actually quite good, because it’s the perfect transitional piece—or, in my case, the perfect year-round layer. So without further ado, here are seven of my favorite ways to wear it.
With a little black dress
This post is over two years old, but it’s one of my all-time favorites, and I still wear all of these pieces on the regular. The sneakers are what make the look really casual.

With a slip skirt
This was one of last year’s most popular posts, and it’s a very “me” look, from the midi skirt to the Birkenstocks. Again, the combination of the super-casual shoes and the denim jacket prevent this look from feeling too dressy (or boring).

With a shirtdress
I still wear all of these pieces constantly (see a pattern here?), and this the perfect example of a late-summer transitional look—or, in this case, what I wore to wine country.

With a jumpsuit
One of the few pants-based looks here, this is actually one of the dressier outfits in this post, thanks to the accessories. The necklace and pouch are in frequent rotation, however the boots are (sadly) long gone.

With a tiered dress
I’ve been featuring this dress a lot lately—and now it’s nearly sold out, unfortunately—but I love how the cut of this jacket helps contain the volume.

With a printed midi skirt
I’m wearing this skirt as I write this post, and with its combination of light layers, it’s an ideal transitional look.

With a maxi dress
Ok, one more dress—I’m realizing I have a formula of sorts, and I’ll accept as my next challenge styling an outfit with this denim jacket…and pants. But in the meantime, here’s another one of my favorite outfits so far this year.
