While summer may add a veritable amount of goodness to our lives (outdoor eating, sun-kissed skin, ocean frolicking), it also adds quite the conundrum: what to wear to work. Go the regular suit route and you’re squirming from the layers of material and tight fit; go for the daring, baring ensembles and you’re worried about what’s popping out. With the importance you put on comfort, Miss Cancer, neither will do, which is why we’ve picked this navy blue solution for you. Its light-weight cotton makes it the perfect dress for sitting through those high-intensity board meetings, while its sleek silhouette makes it more than business-appropriate. Pack a pair of bright heels to take it straight from your cubicle to your sangria happy hour. Available now at ShopBop.

Combat boots have been creeping their way onto the fashion radar, but they haven’t yet made the slightest blip on Lady Cancer’s radar. After all, she’s far more Old Mother Hubbard than irreverent rebel teen. So we decided to find a happy medium between that nice old lady’s footwear of choice and something just… edgier. Enter these Jeffrey Campbell boots. Their sprucy green color softens their tough shape while their wooden heel gives them a girly kick. The oxford fringe adds a bit of tradition, and their laces keep up that classic combat boot growl. Wear them with leggings and your favorite cardigan for a great Saturday at the flea market. Available now at Shoe Market.

You’re far too smart to get caught up in a tangled scandal a la The Talented Mr. Ripley. But, Miss Cancer, you’re not-so-secretly romanced by wayfaring trysts aboard sailboats on the Italian coast. Channel Marge Sherwood (yes, the beautiful Gwyneth Paltrow) in this old-school but updated shirt-dress. Rainbow-colored ropes drape across your body and hint at the whimsical novel of a story behind your pretty face. The light white background keeps it suited to a balmy summer day. If you just can’t wait to wear it, put a navy blue cardigan over it as soon as the thermometer even starts to creep up. Otherwise, we’d like to spot it at your summer share or, if you’re lucky enough, frolicking around the Mediterranean. Available now at Adam.

Confess, Cancer Fancypants: Those drainpipe jeans all the kids are wearing might not cut it for much longer. Ever the innovator, a Cancer gal gets to wondering about the seeming lack of pant options. How hard can it be to cook up an original pair of pantaloons? Beyond the prerequisite two-legs-and-a-seat, Harmon has a brilliant proposal for a classy, feminine and artistic soul like you. These woven cotton army pants boast a wide-buttoned waistband and two levels of belt loops for all of your knotting and twining needs. Posh cruise in heels? Stolen romance on a rowboat? Workaday coffee break? Hop aboard, show those superstitious crab-fishermen what it’s all about! Available now at Oak.

For as much as you appreciate the comfort of flats and pants, Miss Cancer, you just can’t deny that tug from the good ol’ days. There’s something undeniably alluring about a time when women wore heels just about everywhere and dresses (flowy ones at that) were the norm. While we won’t be pulling a Pleasantville, these shoes are just the right dose of nostalgia right down to their color. The combination of the thick top strap, the buckle around the ankle, and the lower heel make them approved for all-day and all-night wear. Throw on your best swinging skirt and practice your Lindy Hop, or pair them with your skinny jeans for that little bit of sass in your day. Available now at Coclico.

Mama Bear. Every group of girlfriends has one, and most often it is you, dear Cancer. You keep them in line when they’ve had a little too much, and you nurse them with your chicken soup ’til they’re all better. But as much as you’re selfless, you have a verified self-indulgent streak. Instead of reaching for cupcakes and macarons for your fix, however, you reach for something as decadent as this stiletto. And no matter what the time or year or occassion, you’d find a way to wear them. With bright tights to break a fashion taboo and look fabulous? Yes. With jeans and your most go-to bar hopping top? Of course. So go ahead and indulge, Lady Cancer. In this season of giving, you’ve got to give a little to yourself too. Available now at Nordstrom.