An article in this month’s fabulous Marie Claire @ Work (their glam new professionista insert which is a welcome freebie to this recently transplanted, former work-from-homer with a new corporate job) struck my fancy. The Problem with Casual Fridays carefully unfolds the pro’s and con’s of the concept, something that is rampant in offices from coast to coast, whether officially or by chance.
It seems we spend much of the day on Friday day dreaming about tonight’s margaritas and tomorrow’s mimosas, longing to feel the sunshine that’s just beyond our grasp, outside the professional grade window. Along with a chill internal vibe, many of us lean toward more relaxed outfit planning for Fridays. And while this can go very well (dark denim, trend-right top, comfortable wedges), it can also go very poorly (ripped jeans, revealing top, scary flats).
The article asserts that while “casual” dressing may be encouraged on some (or in my case, all) days, there is a line and it’s important not to cross it. Also, dressing in a sharp manner at all times will still make you likelier to get that big promotion, or at least prove to your boss and the higher-ups within your company that you mean business. This is not to say you can’t have fun with fashion. But it’s all about balance.
So, how do we toe the line? And, um, what happens if you, like your friend here, work in an office that has a casual dress code all of the time? Gone are the days where my aching feet wept silent tears as I forced them into three-inch, pointed toe stilettos and began my trek by foot and subway from 103rd street to the Lower East Side. And here to stay are the days when I look in the mirror, knowing my proposed outfit of stirrup leggings, embroidered tunic and Ferragamo flats would be perfectly acceptable… but I just can’t wear it. I just can’t. Be. Sloppy. At. Work.
Thank you, Marie Claire @ Work for giving us some rules– flats are mostly not okay, but instead consider a kitten heel. Jeans can be done in dark, fitted *but not tight* varieties, but heels are really a must then. Bold colors are best on Fridays. Ditto whacky patterns. And spaghetti straps? No. Just, no.
I would hereby like to lengthen the list for those of us who work in perpetually casual environments. You can be comfortable, trendy and cute all at once. And the bottom line? When in doubt, wear a dress.
A maxi and a cardi
This combination will have you feeling pajama-comfy but will allow you to walk into any meeting feeling confident. If you’re going for a jersey knit, keep the pattern simple and chic. I really like silkier fabrics in a maxi, as they dress it up a little while keeping that same comfortable factor. Pair with a fitted cardigan or cropped blazer and work-appropriate slip-ons. A statement necklace or armful of gold bangles won’t hurt here.

this maxi remains polished despite its sweeping length. a white cardigan and these exact shoes make it office-perfect. Cynthia Steffe, bloomingdales.com, $278
A color-blocked Oxford shirt and happy jeans
For the truly casual office, you can have a ton of fun with color while sticking to traditional cuts and styles. A two-tone Oxford shirt is professional yet cool, and these peach skinny jeans add humor. In lieu of her rope bracelets, though, I’d go with a gold-tone watch. And on the feet? Brogues or kitten heels, for sure. No flats with these pants!
Short dress and low heels (or vaguely masculine shoes)
Yes, as temperatures climb, so do hemlines. It’s okay to wear a shorter dress (be classy, here, ladies) at the office. The key is making sure you still look professional. A short dress that you would wear to the beach is likely not a great option for the office. (Except in a case like this, which I wrote about last week). But if you stick to classic prints like nautical stripes, shirt dresses, polka dots, or understated florals, you’ll be in great shape. Lace can work too, as long as it is paired with the right accessories. I like to add a chunky belt, dramatic earrings, etc. Hairbows are wrong with flirty dresses. It’s too little girlish, and not womanly enough for an office environment.

this works because her gladiator-style low boots are subtle and funky. i would definitely throw a blazer over this though. and for happy hour, the back of the dress has a pretty openwork design you’ll love. needsupplyco.com, $88
Peplum top and cropped jeans with platforms
Okay, so to go ahead and break MC’s denim rule, I think a slightly faded jean can work. But the pairings have to be impeccable. In this case, she is wearing a sharp, white peplum top with a necklace-inspired yoke, and sky-high heels. Her cuffed jeans work, despite their lighter wash. Make sure if you go this root that your heels are incredibly high (but that you can walk in them) and that your accessories are chic and contemporary. And, ladies, definitely save this one for Friday.






















