I'm not a fan of the phrase "no pain, no gain" with regards to outfit choices. I believe that we should be comfortable all the time - especially while working! I once visited a real estate client at her place of work, Goldman Sachs, to pick something up for her lease. She was dressed in a beautiful, work appropriate black dress and sky high stilettos. I remember thinking I didn't actually believe that people wore outfits like that to work! Don't get me wrong, I kind of wish I had the guts to dress like that every day, but the truth is, I like to be comfortable. Most of my (incredibly talented :) friends have jobs that require them to move a lot - Event Planners, Actors, Photographers, and for them, comfort is paramount while working so they can concentrate on their art. So, this is my ode to them! Comfy work wear that looks good, ya'll.

Tops

The brand Cuyana is a god send. Their philosophy is to make fewer things better, so essentially, really good quality clothing and accessories that last forever. Like this shirt. If you're moving a lot, silk is lightweight and comfortable, and no sleeves means you can lift your arms without anything getting in the way.

Emerson Fry has classics with a twist, and I love the detail on the collar of this top. If you work in weddings or events in any way, your wardrobe has to consist mainly of black, so this works perfectly.

If you've been a longtime reader of LRW, you remember how much I love Wayf. This shirt is no exception. Loose fitting and flattering, I would put a nude or black cami underneath.

Another classic from Cuyana; a drapey sweater to layer when the temps drop.

Pants

If you're moving around a lot, there's nothing better than jogging pants, or as I like to call them, 90's workout pants.

These from Zara come in grey also - I love the zipper at the ankle.

These palazzo pants are basically a skirt - perfect for when you need to go a little more fancy.

Love the print on these.

Don't discount Juicy Couture. These are on sale!

Classic black. These have been my go-to for events, and I get endless compliments.

Jumpsuits

My photog friends rave abut these. So much that I think I'm going to have to add one to my closet soon.

Emerson Fry does it again. You have to be careful with this one - it could come off as really casual. Add a silk scarf, a braided up-do, and some bright lipstick to get the correct message across.

Topshop is jumpsuit heaven, definitely check it out. I love this one, definitely formal enough.

Dresses

Sometimes you just want to take it up a notch. Just a little notch.

The dress version of the aforementioned tank from Cuyana is perfect. If you're photographing, wear some boy shorts underneath - black, so that people get what they're for.

Shoes

When I was working as an event planner, my feet took a beating. I never really found a shoe that had enough support and was pretty. Enter Tieks. My friend Ashley swears by them for weddings.

I just got a pair and I feel like a new woman. They're incredible! Ashley prefers the soft leather, but I chose a vegan pair and they're awesome. Oh, and they come in every color ever.

Before I found out about Tieks, I wore these constantly (still do). Yes, they cost a fortune, but they are worth every cent. They embody the word classic - they're quintessential ballet flats and they're definitely comfortable. Supportive? Meh, as much as any other flat (aside from Tieks!). But I recommend them wholeheartedly.

Hope you guys enjoyed this post - it was a blast to put together! I'm always on the lookout for comfy classics. Did I miss a brand / item that you love? Holler at me in the comments. xo!