1 of 11
Motherhood has made the stylist more down-to-earth. Literally. She gets low in a toy store wearing a pair of skyscraper heels like it’s nobody’s business. It will be a shame when Skyler grows up and she won’t have to deploy this skill any longer.
2 of 11
KIM KARDASHIAN: PUMPING GAS
We suppose it’s better than not wearing any shoes to a gas station (ahem, ), but that doesn’t mean we fully understand decision to pump in pumps.
3 of 11
STROLLING WITH BABY
We’re going to blame this one on those new mommy hormone spikes. Why else would slip into these massive platform stackers (to say nothing of the leather mini) just five weeks after having baby Camden?
4 of 11
IN A BOOKSTORE
Ever worry you’ll be at Barnes & Noble when you get a text about a party going on and you won’t have time to run home to change? Then do as the actress does and always browse books in a pair of bright green, superhigh Brian Atwoods.
5 of 11
OUT IN ASPEN
We can’t say we’re surprised that version of snow boots is just a little different than the rest of the world’s. But really, a diva who lets snow stop her from wearing heels should have her diva card revoked.
6 of 11
Fortunately, has someone on staff (not pictured) to carry her groceries as she exits Whole Foods. Because we have no idea how she could balance baby Harper and those heavy bags while walking in those massive lace-up wedges.
7 of 11
ON AN ICE RINK
Not even NHL players could pull this off. The Top Chef host does something even more impressive than a hat trick: She steps onto an ice rink at a Veuve Clicquot champagne event in sexy heeled booties.
8 of 11
WALKING THE DOG
The official cold-weather dog-walking shoe of America, UGGs, get no love from Olivia. Instead, she takes man’s best friend for a stroll in a socialite’s best friend, red carpet-worthy stilettos.
9 of 11
AN ICY DAY AT SUNDANCE
On a day when the temperature at Sundance dipped below zero and ice was everywhere, it’s a little tough to understand impulse to reach for her massively stacked boots. But hey, that’s why she’s famous and we’re not.
10 of 11
ON A YACHT
One thing that you definitely want while boarding a yacht: a firm foothold. One thing that we highly doubt strappy, silver pin-thin heels have: a firm foothold.
11 of 11
KOURTNEY & KIM:
The sisters know you should never go furniture shopping without the following: tape measure, inspiration photos, list of wall measurements, towering stilettos