STYLE FILE: Downtown Demure

We caught up with Elizabeth Roy of in today's Style File. This is a style blog out to prove that women can dress modestly and stylishly.

You're on a first date, what shoe do you wear? There was a time when I likely would’ve answered, “My four inch strappy sandals!” But, honestly, now I’m all about comfort…even on a date. This summer I’ve worn my trusty (flat) strappy sandals from Banana Republic with billowy maxi dresses on a couple of first dates. In the fall and winter I will likely switch over to my knee high boots with a comfortable block heel. They have just the right amount of flirt-iness and they’re so easy to walk in (which means I can be myself and not spend the entire date pretending like my don’t feet hurt).

What's one fashion rule you always break? I suppose there is an unspoken rule that you have to bear tons of skin to display your inner confidence. I completely disagree. I enjoy displaying my femininity while keeping certain parts of my body covered. In fact, I feel even more empowered with a more conservative dress code than I did when I wore sheer, tight, and short clothing all the time.

When it comes to shoes, how much is too much to pay? This completely depends on the brand. Some shoes—like those darling Valentino rock studs in any style—are worth the splurge because you know they will be stylish forever and seemingly last forever (if cared for properly). As a rule of thumb, I say never, ever spend retail price for shoes. I use Poshmark and hook-ups (hey, no shame there) to scout for designer shoes with major discounts. I also keep tabs on sample sales happening throughout L.A.

Who is your favorite shoe designer? A third of my shoe collection is from Reed Krakoff. He has a masterful way of creating modern, professional and insanely wearable shoes that just go with everything in my life.

If you were a shoe, what shoe would you be? Aminah Abdul Jillil’s Bow Pump. They exude femininity and confidence in such a gorgeous way. It’s probably more accurate to say I want to be like those shoes.