First Date

First Date Fabulous

First dates can be nerve wracking, and in San Francisco, the inevitable “but what do I wear?!” wail can be heard en masse throughout the Marina and Pacific Heights areas pretty much every Friday night.

So what DO you wear on a first date? Once again, formula to the rescue! I’m pretty sure I’ve found a fail safe:

. A great pair of jeans, usually skinnies, just to dress it up a bit.

. A flouncy, feminine top

. A tailored blazer, both for warmth and to bring in a touch of masculinity to counterbalance the frouf of the shirt (is frouf a word?  Let us make it so!)

. Rockin’ heels, because first dates usually involve cabs and/or being driven around. Plus, you can practice your prom queen wave!

. Sparkly, girly accessories, like hot pink polish or eye catching earrings

. A smallish purse. We love to schlep around our entire lives in our handbags, but do you really need your camera and your notebook and 17 pens on that first date? Nope. Go find a clutch, Barbara Walters. And while you’re at it, book that massage you’ve been needing.

Shopping information below, but seriously – if you have jeans, a blazer, a cute top, and some high heels, you can be adorable on that date!

I mean, just look at how adorable you look right now! So adorable, you are!

No, not you. You are wearing sweatpants. Can you put a blazer on? There, there. That’s better.

Jason Wu lace top
$1,495 –

By Malene Birger tux jacket
$495 –

Denim skinny jeans
$33 –

Christian Louboutin suede high heels
$995 –

J Crew envelope clutch bag
$118 –

Enamel jewelry
$11 –

3 thoughts on “First Date

  1. lisa says:

    Hilary! You make my day every time a read a blog entry! Your mom and Marta think we need to take a comedy act on the road. I think that might be fun!!! Off to Rome and Barcelona for Thanksgiving but over Christmas we should talk!!!
    Looking forward to seeing you over Christmas!
    Keep those entries coming…. by the way… LOVE LOVE the outfit… Only thing. Premier Designs jewelry and a sassy Miche Handbag would make that outfit POP!!!



    • Hilary says:

      Rome and Barcelona – jealous! Say hi to Taylor for me 🙂

      Let’s definitely talk at Christmas. I would LOVE to do a giveaway or ads or something for Miche and Premier Designs.

      Miss you guys – excited to see you in just a few weeks!

      XO – Hils


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