Date Night Dressing

maroon leather jacket proenza schouler

snake print heels leather jacket

Date night dressing can be fraught with challenges.  You want to look fabulous, but not like you tried too hard.  Plus, you want to be prepared in case the mood strikes to head somewhere different.

This is where the timeless formula of jeans + cute blouse + leather jacket + heels comes in handy.  It’s perfect for virtually all date night situations (that don’t call for a prescribed look, like, say, the opera).  It’s the E = MC² of dressing for a night out.

Of course, the heels shouldn’t be too high (unless you’re brilliant at heels, which I am not), and the jeans should be flattering and somewhat dressy (no splotches from the time you painted your house, for instance), but these basically go without saying.

So we’re back to the formula (jeans + cute blouse + leather jacket + heels = great date night uniform).  It’s a winner.

ruffled Co blouse

ruffled Co blouse AG jeans

Leather Jacket: Proenza Schouler (similar here and here) / Top: Co (similar here and here) / Jeans: AG,  / Heels: Manolo Blank (similar here, here, and here) / Necklaces: Jennifer Fisher

Photography by Kim A. Thomas


  • This date night outfit is such a hit and I totally agree with your formula. One I tend to rely on too. Absolutely love the structure of that blouse and how beautiful is that jacket. What can I say – I’m all about this combo. You look gorgeous! <3

    • Thank you so much, Theresa! It’s a formula you use so well in your own life!

      I hope you’re doing well! I’ve missed seeing you. Let’s catch up soon!


      • Me too Ali! Yes, we must! xoxo