Picking Out Great Glasses For Your Face

Since starting DITTO, I get asked frequently about how to find the best glasses for your face shape. The answer lies in two quick rules of thumb that are true for both prescription glasses and sunglasses: 

Rule #1: Keep the frames in proportion with your overall face size. 

Rule #2: Choose a shape that is balances out (read: opposite to) your facial features.  

I'll walk you through my journey to find new prescription glasses and share with you my observations along the way so you get the hang of it.

For starters, I have very tiny, round head which historically has made it hard to find great glasses. I started by trying on a few pairs like these tortoise glasses with turquoise detailing (the MW 43) from Matthew Williamson:

And these cool olive frames 727 from 7 for all Mankind:

Unfortunately, both of these frames make my already-small head appear even smaller. Not a good look.  So I decided to follow Rule #1 and stick to frames that are more proportional to my small head size and features.  So I tried on these bi-level black and Tortoise frames (the Nacho) from 3.1 Phillip Lim:

And the tortoise "Spring" frames from Elizabeth & James:

The size of both of these frames is much better and doesn't make me look like a child trying on adult glasses but the round shape is too similar to my round-ish face.  I decided to follow Rule #2 and choose a shape that is opposite to my facial features.  

I tried on these more square Elizabeth frames from Jason Wu which balance out my face shape. 

I also decided to try on a pair with a little color so I tried on the Plum Crystal "Este" from 3.1 Phillip Lim:

Since I already have a pair of tortoise frames (working at DITTO has definitely increased my eyewear collection!), I decided to buy these. They follow both Rules, look flattering and the purple is kinda fun! 

If you'd like virtually try on glasses, just create your "DITTO" here.

And remember, you can also chat with a stylist on our site and have them assess your face shape and direct you towards flattering pairs!

Hope this is helpful!