Toronto Life partnered with the beauty mecca Sephora to host a series of conversations with some of the most stylish women in the city. (Each of the beautiful people had a coveted place on Toronto Life Stylebook’s Best Dressed List.)

In the first installment, fashion risk takers Sam and Cailli Beckerman reveal their twinning sense of style, their early love of beauty and their knack for finishing each other’s sentences.

Take a peek at all of The Beauty Sessions on Toronto Life’s YouTube channel and read a summary of all the life lessons shared.