Winona Dimeo-Ediger

Practically speaking, if you want to try a fashion trend that you’re not initially comfortable with, approach it the same way you would an awkward convo with your mom or a spontaneous skinny dip in a freezing lake: ease in.

"But I'm your friend! I'm like your cool big sister that makes you feel insecure and unworthy 99% of the time!"

Our fierce fashion ace Winona Rose helps our editor Katie Tandy avoid the purgatory of endless Old Navy trousers.

I’d been so busy patting myself on the back for conquering my big fears, I failed to acknowledge that the types of things that scare me had shifted. A lot of the obvious stuff didn’t bother me anymore — but what about all the smaller, more personal things that still scared the living shit out of me?

Will you ever find a chair you like? Are there any good chairs left in this world? Why are so many people in your neighborhood attempting to sell “lightly used” sex chairs? What is a sex chair?

The HGTV show “Property Brothers” is a source of endless design inspiration and sexual fantasies. The former is due to the gorgeous real estate listings and impressive home renovations featured on the show. The latter is due to Jonathan and Drew, the beautiful twin brothers who host the show.

Make a u-turn into the darkest recesses of your psyche. Wonder about your life purpose: Were you put on earth to stare at computer screens and pay bills and die? Cringe while imagining what your idealistic college self would think of you now. Conclude that your life lacks creativity and meaning and simple joys.

A couple years ago, I started down a path of living a more natural, eco-friendly lifestyle.

While flipping through a fashion magazine the other day, I was shocked at the revelation that “beachy hair at the beach” is now co

Dear Winona,