Winona Dimeo-Ediger

Dressing your age is much more complicated and personal than it might seem. Only you can decide if that “awkward” feeling about your revealing outfit came from a place within yourself or from outer pressure to look or dress a certain way.

The other day I met up with my friend Paige at a coffee shop. She went to the bathroom, came back, and said, “So, the toilet paper roll was empty, and I almost didn’t put a new roll on, but then I thought, ‘Be the change you want to see in the world,’ and I changed it.” She beamed triumphantly, and I said, “Paige, you’re a hero.”

Welcome to the Proud Coven of Secondhand Shoppers, my dear! I’m sorry your entry into our well-dressed, eco-friendly, budget-abiding coven wasn’t a happy or voluntary one, but now that you’re here, let me assure you that thrifting is not scary or gross, and in fact can be super-fun.

At any given moment 43% of Portland residents are chained to something in protest. The other 57% are already in jail for chaining themselves to other things.

Our resident aesthetic ace—with an assist from Drake—offers fashion advice to our Canadian writer Anne, who's sick of the cold and her clothes.

Dear Winona,

Sarah Von Bargen believes yes is more fun than no.

One of the best things that happened when I downsized my wardrobe was that I finally felt like my clothes were working for me, not vice versa. I wasn’t constantly stressed about the mess in my bedroom from clothes that didn’t fit in the dresser. I no longer had daily freakouts about what to wear while staring at an overstuffed closet. I had a nice selection of clothes that served me well.

"While ample cleavage comes in handy for filling out sundresses and storing cracker crumbs for later, it presents a professional dressing challenge that’s annoying and a little unfair ... "

Half the fun (or maybe more than half? Maybe all the fun, actually) of going to the gym is getting decked out in cute workout clothes.