Fashion

Spotted: Downtown Oakland

Spotted: Mission, SF

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.

Dear Winona,

I thought I knew everything I needed to know about personal style and fashion until I started teaching elementary school. I had more fashion lessons this year than a makeover-show contestant, courtesy of 6-year-old girls.

"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 ... "

I’ve always hated shopping for dresses in general (I’m seriously supposed to track down one garment that fits properly on my chest, waist, arms, and hips simultaneously?), and finding the right thing to wear to a wedding is always tricky (do they really mean casual?).

She is confident in her own skin and isn’t afraid to embrace her curves. In fact, she flaunts them – proudly.