Q. Jordan,
So I bought this dress awhile ago, and am wearing it today for the first time…and am terribly self-conscious. I feel like Doris Day.
Help!
A. I totally have that dress!
There it is! This particular outfit was for a thematic JITH shoot, so I had my hair all did and paired the dress with a fancy bag and pearls, but I wouldn’t wear it like that in “real life” (unless I was going to, say, a bridal shower or something that required extra ladylikeness). It’s a nice look, I think, but not really my style: I’d feel like I was trying way too hard.
How I’d actually wear it (and do, frequently): just as if I’m wearing jeans and a t-shirt…as in, no heels, no fancy jewelry, totally undone and casual.
Flats (even flip-flops), a ponytail, sunglasses, a casual bag. Maybe even with my hair tucked up under a straw fedora.
Here’s a little inspiration for you: Dubious dating choices aside, Taylor Swift is doing the girly-skirt-worn-as-casually-as-jeans thing nicely up there in Hyannis Port.
In short: keep both the accessories and your attitude as straightforward and breezy as possible, and I think you’ll feel (and look) fabulous.
Enjoy the dress! It’s a good one.
