What to Wear: When Your Date is Your Height

What to Wear: When Your Date is Your Height(Source: Frazer Harrison/Getty Images North America)You anxiously walk into your first date (…third setup this month) in your tallest heels; he's standing next to the one available stool at the crowded bar.  He politely offers you the stool; you respectfully respond that you can both stand (it's no trouble at all, yet you’re really dying to sit). He follows up with, no really, sit down. It’s just about then that you realize you resemble the reigning WNBA MVP and he resembles someone who is, well, normal.  Hmmm… perhaps things would be more comfortable for both parties if you just took that darn seat.  

I'm fairly tall for a female, but I've never had a height requirement for my partner. I'm always amused when my short(er) friends have lofty ideals of six feet tall (and above) when dreaming up their main man.  When it comes to matters of the heart, I don't implement the pre-ride-measuring-stick (do you not remember how bummed out you were if you couldn't ride that roller coaster?)  Buying stock in a ballet flat company is not your only option. Let's talk about how to roll with the highs and lows in style. Note: if you are OK towering, go for it…but I embrace any excuse to forego pinching pain.

What to Wear: When Your Date is Your Height1) As the first option, wear a maxi dress for as long as you are happily-ever-after.  If the fabric skims the floor, your shoe selection can be an afterthought. (This one is perfect for a big night out.)

Club L Fishtail Maxi Dress, $54.45 at ASOS.

(Courtesty ASOS)

What to Wear: When Your Date is Your Height2) Living in a maxi style isn't (and shouldn't be) your only option. A (fairly) flat ankle boot is more than acceptable to wear with any get-up these days. It has personality. I chose this option at my beau's holiday party this past weekend. (Pair with a flirty LBD.)

Yosi Sama Zip Booties, $189 at ShopBop.
(Courtesty ShopBop)

What to Wear: When Your Date is Your Height3)  Too edgy for you? No problem. Try an ankle boot with a kitten heel. Yes, I'm steering you away from the standard kitten heel in general.  I've included an option below, but let's  tuck those away for a daytime look or meeting the parents.

Low Heel Pointed Ankle Boot, $79.90 at Zara.

(Courtesy Zara)
What to Wear: When Your Date is Your Height4) If you do go with a 'ballet' style, choose one with something to it - this one shows a bit of foot cleavage with the side cut-out.  Also, the sliver of heel adds structure; it's a flat dressed up for a party.

Asymmetric Ballerina Flats, $35.90 at Zara.

(Courtesty Zara)

What to Wear: When Your Date is Your Height5) Finally, the kitten heel. It has its charm, especially with a pair of skinny jeans. For a work look, the kitten is your friend. Choose a style that's timeless with a twist, like his nude d'Orsay with a cut-out side. (Notice the cut-out trend from fashion carries over to footwear.)

Nine West Mairi d'Orsay Pump, $78.95 at Nordstrom.

(Courtesty Nordstrom)
I'm the former Executive Editor of StyleBistro. Follow me: Google