You asked about FIRST DATE FASHION and this MATCHMAKER answered...

I'm a busy young professional who works all day and dates all night. Sometimes it's impossible to juggle the two, let alone find time to transition from one to the other. What can you recommend for an easy and perfect first date outfit?

First Date Outfits

You have come to the right place because this matchmaker can just as well moonlight as a stylist. My rule of thumb for fashion is to always dress the part. The same way you give thought to a sharp outfit to conquer the boardroom every morning; you should think of an outfit that will conquer your date's heart and also make you feel light years away from your desk so you can turn off work mode and turn on flirt mode.

If you are pressed for time between your last meeting and your date, I recommend a dress with staying power that lasts the whole day thru (preferably wrinkle-free). A little skin goes a long way but that doesn't mean your colleagues need to see what your date sees. Cover up with a blazer and dark stockings at the office  and go sleeveless and bare-legged later on to "wow" your date. (My personal go-to favorites include BCBG, Ted Baker and French Connection.) Still need help choosing? Turn to the experts at Keaton Row for advice that counts or our friends at Le Tote, for a new outfit every night!

I highly recommend an above-the-knee fit-and-flare style in a color that compliments you but isn't too loud.  It says you are playful but self-respecting. The accessories but especially the shoes will send the message. I am an advocate for very high heels: It lengthens the legs in the sexiest of ways, but it also forces you to carry yourself with elegance. (Be sure you can walk in them.) 

Whatever you decide to wear, don't forget to wear a spritz of perfume and a megawatt smile.

Women's boutiques we recommend for Montreal singles: BCBG

Women's boutiques we recommend for Miami singles: Koko and Palenki

Women's boutiques we recommend for NYC singles: Intermix

More questions on love, sex, relationships and dating;... or even shopping? Jewish singles don't hesitate to drop this matchmaker a line: