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November 20, 2009

Date Wear Dilemmas

This will sound very strange, but I am researching dating. This week begins a seemingly endless list of singles events for myself and my other single female friends who I’m dragging along on these adventures. Speed dating, cooking classes, you name it, we will be doing it— all in the name of research, of course. These events present quite a conundrum in the wardrobe department, however, since most of them suggest dressing as you would for a first date. There are two major problems with those guidelines. Firstly, one usually knows the person they will be going on said first date with and what they will be doing and dress accordingly. Secondly, I’m not sure I’ve ever been on a proper first date? Chime in after the jump.

My generation is not really the, “pick you up at eight for the sock hop” kind. In fact, I’m fairly certain that if a man in my age group can avoid dancing of any type in a dating scenario he would—so club wear is out at least until the research involves trying to pick up at a club! I have been told that my sense of style can be intimidating to guys, particularly guys that don’t really get fashion, so the majority of Canadian guys are already write-offs for me. I can understand not showing up in an avant-garde haute couture gown, but should a woman really compromise her personal style for a date? Isn’t the dude supposed to fall for you as you are, in my case, shoe fetish and all?

A lot of ladies adhere to the “jeans and a cute top” rule, but I have to say that I don’t think jeans are my best look. I’m a pretty curvy girl with a woman’s body (aka. Hips) so I like to dress like a woman in skirts, dresses and wide leg trousers if pants are called for. However, I run the risk of being over dressed (story of my life in casual cities like Vancouver and Calgary!) or looking too office appropriate.

So tell me ladies: What is your ideal date ensemble? Have a go to outfit that works for you? Should a gal change her style when looking for a man?Are jeans really the fail proof way to dress for a date? Are there certain things that should never be worn on a date? Please shed some light on the cold lonely world of date-friendly apparel.

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Meghan Jessiman Meghan Jessiman

Meghan, a Vancouver native, is a rock and roll kind of girl living in a country world as the assistant editor of Swerve magazine at The Calgary Herald. Champagne, glossy mags and...

Alyssa SchwartzAlyssa Schwartz

Alyssa is the senior lifestyle editor at MSN.ca. A fan of timeless, classic looks with a modern twist, Alyssa gets an equal rush from scoring a $20 dress from Joe Fresh and...

Jeffrey BaynesJeffrey Baynes

Jeffrey is an editor for MSN.ca Lifestyle. He has a penchant for retro styles with modern twists, but also takes interest in pointing out fashion crimes. His advice: Look in the mirror before you...

Joanna SinclairJoanna Sinclair

Joanna is an editor for MSN Lifestyle. Growing up she dreamed of becoming a fashion designer, but chose journalism instead. Luckily for her, she can mix writing with fashion for the best of both worlds.

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