5 Types Of Toronto Women

The landed world traveler

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She literally landed from you-name-it within months or even weeks.  Australia, anywhere in Europe, Asia, middle east, helping starving kids in Africa, whatever else and even next door US.  She has many stories, nothing crazy, but has chosen Toronto to settle and start a family.  Except it’s not that simple honey.  I am usually one of their first realizations to this – never the last.  I avoid them now as they are usually worse than re-bounders with their false timelines and expectations.  This person lives in a bubble.

The Lawyer

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Oh the lawyers.  From recent grads to juniors and  law firm partners, I’ve met them all on dates.  It’s funny too, as the partner is far more relaxed and open than the junior is.  Almost all agree that they bit off more than they could chew and seriously hate the job.

The born and bred city girl

(KIKA) - BEVERLY HILLS - Paris Hilton non riesce proprio a passare inosservata. La bionda ereditiera anche durante una passeggiata a Beverly Hills non ha rinunciato a sfoggiare un look glamour composto abbinando un miniabito nero ai collant, stampati come fossero un paio di autoreggenti, in tinta con il giubbino e le scarpe di vernice dal tacco alto. Per completare il tutto Paris Hilton ha abbinato un bauletto argentato della sua collezione e i grandi occhiali da sole griffati Prada. *** Local Caption ***

Not many dates with this one, they tend to repent me.  I grew up bouncing between south western Ontario and Muskoka, a “country boy” if you will and the city chicks don’t jive with it, nor do I with them. Include Oakville.

 

The non city girl

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This is the one I have the best success with – All surrounding towns and cities are open season, as close as Milton to the west, Pickering to the east and Bradford to the north.  They are so much more real, legit and free.  Canadian country boys also have a deep unknown bond and connection with southern girls from the US that needs further exploration.

The work bitch

Business Communication - Angry Woman

When I moved to the city back in 2008 I couldn’t fathom the amount of workplace back stabbing, bullshit and distrust among people in the corporate workforce.  And after a few years you could pin it on one or a few bitches.  I’d call them out on their bs routinely – these are deeply disturbed idiots acting out and disrupting  entire companies.  Anyone that has worked in an office knows who I am talking about.

That aside – they are also single and dating (imagine my surprise).  The feeling is weird when the work bitch from another company is now in hot pursuit of you.  Remember opposites attract, or better sense, polarity attracts.  They usually have severe daddy issues, bang on the first date and stalk when you don’t call back, you’ve been warned.

 

 

 

 

 

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The 28 Year Old

I usually don’t date women under the age of 30, I just tend to have more in common with the ones that have been on this planet for a similar amount of time as I.  However, exceptions can be made, and I did for this “waste no time” 28-year-old that reached out to me first.  She asked to meet after the second message and I was more than happy to oblige.  We exchanged numbers and all I sent was “see you there at 8pm on Thursday”.  She replied “see you soon”.

I met her in front of the coffee place (her idea).  She didn’t really look like her (vague) pictures, but close enough, and that seems to be the norm – and I get it.  She’s blonde, about 5’9″, in very nice shape, conservatively dressed, minimal – if any – makeup, she didn’t need it.

She jumped right into how she’s trying to start her own business, we get our teas and have a very nicely flowing conversation for about two hours, then she asked if I’d like to go for a walk – sure!

She’s Ukrainian born and lived most of her life in Italy but moved here in 2005 and plans to stay here forever, even though she does still bounce back and forth, getting in from Spain just two days before our date.  She asked me to walk her home and then I’d jump on the nearest subway and head back to my place.  Throughout the date she was dropping hints all over the place, like, “well you’ll have to show me how to do that”, “can you take me along next time?” – lots of things instigating future contact.  When we arrived at hers she says  “well maybe we can go skiing together, or jogging”

Skiing, WTF?  (Its Spring time)

I gave her the old “ass out” hug and went on my way.  She’s nice but I just wasn’t physically attracted to her, she came across like a business partner and not a love interest.  However, I am done with tossing potential friends aside after these dates.  I’ve mentioned before that I believe dating sites use an algorithm more or less to be friends than anything else (or worse, an algorithm designed to keep you paying and going on endless amounts of first dates, but that’s another post)  – and my gut tells me she’s on the same page.  I’ve learned from all this dating that 9 times out of 10 they feel the exact same way you do.