Should I Stay or Should I Go ?!?!

Hello Mistake Followers!
It’s been awhile since my last post. There is a reason behind this….It’s that I have no idea what is going on?
When I last blogged, I had gone out with Matt for drinks and he asked if we could do it again. Matt never called…so after a week, I asked him out. This a new year for me, so I figured I try something new by making the first move. Well, Matt and I have gone out twice since then.
It’s not quite a fairytale ending just yet. We haven’t fallen in love, gotten married, moved to Suburbia, bought a big fluffy dog and lived happily ever after. Don’t forget ladies and gents….this is Toronto were talking about. You know… the city where men feel that they are God’s gift to women, and that we should be so lucky as to date one of them.
I’ll be honest though, Matt is adorable. He’s not a super model, but his confidence is through the roof. He is book smart, and has many degrees to prove it. He is very talkative, charming and funny which makes for a great date.
He also knows how to make a girl feel special. He pays for dinner and drinks, he holds doors, pulls out chairs, etc. What I’m trying to say is that Matt’s a man that knows how to play the game… and that is where the lines get blurry.
I’ve been out of the dating game for so long that I forgot there were rules. How could there not be? As much as we like to think that we’re not game players, dating is one giant game of who can hold their cards closest to their chest, keep their poker face in check, and still hold the best hand.
This is why I suck at poker. I’m too honest. There is no buffer on this girl. I have a horrible poker face, and when I’m excited/disappointed about the hand I was dealt, everyone knows it.
So after our 3 dates, I find myself in the predicament of trying to figure out if Matt’s not interested and doesn’t have the courage to be honest, or if he is interested and just playing a very careful game of cards.
Trying to make plans with this man is like trying make an appointment for a physical at my doctors office. I need to book time with him months in advance, and even then I'm not guaranteed to see him. It’s the process of texts, phone calls, voice mails, returning calls, moving schedules around, canceling, postponing, and so on and so on.
The old me wants very badly to just assume that he’s just keeping me around for when he’s bored, or when he wants to ‘wife-it up’ for the night. But the 2011 me says that I have to see where this goes, and remember that he has a Big Boy job, aka a job that doesn’t allow for many late weeknight martini sessions.
Also, someone once told me that good things don’t come easy. It is so much easier to walk away from something or someone that forces you out of your comfort zone, that pushes on the walls that took so long to build up.
So don’t fret, you will all be able to read about the outcomes of Man #1 of 2011 soon enough.

Keep following my challenge, and be sure to tell your friends.

Until next time...

Week One of the 2011 Challenge

Well, it's been seven days....a lot can happen in seven days. In my case....not much happened.

I guess I was expecting there to be a line up at my front door once the news of my 2011 dare/challenge hit the streets.
I was expecting phone calls, notes from secret admirers, flowers, candy, romantic candle lit dinners, walks in the snow covered parks, slow dancing to jazz quartets, men declaring their love by writing it in the sky with the use of planes. What? Are my expectations too high?

One thing I was fully expecting was at least a phone call, just one; but it never came. Case and point: New Years Eve Day a handsome man was dropped into my lap unexpectedly. While my plans of eating a bag of Ruffles All Dressed chips and polishing off a bottle of champagne by myself were already set in stone, I had to unfortunately decline his request to join him on New Years Eve. Let's not forget, it was my last opportunity to say "No" for the next 365 days. To my surprise this handsome man, let's call him Matt, messaged me the following day asking to join me for a quick drink before he had to meet some of his friends for dinner. My new word of 2011 being "Yes", I told him where I was and awaited his arrival.
It was an easy, no pressure, fun and flirty first time meeting. Turns out we have a lot in common and the conversation was not forced. I thought: "this challenge is going to be easy if this is what I have to go through for the next 365 days".
At around 8:30pm Matt had to leave for dinner with friends and asked if we could hang out again. Of course I said "Yes", and he leaned in, gave me a kiss on the cheek and a hug. Very nice, gentlemanly and sweet. That my friends is where the story ends. Pretty boring...I know.

Yes, there have been a couple of texts back and forth, but no mention of the request to hang out again. That's not to say it won't happen in the future but it does remind me of a great moment in TV history. One that makes light of this common situation that many of us find ourselves in quite often.

I have a feeling this challenge is going to teach me a lot, and remind me of some rules in the dating game that I may have forgotten. Funny enough, friends and family have taken an active interest, and I'm enjoying comparing stories with others. Seems I'm not the only one with some winnings tales up their sleeve.

2011 Challenge!!!

It's that time of year again. Where everyone starts making resolutions on how to better improve themselves. Whether it be physically (working out), mentally (finally starting therapy), or emotionally (finally quitting the job they hate so much!).

Like most of us, I'm horrible with resolutions, and by March I can barely remember what I was supposed to be striving for. This year, I've decided to accept a challenge for 2011. After being single for a few years (a lot of years), I began to question why. I didn't just ask myself, I actually asked my closest friends and family on what is wrong with me? I mean seriously... if I am actually doing something that is deterring my success rate with men, shouldn't I know about it so I can work towards fixing it?!?!
The responses were as follows:
* "You're too picky!" - classic response from those that don't want to give me a 'real' answer
* "You have horrible taste in men!" - very accurate
* "You chose emotional retards"
* "You seek men where you know that there is no chance of commitment or progression into any sort of relationship" - Dr.Phil gave me that answer

and my personal favorite....
* "You don't give men a chance"

While discussing these responses with some close friends of mine, they "dared" me to start dating outside my "type". Meaning, that I should give a shot to those guys that I wouldn't normally consider going out with. I accepted this challenge and decided to use it as a social experiment.
So...here it is folks, my dare/challenge for the year of 2011....

To prove that my choices in men are not the predominant factor
as to why I am always single and to prove that I in fact give men
a chance, I am saying 'Yes' to any man that asks me out.

WAIT!!!! Don't all start freaking out, or worrying that you'll see my face on a milk carton in the near future. There are some rules and guidelines to help weed out the crazies and the hornies that are just looking for fun.

1) Cannot be homeless, insane, or in possession of multiple personalities.
2) Must be employed.
3) Mustn't live with parents, in basement or attic of parents home. This also leads to point 4
4) No Momma's boys! Been there, done that, Momma always wins.
5) Cannot still be in love with Ex Girlfriend or 'the one that got away'.
6) No dutch dates. I'm not against The Dutch, just paying for my own meal/drinks on a date. The challenge is not to go out and make new friends, it's to challenge my single status. Making new guy friends to watch sports with isn't part of this dare.
7) No married men or men who already in serious relationships. (That drama is not worth any challenge/dare)
8) No toothless wonders, unless of course the date is with a member of the National Hockey League. I'm willing to make an exception in this case.
9) There is no guarantee of physical contact, so those looking for hook ups need not apply.
10) Friends are not allowed to interfere. If at any point I feel this social experiment is being sabotaged for personal entertainment of my friends I will cease to say 'yes'. Simply put, friends can't go around telling randoms to come ask me out because I can't say 'no'.

There it is, my challenge for 2011. Don't fret, this challenge has also sparked up my desire to blog and I will be updating you all with the progress of this experiment. Who knows what will happen, but let's be honest, knowing my luck, this is going to be hilarious and make for some great stories ;)

Follow my blog to see how everything turns out.

Fingers crossed, wish me luck!