Career Girlie (Part 2)

We finally land on a date to meet up, but I pretty much broke every personal policy I have for a first date.  ‘

For starters, we meet on a Saturday night (infraction #1) Saturday nights are precious and are typically reserved for my friends verses a first date.  However, curiosity got the best of me, and I broke my rule.

Since he was coming to the city, he asked me to pick a place.  With him being a CEO, I imagine he is used to the finer things in life, but I didn’t want him to feel obligated to have dinner, so I picked a casual bar one block from my home. 

My first impression was he is much cuter in person and has a positive energy.  He was married for about 10 years and had 2 sons.  We both like to listen to Frank Sinatra and I asked him if he knows a local Chicago singer who sings Sinatra.  He told me his ex-wife hired this singer for his 40th birthday party and also rented out Arlington Park Race Track.

I said, you divorced a girl who planned that type of night for you?  He said she also made me sell my Bears tickets on the 50-yard line and my boat on Lake Michigan.

I said, I am beginning to understand the divorce…..

He then asked about my Love Language.  This is always an interesting question when a guy brings that up.  I said, I don’t really recall what the options are, but I like a guy who does what he says he will do.  Words don’t mean anything if they aren’t backed up with action in my world.

He reminds me about all 5 of the choices and says his is physical touch.  He learned all about this in counseling with his marriage. Naturally.

The conversation was flowing but my Spidey senses were twitching, and I had to ask him something. 

I said, have you ever dated a Career woman?  He said no, my ex-wife quit her job as soon as we got engaged and the other long-term relationship I had she was so wealthy from her divorce, she didn’t have to work.

Things are beginning to make sense to me.  He is not used to someone who didn’t just fold into his life.  It is his schedule that women need to work around, not the other way around.

He then said he wanted to get dinner, and could we go to a steak house?  I was having a nice time, so I said sure (infraction #2 – I prefer to keep it short and sweet on a first date).  I did ask if we could swing by my place so I could change shoes.  It was a beautiful night to walk but I had on my walk one block shoes.  We were going much further.

We happened to bump into my neighbor by my place (infraction #3 – don’t show him too much of your life too soon).  My neighbor says Sue, I haven’t seen you in forever, you are always traveling (I thought, quit it, you are blowing my cover)!.  He then said, are you still going to FL for 3 months next year?

Well, for a guy concerned about my schedule, I thought I might as well just come out and say it.  I said, I guess now is as good as a time as any to let you know I am a snowbird and go to FL 3 months a year.  This didn’t go over well for him.  He didn’t understand how I could have a relationship when I am not in Chicago full time. He thinks my schedule doesn't allow for spending time with someone.

After dinner he wanted to continue to go out.  (infraction #4 – too many drinks on a first date).  He said he was having a great time and didn’t want the night to end.

We continued on and ended up staying out until 1AM.  The date started at 4PM so it was longer than a workday. 

He gave me a hug and said he had such a great night with me in the city and texted when he got home that he was safe and sound.  And I never heard from him again after that.

Lesson Learned?  The final infraction (#5) was my biggest pet peeve.  He said one thing and did another.  How dare he disrespect my Love Language,  LOL.  It comes down to this, don’t say how much fun you are having if you aren’t. It is as simple as that.  And find yourself a guy who is just as interested in helping to navigate your schedule as he is his own.