Several years back I was doing some contract work in Chicago for United Airlines. I was staying at the Palmer House - though far from O'Hare - its downtown, close to restaurants and galleries.
One evening I had a bite to eat with a friend, Bill Sulitski. Bill was a regional veep for United Airlines. Bill drove me back to the hotel and joined me for a drink in its lounge - the kind with big old leather chairs.
I have a lot of bad things to say about how airlines are run, but its funny that I like so many of the people that run them. Bill is and has been a good friend.
I ordered a bottle of a 1990 Barolo. It was a bit young but quite delicious. I prefer heavy wines. Bill and I had known each other a long time and I have expensive tastes in wine. And when I'm travelling, I often have no one to share those tastes with.
At some point I became aware that a young woman had entered the room. I'll admit I was struck by her beauty - long shiny black hair, very slim, in a form fitting black dress with spaghetti straps over her shoulders. Her eyes were captivating. I was aware that she was wearing makeup, but I also was aware that it was applied very well.
I guessed her around 30 years of age. She was with another woman, older, and admittedly less breathtaking.
I had hoped that my "awareness" had gone unnoticed. But I received my first surprise of the evening when Bill motioned for the bartender, ordered another bottle of wine, and asked that two glasses be delivered to the two women who had sat down at the bar.
I have this bad habit of liking to be in control of my situation, and this was the first sign of my not having that control.
I was surprised at Bill. I hadn't known he had even seen these women come in. And he's married with two kids. My brows furled.
I was then forced to watch their reaction - these chairs just don't move. This was not my style at all and I was decidedly uncomfortable.
To my surprise they accepted the glasses of wine, took a few sips, got up and approached our table.
I've been in many high powered meetings. I've taught courses at the university level. And yet it was now that I found myself flustered.
The four of us attempted some conversation. They thanked Bill for the glasses of wine. He told them to thank me as I was treating. This, of course, was news to me.
Here we had not finished the first bottle and now I was picking up the tab for two - $108 per bottle as I recall. He smiled at me which they interpreted as thanking me, but I interpreted as "got you, huh".
Bill told them he was married with two kids and talked about them. Of course, I was asked if I was attached, which I wasn't - and I said as much - though probably incoherently as I was completely flustered.
I simply couldn't concentrate. I tried not looking at her, so I could think clearly. I felt like an idiot - correction - I was an idiot. The alcohol didn't help.
Turns out they were in Chicago for several nights on business too. They didn't say what. The chat was small, and I was largely reduced to mumbling.
Bill then gets up and announces he had to go home, and tells our new acquaintances to take care of me and keep me out of trouble.
This, needless to say, tied my tongue further.
So I tried to make conversation. I asked them what they do? As I'm asking I realize I don't even know their names.
The one who has taken my breath away smiled at me like I'm some innocent and says, "you don't know who I am?"
I begin to shrink in my chair. I feel like my feet won't reach the ground. How does one answer this? Like a moron, I said, "no".
Why would she ask such a question, unless I was supposed to know who she was?
She just smiled. I figured she was writing me off as some fossil. How do you turn such a conversation around?
Well there may be ways, but I, in my state, couldn't figure them out. Instead, I asked perhaps the most moronic question there was to ask: "So, just who are you then?"
As I said it, I didn't like the way it sounded. They just giggled. She said she wouldn't tell me.
I buried myself and asked her for her name then, thinking perhaps that a name might give me a clue. More giggling was all I received in reply.
So I sat there in my puddle of humiliation trying to figure out what I should say or do as I sat across from this beauty.
I turned my attention to her friend, and asked her if I'm allowed to know what she did. They laughed. The friend said "I'm her assistant".
I thanked her for making matters so much clearer. They laughed again.
I made a mental note that the beauty now seemed more in her late 20's - say 28. It was her use of language. The occasional "like" would pop into her sentence - "This place is, like, so cozy."
I took a stab in the hopes of repairing my devestated ego - I asked her where in California was she from?
She was quick. She pointed out that she never said she was from California. And I pointed out her accent (my ace in the hole). She trumped me, telling me she was from Colorado, but now lives in Los Angeles (she said "L.A.", but I've never been comfortable with using the initials).
We chatted more. I remained thoroughly off balance. Then opportunity presented itself. The assistant friend announced she had to go to bed. The beauty decided to stay.
In truth I should have been going to bed too, but under the circumstances, wasn't entirely sure I could stand without doing damage.
We continued the small talk, and I was breathing easier without others in on the conversation.
I was impressed. She knew how to talk. She had things to talk about. While I was upset with myself for talking like a moron, I took some solace in the fact that I hadn't talked like an asshole.
I finally got the courage to suggest it was time we both got some sleep. I did not want to part, but we quiet men sometimes realize that life sometimes requires commitments that interfere with pleasure.
We walked to the elevator together. On it I asked her to dinner the next night. It was a no-lose gamble. If she said "no", I wouldn't be seeing her ever again anyway. I expected that answer as she had her assistant with her, and I guessed it was clear that the invitation did not include her.
To my surprise, she smiled and agreed. I ended the evening asking her if she'd now tell me who she was or what her name was. She giggled as she got off the elevator and said meet me by the lounge at 7.
So there I was with an apparent date for the next evening with someone who I was supposed to know, but didn't, and whose name I had no idea.
I went back to my room.
The message light was flashing on the telephone. I retrieved it. It went something like this: "hahahahahahahahaha". It was Bill.