First Date: William

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William’s work schedule made it hard to pin down an evening to get together, but after five weeks of clever phone conversations and cute text messages, we finally set a date for a Friday night.

We decided to grab a drink at a jazz club near my apartment. I kept it simple; black pointy kitten-heeled shoes, a new pair of jeans and a simple black top that showed just enough (but not too much) of “the twins”.

He did everything right; politely kissing my cheek, opening doors, pulling out chairs. He was on top of it. It was so refreshing!

Our waiter was a flamboyant gay man who gave me knowing glances as he took our order and brought our drinks over. William handed the waiter some cash and before he left our table waiter looked at me and said,

“Girl, you are gorgeous!”

William nodded in agreement.

“Thank you” I replied laughing nervously.

Then William pulled out a few extra dollars. “Here you go man,” he said increasing his tip. Then he looked at me and shrugged. I couldn’t help but laugh…

The rest of the date went well. We talked about a million things and he kept me laughing. We talked about our pasts, what we had going on currently and what we wanted in the future. Through our conversation I found out his stats:

Age: 30
Education: Masters degree
Career: Played professional basketball in Italy for 2 years before moving to NYC to work with a broker.
Children: 1 daughter (8 years old)

The whole “I have a daughter” thing was unexpected, but I was taking it all in, learning about him and he was doing the same. Before we knew it, it was 3am and we reluctantly decided to leave.

William asked if he could walk me home and although I had never let a guy walk me to my door before, I said yes. As we got to my door, I could see my doorman squinting from the lobby to see who I was with. I quickly moved to the side and out of his view, I was already nervous and an audience wasn’t going to help things.

William asked me what my thoughts were about us, I told him I thought we should hang out again and he agreed. We looked at each other for a few moments and just as I felt like he was going to kiss me, he said to himself “no, let me be a gentleman” and went in for a hug. I’m not a first date kisser, but I think I may have let him get away with it, he didn’t try and I was impressed.

We said goodnight and as I rode the elevator up to my floor it was a while before I realized I had a huge smile on my face.

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  • http://www.agirlandaboy.com simon

    I haven’t gone through your entire archives, so you may already have written an entire page on this…

    The waiter’s comment reminds me of the song “Big Girls” by Mika.

    http://www.youtube.com/watch?v=89GB7z_Ogt0

    I love Mika, and no, I’m not gay. But sometimes, i might as well be.

  • http://www.agirlandaboy.com simon

    Oh. I see I’m just a few days behind schedule.