Dating in the City

I think I went on a date last night.

I didn’t want to call it a date, but that’s exactly what it was.

He’s a friend of someone I work with, who randomly bumped into us a few weeks ago while we were shopping after work in New York City. I thought nothing of it when I met him. He seemed nice enough, but I wasn’t instantly attracted to him.

He ended up asking her about me, letting it be known that he was interested in taking me out.

At first I scoffed at the idea of going anywhere with him.

But then I realized that if I agreed to go on a date with him, this date might be different. I wouldn’t be preoccupied with whether or not he really found me attractive since I wasn’t going into this lusting after him.

Theoretically I shouldn’t be nervous on a date with him since it certainly wasn’t going to be a bruise to my ego if the date didn’t go well. I didn’t have high hopes or really even care if it ended up being a disappointment.

I mean, he wasn’t even “my type.”

I shit you not, last night was one of the best dates I’ve ever had.

Not in a “oh my god he’s the one” sort of way, which is what the old me used to believe made a good date.

There weren’t butterflies and I didn’t want to pounce on him vagina first.

But we laughed. And we talked like we’d known each other forever.

It was comfortable. AND FUN!

Will there be a love connection? I’m really not sure.

I was honest with him over dinner about my love for my single life and that I was not ready to give that up for anything serious; that I was just looking to enjoy meeting people and having fun.

After all, ┬áthere’s that whole Starfish thing I want to tackle in 2013.

He seemed okay with my resistance to commitment, but I guess only time will tell.

He’s from NYC, in his 40s, has a really good job, is hilarious and has crazy stories to tell.

He bought me dinner and drinks without ever blinking an eye.

I think he actually got upset with me for only ordering an appetizer when there was steak on the menu.

Today he bought tickets to take me to see Wicked next month because I mentioned during dinner that it’s been a dream of mine to see it but I could never afford.


He also suggested I make a bucket list of all the things I’d like to do in NYC and that we’ll do them together; that he’d like to treat me to that because he can.

I feel like a fucking princess.

Is this what it’s like dating in the city? Where men have careers, life goals and money, and actually try to woo women?

To be continued…

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1 ping

  1. Brad says:

    ‘Scuse me, but what’s a ‘vagina?’

  2. Velvet Milano says:

    …And this is how you are supposed to be treated!! Get on with your bad self!! :)

  3. Ann says:

    Looking forward to further updates, good luck

  4. Nicole says:

    Nothing wrong with having a sugar daddy that is also a fun person…And, if it turns out to be something better, all the merrier. This is how you’re always supposed to be treated.

  5. Tania says:

    Have fun! Everyone deserves to be wooed once in awhile. Enjoy it ;)

  6. Jo says:

    So happy for you and totally jealous!! I need one of those in my life. Keep updating…

  1. How To Lose A Guy In 10 Minus Four Dates - Sex, Lies & Bacon » Sex, Lies & Bacon says:

    [...] wrote a blog post several weeks ago about an experience I had going on a date with a man who lives in New York City. I went on at least five dates with him afterwards, but remained silent about them here. Mostly [...]

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