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I have a date later this week. How the hell did that happen? 
Background: My love life lately has been....well....nonexistent. About a week or two ago, I was out with Little Red and her boyfriend, and I was bemoaning this fact. And her boyfriend, who is kind of a tool but overall tolerable I suppose, asked me what I was doing wrong. I laughed and told him if I knew that, I would be changing it! And to his credit, he pointed out that perhaps I should start doing things differently.
Tolerable was right.
At that moment our waitress walked up. I looked up, and blurted out, "Good lord, you're beautiful." Direct and to the point. Not my usual subtle ways. She was flattered but, as luck wouldn't have it, she had a boyfriend. Of course she did.
More background: I tend to be so subtle as to sometimes be invisible. I have often said that I have no problem closing the deal, my problem is opening the door. And I've been too nice and too easygoing for my own good in that regard, allowing things to happen. Or in my case....not happen. So I decided to be a little more assertive, perhaps even a bit of an asshole, because Mr. Nice Guy wasn't finishing last, he wasn't even getting in the race.
Last night I was out with friends, celebrating the latest miracle in my life, and I was simply bursting with positive energy and was jazzed out of my mind. And we were at the newest bar in town, and our waitress was fairly cute. (Yes, I meet a lot of waitresses. Sue me, I live in a bar town and I eat and drink out a lot. To be fair, even if/when I hit on them, I'm not obnoxious about it. Well, not THAT obnoxious.)
And as our time there went on, we talked, and I realized she was intelligent and fairly fun. And I blurted out, "You're a blast. I'd like to take you out this week." I expected, "Oh, I have a boyfriend." I got instead, "Absolutely!"
So we exchanged numbers, and either Thursday or Friday night, I am taking her out...somewhere.
I was out with the same group of friends tonight, and the four of them all seemed to believe that the waitress had been totally into me.
We'll see. As with most things, I have high hopes and low expectations. It's a fairly good way to approach life without going bonkers, I think.
I still have to figure out whether it will be Thursday or Friday night, and where I'm taking her. It's not like Key West doesn't have a myriad of possibilities.
Wish me luck! Based on my recent track record, I'll need it!
Background: My love life lately has been....well....nonexistent. About a week or two ago, I was out with Little Red and her boyfriend, and I was bemoaning this fact. And her boyfriend, who is kind of a tool but overall tolerable I suppose, asked me what I was doing wrong. I laughed and told him if I knew that, I would be changing it! And to his credit, he pointed out that perhaps I should start doing things differently.
Tolerable was right.
At that moment our waitress walked up. I looked up, and blurted out, "Good lord, you're beautiful." Direct and to the point. Not my usual subtle ways. She was flattered but, as luck wouldn't have it, she had a boyfriend. Of course she did.
More background: I tend to be so subtle as to sometimes be invisible. I have often said that I have no problem closing the deal, my problem is opening the door. And I've been too nice and too easygoing for my own good in that regard, allowing things to happen. Or in my case....not happen. So I decided to be a little more assertive, perhaps even a bit of an asshole, because Mr. Nice Guy wasn't finishing last, he wasn't even getting in the race.
Last night I was out with friends, celebrating the latest miracle in my life, and I was simply bursting with positive energy and was jazzed out of my mind. And we were at the newest bar in town, and our waitress was fairly cute. (Yes, I meet a lot of waitresses. Sue me, I live in a bar town and I eat and drink out a lot. To be fair, even if/when I hit on them, I'm not obnoxious about it. Well, not THAT obnoxious.)
And as our time there went on, we talked, and I realized she was intelligent and fairly fun. And I blurted out, "You're a blast. I'd like to take you out this week." I expected, "Oh, I have a boyfriend." I got instead, "Absolutely!"
So we exchanged numbers, and either Thursday or Friday night, I am taking her out...somewhere.
I was out with the same group of friends tonight, and the four of them all seemed to believe that the waitress had been totally into me.
We'll see. As with most things, I have high hopes and low expectations. It's a fairly good way to approach life without going bonkers, I think.
I still have to figure out whether it will be Thursday or Friday night, and where I'm taking her. It's not like Key West doesn't have a myriad of possibilities.
Wish me luck! Based on my recent track record, I'll need it!
You still rock though, for going out of your safety zone and asking her out in the first place. It's been a long time, but I remember the awkwardness of trying to start a new relationship well...chin up 
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