First, special thanks to Esperanto for all his thoughts on the initial message. Okay so the woman in question in named Tara. I'm 23 and she's 33, with a profile that is seeking 28-40 years old.
So here was my initial message...
I headlined it with "Short, fat, ugly, bald guy with no self-esteem looking for love

"
I like it because it kicks things off with a little C&F. Anyway the message goes on essentially dead on with Esperanto's framework...I open by telling her I can't say this often, but her profile lets me know she actually has a pulse. Her profile says she likes karoake, so I added I'd love to see her do karoake, but I insist on being the designated driver. Then (again taking from Esperanto), I go on to say it feels like most of the women on here seem like robots.
I close with, "Anyway, if you have a down-to-earth sense of humor and can handle playful flirting, send me a message back here. I'm looking forward to hearing from you."
I like this closer because it DHVs by making her qualify herself, then assumes that if she's worthy she will necessarily contact me.
Onward.
Here's the message I got back:
{
Well, B, thank you for appreciating my profile. I don't know what other gals have in theirs. I just made sure I was honest in mine. I'm happy it conveys the fact that, indeed, I do have a pulse.
I just feel the need to bring one thing up.... I'm 10 years older than you...
T
}
So I'm trying to think how to play this. She didn't outright shut down the possibility, so there has to be a key to this lock

She's never been married and doesn't have any kids, so there's no real "baggage" to make dating someone younger an automatic no-go.
I'm just trying to think strategy here. Maybe some connection patterning. And bust her balls about why she's willing to date a guy 7 years older but not 10 years younger...is a 3 year difference enough not to make her a hypocrite? Or something along these lines.
Anyway, I'm curious what y'all think. Not one-itis or anything, just an interesting gambit situation.
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