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Originally Posted by s4ndm4n2006
As for the self deprecation about the store.. yeah no can do. I would be being pretentious because I know the store like the back of my hand.. dammit. XD but..
how about this? the other day I was driving my kids to school and she was walking, and I'm guessing to work since she had the blue shirt under her light jacket and was walking toward the store... What if I say something about thinking I saw her walking? Is that creepy?
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No, actually that would work. I'd add tho, did the kids see her, as well? If so I'd say, the kids saw her first and you realized etc.....could follow thru with noting that walking is great exercise, as long as it isn't raining! etc....just to get it started. Unless she is a dud, she can take it from there, and next thing you both know, you're talking.
If the kids didn't see her, then mentioning you did is fine...just make sure it sound sort as a btw...and 'you must live close' and if she smiles or at least keeps attention on you, go for the rain thing.
I know you can do this!! Just showing you've noticed her outside work would be flattering. Build on that.