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Thanks for the suggestions guys....
The problem is however:
- I can't really say I'm new in town (I've been living here 15 years, and it'd be pretty much obvious to the girl as soon as she'd get to know me/my friends).
- It's really sneaky to open in Spanish when I speak fluent English (albeit with a slight accent). How long will I be able to carry out that deception?
The problem is not that I feel or have the mindset I am too old to approach: it is that,
- if I approach direct (I saw you walking past and wanted to tell you you were cute), I get a lot of negative reactions due to my age (I don't look bad at all but, let's face it, a 41 y/o looks nothing like a 25 y/o ; and the age gap seems to creep girls out only when I cold approach - they're usually ok with it later on in the convo, if I manage to take them that far)
- If I approach indirect with an opinion opener, same problem: why is this old creep asking me who lies more, girls or boys?
That leaves me with situational... which is fine when it's asking for directions... but it's fucking hard to transition to a conversation from such an simple information exchange...
* Ok, I don't want you to lie so you can slightly change the question so that it's just a curiosity, like:
"I've been going to this pub but I wonder if there's a better one I haven't discovered, what's your favourite?"
* Direct approach is not for you because it's creepy due to age difference. You need to start with a normal question and then show value indirectly, and that shouldn't be difficult for you since you are older and more interesting than most 20year old guys.
The question can be situational and not just about places, it can be about something you were thinking or some problem you have and you need to get an opinion from here. The problem with "who lies more men or women" is that it's totally out of context. Instead let's say you see a girl with a fancy pair of boots, go to her and tell her "Hey I like your boots and I think they would make a great birhday gift for a friend of mine, do you think I could buy them or maybe shoes are something personal that she needs to choose by herself?
bla bla
oh yea..and where did you buy them?
bla bla
Oh by the way I really like your style and you could be interesting, I'm older but i can recognize when a woman mature enough to hold interesting conversation..what do you say we go have some coffee together? Or you could help me buy the shoes

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you say "it's fucking hard to transition to a conversation from such an simple information exchange": yes it's hard but that's the difference between a PUA and a chode, because a PUA has the guts to just say "btw, why don't we grab a coffee someday?" and the other cant'.