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the opinion you pose isn't one that i would use myself, but if i had to reword it i would simply approach over-the-shoulder and ask, "Do you think its ok to give a girl a present right before you break up with her?" then however she responds you can go into more detail about it being your friend, and he wants to let the girl down easy, etc.
yeah i actually like yours alot more... and i can still explain the whole reason to my question...
exactly. its a good enough thread to use, b/c the girls will most likely feel strongly about it and will answer with an emphatic "NO!" at that point you get to go into further detail, and the girl has already been emotionally charged talking to you, so she'll either be interested in the conversation or will write you off as an asshole.
it's definitely workable. seriously though, the first few times i went sarging i used the exact same first two sentences you listed in your opener, i would avoid them and go straight to the question, with any opinion-based opener.
good luck!