How do I reconnect with her?

A male age 41-50, anonymous writes:

my question is how do i reconnect with a old girlfriend when she is much more succesful and attractive then me without being that friend. we just started talking again and it seems that she is somewhat intrested in me but i just dnt know since ive been out of the game for awhile what do i do

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A female reader, tjazzy  +, writes (1 December 2009):

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