Girls, Ladies, what advice would you give a guy on how to approach women he finds interesting enough to want to possibly date?

UmbrusNightshade

Long story short, I'm behind getting into the dating scene. Severe depression played a big part in making middle school and high school (save once) impossible to try to date and my attempts in college always ended with rejection right off the bat. I've spent about a decade improving my mental, financial, spiritual and physical health and am now at the point where I feel that if I don't start dating, I never will. I have always wanted to one day be married and have children and I'm at the age now where that is not gonna be very likely if I don't start dating. It feels awkward and just plain weird to just walk up to a woman and tell her I'd like to go on a date. Is that the normal approach?

There's a woman in my Sunday school class at church that I find really, really interesting. She's a very beautiful woman (in the past I'd have said she was way out of my league) but with her I am actually even more attracted to her personality and character. I don't know a whole lot about her other than she works in a coffee shop and I'm not certain, but I have this feeling we went to high school together (although I'm certain we never in the any of the same classes). What is the best way to ask her for a first date when I don't usually get to talk to her much at church?

Girls, Ladies, what advice would you give a guy on how to approach women he finds interesting enough to want to possibly date?
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