Tried to Flirt again - I Can't do this!

I tried to muster up the courage to flirt with an UNATTRACTIVE man, who in fact flirted with me 1st... and STILL couldn't do it. My cheeks were hot (which happens when I get embarrassed) - I left the scene of the crime and headed for the hills.
- FYI- I present and pitch ideas all day long at work! I am not shy!
-I think the traditional / conservative values instilled by my parents (who are from the South) are blocking me from executing the flirt mission. We were taught that the man approaches the woman. I want to believe myself to be a new age, liberal and take charge woman, but this @$#% is not easy for me- Oh, well! - I might need therapy for this. :)