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What is her TAME level, what is your Charm and Sex factor.. These can have a big effect. What is her personality? Bold girls like to date in town and shy girls like to date in the garden, these will help increase the affection bar. Also are you having non-dating sex with her? I can't remember the highest level of consent you can get from dating but its pretty low. Willing may be as high as you can get. Anything higher comes from sex.

Turns out that it was her Tame factor! 

My strategy going forward will be Dating the girls until she reaches Consent:Developing, then trying to max all of her sex skills (oral, penetrative, etc). If that doesn't work, Date her some more and stuff. It worked out for me.