Unrealistic.
I gotta be honest: half of the succeeding choices in this game I looked at like "are you fucking serious?". This game breaks rule #1 to picking up women: being yourself. Of course it's good to keep a sense of humor, but spouting off a bunch of corny pick-up lines begs to suggest that the main character (or you?) truly lacks the ability to seal the deal in this scenario.
Nevertheless, on a graphics/technical front, it wasn't too shabby. I think your work can generally be improved with more lifelike characters, better jokes, and more personal life experiences in which to make a basis off of.