This leads to Multiple Endings, though some Dating Sims make it possible to see several of these "endings" in a single playthrough.
Some Sim Date games have been made into Harem anime, though the result is usually nothing special due to the removal of sex and the fact that the narrative can no longer focus on any single character.
Now as I replay I find that it is fun to be Keitaro but the characters of the girls are not really captured as well as they probably should.
That would have made this the best dating sim ever!
Let's see; she's smiling, so option one should work - unless that throwaway line of dialogue back in Chapter 2 was hinting that she was actually a Tsundere and so I should choose number two..on while I check the FAQ.