Ok, so my verdict is in. I just finished the game and got the 5/5, Happily Ever After ending. Like others have said before me, I have no desire seeing any other endings. Other than despising the stupidity of Kai at times, this game was a fun little run and worth the play through. It was a cute story, with fantastic art. The H-scenes were really limited though (in my play through it was just 1 sex scene with a few nudity shots), which is too bad as I absolutely loved Chris and wanted to see more of her. Seriously, what a sweetheart character. She was written beautifully. I would love to see a Tomboys Need Love 2, a sequel to this game where you get to further explore Chris's sexuality and experiences. More than anything, I want to see Christine doing A LOT more sexual activities, but that's just my perverse side talking.
As it stands, the game set it up in a way that there could be a potentially large future to the Chris and Kai saga, bringing new characters into the mix as they progress through life together, as well. Sophie could also make a comeback, or new characters could bring a whole new perspective into the mix. If a TNL2 were to happen I would personally really enjoying seeing...
(NTR idea alert, don't freak out, it's not as bad as you think)