I actually had a lot of fun on my CHICK run, but not quite as much as my DIK run (eww that sounded gross
) because you get more ass as a DIK. Neutral can be interesting too depending on the choices you make. MC can get Bella while a DIK if you play your cards right, but eventually that house of cards is going to fall. You can even date Jill as a DIK, but you'll only get to first base. No matter because as a CHICK she won't let you past second base...yet.
Personally, I really enjoy playing all paths. The dialogue changes and you even get different scenes. Mine are as follows:
1st - Canon, I make all choices as if I were actually in game (no guide or walkthrough)
2nd - DIK, I act as horrible as I can and get with as many women as possible
3rd - CHICK, I try to make up for all of the horrible deeds I previously committed
4th - Neutral, I attempt to mop up any women I missed during the first three runs