There are five friends and five girlfriends in total, and each character has a unique set of preferences.
Each friend (and three of the girlfriends) provide special unlockable abilities in return for maintaining good relationships with them.
She is genuinely attracted to Niko, who is also genuinely attracted to her. In general, Michelle enjoys going out on dates to a variety of places, including restaurants, nightclubs, and bars.
Like the other relationships that Niko has with his friends in GTA IV, favor can be gained with girlfriends by taking them to different venues around the city.
However, there's a lot of fun to be had by partaking in the Liberty City singles scene.
If you want to date girls other than Michelle and Kate, you can do that, but it involves some legwork.
(It's a weird game) But yeah sorry, you can't date on this game.
However you can go to Tony's club and dance with a girl, then sleep with her.