Use internet dating gta 4 dating is the emotional equivalent of an english degree
If you want to date girls other than Michelle and Kate, you can do that, but it involves some legwork.
You're going to have to go to an internet café and browse the in-game websites Love Meet and Craplist (which are always on your homepage when you logon).
A date and time will be set and added to the organizer on Nico's phone to which he will go on the "first date".
This first date is the most important as it will determine whether Nico will be able to get their phone number and continue dating them.
In fact, without building up relationships with myriad characters in the game, you're going to miss out on a lot of what the game intends for you to see.
After the initial date, you can then collect the girl's phone number so you can call and set up additional dates.
There are two females in the game you must date—Mallorie's 'friend' Michelle and the O'Reary boys' sister Kate—but other than that, dating is completely optional.
However, there's a lot of fun to be had by partaking in the Liberty City singles scene.
Since Kate and Michelle are fairly easy to please and only pertain to the storyline, they won't be covered here.
There are three other girls that Niko can meet and date via the
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Dating these girls is not a requirement to attain the 100% game completion stat, however each has a special ability that is unlocked once they like you enough.