If you are trying to get somewhere with your girlfriend, you can get two controllers to help with this. Choose to continue as a one player game and at the end of the date with your girlfriend you will notice that the two player icon will appear on the screen. This will only be for a few seconds, so make sure to select it quickly. This will send you into the free roam, which you can bring to a close or do whatever you want. What this does is add more gravity to the date you just had. If it was good it will be better, and if it was bad it will end catastrophic. So, either way, you could have some great moves impressing a real date... or just your friends.