Dessert - it takes exactly 13 rides to get used to it. Well, my mom always said that when you learn a new word, use it 13 times, and then it's yours. So, assuming each of your rides contain a few "clip-out" stops, 13 seems like a good number of rides to where it will become automatic.

Also, you WILL fail to "unclip" at least once within these 13 rides and you WILL tip over. This will happen at the most crowded intersection in your city. Expect it, and when it happens, take solace that it is now out of your way; it happened to all of us and some of us might even admit that it still happens occasionally (although, I'm denying it!).