With the new Streed View feature in Google Maps a lot of strange, funny and unexpected images have been discovered by the users and in one of Wired blogs (Threat Level) there is a request for the Best Urban Images Captured by New Google Maps Tool.
And in Mashable they have the top 15 (so far).
A few examples:

The Void

The internet sucks

Legs
Soon we will need something like this:

More images in Streetviewr