Content-based Image Retrieval (CBIR) is gaining in popularity, CBIR systems should leap towards Web-scale datasets. In this paper, we report on our experience in building an experimental similarity search system on a test collection of more than 50 million images. The first big challenge we have been facing was obtaining a collection of images of this scale with the corresponding descriptive features. We have tackled the non-trivial process of image crawling and extraction of several MPEG-7 descriptors. The result of this effort is a test collection, the first of such scale, opened to the research community for experiments and comparisons. The second challenge was to develop indexing and searching mechanisms able to scale to the target size...