We present EXTENT, an image annotation system that combines the context and content information to annotate images with metadata that cannot be reliably inferred from either the context or the content alone. EXTENT first applies contextual information for restricting the search scope in an image database and reducing the complexity of ensuing content analysis. It can then afford to use more expensive (hence more robust) algorithms for performing content analysis within the restricted database scope. Our experiments show that effectively combining content with context information can infer metadata with high accuracy.