An information processing apparatus selects a proper content that well matches preference of a user and recommends it. A matrix calculator acquires M (one or more) feature vectors CCV whose elements are given by weight values assigned to a total of N (two or more) pieces of content meta information and context information. The matrix calculator produces a matrix CCM whose columns are given by the M feature vectors CCV and converts it into an approximate matrix CCM* by modifying the weight values of the respective elements of the M feature vectors CCV such that correlations of elements among the M feature vectors CCV are emphasized. Based on the approximate matrix CCM*, a user preference vector (UPV) generator produces a user preference vector UPV*. A matching unit calculates similarity between the user preference vector UPV* and a feature vector CCV produced from new content meta information or context information.