Query Expansion is a functionality of search engines that suggest a set of related queries for a user issued keyword query. In case of exploratory or ambiguous keyword queries, the main goal of the user would be to identify and select a specific category of query results among different categorical options, in order to narrow down the search and reach the desired result. Typical corpus-driven keyword query expansion approaches return popular words in the results as expanded queries. These empirical methods fail to cover all semantics of categories present in the query results. More importantly these methods do not consider the semantic relationship between the keywords featured in an expanded query. Contrary to a normal keyword search setting, these factors are non-trivial in an exploratory and ambiguous query setting where the user's precise discernment of different categories present in the query results is more important for making subsequent search decisions. In this thesis, I propose a new framework for keyword query expansion: generating a set of queries that correspond to the categorization of original query results, which is referred as Categorizing query expansion. Two approaches of algorithms are proposed, one that performs clustering as pre-processing step and then generates categorizing expanded queries based on the clusters. The other category of algorithms handle the case of generating quality expanded queries in the presence of imperfect clusters.