A method for multi-selection gifting, including identifying a multi-selection gift, the multi-selection gift including a plurality of items of merchandise, and at least one selection rule governing selection of at least two of the items of merchandise, and interactively guiding a gift recipient in selecting at least one item of merchandise in accordance with the at least one selection rule, wherein each selection rule is a member of the group including allowing the gift recipient to select up to a specified total number of items of merchandise in the multi-selection gift, allowing the gift recipient to select items of merchandise in the multi-selection gift up to a specified total cost, and allowing the gift recipient to select items of merchandise in the multi-selection gift up to a specified total measure. A system and a computer-readable storage medium are also described and claimed.