Abstract: A kit for applying makeup includes a tool having a handle and an eyecup attached to the handle. A plurality of guide attachments are configured to releasably engage the eyecup, each defining a different contoured edge. A method of applying makeup includes selecting a guide attachment based upon a contoured edge of the guide attachment, engaging the guide attachment with an eyecup of a tool, positioning the tool relative to a first eye such that the contoured edge of the guide attachment is positioned adjacent to a crease of an eye socket between a top of an eyelid and a bottom of a brow bone of the first eye, and applying makeup to the first eye following the contoured edge of the guide attachment such that the makeup is applied to the first eye as an arc shaped similar to the contoured edge of the guide attachment.