Abstract: A lipstick painting tool having a cover sleeve that is moveable between a proximal position exposing painting bristles and a distal position covering the painting bristles. The cover sleeve is moveable through relative rotation of the same along a base shaft such that engaged internal and external threads cause movement along a longitudinal axis. The paint bristles are part of a tip that is removable and replaceable. The tool may include an extension coupling for receiving an extension tool. A central paint tube may be included to supply paint directly to the bristles from a paint reservoir as by pump or similar means.