Examples described herein relate to a gloving machine for applying gloves to the hands of a person. The gloving machine may include an actuator mounted onto the frame of said gloving machine and operable to generate a movement and a drive assembly coupled to the actuator for advancing a package of gloves having opposing layers from a storage area to a gloving position accessible to the hands of the person to be gloved. The drive assembly may include a first roller positioned adjacent a second roller. The first roller may be configured to rotate in a first direction and the second roller may be configured to rotate in a second direction different from the first direction. The first roller may be attached to one of the opposing layers of the package of gloves by one or more fasteners and the second roller may be attached to the other of the opposing layers of the package of gloves. Rotation of the first roller relative to the second roller may cause separation of the one of the opposing layers of the package of gloves from the other of the opposing layers of the package of gloves.