A 56-year-old man was referred for assessment of a pigmented lesion on his cheek that had been present for 7 years. Dermoscopy of the lesion revealed slate gray and brown dots, an annular granular pattern of gray dots, and asymmetric pigmented follicular openings. A biopsy determined the lesion was a pigmented actinic keratosis. Pigmented actinic keratosis can be difficult to distinguish from lentigo maligna based on clinical and dermoscopic features such as gray or brown dots and globules, and asymmetric pigmented follicles.