A realistic digital caricature painting of a middle-aged man with a slightly oversized head, exuding charm and quiet confidence. He wears a dark olive nylon bomber jacket with subtle reflective highlights, a warm-toned flannel shirt, khaki cargo pants, black sneakers, and a brown flat cap tilted forward. Mid-shot composition, the man adjusts his glasses with one hand, looking directly at the viewer with a confident expression. Warm, soft lighting like afternoon sunlight, with smooth gradient shadows enhancing facial contours and highlights emphasizing jacket texture and glasses reflections. Background is a gradient of warm brown and beige, elegant and simple. Artistic style combines semi-realistic digital painting with oil painting brush textures, balancing realism and stylized charm, detailed and expressive.