Pictures of Me by Elliott Smith is a deeply introspective song that explores themes of self-image, identity, and societal expectations. Smith's lyrics paint a picture of a person struggling with how they are perceived by others and grappling with their own sense of self. Key moments in the song include reflections on personal disappointments and the weight of external judgments. Smith's raw emotional delivery amplifies the poignancy of these themes, making the listener feel the depth of his vulnerability.