Background: A smile's attractiveness is the outcome of a complex interplay of various factors, each contributing with differing degrees of significance. Given that patient satisfaction is paramount, greater consideration of their desires should take precedence over strict adherence to standardized protocols. Objectives: The objective was to investigate the differences in smile attractiveness ratings among orthodontists, prosthodontists, and laypersons, focusing on the effects of bilateral alterations to the maxillary central incisors including changes in vertical position, angulation, and mesio-distal width. Methods: A sample of 66 participants, comprising 22 orthodontists, 22 prosthodontists, and 22 laypersons, rated the attractiveness of 13 digitally altered smile photographs of a male and a female participant. Alterations included variations in the vertical position (-1 mm, -0.5 mm, +0.5 mm, +1 mm), angulation (-4°, -2°, +2°, +4°), and mesio-distal width (-1 mm, -0.5 mm, +0.5 mm, +1 mm) of the maxillary central incisors. Ratings were collected using a Visual Analogue Scale (VAS) and analyzed statistically. Results: Significant differences in attractiveness ratings were observed between the three groups. Professionals demonstrated greater sensitivity to changes in incisor angulation and position compared to laypersons, who showed distinct preferences for certain aesthetic alterations. The study highlighted a divergence between professional and lay perceptions, emphasizing the need for orthodontic treatments to align with patient preferences. Conclusions: This study reveals notable differences in smile attractiveness ratings between professionals and laypersons. Orthodontists exhibited a pronounced sensitivity to variations in tooth angulations while Prosthodontists and Laypersons were particularly critical regarding mesio-distal width and vertical positioning.