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Certain individuals from all social, gender, and age categories attribute a positive sense of well-being to their aesthetic practices. This article is based on a qualitative survey of the relationship to the body and appearance of women participating in beauty pageants in France, a space in which aesthetic optimization is institutionalized. It aims to explain to what extent beauty care practices constitute exemplary techniques for optimizing well-being, and more broadly self-optimization. After exploring the modalities of aesthetic optimization in beauty pageants, we look at two types of well-being—subjective and interactional—associated with aesthetic self-optimization. Then, we highlight situations in which the management of appearance comes up against certain limitations or fails to be a vector of satisfaction. In many social settings, self-optimization through aesthetics remains a source of social stigma.