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Loneliness and feeling that one does not matter are closely linked, but further investigation is needed to determine differentiating features. The relationship between not mattering to others (anti-mattering) and loneliness was explored by assessing how the two constructs correlated with an interpersonal dimension, specifically four humor styles (affiliative, self-enhancing, self-defeating, and aggressive). One hundred and fifty-eight women and 96 men completed a three-item loneliness scale, a new measure of anti-mattering, and a humor styles questionnaire. Confirmatory factor analysis results indicated that the new anti-mattering measure is a unidimensional scale. Loneliness and anti-mattering were strongly correlated, and each correlated in the same direction with approximately the same magnitude as the four humor styles. The discussion concludes that anti-mattering and loneliness are strongly linked, a finding which may be important in psychological treatment. Humor styles also play a role in psychological well-being and present a unique pathway to mental health.