Hypotheses were derived from downward comparison and attachment theory to address the tragedy paradox: more sadness produces greater tragedy enjoyment. Participants (n = 361) watched a tragedy and reported affect, enjoyment, life happiness, and spontaneous thoughts (categorized into self- vs. socio-focused). Greater sadness led to greater enjoyment, mediated by life reflection; specifically, both self- and socio-focused thoughts mediated this sadness impact on tragedy enjoyment. Furthermore, more sadness led to greater life happiness increase during exposure, mediated by socio-focused thoughts only. No parallel effects emerged for positive affect. The present findings suggest that tragedy-induced sadness instigates (a) life reflection that increases tragedy enjoyment as well as (b) specifically thoughts about close relationships that, in turn, raise life happiness, which (c) subsequently increases tragedy enjoyment further.