Background: In general religious/spiritual dimensions were found to be negatively correlated with all kinds of psychiatric disorders, and specifically with depression, suicidal ideation and substance abuse. In contrast to this, the goal of this study was to investigate the relationship between dimensions of Religious/Spiritual Well-being (RSWB) and less favourable aspects of personality, the so-called “Dark Triad” personality traits: narcissism, Machiavellianism and psychopathy together with general deficits in personality structure. Sampling and Methods: 312 (220 females) college students completed the Multidimensional Inventory for Religious/Spiritual Well-being (MI-RSWB), the revised Narcissistic Personality Inventory (NPI-R), the Machiavellianism Inventory (Mach-IV) and the Levenson Self-Report Psychopathy Scale (LSRP) along with the Inventory for Personality Organization (IPO-16). Results: RSWB were confirmed to be negatively related with these negative aspects of personality, this applies in particular to sub-clinical psychopathy. However, more in detail there were several notable overlaps, as for instance narcissism showed to be significantly positively associated with some RSWB sub-dimensions such as Hope or Connectedness. Conclusions: First deductions can be drawn from these data concerning the ambivalent role of spirituality in impaired personality structure. These associations might be further investigated especially in psychiatric patients diagnosed for personality disorders in order to describe potential psychopathological facets of religion and spirituality more adequately.