The aim of this study was to examine the connections and differences between participants’ self-assessment and their assessment of their own current as well as ideal partner on the Dark Triad traits within the homosexual population. Additionally, the aim was to explore whether homosexual romantic partners pair on the basis of initial assortment or convergence, as well as whether they pair actively or on the basis of social homogamy. The sample consisted of 327 women and 351 men ranging from 18 to 74 years of age who completed the scale in English language, and 115 women ranging from 19 to 58 years who completed the scale in Croatian language. Participants used a five-point self-assessment scale to rate themselves, their current and ideal partner on a Short Dark Triad scale (Jones and Paulhus; 2014). The results showed significant assumed similarity for almost all Dark Triad traits in men and women from different countries, except for narcissism in men. A higher assumed similarity was obtained for psychopathy and narcissism in women, but not for Machiavellianism. Next, a significant desired similarity was obtained for all Dark Triad traits in men and women from different countries. Furthermore, the differences between the assessment of current and ideal partner were obtained on all Dark Triad traits in men and women from different countries. Additionally, men gave higher estimates on all Dark Triad traits than did women. Cultural differences were also found for Machiavellianism and narcissism, with women who completed the scale in Croatian evaluating their current partners more on Machiavellianism and themselves more on narcissism than did women who completed the scale in English. Finally, the results showed that homosexual couples pair based on initial and active assortment for all Dark Triad traits. Overall, the results suggest that the same mechanisms operate in heterosexual and homosexual couples and that there are cultural differences between homosexual women from different countries.