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Top definition. Sex Roulette unknown. Usually attended by gay guys wanting the thrill of not knowing whether they are infected or not and having sex with other people. Guy 1: " William got HIV. It was from a sex roulette party. A game played in which multiple men ejaculate inside of the same woman and the winner is the man whose sperm impregnated the woman. Jerry has two kids; he got both of them from playing sex roulette.