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After the failure of 2 Backed Beast, he opened Hercules in 1998.
The following year, he got in trouble with the police for "public lewdness".
He is ashamed of his Dukes background, and it's hinted during the beginning of Departure Time that he doesn't speak to his parents anymore.
He says, "In my day, gay guys used to be lonely, needy, and lost. " Tony would have gone to college as early as 1975 though he did not focus on his studies.
In 2005, Gay Tony hired Luis Lopez as a doorman and bouncer for Hercules.
They quickly form a father-son-like relationship (Luis having been abandoned by his father, and Tony being unlikely to ever have children due to his age and orientation), although Tony later admits to Luis, "I only hired you because I thought you were dumb." Gay Tony had been dating a yoga instructor long-term before meeting his boyfriend Evan Moss.
Because of his debt Tony is interested in selling off Maisonette 9, sometimes even resorting to fraud (such as pretending to sell the club to two people at once, and briefly considering setting up a Ponzi scheme).
Sometime between 19, the counterpart straight club in Tony's portfolio, Death By Machines also burned down, after which point Tony was briefly banned from opening new venues.
In 2003, his hiatus ended and he was allowed to open Maisonette 9, but still came under heavier scrutiny for his club's policies on safety, age-checking, and drug use.
Luis works on the side for two men, Yusuf Amir and Ray Bulgarin, who Tony considers serious potential buyers because of their extreme wealth.
However, Luis hides this from Tony and goes so far as to lie to Tony about his activities at least twice.
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However, during the resulting shootout, the diamonds are thrown onto a passing truck, and thus both parties leave empty-handed.