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To win over her affection and the keycard, CJ must wear a "gimp" suit during their "special time." Therefore, Carl learns that the hard way that he must hook up with one of the casino's croupiers. Onto one of the strangest moments in GTA history, the girlfriend Millie Perkins is encountered during the mission "Key to Her Heart." This level sees CJ set up a heist of a mob-owned casino, and to gain access to the building, he needs a keycard.

Now famously mocked for her poor graphics in the GTA Trilogy, Denise makes an appearance during the mission "Burning Desire." After saving her life, she will now be up for going on a date with CJ, which rewards the player with the Hustler vehicle and a pimp suit. Starting with the two girlfriends that are tied into the story, Denise Robinson is the first girlfriend CJ will have in the game.