Years later, some clothing incompatibility is still inconsistent and arbitrary (These slip-ons are the same but one works with fitted-suit pants and the other doesn't). : r/gtaonline
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The Grinder: Gray Opulent Fitted Suit Jacket, Black High Roller Shirt, Black Skinny Suit Pants, Cobra Slip-Ons : r/GTAoutfits
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Black suit vest, black shirt, black tie, black jacket : r/gtaonline