The Wiseguy is an unlockable outfit in Grand Theft Auto: Liberty City Stories for protagonist Toni Cipriani.
The Wiseguy is fashioned as a casual attire comparable to the casual clothes and Goodfella, consisting of a red pinstriped shirt, dark grey pants, brown shoes, and a necklace. While the Wiseguy's design is very similar to the Goodfella's, there are several differences, primarily on the shirt: The Wiseguy has short sleeves whilst the Wiseguy has long sleeves, while the Wiseguy's shirt is more buttoned up than the Goodfella. Like other clothes in the game, changing into the outfit will remove up to a two star wanted level.
The Wiseguy is added to the player's wardrobe upon completion of "Shoot the Messenger".