On April 1st, 2024, Shady Lewd Kart added Wild Woody from the game of the same name as a free DLC character. Notably, it was revealed in a comment on the DLC's announcement trailer that Sega did not actually own the rights to the Wild Woody IP, instead being owned by the original creators. This was further emphasized on the DLC's Steam page, which includes a disclaimer that Shady Corner Games was in no way associated with Sega, and that they were given permission to add Wild Woody to the game by the creators of the IP. Wild Woody's original voice actor Joseph Kerska also reprised his role for the appearance and a story campaign. The DLC also notably included officially-licensed adult-oriented artwork of Wild Woody, and that despite the date it was released, the DLC was not considered an April Fools joke.

The game has a hard to find lewd Easter egg. At the title screen, holding A + C on Controller 1 and Left + B on Controller 2 will enable some debugging features. The player must then go to Pirate World Act 2 and hold C to move Woody around freely with the D-Pad. From here, the player has to grab the power-up in the upper left corner of the level at coordinates 004 by 005, then move to the far right edge of the stage and pick up a power-up buried in the rock to the right of the level exit at 446 by 054. The player must then pick up the health at 026 by 007, followed by the extra life at 433 by 014, then get the mermaid sketch near the level’s entrance at 033 by 005. If the player has done all this correctly, they can then press START to open the sketchbook, select the mermaid and press C to draw it. The busty mermaid will then pop out, showing her bare breasts to the player.