A man brings a totem pole home with him, which turns out to have the power to destroy the universe, but only if many extremely specific conditions are met: it has to be the third Wednesday of July, there has to be a full moon, and there must be snow falling. By coincidence, all of these things end up happening at once (a nearby snowglobe being enough to satisfy the "snowfall" condition), causing the entire universe beyond the room to disappear and the totems to come to life. Each head enters a different picture within the room and turns it into their own personal universe, with the exception of Lowman, the lowermost head on the pole and the token good guy of the totem's heads. To retrieve his evil brothers to prevent them from causing too much trouble, Lowman brings a pencil of all things to life. The pencil, named Woody... WIIIIIIIIILD Woody.. complies with the order he is given, and sets off to find the totem heads.
In the game, the player must go through levels that are divided into three parts - two actual level parts and a boss battle part. The player can also make Woody draw necessary items into the level from a notebook; for example, in one level, the player can make Woody draw a paper airplane and use it to fly around the level.
Wild Woody provides examples of:
- Alliterative Name: The name "Wild Woody" repeats the letter "W".
- Animate Inanimate Object: Wild Woody is a sentient pencil.
- Art Initiates Life: The game's main gimmick is the ability to draw things that become real. This comes at the cost of Woody becoming smaller with each drawing.
- Ass Kicks You: Wild Woody, a pencil, practically uses his butt as an eraser to attack enemies.
- Bond, James Bond: Woody says his name this way multiple times. "I'm Woody. WIIIIIIIIIIIIIIIIILD Woody!"
- Bunny-Ears Lawyer: Woody may be a hammy, boisterous wacko, but the cutscenes and progress you've made in the game goes to show how determined and competent Woody was for being The Hero in the story with rescuing Lowman's totem pole brethren.
- Cloudcuckoolander: The titular Wild Woody himself being quite.. uninhibited and pretty crazed from some expressions he makes in the cutscenes during his hammy performance because of the cgi and his acts of shouting. Woody can sometimes spout out nonsense when beating up the totem heads in many energized ways like a maniac before putting them back on Lowman is a prime example of his oddball behavior and appearance.
- His in-game character may seem like a conventional side-scrolling platformer, but some of his special attacks are.. plain weird like his eraser being his butt as an ability to erase enemies, and some of his other abilities can seem cool as well given that Woody can draw things to help himself out, but are hard to use.
- Cephalothorax: Lowman himself and his totem pole brethren.
- Easter Egg: Collecting five power-ups in a specific order in the second level will allow Woody to draw a topless mermaid with visible nipples.
- Fetch Quest: Lowman in the cutscenes have Woody going into many worlds to retrieve his totem pole brethren back while the levels have a sidescroller style to each stage before defeating many bosses in order to do so.
- Game-Over Man: Besides the game over cutscenes which show the universe blowing up, this appeared in the game's ending which showed Woody putting the last head back onto the totem pole, which says he "shall not be defeated". Woody's response? "Sorry, pal, but it's game over!"
- Gangplank Galleon: The first world is a parallel universe created from a pirate book. The first level is set on a pirate ship, and the second is a cave full of treasure.
- Getting Crap Past the Radar: There is a convoluted Easter Egg that has a naked, breast-hanging mermaid (NSFW link!). Wild Woody is rated K-A, the equivalent to today's E; we're guessing the only reason it wasn't rated higher is that nobody at the ESRB managed to find that particular secret.
- High-Altitude Battle: The second boss battle, "Gadzeuse", takes place in the sky.
- Large Ham: Subtlety is a foreign concept to Woody because the guy is an over the top spaz who has tons of enthusiasm and crazed behavior in personality, most memorably in the opening cutscene.
- Make a Wish: Lowman rewards Woody with anything he wants. Woody wishes for a sexy paintbrush girlfriend.
- Meaningful Name: The titular character, Wild Woody.
- Mook Maker: The "Alien Love Nest" boss produces alien babies (which are just disembodied mouths with wings) to attack the player.
- No Flow in CGI: Since the CGI from the Sega CD in the cutscenes was poorly done, in which it would also show how stiff, slightly rendered, jerky, and buggy the character movement is whenever Woody, Lowman or the totem poles talk for example as it gives off this feeling of jumpy animation entirely, along with the camera moving in a way that isn't smooth gives off this vibe.
- No Indoor Voice: Zig-Zagged with Wild Woody, because of his hammy persona, he either shifts back and forth in the cutscenes where he either talks calmly with enthusiasm or shouts enthusiastically in the next.
- The '90s: Other than the game being set in '95, the cutscenes in this game would also present the language of how other characters would communicate with each other by slang/etc (e.g Woody himself to Lowman), having some themes with the nineties' games like space levels for example and featuring some 90s themes from time to time.
- Sequel Hook: At the end of the game, Lowman tells Woody that he'll be back the next time the world needs saving. Woody replies with "Yeah, only if we sell a zillion units!" This game was released at a time when people were moving on to the PlayStation and Sega Saturn, however, so it failed to sell a zillion units and therefore never got a sequel.
- Stationary Boss: All of the bosses stay completely stationary except the final boss. The player has to jump up to the boss's weak spot and attack it from there.
- Underground Level: The second part of the first level takes place in a cave.