A series of five adventure games in the which the protagonist, an obnoxious, misogynistic teenager from our universe, gets sucked into another universe by the good wizard Calypso to fight the evil wizard Sordid.The games include parodies of various popular books and fairy tales, including Rapunzel, The Lord of the Rings, The Chronicles of Narnia, Jack and the Beanstalk and the Three Billy Goats Gruff.The first game was about as well received as the Monkey Island games at the time getting scores in the 90% area.Simon is voiced in this game by Chris Barrie, known for his roles in Red Dwarf and The Brittas Empire.
Tropes used in the games include:
Actor Allusion: In the first game, the title character was voiced by Chris Barrie. One scene involved Simon being yelled at by a dwarf in a red shirt, who told him to "smegging well naff off".
The second installment went so far as to have Simon quote several of Rimmer's actual lines from the show, even though Barrie was no longer voicing Simon.
Bag of Holding: Simon's hat can hold such things as barrels and ladders. As with everything else, Simon lampshades it a few times.
Bag of Spilling: In Simon the Sorcerer, you lose your whole inventory twice (you use a shrinking potion but all your stuff except clothes stay the same). As the game had an annoying tendency to clutter up your inventory with things you use once only, this was a good thing.
This happens again in the sequel, twice. The first time it happens Simon says "Ah! My inventory!". As before, none of the previously held items were needed in the new areas and the removal of the old inventory removes useless clutter.
Breaking the Fourth Wall: In Simon the Sorcerer the protagonist encounters a group of four wizards; when he talks to them, they pretend they are farmers. But you can point out that when you point at them with the cursor, it says "wizards"...
And when you talk to them, you DO treat them as wizards. You can even tell them about the cursor.
Child Mage: Played with in the games, where Simon is a regular British kid from our world who ends up in the magical realm. However, he doesn't have any magical abilities on his own.
Chuck Cunningham Syndrome: Simon the Sorcerer 3D has a strange character called Jar Nin whom you accidentally kill at the beginning of the game. Towards the end of the game it turns out that you have to resurrect him because you need him on your team. But when you do, he does exactly nothing and even vanishes shortly after, never to be seen or mentioned again.
Collector of the Strange: In the second game, the two gargoyles guarding the entrance to the Fortress of Doom discuss how far Simon would be able to make it without dying, followed by expressing hope that they are allowed to keep his kneecaps.
Evil Twin: The ending of the third game introduces a second Simon with a stereotypical Beard of Evil. Fridge Logic kicks in once you realise that Simon himself isn't really a good guy. The sequel reveals that the other Simon is actually his ''lawful'' twin.
Freaky Friday Flip: The cliffhanger ending to the second game is based around one of these.
Game-Breaking Bug: In Simon the Sorcerer 2 had a strange bug where a certain character and the object you needed to give them were on the same screen, and you could successfully use the SCUMM-style interface to "Give <object> to <character>" despite <object> not being in your inventory. This skipped a large chunk of game and messed up many dependencies.
Guide Dang It: By far the worst Guide Dang It is in Simon the Sorcerer 3D. The game is full of moments like that, but the final puzzle is just unforgettable. You're in front of a huge computer, and you must put a CD there. The problem is that the computer has no button to open the CD space. So, what to do? Oh, easy: just stand in front of the computer with the CD on your hand, and then open the CD space of your REAL-LIFE COMPUTER, so that the in-game computer opens. No previous hints at any point.
Climbing. What the fuck. There's a point that requires you to climb a rock. It could have been much easier if you were told at some point that you're able to climb in that game. During the tutorial you're explained everything (and I mean everything) you can do there but the only thing you really should have been explained.
Actually the manual tells it, but there's no in-game explaination. Besides, considering that's the only time on the whole game where you can actually climb (except from another rock in the very first room, but it's pointless to climb there, so most people will finish the game without knowing they could climb there) they could even believe it was a dropped-out game resource.
The second Simon the Sorcerer game also features a crowning moment of Guide Dang It near the end of the game. You need to be able to sneak past a monstrous guard. The solution to muffling Simon's footsteps? Wear a dog. This command makes Simon magically transform the dog into a pair of fuzzy slippers and wear them. It should also be noted that a recurring source of humor is Simon's near total inability to use actual magic, so him being able to do this trick comes out of nowhere.
I Can't Use These Things Together: Several distinct lines including when you Use Crowbar on any person: "Very tempting and very illegal", pick up any person: "I prefer blondes", and eat anything not meant to be eaten: "That is not part of a balanced diet".
It's interesting to note that, if you want to pick up a blond girl, you get a different response, usually something on the lines of "Not my type" or "She wouldn't like that".
I Know Your True Name: Towards the end of Simon the Sorcerer, you must banish two demons to back to hell. One requirement for the ritual to do so is knowing their true names. Strangely enough, they want to go back to Hell, but still refuse to give out their names to you. Though this could have something to do with their true names being "Belchgrabbit" and "Snogfondle".
Interface Spoiler: Invoked in the first Simon the Sorcerer game. You can locate a group of wizards at a bar using this method, and address them by their title. When they ask you how you knew they were wizards... see the page quote there.
Kleptomaniac Hero: The first game had tons of items you'd accumulate, most of which were used maybe once, and then stayed in your inventory instead of being lost. There are two times in the game where you (thankfully) lose your possessions though, and the assorted crap forms a HUGE pile.
Hilariously, he has his own fast food restaurant franchise by the second game.
Magic Ampersand: In the second game, Simon encounters a group of nerds playing Apartments And Accountants.
The Mean Brit: Simon himself. He wouldn't even be the hero of the series if it were up to him.
Medium Awareness: Simon the Sorcerer has an early scene where Simon has to get past a group of wizards' attempted denials of their being wizards. The correct dialogue option is to mention that the word 'Wizards' pops up when the mouse cursor is pointing at them.
Metal Detector Puzzle: In the first game, the player has to literally use a metal detector to find a mythical metal known as "milrith", said to be stronger than even mithril. This pretty much involves trying the detector on every screen until it picks up the ore.
Moon Logic Puzzle: Simon the Sorcerer 2 features a puzzle that is relative straightforward: Use a pair of fuzzy slippers to sneak past a monster. But the way of GETTING those slippers is absolutely bizarre, you have to use the "wear" command on a dog, which turns said dog into a pair of slippers via magic. Note that while Simon is a sorcerer that is the only point in the game where you can do magic just like that.
Multiple Head Case: There's a two headed shopkeeper in the first game whose heads bicker about where the merchandise should go ("The asparagus jelly belongs with the other jellies!" "I think it belongs with the vegetables!"). Apparently they don't share digestive systems, since one head complains about needing to go to the toilet and the other snaps that he'll just have to restrain himself.
Namedar: Spoofed in Simon the Sorcerer. Early in the game you have to gain the assistance of a group of wizards, but they insist they're not wizards (so they won't have to do anything). Most sensible comments on why they must be wizards is deflected; the proper choice is to tell them that the text says "wizards" when you drag the pointer over them.
Nice Hat: Simon has a nice wizard hat which he uses to store his inventory. Including ten-feet-long ladder.
Nice Job Breaking It, Hero: Simon has to find four heroes in the third game so they can help save the world. Three of which he has been personally responsible for being dead, crippled, and a frog.
No Time to Explain: A doppelganger of yours says this literally in Simon the Sorcerer 2 after you break out of a cell. He also hands you a strange twig that teleports you outside and as it turns out, your doppelganger was actually your future self helping you escape via a so called timestick.
Scaled Up: At one point, you partake in a "wizard's duel" (read: magical rock-paper-scissors) with a witch. Upon winning three rounds, the witch transforms into a dragon (breaking the rule she set at the start). This is completely ineffective, of course - you just transform into a mouse and escape through the small mousehole in the wall.
Scenery Porn: The first game in the series had many, many locations that were completely empty and whose only purpose was to look gorgeous.
Schizo Tech: While the games are placed in a mostly medieval-ish setting, there's still automobiles, vacuum cleaners and bad video games.
Thirty Minutes or It's Free: In Simon the Sorcerer 3D, Pizza Lord charge 10,000 coins for their pizzas, unless they take more than 1 minute to arrive. To get your pizza for free, you have to give one of the characters a bottle of booze; the pizza delivery boy has a terrible sense of direction and is forced to ask the character for directions, but if the character is drunk they'll refuse to help and slow the delivery down.
Three Billy Goats Gruff: In the first game, the troll is an employee of the Gruff, Gruff and Gruff corporation, who goes on strike when he realised that his employers are going to drop him in the river again and he's never going to get any goat to eat.
Trademark Favorite Food: For the dwarves in the first game: beer. This becomes a plot point. They like it so much that "beer" is the password to their mine.
Umpteenth Customer: In the second game, a tattooist gives a free tattoo to his 100th customer. Since your character has no money, you need to talk another character to going first so that you can get the tattoo done free.
Unsympathetic Comedy Protagonist: In the first game Simon is a little bland but generally sympathetic. This all changes by the second game when he acts like a sexist, mean-spirited, stubborn, self-loathing, whiny, sadistic jerk to everyone he meets. Many of the game's puzzles require Simon to screw over the game's other characters in order to get his own way. This continues in the third game where, when tasked with assembling four specific characters, he discovers that three of them are people that he has variously killed, crippled and turned into a frog in his adventures up to that point. The fourth he simply leered at whilst making near-constant remarks about her large chest and revealing outfit. It helps that Simon gets dumped on almost as often as he messes with everyone else, preventing him from becoming a monster and generally leading to hilarity. Bonus points for the fact that in the first game, he is voiced by Chris Barrie, who played the similar character Rimmer in the Red Dwarf example above.
Warp Whistle: Especially in the first and the third. The first features a magic map in your inventory that, when used at any place of the world, allows you to instantly appear in a few specific parts of the world (useful especially to travel around the maze-like forest). The third features two sets of scattered magic phonebooths, one around the countryside and other inside the city, and entering any of them allows you to appear at any booth belonging to the same set. Later on the same game, you get a rainbird that, when summoned, rides you from anywhere in the world to anywhere where there's a platform with a picture of a bird (they're scattered around the countryside and the city, and a few in areas not reachable by other way).
You Bastard: The cliffhanger ending of the second game has Simon criticize the player for enjoying the situation he's ended up in (stuck in Sordid's body and at the receiving end of much humiliation by the citizens while Sordid romps around in his body in the real world), and throws in a bit of Paranoia Fuel to drive the point home.