1. Spider-Man 2: The Game
No other game has mastered the Spidey experience such as this game has for me. Set in a free roaming enviornment, it let you feel like you were living a day in the life as Spider-Man and still does better than any that have preceded and succeeded it. If you could master web swinging you would get the best representation of that aspect in a game. You would take pictures for the Bugle, meet MJ on dates, deliver pizzas to try and earn some money, fight crime throughout the city and all revolved around a pretty cool story too, which was loosely adapted from the great movie.
2. Spider-Man (PSX)
This one got comic Spidey right in a story that revolved around the 616 (mainstream comic) version of the character with a great story filled with tons of Spidey's enemies and his allies and lots of easter eggs, cheats and special costumes to keep you happy. Rino Romano's Spidey is pitch perfect here and he is my favorite voice actor for the web-slinger. And it is hands down the best game on the original Playstation and that is an opinion that is greatly agreed on.
3. Spider-Man Vs. The Kingpin (SEGA CD)
This classic Spidey game had a cool story in which the Kingpin frames Spider-Man for planting a bomb somewhere in NYC that will soon go off in 24 hours and the whole city is then turned upside down and on a Spider-hunt and your job is to clear your name before it's too late; and the timer's really ticking, too. You face Doc Ock, Lizard, Electro, Vulture, Mysterio, Sandman, Venom, Hobgoblin and eventually Kingpin himself. Very fun and hectic gameplay since just about everyone out there is out to get you and some of it is very creative; such as when you are fighting Sandman and Venom: For Sandman the only way to defeat him is by luring him right in front of a fire hydrant then soak him. And during the Venom fight the only way to defeat him is by luring him all over the city to a belltower where you use the loud noises against him. That's Spidey how he should be; using his brain over brawn. The cutscenes at the time were impressive but may now seem chessy, that's only minor though and it all spins off 4 different endings. All in all, one of the best, if not the best Spidey game of the 16 Bit era.
4. Maximum Carnage
Based on the 14 part early 90's comic story of the same name which was to 90's comics as Michael Jackson was to music in the 80's. It had a toy line, watches and eventually this awesome game. It is a brawler that lets you play as both Spider-Man and Venom; and this game's Venom is my personal favorite playable Venom in gaming. The story is directly based on the story even going as far as taking panels from the comics the story took place in to tell it which enhanced the experience for me and made it feel very true to the comic's gritty look. Green Jelly did most of the soundtrack along with a song from Black Sabbath in there as well, which bumps it up for me some more for me, too as this game had a kick-ass soundtrack for the time. And this game is HARD. I'm generally a pretty good gamer but I have never lost as much in a game since this one. And it keeps making you come back, too. Challenging, but totally fun.
5. Spider-Man: The Movie
Don't have much to say about this one other than that it is just some straightforward fun that has many varied levels, some being stealth orientated, some puzzles, timed levels, chase levels and some of just roaming around and beating things up. My only problem with this game is the camera, which is hard to keep where you want at times. This game was essentially an upgrade to the first PSX game, 'Spider-Man', which I have listed in my number 2 spot. But I think it doesn't capture the magic as well as that one did but it still does it much better than other games.