You pick:

1)andrew r’s never-located Playstation memory card
2)The ballsack I never gave him for proving me wrong when I wagered him a ballsack over…something a couple months ago
3)The iron keys to Tabernacles’ heavily guarded drug fortress located on the mountain peak on Tristan da Cunha, stocked with Cheerwine and shrooms

• = I haven’t played this game in ages, though I’d probably still like it
  ? = I haven’t played this game in ages, and am not terribly sure how much I’d still enjoy it if I did, or even if I’d like it at all
  ! = This has to be included because I enjoyed it, but it kind of doesn’t count because it’s an irrelevant game due to something else being on the list (e.g., Street Fighter II Turbo) or it being easily available in other forms.

Notice how I categorize my OCD by listing the years the games came out and their systems, but not italicizing their titles.

1 Super Mario World 2: Yoshi’s Island (SNES 1995)
2 Super Mario Bros. 3 (NES 1990/SNES 1993)
3 The Legend Of Zelda: A Link To The Past (SNES 1992)
4 The Legend Of Zelda: Ocarina Of Time (N64 1998)
5 Final Fantasy VI (SNES 1994)
6 EarthBound (SNES 1995)
7 GoldenEye 007 (N64 1997)
8 Super Mario World (SNES 1991)
9 Super Metroid (SNES 1994)
10 Final Fantasy Tactics (PS1 1998)
11 Chrono Trigger (SNES 1995)
12 Super Mario 64 (N64 1996)
13 Final Fantasy VII (PS1 1997) (subject to be lowered several spots after this)
14 Resident Evil (PS1 1996)
15 Super Castlevania IV (SNES 1991) (highest-ranking game that you could beat in one sitting)
16 Castlevania: Symphony Of The Night (PS1 1997)
17 Super Mario Bros. (NES 1985/SNES 1993)
18 Street Fighter II Turbo: Hyper Fighting (SNES 1993)
19 The Legend Of Zelda: Majora’s Mask (N64 2000)
20 Metal Gear Solid (PS1 1998)
21 The Legend Of Zelda (NES 1986)
22 StarFox (SNES 1992)
23 Kid Icarus (NES 1986)
24 Kirby’s Dream Course (SNES 1995)
25 Metroid (NES 1986)
26 Donkey Kong Country 2: Diddy’s Kong Quest (SNES 1995)
27 Final Fantasy V (Super Famicom 1992)
28 Resident Evil 2 (PS1 1998)
29 Twisted Metal 2: World Tour (PS1 1996)
30 Pilotwings (SNES 1991)
31 F-ZERO (SNES 1991)
32 Super Punch-Out!! (SNES 1994)
33 Super Mario Bros. 2 (NES 1988/SNES 1993)
34 Blast Corps (N64 1997)
35 ActRaiser (SNES 1991)
36 Contra III: The Alien Wars (SNES 1992)
37 Mega Man 2 (NES 1989)
38 Metal Gear (NES 1988)
39 Zombies Ate My Neighbors (SNES 1993)
40 Wario Land: Super Mario Land 3 (Game Boy 1994)
41 Sonic The Hedgehog (Genesis 1991)
42 Super Mario Bros. The Lost Levels (Famicom Disk System 1986/SNES 1993)
43 Donkey Kong (Gmae Boy 1994)
44 Super Ghouls ‘n Ghosts (SNES 1991)
45 Super Mario Kart (SNES 1992)

There, I’m pretty sure that’s every game I still consider a “five star classic.” I think.
Now, for the tricky part…seeing if I can pad this list out to 100 games. Even my OCD wouldn’t permit me to take the time to rank these games, though the highest ranking SNES games have been moved to the top of that list. That, and I’m not sure that all of them hold up. I’ll separate them by system and try to alphabetize to make this go faster:

GAME BOY games:

46 Super Mario Land 2: 6 Golden Coins (1992)?
47 Kid Icarus: Of Myths And Monsters (1991)?

SEGA GENESIS games:

48 Gunstar Heroes (1993)
49 Ghouls ‘n Ghosts (1989)
50 Revenge Of Shinobi (1989)
51 Strider (1989)
52 Sonic The Hedgehog 2 (1992)
53 Sonic The Hedgehog 3 (1994)

NINTENDO 64 games:

54 Pilotwings 64 (1996)
55 WaveRace 64 (1997)
56 StarFox 64 (1997)
57 Mario Kart 64 (1997)?
58 F-ZERO X (1998)
59 Tetrisphere (1997)

NINTENDO ENTERTAINMENT SYSTEM games:

60 Arkanoid (1986)!
61 Castlevania (1987)
62 Castlevania II: Simon’s Quest (1988)
63 Castlevania III: Dracula’s Curse (1989)
64 Contra (1987)
65 Dig Dug (1982 in arcades, don’t know when the NES version was released)!
66 Ninja Gaiden (1989)
67 Ninja Gaiden III: The Ancient Ship Of Doom (1991)
68 Zelda II: The Adventure Of Link (1988)

SUPER NINTENDO ENTERTAINMENT SYSTEM games:

69 Legend Of The Mystical Ninja (1991)
70 Gradius III (1991)
71 U. N. Squadron (1991 - didn’t learn until many years later that this was based off a manga, though the way the characters are designed it should have been really fucking obvious)
72 Wanderers From Ys (1992)
73 Donkey Kong Country (1994)
74 Earthworm Jim (1994)
75 Earthworm Jim 2 (1995)
76 Final Fight (1991)?
77 Final Fantasy IV (easytype version) (1991)
78 Mega Man X (1994)
79 Mega Man X2 (1995)
80 Mega Man 7 (1995)
81 Super Mario RPG: The Legend Of The Seven Stars (1996)
82 Super Scope 6 (1992)
83 Mario Paint (1992), ? or ! (can’t decide…I mean, I used to mess around with this all the time but it’s technically not a “game”…also I have neither the game nor the SNES mouse, so I’m likely never going to play it again)
84 Sparkster (1994)
85 Bubsy (1993)?
86 King Of Dragons (1994)
87 Sunset Riders (1993)
88 Street Fighter II: The World Warrior (1992)!
89 Super Street Fighter II (1994)!
90 Mortal Kombat (1993)?
91 Mortal Kombat II (1994)
92 Mortal Kombat 3 (1995)
93 NBA Jam (1994)
94 Bill Walsh College Football ‘94 (1993)?
95 Madden NFL ‘95 (1994)?
96 Madden NFL ‘96 (1995)?
97 Ken Griffey Jr. Presents Major League Baseball (1994)?
98 Teenage Mutant Ninja Turtles IV: Turtles In Time (1992)*
99 T. M. N. T. Tournament Fighters (1994)?

Well, fuck it. I came up one short. Tabs keeps his fortress. Fuckin’ a, as Aerosmith would say. If anyone wants me to list the games that I’m certain don’t count or wouldn’t make the list anyway, let me know post-waste.