Mine:
Dragon Age Origins - 10 times
Witcher 2 Assassins of Kings - 9 times
Fallout New Vegas - 7 or 8 times
Mine:
Dragon Age Origins - 10 times
Witcher 2 Assassins of Kings - 9 times
Fallout New Vegas - 7 or 8 times
Mario Kart (64 and double dash...)
Smash Bros
Tales of Symphonia (3 or 4 I don't recall...)
Starfox 64
Ocarina of time maybe
I'm not sure if childhood games should count, but I finished Small Soldiers (a gamed based on a movie I didn't even see until after I'd beaten the game a few times) and the Disney Hercules game so many times as a kid I'd estimate a good 10 - 20 times on both.
Tekken 3 was also a game I beat a few times just while visiting my cousin who owned the game. (I consider gathering every character in the roster to be "beating the game")
In my slightly older years, after a short break from gaming I beat the gen 1 pokémon games a few times. I've also beaten a game called Blood Will Tell a few times.
Around my teens I beat Morrowind (main quest then) three or four times, and in my later teens I beat Ookami twice.
In my advlt years I have way too many games to play to really feel like I need to beat games again, but sometimes I revisit games I played a long time ago, like I'm now playing Blood Will Tell again.
DA:O multiple times and currently playing it again
NWN/Shadows of Undrentide/Hordes multiple times w/different builds/characters
MEpc ME2 once for each class
Alpha Centauri multiple times
Morrowind
Oblivion
Skyrim
FO3
FNV
Baldur's Gate series
Parasite eve 1 (About 17 times)
Persona 3 (434 hours and I beat it 18 times)
Dragon quest VIII (My favorite game ever, 22 times)
Dragon age Origins (Played twice with every character race one male one female)
Skyrim (I don't know how many times)
Morrowind (On my second play right now so...might not count)
FONV (Every side joined, almost every quest done)
FO3 (Made two characters and did everything)
Mass effect 1&2.
Some games I've finished at least 4 times:
Ace Attorney series
Phantasy Star IV
Sonic 3
Final Fantasy Adventure
Link's Awakening
Breath of Fire 3
Final Fantasy VIII
Kartia
Disgaea
Mass Effect
System Shock 2
Fallout New Vegas (about 15-20)
STALKER: Call of Pripyat (At least 7 times)
Persona 4 (4)
Persona 3 (3)
Dark Souls (4 or 5)
Metal Gear Rising Revengeance (3)
Catherine (3)
Borderlands (3)
Dragon's Dogma (3)
Kingdom Hearts 1 & 2 (3 times each)
Baldur's Gate 2 (2.5)
Silent Hill 2 (2)
The ultimate "nobody cares" list.
Full Throttle
MechWarrior 3+4+Black Knight+Mercenaries
Portal (1+2)
Rouge Squadron
Metroid 2
Metro 2033
Dark Forces/Jedi Knight series
And if strategy games count, AOE and Starcraft.
Mass Effect 1 and 2 I've done so many times that I can't remember. I only beat 3 once though, hoping to get to it later.
Fallout 3 I had 3 characters. My 1st I accidentally overwrite with my 2nd character, but I remade him with my 3rd. the last 2 i did everything.
Fallout: New Vegas I had like 10 of the same guy because bugs and other stupid [censored] kept messing my game up. My current guy I completed everything. I tried playing as a Legion character, but after "restarting" the game 11 times before out of stress, I had no motive play as him and go through all that again. I'm trying to build up the will to play as my "Nevada/Las Vegas" type character.
Finished multiple times? Lots (there was that period in highschool & college where I'd do each JRPG I got twice, once for no-spoilers story, once for 100% completion with a guide)
Finished 4+ times? Probably only some ARPG-type games (Diablo 2, Titanquest, Borderlands, etc), where you're expected to "finish" the plotline several times on one character. And even on those, I didn't finish in the sense of getting to the end of the highest difficulty.
Bethesda games, I've not finished that many times - I've played them all with many characters, but I tend to not bother finishing the Main Quest except once or twice.
Mass Effect 1 (14)
Mass Effect 2 (Around 6 or 7)
Oblivion (4?)
KOTOR (A lot)
Borderlands
Halo 3 (A lot, mostly Co-op with friends)
Halo Wars
Halo Reach (Again mostly Co-op/solo on legendary for achievements)
Starfox 64 (Definitely over 10 times)
Star Wars Battlefront 1
Star Wars Battlefront 2
Pokemon Gen 3 games (Ruby, Sapphire, Emerald) They're all pretty much the same game .
Fallout New Vegas (3?)
Dragon Age:Origins
Thats just off the top of my head I'm pretty sure there's a few more.
Twice is multiple, right?
http://en.wikipedia.org/wiki/Pool_of_Radiance_(series)
Might and Magic 6-9
That's it. I'm several thousand hours into Morrowind (maybe 3/4 through), but I misplaced the HDD with the saves. I'm pushing 500 hours in Oblivion and have yet to even see an Oblivion gate.