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The current champion of this list is "Weird Al" Yankovic with 21 songs.
0-9
The 5.6.7.8's
- "Woo Hoo": about 43 times
A
Christina Aguilera
- "Come On Over": 22 times
- "Dirrty" (ft. Redman): 23 times
A House
- "Marry Me": about 80 times
Air
- "Run": 112 times
- "Surfing On A Rocket": 24 times
Alice In Chains
- "Again": 27 times
Andrew W. K.
- "Party Hard": 56 times
Art Of Noise
- "Paranoimia" (7" version with Max Headroom): 40 times
Atari Teenage Riot
- "Into the Death:": 28 times
- "Start the Riot": 29 times
- "Too Dead for Me": 27 times
B
The B-52's
- "Good Stuff": 24 times
- "Love Shack": 40 times
Bad Religion
- "Raise Your Voice!": 26 times
- "Ten in 2010": 24 times
- "Television": 32 times
Baha Men
- "Who Let the Dogs Out?": 31 times
Barenaked Ladies
- "Grade 9": 35 times
- "If I Had $1,000,000": 31 times
- "Next Time": 26 times
- "Second Best": 32 times
Barnes and Barnes
- "Feminine Parts": 23 times
- "Fish Heads": 52 times
Toni Basil
- "Mickey": 53 times
The Beach Boys
- "Help Me Rhonda": 41 times
Beastie Boys
- "Intergalactic": 29 times
The Beatles
- "Hey Jude": 24 times
- "Hold Me Tight": 26 times
- "Let It Be": 36 times
- "Yellow Submarine": 28 times
The Bee Gees
- "Night Fever": 22 times
- "Stayin' Alive": 26 times
Billy Talent
- "Lies": 38 times
Mary J. Blige
- "Real Love": 36 times
The Bobbettes
- "Mr. Lee": 49 times
The Bobs
- "Cowboy Lips": 27 times
- "My Shoes": at least 35 times
- "Pounded on a Rock": 32 times
Bon Jovi
- "Fear": 24 times
- "Damned": 24 times
- "Keep the Faith": 23 times
- "Lay Your Hands on Me": 32 times
David Bowie
- "Fame": 54 times
- "Little Wonder": 24 times
Jacques Brel
- "Ne me quitte pas": 23 times
Busta Rhymes
- "Break Ya Neck": 24 times
- "Dangerous": 25 times
C
Cajmere
- "Perculator": 58 times
Chumbawamba
- "Drip Drip Drip": 21 times
Leonard Cohen
- "Hallelujah": 29 times
Sam Cooke
- "Shake": 29 times (plus "shakin'" 1 time)
Cornershop
- "Brimful of Asha": 21 times
Elvis Costello
- "I Want You": 30 times
The Cowsills
- "Hair": at least 46 times (plus "hairy" 3 times)
Creedence Clearwater Revival
- "Bootleg": 24 times
The Crystal Method
- "Busy Child": 21 times
The Cure
- "Plastic Passion": 44 times
D
D12
- "My Band": 27 times
Daft Punk
- "Around The World": 144 times
- "One More Time": 27 times
El DeBarge
- "Who's Johnny": over 38 times (plus "who is Johnny" 5 times)
Depeche Mode
- "Nothing": 26 times
Destiny's Child
- "Say My Name": 46 times
Devo
- "Mongoloid": 26 times
Disturbed
- "Liberate": 21 times
DJ Aligator
- "Bounce to This": 65 times
DMX
- "Get It on the Floor": 30 times
Doctor Krápula
- "Tauricida": 39 times
Drowning Pool
- "Bodies": 26 times
Ian Dury
- "Blockheads": 44 times
- "Fucking Ada": 72 times
- "I Want to Be Straight": 40 times
- "Inbetweenies": 28 times
- "What a Waste": 26 times
E
Missy Elliott
- "Get Ur Freak On": 42 times
- "I Can't Stand the Rain": 27 times
- "Pass That Dutch": 39 times
Eminem
- "Cum on Everybody": 40 times
- "My Name Is": 48 times
Everclear
- "AM Radio": about 41 times
F
Fatboy Slim
- "Michael Jackson": 83 times
- "Praise You": 26 times
- "Right Here Right Now": 22 times
- "Slash Dot Dash": 33 times
Finger Eleven
- "One Thing": 21 times
Leslie Fish
- "Bring It Down": 44 times
- "No High Ground": 36 times
G
Peter Gabriel
- "In Your Eyes": at least 28 times ("in" is sometimes difficult to hear in the background; just "your eyes" appears at least 7 more times)
Debbie Gibson
- "Shake Your Love": 50 times
Good Charlotte
- "Little Things": 36 times
Al Green
- "As Long As We're Together": 28 times
- "Belle": 33 times
- "Beware" (15-minute version): 33 times
- "Full of Fire" (long version): 26 times
- "Too Many": 26 times
- "You": 29 times
Guster
- "Fa Fa": 32 times (64 individual fa's)
H
Heaven 17
- "Temptation": 47 times
- "Trouble": 32 times
Hüsker Dü
- "New Day Rising": 41 times (possibly more; some of the background screaming is indistinct)
Hoobastank
- "Out of Control": 28 times
Hot Hot Heat
- "Bandages": 50 times
Huey Lewis and the News
- "Working for a Living"
I
J
Jebediah
- "Happier Sad": 29 times
Jim's Big Ego
- "Darlene": 25 times
- "They're Everywhere": 51 times
- "Mix Tape": 25 times
- "Ugly People": 38 times
- "This Message": 27 times
J-Kwon
- "Tipsy" (Radio Edit): 28 times
K
K.C. and the Sunshine Band
- "Give It Up": 45 times
King Crimson
- "Thela Hun Ginjeet": 22 times
The Kinks
- "Lola": 25 times
KISS
- "Lick it Up": 26 times
Korn
- "Y'all Want a Single": 22 times
Kraftwerk
- "Autobahn": 35 (or more) times
Lenny Kravitz
- "Black Velveteen": 22 times
L
Limp Bizkit
- "My Way": 22 times
- "Rollin' (Airraid Vehicle)": 82 times
- "Rollin' (Urban Assault Vehicle)": 81 times
The Living End
- "Who's Gonna Save Us?": 26 times
Lords of Acid
- "Pussy": 35 times
Los Pirata
- "Nada": 103 times
Lucy Pearl
- "Lala": 36 times
Lustra
- "Scotty Doesn't Know": 40 times (including chanting at the end)
M
Madness
- "Madness": 21 times
Manic Street Preachers
- "You Love Us": 23 times
- "Yourself": 35 times
Bob Marley & the Wailers
- "Jammin'": 50 times
Massiel
- "La La La": 22 times
Brian May
- "I'm Scared": 63 times
Metallica
- "The Shortest Straw": 22 times (most without "the")
Mindless Self Indulgence
- "Faggot": 27 times
Moby
- "Bodyrock": 24 times
- "Find My Baby": 26 times
- "Honey": 30 times
- "Run On": 36 times
Monty Python
- "Traffic Lights": 33 times
Alanis Morissette
- "Thank U": 21 times
Motormark
- "We Are The Public": 24 times
- "I'm about to do something (That I'm Gonna Regret)": 31 times
Moxy Früvous
- "Poor Mary Lane": 26 times (last few fading out)
N
Nelly
- "E.I.": 40 times (including 2 at the very end)
Nerf Herder
- "Sorry": 23 times
Nic & the Family
- "Hej Monika": 30 times
Harry Nilsson
- "Coconut": 28 times
NOFX
- "I Gotta Pee": 34 times
- "Kill All The White Man": 23 times
O
Our Smiling Jesus Band
- "Oh My God": 40 times
OutKast
- "Hey Ya!": 25 times
P
P.O.D.
- "Will You": 31 times
The Partridge Family
- "That'll Be The Day": 28 times
Carl Perkins
- "Honey Don't": 22 times
Pixies
- "Debaser": 24 times
- "Here Comes Your Man": 22 times
The Police
- "Roxanne": at least 26 times
- "So Lonely": 37 times
Iggy Pop
- "Lust for Life": 30 times
Cole Porter / various artists
- "You're the Top": 21 times [1]
Powerman 5000
- "I Knew It": 36 times
The Presidents of the United States of America
- "Kitty": 42 times
- "Lump": 25 times
- "Peaches": 26½ times
The Proclaimers
- "I'm Gonna Be (500 Miles)": 21 times
The Prodigy
- "No Good (Start the Dance)": 32 times
- "Poison": 25 times
Eric Prydz
- "Call On Me": 25 times
Q
Quarashi
- "Stick 'Em Up": about 63 times
R
Rage Against the Machine
- "Ashes in the Fall": 24 times
Rammstein
Ramones
- "53rd & 3rd": 21 times
- "I Don't Care": 21 times
- "I Remember You": 22 times
- "Psycho Therapy": 31 times
- "Rock n' Roll High School": 25 times
- "She's The One": 24 times
- "Sheena is a Punk Rocker": 21 times
Red Hot Chili Peppers
- "Give It Away": 68 times
Redman
- "Let's Get Dirty": 40 times
Regurgitator
- "I Like Repetitive Music": 32 times
Steve Reich
- "Come Out": 139 times (at least until the voice starts to become distorted near the 3-minute mark; if one were to count every partial "Come Out" after then, it would probably number well over one thousand)
R.E.M.
- "Low": 35 times
Rob Zombie
- "Never Gonna Stop": 24 times
The Roches
- "Big Nuthin'": 59 (or more) times
- "Gimme a Slice": 27 times (if you count the Franglais "Donnez-moi une slicée"; otherwise it's a disqualifying 17 times)
- "Ing": 127 times (the single word only; not including the 29 -ing suffixes)
- "Missing": 54 times (not including 3 final echoes)
- "Want Not Want Not": 22½ or 45 times (they actually sing "Want Not Want Not Want Not" in consecutive sets of four, with one final 6-word line, so one could interpret it either way)
Rocket from the Crypt
- "On a Rope": 81 times
S
Sarina Paris
- "Look at Us": 42 times
Jack Scott
- "Geraldine": 94 times
Screeching Weasel
- "27 Things I Wanna Do to You": 21 times
- "Hey Suburbia" (Boogadaboogadaboogada version): 36 times (hard to hear towards end)
Selecter
- "On My Radio": 34 times
- "Too Much Pressure": 40 times
Tupac Shakur
- "Outlaw": 23 times
- "Wonder Why They Call U Bitch": 21 times
Ska-P
- "Kémalo": 30 times
Sly and the Family Stone
- "Stand": 23 times
Smash Mouth
- "The Fonz": 28 times
Smashing Pumpkins
- "Blue Skies Bring Tears": 28 times
So Solid Crew
- "21 Seconds": 32 times
Sparks
- "Beat the Clock": 73 times
Static-X
- "Otsegolectric": 24 times
- "Push It": about 41 times (difficult to tell, due to echo)
Stooges
- "Raw Power": 29 times
The Stylistics
- "Heavy Fallin' Out": 54½ times (14 times by lead singer, 40½ times by backup singers)
Sun Ra
- "Nuclear War": 26 times (18 from lead vocalist, 8 from backup vocalists)
The Sylvers
- "Hot Line": 28 times
System of a Down
- "Boom!": 40 times
T
Tag Team
- "Whoomp! (There It Is)": 44 times
t.A.T.u.
- "Malchik Gay": 63 times
- "Nas Ne Dogonjat" / "Not Gonna Get Us": 43 times
10cc
- "Good News": at least 25 times
- "Johnny Don't Do It": 24 times
Terror Squad
- "Lean Back": 24 times
They Might Be Giants
- "Dinner Bell": 28 times
- "I Palindrome I": 22 times
- "No": 26 times
- "Spy": 22 times
- "They Might Be Giants": 26 times
- "They'll Need A Crane": 21 times
- "Turn Around": 24 times
- "Weep Day": 22 times
- "Whistling In The Dark": 21 times
The Thrills
- "Santa Cruz (You're Not That Far)": 24 times
Tommy Tutone
- "867-5309" : 21 times, but note that the full title is "867-5309 (Jenny)", which never occurs in the song
Travis
- "Turn": 42 times
- "Sing": 43 times
Trio
- "Da Da Da": about 28 times (short version), 56 times (full version) (note that the full title is "Da Da Da Ich Lieb Dich Nicht Du Liebst Mich Nicht Aha Aha Aha", which never occurs in the song)
2 Live Crew
- "Fuck Martinez": 24 times
- "Me So Horny": 37 times
2 Unlimited
- "Let the Beat Control Your Body": 30 times
- "The Power Age": 26 times
U
Usher
- "Yeah! (ft. Ludacris and Lil Jon)": roughly 75 times (possibly more or less if echo effects are counted or not)
V
Vanity 6
- "Nasty Girl": 23 times (not including 8 "nasty girls")
W
War
- "Why Can't We Be Friends?": 47½ times
Rufus Wainwright
- "Hallelujah": 29 times
Wire
- "Dot Dash": 30 times
Stevie Wonder
- "Happy Birthday": 28 times
X
Y
"Weird Al" Yankovic
- "Albuquerque": 30 times
- "Alimony": 29 times (33 if counting "ali-mo-mo-mony")
- "Cable TV": 32 times
- "Dare To Be Stupid": 28 times
- "Eat It": 46 times
- "Fat": 75 times
- "Frank's 2000" TV": 22 times
- "Gotta Boogie": 31 times
- "Here's Johnny": 26 times
- "I Can't Watch This": 24 times
- "I Was Only Kidding": 38 times
- "I'll Be Mellow When I'm Dead": 33 times
- "It's All About the Pentiums": 28 times
- "Mr. Popeil": 22 times
- "Nature Trail To Hell": 31 times
- "(This Song's Just) Six Words Long": 24 times (of "six words long")
- "Such a Groovy Guy": 39 times (not including 2 syncopated choruses behind Al's 3)
- "Trigger Happy": 71 times
- "UHF": 33 times (not including 8 syncopated overlaps)
- "Yoda": 43 times
- "You Make Me": 40 times
Z
Zwan
- "Yeah!": 24 times