I've done this before.  What I do is, I let Winamp shuffle my entire mp3 playlist and the top 30 go into the lyrics quiz.  This means some will be very easy, others really obscure.  So good luck, limit five.

1.  Indy I changed my mind, this love is fine
Jerry Lee Lewis - Great Balls of Fire

2.  I stare at the sky, and it leaves me blind

3.  A cold charisma... shotgun wedding...

4.  Do you wanna buy alligator cowboy boots they just put on sale

5.  lebeiw If you come to battle bring a shotgun
House of Pain - Jump Around

6.  You walked into the room, I just had to laugh

7.  But it's bitin' me, fightin' me, invitin' me to rhyme

8.  Gaylon Tears are runnin', ah, runnin' down your breast
Jefferson Airplane - Somebody to Love

9.  lebeiw One more drink fool will drown you
Lynyrd Skynyrd - That Smell

10.  Indy The more I give to you, the more I die
Nine Inch Nails - The Perfect Drug

11.  Claude So I quit school and that's what I did
Tracy Chapman - Fast Car

12.  Claude And I can't sail my yacht
The Kinks - Sunny Afternoon

13.  I excel, they all fail

14.  maddog She studied sculpture at St. Martin's College
Pulp - Common People

15.  JTFanThe greatest thing since bread came sliced
REM - Imitation of Life

16.  gamble/cheerleader It's that little souvenir of a terrible year
The Sundays - Here's Where the Story Ends

17.  The ghost of Dirty Dick is still in search of Little Nell

18.  More punks I smoke, yo, my rep gets bigger

19.  lebeiw In my mind, and in my car
Buggles - Video Killed the Radio Star

20.  lebeiw I can only receive
Gary Numan - Cars

21.  When I say I'm in love, you best believe I'm in love, L-U-V

22.  JTFan Gonna write you a letter, gonna write you a book
Guster - Amsterdam

23.  JTFan But even if I've changed, what's wrong with it?
Third Eye Blind - Never Let You Go

24.  Just got a ounce in the mail

25.  lebeiw But nothing, nothing can take away these blues
Sinead O'Connor - Nothing Compares 2 U

26.  I'm foolish, I don't do this

27.  I don't believe in an interventionist God

28.  She says a girl needs a gun these days

29.  JTFan Through the storm we reach the shore
U2 - With or Without You

30.  JTFan It's fun to lose and to pretend
Nirvana - Smells Like Teen Spirit

5.  Jump Around--House of Pain
9.  That Smell--Lynyrd Skynyrd
19.  Video Killed The Radio Star--The Buggles
20.  Cars--Gary Numan
25.  Nothing Compares 2 U--Sinead O' Connor

1. Great Balls of Fire-Jerry Lee Lewis
10. The Perfect Drug-NIN (Nine Inch Nails)

15.REM - Imitation Of Life
22.Guster - Amsterdam
23.Third Eye Blind - Never let You Go
29.U2 - Without Or Without You
30.Nirvana - Smells Like Teen Spirit

8. sounds like Somebody to Love by Jefferson Airplane

#14 Common People - Pulp
#25 Nothing Compares 2 U - Sinead O'Connor

#16 is really familiar, it's a female singer, I just can't recall the rest of the song!

#11 Fast Car--Tracy Chapman
#12 Sunny Afternoon--Kinks

16. Here's Where The Story Ends...I dunno the artist...

6. Barenaked Ladies "The Humor Of The Situation" ???