I'm picking five from each year.
1st Grade: (1991 - 1992)
- Summertime - DJ Jazzy Jeff & the Fresh Prince
- (Everything I Do) I Do It For You - Bryan Adams
- Black or White - Michael Jackson
- Baby Baby - Amy Grant
- I Touch Myself - The Divinyls
2nd Grade: (1992 - 1993)
- End of the Road - Boys II Men
- Jump Around - House of Pain
- To Be With You - Mr. Big
- Life Is A Highway - Tom Cochrane
- Damn I Wish I Was Your Lover - Sophie B. Hawkins
3rd Grade: (1993 - 1994)
- Hero - Mariah Carey
- A Whole New World - Peabo Bryson & Regina Belle
- I'd Do Anything For Love (But I Won't Do that) - Meat Loaf
- Runaway Train - Soul Asylum
- No Rain - Blind Melon
4th Grade: (1994 - 1995)
- Another Night - Real McCoy
- Whatta Man - Salt 'N' Pepa
- Return to Innocence - Enigma
- Come to My Window - Melissa Ethridge
- Stay (I Missed You) - Lisa Loeb & Nine Stories
5th Grade: (1995 - 1996)
- Good - Better Than Ezra
- Send Me On My Way - Rusted Root
- Hand In My Pocket - Alanis Morissette
- Waterfalls - TLC
- Roll To Me - Del Amitri
6th Grade: (1996 - 1997)
- Sweet Dreams - La Bouche
- Who Will Save Your Soul - Jewel
- Wonderwall - Oasis
- Breakfast At Tiffany's - Deep Blue Something
- I Love You Always Forever - Donna Lewis
7th Grade: (1997 - 1998)
- MMMBop - Hanson
- Men In Black - Will Smith
- Wannabe - Spice Girls
- Quit Playin' Games (With My Heart) - Backstreet Boys
- Push - Matchbox Twenty
8th Grade: (1998 - 1999)
- My Heart Will Go On - Celine Dion
- Just The Two of Us - Will Smith
- You're Still The One - Shania Twain
- Iris - The Goo Goo Dolls
- I Don't Want To Miss a Thing - Aerosmith
9th Grade: (1999 - 2000)
- Summergirls - LFO
- Back At One - Brian McKnight
- Steal My Sunshine - Len
- ... Baby One More Time - Britney Spears
- Blue - Eiffel 65
10th Grade: (2000 - 2001)
- Gotta Tell You - Samantha Mumba
- He Loves You Not - Dream
- The Hardest Part of Breaking Up (Is Gettimng All Your Stuff) - 2Getther
- Breathe - Faith Hill
- Bye Bye Bye - 'NSYNC
11th Grade: (2001 - 2002)
- I Wanna Talk About Me - Toby Keith
- Never Had A Dream Come True - S Club 7
- U Got It Bad - Usher
- Because I Got High - Afroman
- I Wanna Be Bad - Willa Ford
12th Grade: (2002 - 2003)
- Unwell - Matchbox Twenty
- Swing, Swing - The All-American Rejects
- Suga Suga - Baby Bash
- So Yesterday - Hilary Duff
- Stacy's Mom - Fountains of Wayne