Shamelessly Pilfered (and for some reason I put an unreasonable amount of time and thought into my selections)

5 Songs From High School
Lounge Act – Nirvana
Kiss Off – Violent Femmes
Jennifer’s Body – Hole
Driver 8 – REM
Monkey Gone to Heaven – Pixies

5 More Songs From High School
I See - Letters to Cleo
Prove Yourself – Radiohead
Underdogs of Nipomo – Archers of Loaf
Rearviewmirror – Pearl Jam
Only in Dreams – Weezer

5 Songs From College
Dancing Nancies – Dave Matthews Band
Pillars of Davidson – Live
Ready or Not – The Fugees
Circle – Edie Brickell and the New Bohemians
Get it Together – Beastie Boys

5 More Songs From College
Mona Lisa – Guster
Doin It – LL Cool J
Tired of Sex – Weezer
Goldfinger – Ash (holy shit I loved this song)
Hurricane – Lisa Loeb & Nine Stories

5 Songs From My Childhood
Leader of the Band – Dan Fogelberg
I Love a Rainy Night – Eddie Rabbit
Mandy – Barry Manilow
Valeri – the Monkees
Sara – Starship

5 More Songs From My Childhood
Please Don’t Go Girl – New Kids on the Block
Summer of ‘69 – Bryan Adams
Regret – New Order
Never Surrender – Corey Hart
La Isla Bonita – Madonna

5 Songs That Old Boyfriends Have Put on Mix Tapes For Me
Under the Bridge – Red Hot Chili Peppers
American Jesus – Bad Religion
Temptation Waits – Garbage
The Brews – NOFX
I Only Wanna Be With You – Hootie & the Blowfish (ugh, I know! This guy didn’t get me at all. One side of the tape was all pussy rock like Collective Soul and the Spin Doctors, and the other side was oldies. Who sends a tape of fucking Happy Days oldies to an eighteen year old girl? I cringed with embarrassment for him when I attempted to listen to it. Moreover, the tape was accompanied by a multi-page manifesto on the significance and meaning behind each song. But he was hot, and the only person I’ve had handcuff sex with, which is another survey entirely.)

5 Songs That Every Annoying Girl I've Ever Known Has Loved
American Pie – Don McLean
These Are the Days – Natalie Merchant
If I Had a Million Dollars – Barenaked Ladies
Yellow – Coldplay
As Long as You Love Me – Backstreet Boys

Songs That If I Found Out You Knew By Heart I'd Immediately Be Best Friends With You
Magic – America
Downeaster Alexa – Billy Joel
The Dirty Glass – Dropkick Murphys (And if you’re a guy who’d want to do a karaoke duet with me I’d buy your beers all night)
The World Will Know – Newsies soundtrack
Ice Ice Baby – Vanilla Ice

5 Songs That I'd Slow Dance To With a Stranger, With My Head On His Shoulder and Eyes Closed, Rather Than Not Slow Dance To It At All
Lady in Red – Chris Deburgh
Alison – Elvis Costello
I Wanna Know What Love Is – Foreigner
Don’t Dream It’s Over – Crowded House
Heaven – Bryan Adams

5 Songs That Amuse Me
Elvis & Me – Denis Leary
Believe in Love – Scorpions (I love the clumsy ESL lyrics: “Baby our love’s got what it takes / To give us one more chance to start once again.” Hello, Department of Redundancy Department.)
The Bad Touch – Bloodhound Gang
Tribute – Tenacious D
Into the Night – Benny Mardones (This song is just gross. Even Kip Winger had enough restraint to leave sixteen year olds alone.)

5 Songs That I Fucking Love, I Don't Care What Anyone Says
Good Vibrations – Marky Mark & the Funky Bunch
A Man I’ll Never Be – Boston
Waiting for Tonight – Jennifer Lopez
With a Girl Like You – Joey McIntyre
Can’t Fight this Feeling – REO Speedwagon