Most of these don't fit..but oh well
You put your entire playlist on random and then fill out the thing.
How am I feeling today?: Get Low—Lil Jon and the Eastside Boys

Will I get far in life? Close to Home—The Get Up Kids

How do my friends see me?: Twenty-Three –Yellowcard

Where will I get Married?: People That Are Going to Hell—Vandals

What is the story of my life? A Million Miles--Lostprophets

What was high school like?: August—Rilo Kiley

How can I get ahead in life? Change the World—Eric Clapton

What is the best thing about me?: Wishing You Were Here—Chicago

How is today going to be?: Here Comes My Girl—Tom Petty and the Heartbreakers

What is in store for this weekend? Virtual Insanity--Jamiroquai

What song describes my parents?: One Angry Dwarf and 200 Solemn Faces—Ben Folds Five

To describe my grandparents? Fight for Your Right—The Beastie Boys

How is my life going?: Fuck Armageddon…This is Hell—Bad Religion

What song will they play at my funeral?: Gone for Good—The Shins

How does the world see me?: One of These Things First—Nick Drake

Will I have a happy life?: Daria—Cake

What do my friends really think of me?: Running to Stand Still—U2
Do people secretly lust after me? Doo Wop (That Thing)—Lauryn Hill

How can I make myself happy? Clean—Incubus

What should I do with my life?: Brothers on a Hotel Bed—Death Cab for Cutie

Will I ever have children?: Little Red Corvette--Prince

What is some good advice for me?: We’ve Had Enough—Alkaline Trio

How will I be remembered? Let Go—Frou Frou

What is my signature dancing song?: My Iron Lung—Radiohead

What do I think my current theme song is?: Loco—311
What does everyone else think my current theme song is?: When Donuts Are At Stake—Last Summer

What type of men/women do you like? Heart of Gold—Neil Young