I realized I never got around to posting all the answers. So here you go. Ones that were never guessed are in italics. YouTube links whenever possible so now you can go listen to all my songs!
1. Never win first place, I don't support the team, I can't take direction and my socks are never clean. - Don't Let Me Get Me by Pink
2. A new life, what I wouldn't give to have a new life. - A New Life from Jekyll & Hyde
3. Life could not better be, better be, better be, it could not possibly, no, sirrah, sirrah, sirree. - Prologue from The Court Jester
4. I'm a walking contradiction, my ambition, my addiction, it turns me on. - Uncensored by Ke$ha
5. Well, the world is facin' problems, gettin' bigger every day, we got a greenhouse over Texas and recession's on the way. - There Ain't But One Way (Kickin' Ass) from A Bit of Fry and Laurie
6. I know a bank where the wild thyme blows, where oxlips and the nodding violet grows. - Malevolent Oberon Suite from A Midsummer Night's Music
*7. You have to understand the way I am, mein herr. - Mein Herr from Cabaret, performed by Alan Cumming
*8. You'd never recognize the room. The pictures all have different frames now. - Since You Stayed Here from Brownstone, performed by Michael Crawford
9. On that sunny day, didn't know I'd meet such a beautiful girl walking down the street. - Senorita by Justin Timberlake
10. I feel like I would like to be somewhere else doing something that matters. - More Than Useless by Relient K
11. I spend most every day selling myself, calling people on the phone. - Jumpy Bean by Groovelily
12. All alone by the table of food in my wrinkled suit and my borrowed tie. - Big Bad World One by Jonathan Coulton
*13. For you, there'll be no more crying. For you, the sun will be shining. - Songbird by Eva Cassidy, performed by the cast of Glee
14. You were meant to live large, come on, take charge, let's go light the world up. - Super Trouper by Superchic[k]
15. You've been dreaming just one dream nearly all your life, hoping, scheming just one theme: Will you be a wife? - Me from Beauty and the Beast
16. He's a very smart prince, he's a prince who prepares. - On the Steps of the Palace from Into the Woods
*17. Macavity's a mystery cat, he's called the Hidden Paw. - Macavity from Cats, performed by Sarah Brightman
18. We'll have an adventure and several long trips, we'll make some new friends and maybe get a bite to eat, all 'cause we say, "Whaddya know, Haddi-Man?" - The Whaddya Know, Haddi-Man? theme song from Homestar Runner
*19. One less bell to answer, one less egg to fry. - One Less Bell to Answer, as performed by Michael Ball
20. Germany was having trouble, what a sad, sad story, needed a new leader to restore its former glory. - Springtime for Hitler from The Producers
21. We start the story when Mom met Dad and they danced all night and he took her home. - That Spells DNA by Jonathan Coulton
22. This is the one situation I wanted most to avoid. - Mountain Duet from Chess
*23. Sitting here, eating my heart out waiting, waiting for some lover to call. - Hot Stuff by Donna Summer, performed by Michael Ball
24. I can't feel you, I can't feel you, I can't hear you, I can't speak 'cause love don't stink, love don't stink, love don't stink like that cottage cheese. - We Hate You Please Die by Crash and the Boys from Scott Pilgrim vs. the World
*25. Have yourself a merry little Christmas, let your heart be light. - Have Yourself a Merry Little Christmas by Relient K
26. I remember begging my mom for these Z. Cavarriccis, with a striped genera shirt just to rock with these brutinis. - No Turning Back by Out of Eden
27. Usually in the morning, I'm filled with sweet belonging and everything is beautiful to see. - Like a Sad Song by John Denver
28. I guess I'm not too good at keeping love alive for long. - Next Time You Fall In Love from Starlight Express
29. Ich bin Dur und ich bin Moll, ich bin Akkord und ich bin Melodie. - Ich bin Musik by Patrick Stanke from Mozart!
30. God has given me a window and I can finally see the light. - Window by Out of Eden
31. Let's dance, put on your red shoes and dance the blues. - Let's Dance by David Bowie
32. The Irish fear nothing and no one, they keep fighting till everyone's dead. I'm not sure where this metaphor's going, I just felt like it had to be said. - Ireland (Reprise) from Legally Blonde: The Musical
33. How have I come to this? How did I slip and fall? - I Know the Truth from Aida
*34. I don't know you, but I want you all the more for that. - Falling Slowly by Kris Allen
35. To test this gold for its worth is the same as testing me, and the fire burns easily today. - Anything Genuine by Smalltown Poets
*36. Sooner or later you're gonna be mine, sooner or later you're gonna be fine. - Sooner or Later from Dick Tracy, performed by Bernadette Peters
*37. Because the world is round, it turns me on. - Because from Across the Universe
38. Alone in the valley, I cry for you to fill me with your peace. - Peace by Rebecca St. James
39. Everything Charlotte says is a lie, it's a lie, it's a lie, it's a lie. - It Can't Be True from 13
40. He's several hours late, the skyline's growing dim, while others deck the halls you dream of decking him. - Never Fall in Love With an Elf from Elf: The Musical
41. Welcome, monsieur, sit yourself down and meet the best innkeeper in town. - Master of the House from Les Miserables
42. What a gyp! This such a rip-off. Every time she sneers at me, I wanna rip her upper lip off. - Good News, Bad News from The Goodbye Girl
43. Forgive me, for I did not know, 'cause I was just a boy, you were so much more. - Wicked Little Town (Reprise) from Hedwig and the Angry Inch
44. Shed no tears for me, there'll be rain enough today. - Stranger to the Rain from Children of Eden
45. What are you gonna do on New Year's Eve? - The Last Day of the Year from Striking 12
46. Some of my old friends are here, the light isn't good but their outlines are clear. - One of My Best Friends by Michael Crawford
47. Tommy used to work on the docks. - Livin' on a Prayer by Bon Jovi
48. When the years have all come and gone, they'll find beneath the ground our two bodies joined as one, showing how we were bound. - Dance My Esmeralda from Notre-Dame de Paris
49. He's a very nice prince. (And?) And... it's a very nice ball. - He's a Very Nice Prince from Into the Woods
*50. Sunday is gloomy, my hours are slumberless. Dearest, the shadows I live with are numberless. - Gloomy Sunday, performed by Sarah McLachlan
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