Actually, not that fast. I needed this about 14 years ago.
If you wanted to make a CD for a girl that just couldn’t get the hint that it was over, what songs would you put on it? The two I have so far:
One More Minute - “Weird” Al Yankovich
Your Love (is Like a Nuclear Waste) - Tuff Darts
“How Can I Miss You When You Won’t Go Away?” – Dan Hicks and His Hot Licks
“Song For The Dumped” - Ben Folds Five
“No Time” by the Guess Who.
“Two Out of Three Ain’t Bad” by Meatloaf.
Just a few off the top of my head:
One Day You Will be Loved - Death Cab For Cutie
Last Goodbye - Jeff Buckley
Better Off Now - Will Hoge
Beauty in Walking Away - Marie Digby
Better off Alone - Marie Digby
No Scrubs - TLC
Without You - Hinder
Life After Lisa - Bowling for Soup
Get Your Tongue Out Of My Mouth, 'Cause I’m Kissing You Goodbye - Ray Stevens
Don’t Go Away Mad (Just Go Away)–Motley Crue
Bob Mould - Roll Over And Die
“You’re Breaking My Heart” - Nilsson
Why don’t you go to her place and tell her, you know, like an adult?
How old are you?
Depending on how harsh you want to be, and/or the reasons for the breakup:
Touch Me In The Morning - Diana Ross
Touch me in the morning, then just walk away
We won’t have tomorrow, but we had yesterday
Fifty Ways To Leave Your Lover - Paul Simon
Just slip out the back, Jack
Make a new plan, Stan…
Already Gone - Eagles
Just remember this my girl, when you look up in the sky
You can see the stars but still not see the light
Runaround Sue - Dion
If you don’t wanna cry like I do
Keep away from Runaround Sue
Angie - Rolling Stones
Angie, Angie
Ain’t it time we said goodbye?
I’m Looking Through You - Beatles
Why, tell me why will you not treat me right?
Love has a nasty habit of disappearing overnight
Tainted Love - Soft Cell
Once I ran to you – now I run from you
This tainted love you’ve given
I gave you all a boy could give you
Take my tears and that’s not nearly all
And just to prove I’m not (just) some kind of Classic Rock jukebox,
Gonna Eat Them Words - Mojo Nixon & Skid Roper
Woman said I was no good - never have no cash
Get a thousand silver dollars - ram 'em up her AAAASSSS
Hey, I was picturing him standing outside her bedroom window playing this song mix for her while holding a boom box over his head.
Actually I am mailing it postage due. 
Tiny Vessels - Death Cab For Cutie
Rootless Tree -Damien Rice
Hit the Road Jack - Ray Charles
Dry Your Eyes by The Streets
*So then I move my hand up from down by my side
It’s shakin’, my life is crashin’ before my eyes
Turn the palm of my hand up to face the skies
Touch the bottom of her chin and let out a sigh
‘Cause I can’t imagine my life without you and me
There’s things I can’t imagine doin’, things I can’t imagine seein’
It weren’t supposed to be easy, surely
Please, please, I beg you please
She brings her hands up towards where my hands rested
She wraps her fingers round mine with the softness she’s blessed with
She peels away my fingers, looks at me and then gestures
By pushin’ my hand away to my chest, from hers *
This is the last night of our acquaintance Sinnead O’Connor
Don’t think Twice, It’s All Right-- Bob Dylan
Crowds-- Bauhaus
I kinda like Rilo Kiley’s Breakin’ up; only problem is it’s from the perspective of a woman breaking up with a man:
*revenge is the saddest thing
honey, i’m afraid to say
you deserve everything
am i breaking up?
are we breaking up?
is there trouble between the lines?
did your heart break enough?
did it break enough this time?
ooh it feels good to be free
ooh it feels good to be free
ooh it feels good to be free*