Spottin’ fools frontin’ fly, girls act material.
…You live at home with your mom.

Dr. Dooom aka Kool Keith, “You Live at Home with Your Mom,” First Come, First Served, 1999. More Kool Keith lyrics…

Truth brings light, light refracts off the mirror,
Visions of yourself and error could never be clearer.
The truth is that you ugly…
Not on the outside, but in the inside;
On the outside, you frontin’ you lovely.

Pharoahe Monch, “The Truth,” Internal Affairs, 1999. More Pharoahe Monch quotes >

Why did one straw break the camel’s back?
Here’s the secret:
The million other straws underneath it.

Mos Def, “Mathematics,” Black on Both Sides, 1999. More Mos Def quotables…

You wanna stop the X? Try your best,
I’m still fuckin with your pockets like the IRS.

Xzibit, “Loud and Clear,” Restless, 2000. More Xzibit quotes…

Just ‘cause you got money don’t mean you made it.
Just ’cause you make it, don’t give you the right to be on that fake shit.

Talib Kweli, “Another World,” 12", 1999. More Talib Kweli quotes…

Bullets ain’t racial, kid…they only hate you.

Kool G. Rap, “The Realest,” from Mobb Deep’s Murda Muzik, 1999

If I don’t got two balls and a middle finger to throw up,
I’m takin off both shoes and stickin each middle toe up.

Eminem, “The Last Hit,” from The High & Mighty’s Home Field Advantage, 1999. More Eminem quotes…

I have a dream:
One day we will get to the promised land.
Then the president will be me,
The government will be Shabaam, Mos and Kweli…that’s it!
All wackness is now banned.

Pharoahe Monch, “Intro,” Internal Affairs, 1999. More from Pharoahe Monch…

Funny how things change when you got a liquor in ya:
You’re quicker with the tongue, givin’ me rhythm now.
Block the music and the people out to admire the love,
The nerve of us…impervious to the entire club.
And like marijuana shotguns, let’s blow this joint,
It’s pointless to stay here, so let me anoint.

Pharoahe Monch, “The Light,” Internal Affairs, 1999. More Pharoahe Monch quotes.

Never we sleep, a thug doesn’t rest,
Cause a wise man said: it was a cousin of death.

Big Pun, “Who Is a Thug,” from Whiteboys soundtrack, 1999

The last batter to hit, blast shattered your hip,
Smash any splitter or fastball—that’ll be it.

Pharoahe Monch, “The Next Shit,” Internal Affairs, 1999

Cancun…catch me in the room, eatin’ grouper.

Ghostface Killah, “Buck 50,” Supreme Clientele, 1999

Time is real, we can’t rewind it…
Out of everybody I met, who told the truth?
Time did.

Common, “The Truth,” from Pharoahe Monch’s Internal Affairs, 1999

Eminem • “Rock Bottom” • 1999

My life is full of empty promises and broken dreams…
I’m hopin’ things look up; but there ain’t no job openings.
I feel discouraged, hungry and malnourished,
Living in this house with no furnace, unfurnished.
And I’m sick of workin’ dead end jobs with lame pay,
And I’m tired of bein’ hired and fired the same day.
But fuck it, if you know the rules to the game play,
Cause when we die, we know we all going the same way.

Eminem, “Rock Bottom,” Slim Shady LP, 1999

I scored 1.1 on my SAT,
And still push a whip with a right and left AC.

Redman, “Blackout,” from Method Man and Redman’s Blackout!, 1999

Yo, it’s 1 universal law but 2 sides to every story,
3 strikes and you be in for life, mandatory.
4 MC’s murdered in the last 4 years,
I ain’t tryin to be the 5th one, the Millennium is here.
Yo, it’s 6 million ways to die, from the 7 deadly thrills,
8-year olds gettin’ found with 9 mill’s.
It’s 10 P.M., where your seeds at? What’s the deal?

Mos Def, “Mathematics,” from Black on Both Sides, 1999

The route to all evil…daily I chase it.
Blow it on weed and drink, and hustle to replace it.

Eight Ball, “Where Ya From,” from Mobb Deep’s Murda Muzik, 1999

Slim Shady: Hotter then a set of twin babies
In a Mercedes Benz, with the windows up
When the temp goes up to the mid 80’s.

Eminem, “Forgot About Dre,” The Chronic 2001, 1999

Stop raising your voice at me,
Stop messing around with my sanity,
Got me in a bubble, I can barely breathe…

Truth Enola, “Voicetress,” 12", 1999

Y’all niggas ain’t ILL…you’re ILLogical.

LL Cool J, “Ill Bomb,” from Big Kap & Funkmaster Flex’s The Tunnel, 1999

Keep bustin about where you rest, and what you own, and what you drive.
So the day some niggaz come for you, I’m really not surprised.

Xzibit, “Three Card Molly,” 40 Dayz & 40 Nightz, 1999

Truth had me up against the ropes
And semi-conscious without no boxing skills.

Pharoahe Monch, “The Truth,” Internal Affairs, 1999

In L.A. we buy houses, fuck apartments and lofts.

Defari, “Lowlands Anthem, Pt. 1,” Focused Daily, 1999

I have to be perfectly honest:
You should have an anniversary to acknowledge the way I work the ebonics.

Big Pun, “Where Ya At,” from D.I.T.C.’s D.I.T.C., 1999

It’s a cold world, better pack your own heat.

Redman, “Mi Casa,” Blackout!, 1999 

Only in America could you find a way to make a healthy buck,
And still keep your attitude on self-destruct.

MF Doom, “Rhymes Like Dimes,” Operation Doomsday, 1999

New York City gritty committee pity the fool that act shitty in the midst of the calm, the witty.

Pharaohe Monch, “Simon Says (Get the Fuck Up),” Internal Affairs, 1999

Hip-hop is universal now, it’s all commercial now.
It’s like a circle full of circus clowns up in the circuit now.

Eminem, “If I Get Locked Up,” from Funkmaster Flex and Big Kap’s The Tunnel, 1999

Starstruck with one buck, your girl look like Donald Duck.

Dr. Dooom, “You Live at Home with Your Mom,” First Come First Served, 1999

I get imaginative with a mouth full of adjectives,
A brain full of adverbs, and a box full of laxatives,
Shittin’ on rappers, causin’ hospital accidents.

Eminem, “Still Don’t Give a Fuck,” The Slim Shady LP, 1999

The sunset looks beautiful over the projects…
What a shame, it ain’t the same where we stand at.
If you look close, you can see the bricks chipped off.
Sometimes niggas miss when they lick off.

Prodigy, “Streets Raised Me,” Murda Muzik, 1999

Bullets ain’t racial, kid…they only hate you.

Kool G. Rap, “The Realest,” from Mobb Deep’s Murda Muzik, 1999

I seen her on the ave, spotted her more than once.
Ass so fat that you could see it from the front…

Mos Def, “Ms. Fat Booty,” Black on Both Sides, 1999

DMX • “Innocent Man” • 2006

You say I’m rehabilitated but I still can’t vote
You say I paid my debt but I still can’t vote
Gotta pay taxes but I still can’t vote
Come on dawg, y’all stay trying to keep a nigga broke.

DMX, “Innocent Man,” from Mark Morrison’s Innocent Man, 2006

Pharoahe Monch • “The Truth” • 1999

Truth brings light, light refracts off the mirror,
Visions of yourself and error could never be clearer.
The truth is that you ugly…
Not on the outside, but in the inside.
On the outside, you frontin’ you lovely.

– Pharoahe Monch, “The Truth,” Internal Affairs, 1999

Y’all niggaz ain’t rapping the same,
Fuck the flow, y’all jacking our slang,
I seen the same shit happen to Kane,
Three cuts in your eyebrow trying to wild out.
The game is ours, will never foul out,
Y’all just better hope we gracefully bow out.

Jay-Z, “Do It Again (Put Ya Hands Up),” Vol. 2…The Life and Times of S. Carter, 1999. More from Jay…

Now who in the world do you want to fight?
It’s against the system, we should unite.
Homophobics ain’t alright;
If you learn to love, then you might love life.

Ad Rock, “Alive,” Beastie Boys Anthology: The Sounds of Science, 1999

Microphone checka, swingin’ sword lecture,
Closin’ down the sector, supreme neck protector.
Better warn ‘em kid…Mr. Meth’s a boiling pot
About to blow his lid from the pressure.

Method Man, “Da Rockwilder,” from Method Man & Redman’s Blackout!, 1999. More from Mef… (via 90shiphopraprnb)

I used to want a Beemer, I used to want a Benz.
One thing that I never wanted was fake friends in the end.

Buckshot, “Duress,” from Black Moon’s War Zone, 1999. More from Buckshot Shorty…