Some one who is into hip hop/rap...
 

Give me 10-20 good "old skool" songs/hits that i can cruise around in....i don't care if its 2pac, Biggie, Busta Rhymes, Kool Moe Dee, KRS-1, Jay-Z, maybe some Doug E. Fresh or anything...HITS i repeat and that you would listen to

Dre/Snoop
Nuthin But a G Thang
Bitches Aint Shit
Gin n Juice
Let Me Ride

Ice Cube - Today was a Good Day

Afrika Bambaataa & the Soulsonic Force - Lookin for the Perfect Beat

Kurtis Blow - The Message

Public Enemy - Fight the Power

Warren G & Nate Dogg - Regulate

Pac - California Love

Biggie - Going Back to Cali

Jay-Z - FaceOff

Nas - Hate Me Now

...should I continue?

Dre and Ice Cube - Natural Born Killaz
2Pac ft KC & Jo Jo - How do you want it?
Dre - Fuck wit Dre Day

Continue D-Dub...please..

Dre:
The Watcher
Still D.R.E.
What's The Difference
The Next Episode
Basically all songs from The Chronic

Jay-Z:
Renegade

B.I.G.:
Dangerous MC's
Who Shot Ya
Going Back To Cali
Notorious Thugs
Hypnotize
Mo Money Mo Problems
I guess Big Poppa too if you like it

Public Enemy:
Most of their songs really but some specifics
Burn Hollywood Burn
Bring The Noise
Rebel Without A Pause

Tupac:
2 Of Amerikaz Most Wanted
Hail Mary
Hit Em' Up
California Love

Some pretty basic "hits" there.

Sugarhill Gang: Rappers Delight :D

DONT BELIEVE THE HYPE

2Pac -
Ambitionz Az a Ridah
God Bless The Dead
Temptations
Hit 'Em Up
basically any Tupac song, actually

Snoop Dogg -
What's My Name?
Gin and Juice
Murder Was The Case

Public Enemy -
Anti-Nigger Machine
Welcome To The Terrordome
Brothers Gonna Work It Out

Busta Rhymes -
Put Your Hands Where My Eyes Can See

There are really alot of choices for this category.

E40- Sprinkle Me
Paperboy- Ditty
8-ball- Don't Flex and Stop playing game
Dr. Dre - Been There Done That
Drama-Left Right Left
Black Rob- Whoa!
Master P- Hooty Hoo
Tru - Freak Hoes
Project Pat - talk to me now
Three 6 Mafia - Late Night tip
Three Six Mafia - Tear Da Club up
Trick Daddy & Trina- Nann Nigga

Public Enemy- Can't Truss It
Nas- Nas Is Like
Snoop Dogg- Doggy Dogg World
Eazy E- Real Mutherfuckin' G's
Tupac- I Get Around
Dr. Dre/Snoop- Fuck Wit Dre Day (And Everybody's Celebratin')
Slick Rick ft. Outkast- Street Talkin'
Warren G ft. Nate Dogg- Regulators
Tupac- Keep Ya Head Up
Bone-Thugs-N-Harmony- Tha Crossroads
Gang Starr- Mass Appeal
Gang Starr- You Know My Steez
A Tribe Called Quest- Check the Rhime

Hope that helps

A Tribe Called Quest - Rock, Rock Y'all

Doesn't really sound like any of these other songs, but it's a great song nonetheless.

I'd call hardly any of these "good", and none of them are "old skool"

The best cruisin rap song ever is "Warm It Up Kane" by Big Daddy Kane.

wu tang
- triumph
- bring da ruckus
- wu tang clan aint nuthin to fuck wit

I'd recommend picking up "Fear of a Black Planet" by Public Enemy. It's excellent. Apocalypse '91 is also a must have.

LL Cool J--
Mamma said knock you out.
Going back to Cali

2 Live Crew--
Me so horny

Tone Loc--
Funky Cold Medina
Wild Thing

Run DMC--
Tricky
Walk this way

The Luniz--5 on it!