15. Life Goes On (1996)

“Bury me smilin’, with G’s in my pocket / Have a party at my funeral, let every rapper rock it” 

Trademark 2Pac, this song has him reflecting on life and death of others as well as his own. Typical subject matter for 2Pac, but emotional and powerful nonetheless.

14. Holler If Ya Hear Me (1993)

“Learn to survive in the nine-tre‘ / I make rhyme pay, others make crime pay / Whatever it takes to live and stand / Cause nobody else’ll give a damn / So we live like caged beasts / Waitin for the day to let the rage free / Still me, till they kill me / I love it when they fear me…” 

The first single from his second studio album, Strictly 4 My N.I.G.G.A.Z. Not only because of the Rebel Without A Pause sample, this track almost sounds like a Public Enemy song – it’s a call to resistance and addresses topics like black poverty and police brutality.

13. I Wonder If Heaven Got A Ghetto (1997)

“And for the first time everybody let go / And the streets is death row, I wonder if heaven got a ghetto…” 

One of 2Pac’s many posthumous releases, this one came out in 1997, one year after his death. It is also one of Pac’s many songs in which he ponders his own death. It has some of the same lyrics Changes – another posthumously released banger – would use a year later. The more radio-friendly Changes could have (and maybe should have) been included in this top 15 as well, we picked this one, however.

12. Ambitionz As A Ridah (1996)

“So many battlefield scars while driven in plush cars / This life as a rap star is nothing without guard / Was born rough and rugged, addressing the mass public / My attitude was “f*** it”, cause motherf***ers love it” 

The opening track to 2Pac’s magnum opus All Eyez On Me. Dark, meaningful and with one of the best beats in history – one of the slept-on songs in 2Pac’s discography. The perfect opener to a classic album.

11. I Get Around (1993)

“Finger tips on the hips as I dip, gotta get a tight grip, don’t slip / Loose lips sink ships, it’s a trip / I love the way she licks her lips, see me jocking / Put a little twist in her hips cause I’m watching…” 

2Pac was not always angry, contemplative or heavy-handed. This is a perfect example of a party song done right. With help from his Digital Underground buddies Shock G and Money B, Pac shows us he ‘gets around’.

10. Hail Mary (1996)

“Penitentiaries is packed with promise-makers / Never realize the precious time that b*tch n****s is wasting / Institutionalized, I live my life a product made to crumble / But too hardened for a smile, we’re too crazy to be humble…” 

Another contemplation of his life, this track – featuring The Outlawz – was the last single to be released from The Don Killuminati: The 7 Day Theory Makaveli album.

9. Trapped (1991)

“They got me trapped / Can barely walk the city streets / Without a cop harassing me, searching me / Then asking my identity / Hands up, throw me up against the wall / Didn’t do a thing at all…” 

One of the singles of 2Pac’s first album 2Pacalypse Now. 2Pac addresses profiling by police and police brutality against young black males. Still relevant over 25 years later, unfortunately.

8. Old School (1995)

“Remember popping and locking to Kurtis Blow, the name belts / And Scott La Rock the Super Hoe back in Latin Quarters / When Slick Rick was spittin La Di Da Di / Gaming the hoochies at the neighborhood block parties” 

2Pac pays tribute to Hip Hop’s (and his own) New York roots. Referencing Hip Hop pioneers, block parties, breakdancing, and graffiti – 2Pac honors Hip Hop and all its elements. Gotta love it.

7. California Love (1995)

“Out on bail, fresh out of jail, California dreaming…”

2Pac’s comeback single after his release from prison in 1995. Also his first single release as a part of Death Row Records. This collaboration with Dr. Dre is one of his biggest hits, partly because of the Mad Max-like video. California Love always was a hate-it or love-it kind of song for a lot of people, but there is no denying the timelessness of this track. Throw it up ya’ll, throw it up, throw it up!

6. Brenda's Got A Baby (1991)

“I hear Brenda’s got a baby / But Brenda’s barely got a brain / A damn shame, the girl can hardly spell her name…”

A poignant social commentary on teen pregnancy, (domestic) abuse and lacking social structures in the ghetto. Brenda’s Got A Baby was 2Pac’s debut single and a perfect introduction of what he was capable of. Powerful stuff.

5. I Ain't Mad At Cha (1996)

“I can’t even lie, cause I ain’t laughin at cha / You trying hard to maintain, but go ahead / Cause I ain’t mad at cha…” 

The catchy piano laced background melody perfectly enhances Pac’s emotional lyrics on one of his biggest hits, the last one under the name 2Pac (before switching to the Makaveli moniker). Ironically, the song was the first one to be released after his death and has 2Pac taking a trip down memory lane and making peace with some people from his past. The accompanying video has 2Pac being shot dead after leaving a hotel and entering heaven, to be received by legends as Marvin Gaye, Bob Marley, and Jimi Hendrix. Prophetic indeed.

4. To Live And Die In L.A. (1996)

https://www.youtube.com/watch?v=Wz2wVLyTar4

“To live and die in L.A., where every day we try to fatten our pockets / Us n****s hustle for the cash so it’s hard to knock it / Everybody got they own thang, currency chasin’ / Worldwide through the hard times, worrying faces…” 

2Pac’s ode to Los Angeles. Great vibe.

3. So Many Tears (1995)

“Back in elementary, I thrived on misery / Left me alone I grew up amongst a dying breed / Inside my mind couldn’t find a place to rest / Until I got that Thug Life tatted on my chest…” 

Arguably one of 2Pac’s most emotional and depressing songs (and that’s saying something). Meaningful, haunting and deep, So Many Tears in an underrated classic.

2. Keep Ya Head Up (1993)

“You know it’s funny when it rains it pours / They got money for wars but can’t feed the poor” 

Being a central part of the gangsta rap culture, 2 Pac was no stranger to misogyny in his lyrics. He had another side too, however. This uplifting song is all about betterment for women. The interpolation of The Five Stairsteps’ brilliant “O-o-h Child” makes for a more than pleasing instrumental too.

1. Dear Mama (1995)

“There’s no way I can pay you back, but the plan / Is to show you that I understand / You are appreciated…” 

2Pac was able to switch from a violent thug to an intelligent, sensitive guy like no other. Dear Mama is a heartfelt tribute to his mother and one of Pac’s most celebrated and most famous songs.