Stanisland Magazine

If you can’t tell a tale in the rap game, then who are you? We rank the five best narratives in its history

Last updated: 5th August 2025

Hip-hop’s lifeblood lies in its many facets, but above all, storytelling is a core part of its appeal. Being able to recount fictional and literal narratives should be a strength all rappers aspire to. One who can achieve such a skill is likely placed within the top segment of true artistry.

The history and dynamism of the genre are showcased by an exhibition of stories that perfectly encapsulate experiences and hypotheticals. Whether fictional, inspired by real events, or true stories, they hit hard.

So in light of this, we compiled five of the best based on their descriptive execution and vision, all noted for their wordplay and impact.

Our rankings may hold a couple of surprises, not because we’re trying to be edgy or different, but because times change, and so do styles.

Honorary Mention: Kool G Rap & DJ Polo – On The Run

His infectious flow and written word is often underrated, in many cases, neglected. In this much loved track, both he and Polo provide fans with an incredible run of form.

G Rap has adapted his flow over the years and remains a stellar lyricist. Considering when it was released, his technical ability on this song was way ahead of its time. On The Run is a masterclass in storytelling, detailing the troubles one can encounter while working for the mob. We highly recommend the remix of this tune.

5. Eminem – My Fault

You were expecting Stan? That’s fair, but have you heard My Fault?

Using his wit alongside a twisted tale of a drug trip gone wrong, this is one of the few times Eminem mastered the storytelling arc. To a great extent, Slim Shady’s rise and fall has been remarkable and his early back catalogue has stood the test of time.

A slick and relevant production by Bass Brothers accentuates both the flow and slick delivery Marshall Mathers is known for. A melodious flow, supported by a meticulous screenplay, is prolific from start to finish, with its crescendo being rather macabre.

4. The Notorious B.I.G. – I Got a Story To Tell

Surely, there is no surprise here. I Got a Story to Tell is a quintessential storytelling record in hip-hop. Told in a casual yet humorous way, it combines descriptive language that persuades the listener to hang on.

“It came to me like a song I wrote/ Told the b**ch, “Gimme your scarf, pillowcase and rope”/ Got dressed quick, tied the scarf around my face/ Roped the b**ch up, gagged her mouth with the pillowcase”

Supported by an acoustic composition, it allows the audience to remain engaged without feeling anxious or overwhelmed by the unfolding scenario. The outcome is unexpected, but not surprising given Biggie’s knack for narrative.

3. 2Pac – Wonda Why They Call You B**ch

There is no doubt that Brenda’s Got A Baby is an incredible feat of storytelling, but it certainly does not match up to one of the best tracks from All Eyez On Me.

Against a bassy backdrop of signature West Coast vibes, Shakur tells the tale of a woman who is harshly treated in her hopes of seeking a better life. It touches on themes of misogyny and disorder in relationships, driven by a need for validation. Pac’s execution and vocal timbre elevate his storytelling to a whole new level, and cuts through the listener’s cognitive understanding in a visceral way.

2. Outkast – Da Art of Storytellin’ (Part 1)

Known for its emotionally charged and matter of fact script, complemented by a musically enigmatic aesthetic, both André 3000 and Big Boi make us hit the deck in this explosively aural and retrospectively poignant tale of the harsh realities of life.

It follows the story of a woman whose life choices ultimately end in tragedy. The tonal performance is ethereal, offering a fly-on-the-wall perspective.

The manner in which the two rappers deliver each line is intentional; there are no throwaway verses. Nothing is written without purpose:

“From College Park and Fayette all the way down to Decatur/ Like Jada, her wig was sharp and sporty — that was shawty/ Safe as a snake on eggsin a Bimmer 840/ It’s foggy, I went to the crib to call her but she lost me”

1. Nas – Small World

Nas is lauded as one of the greatest storytellers, if not the best, so it’s no surprise we picked him for the top spot.

Small World is a descriptive and skilfully executed work of art, yet it is often overlooked. This is hard to believe, as its cinematically crafted narrative, set against a film-like score, makes for exceptional listening.

Rewind is a great track don’t get me wrong, but this ballad, taken from his I Am… album should be studied.

The opening sets the tone for the song, the protagonist’s demeanour, and conduct:

“Carolyn from Maryland, she Lady H*roin/ She elegant, her apparel in the M-Class caravan/ Keys of dope/ lovin’ cats to skeet in her throat/ She f**k killers in her condo, her Benz and her boat”

Produced by Nashiem Myrick and Carlos Broady, its gritty appeal generates a vivid perception of the underworld, disguised by smoke and mirrors.

Detailing how the drug industry operates, it focuses on the close-knit community of drug dealers. Nas’ description of the happenings within this realm makes a double-cross seem just not worth the risk.