Hip hop was a revolution in the 80s and a growing part of American culture in the 90s. By the 2000s, it seemed that everyone was listening to and embracing the genre at a mass scale. Hip hop artist cameos by then could play off the enormity of fame and exposure these artists were receiving through MTV, radio play, news-making, and brand endorsements rather than a best-kept secret.

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Further, directors and film studios were becoming more and more aware that these MCs weren’t just powerful entertainers capable of controlling a room of thousands, their presence and versatility on things from love to diss songs to actual music videos or skits meant they likely had to exercise some real acting chops. FromDMXtoRedman & Method MantoLudacris, the 2000s were full ofrappers taking a stab at acting.

Proof in8 Mile

Eminem’sautobiographical starring vehicle8 Milehas become a classic for its visceral realism and how it captured the MC at the peak of his powers. Though few realized it since Em fit and integrated so much of his personal experience into the role, the film is actually based on the early life of his childhood friend, eventual hypeman, and D12 bandmateProof.

A fixture of the Detroit hip hop scene, Proof overcame his stage fright in the battle rap underground giving his appearance added significance. In the film playing Lil’ Tic, he doesn’t so much battle B Rabbit (Eminem) as he does destroy him with the out-of-place headphone-adorning rapper barely able to muster a sound. Amid Rabbit’s harrowing series of verses at the end of the film, Proof’s approving smile gives Rabbit’s arc a full-circle moment. It’s as if Proof is seeing himself overcome the struggle of winning over the room.

proof in 8 mile rap battle with eminem and crowd

Snoop Dogg inTraining Day

Following a string of South Central-set gangster films that defined L.A. cinema in the 90s,Training Dayflipped the genre on its head entering the 2000s. PlacingDenzel Washingtonas a crooked cop in the sunbaked ghettos of Los Angeles, the film seemed to mirror the transformation that G Funk took into the new millennium with albums likeDr. Dre’s2001; it was more modern, harsher, and the values had shifted.

This ultimately made the appearances of not only “Still D.R.E.” as theme music, but both Dr. Dre andSnoop Doggin minor parts more significant. Snoop Dogg playing Wheelchair Jimmy makes the most out of his brief appearance in the film: bad-mouthing Officer Hoyt (Ethan Hawke), being chased into a Vietnamese business, undergoing an interrogation via ballpoint pen, and finally giving the whereabouts of Sandman (Scott Glenn). Aside from giving the film an added slice of West Coast authenticity, it’s a pretty great performance from the Long Beach icon.

snoop dogg in training day with denzel washington pen in mouth

RZA inAmerican Gangster

Ridley Scott’s 70s gangster epic is part blaxploitation flick part police procedural based on the tête-à-tête between heroin smuggler Frank Lucas (Denzel Washington) and detective Richie Roberts (Russell Crowe). The film’s testosterone-filled ensemble cast features cameos from a number of rappers includingCommonandT.I.as Lucas’ family members in a bid to appeal to younger audiences with aJay-Zalbum inspired by the film to boot.

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Wu-Tang Clan mastermindRZAis cast here against type as narcotics cop Moses Jones. With the film’s 70s-obsessed subject, the RZA feels right at home playingThelonious Monkon piano and amerced in a shootout. RZA and Crowe would later foster a close friendship with the former casting the latter in his directorial debutThe Man With the Iron Fists.

Stream it on Peacock

rza in american gangster at desk with John Hawkes

Fat Joe inScary Movie 3

The third installment in theScary Moviefranchise was the first to scrap the involvement of its original brain trust inthe Wayans Brothersand with the film’s cookie-cutter spoofing of the 2000s rap scene, it ain’t hard to tell. Made byDavid Zuckerwho cut his teeth withthe pioneering parody films of the 80slikeAirplane!,The Naked Gun, andTop Secret!,Scary Movie 3follows a similar template which ismore juvenilethan the gross-out nature of the first two films.

Parodying8 Mile, the film pairsSimon Rex, better known at the time as Dirt Nasty against a particularly intimidatingFat Joein a parody of the iconic rap battle. The Terror Squad MC was still part of the cultural discourse at the moment and presents a terrifying scenario for the lesser-known rapper who goes by the name of George. Even more bizarre, comes the climactic shootout confrontation starring members of Wu-Tang andMacy Graywho eliminate themselves before they can help the FBI. Somehow, the subsequent films in the series are even more tone-deaf.

fat-joe-scary-movie-3

Stream it on Starz

Eminem inFunny People

A mid-life drama about comedians,Funny Peoplecame off the heels ofa massive run of successfulJudd Apatowfilmsthat many anticipated to be a masterwork. With a widely-maligned 146-minute runtime and a rare box office miss, it was strangely a disappointment while the power producer was still at his apex. ButFunny Peoplestill carried profound outlooks on celebrity, career decisions, and how these two things affect relationships.

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Eminem’s cameo as an acquaintance ofAdam Sandler’swandering retired comedian George Simmons is played straight for maximum laughs and the audience’s awareness of his famous temper and volatility. Though, looking at the rapper’s singles, about half carry a penchant for the cartoonish and edgy hilarity customary of a comedian’s routine. It plays into the film’s thematic elements as the uber-famous Eminem goes on a diatribe on the consequences of notoriety before having a tantrum on an obliviousRay Romano.

Stream it on Hulu

eminem in funny people with adam sandler angry

Ice-T inLeprechaun in the Hood

While theLeprechaunseries began as a horror films, by the time its fifth rolled around it had been relegated to direct-to-video and incorporated more absurdly comedic elements. …In the Hoodtakes Lubdan (Warwick Davis) to South Central and places him at the center of the record industry, hitting bongs and even taking the mic for a song, “Lep in the Hood Come To Do No Good.”

A guilty pleasure, the film features gangster rap pioneerIce-Tas Mack Daddy O’Nasses who plays it as seriously as ever. A record producer whose finding of a magic gold flute puts the film’s events in motion and whose torso is later exploded by the Leprechaun’s magic, it was a strange casting decision since Ice-T had already held a fairly lucrative film career withNew Jack City,Ricochet, and theChris Rockhip hop satireCB4.

Kanye West inThe Love Guru

It’s a testament to how much powerMike Myersheld in the 2000s following a no-miss string of films that he was able to getThe Love Gurumade since the film is considered so problematic through a contemporary lens. Just look at the list of cameos he pulled to make his culturally appropriating screwball comedy:Stephen Colbert,Jessica Simpson,Daniel Tosh,Samantha Bee,Mariska Hargitay,Val Kilmer?Ben Kingsley?!

Kanye Westwho was between the releases of two blockbuster records inGraduationand808sandHeartbreakmakes an appearance as a silent walk-on at a Maple Leafs game alongside Mike Myers playing himself with both of them caught on a celebrity spotter jumbotron in jerseys and all. The cameo, like the rest of the film, doesn’t make much sense or hold much weight aside from the fact that the last prominent appearance of the two resulted in West’s rant againstGeorge W. Bushbeing cut toChris Tuckerat a Hurricane Katrina telethon to Myers’ visible discomfort. One can only assume that he owed him a favor.

Stream it on Showtime

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