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Fly Anakin
Raised on a steady diet of Ready To Die and Supreme Clientele, equipped with a penchant for dizzying internal rhyme, and damn near impossible to outrap, 27-year-old Richmond, VA artist Fly Anakin has established himself as one of the country’s most essential rappers dedicated to transmuting the rugged spirit of ‘90s New York and sending it spinning into the future. He is linchpin of Richmond’s rap community and the co-founder of the Richmond-based rap collective Mutant Academy. Since 2015, he has released over 25 projects, including many with his inner circle of rap friends, including Tuamie, Ohbliv, Big Kahuna OG, Koncept Jack$on, Henny L.O., and Birmingham hero Pink Siifu. In this span, Anakin has placed collaboration at the core of his artistic identity, and he’s honed his sharp, observational, and sometimes surreal manner and the bulletproof sneer with which he delivers it. All the while, he’s maintained a DIY ethos, recording an estimated 95% of his music at home. His wizardry has garnered extensive praise from Pitchfork, which wrote, “Fly Anakin is a marvel to behold, the kind of lightning-in-a-bottle technician who makes you drop what you’re doing to better absorb his enunciation, syllable placement, and superhuman breath control.” Fly Anakin has been rapping for nearly two decades and it shows—but his prime has only just begun.
Songs See All
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When Thugs Cry E
Fly Anakin, Koncept Jack$on, & Foisey
Albums See All
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Forever Dream 2025
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&Friends2 2024
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Skinemaxxx (Side B) 2023
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Skinemaxxx (Side A) 2023
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Frank 2022
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Pixote 2021
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$mokebreak 2021
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FlySiifu's 2020
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The 8's (2014-2018) 2020
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360 SANTANA 2020
Singles & EPs See All
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YOUGOTME!! Single • 2024
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Intrepid Single • 2023
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Suppression Single • 2023
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Stop Tryna Hack My Facebook EP • 2023
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Outsidigan's Anthem Single • 2023
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Blicky Bop Single • 2023
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mirrors_episode.2 EP • 2022
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Black Be The Source EP • 2022
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No Dough Single • 2022
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Ghost Single • 2021
Videos See All
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Corner Pocket The Alchemist, BbyMutha, Quelle Chris, and Fly Anakin • 14K views
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Fly Anakin - Affirmations Feat. Pink Siifu (Official Video) Fly Anakin • 154K views
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Intrepid (Official Video) Fly Anakin • 146K views
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Outsidigan's Anthem (Official Video) Fly Anakin • 27K views
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No Dough (Prod. by Madlib) (Official Video) Fly Anakin • 215K views
Featured on
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Left-Field Hip Hop Playlist • YouTube Music
Artist-made playlists
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Skinemaxxx Playlist • Fly Anakin • 1.5K views
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“Frank” Playlist • Fly Anakin • 874 views