Artist Thumbnail
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
1
thumbnail
Creme's Interlude (feat. Creme) E
Pink Siifu
2
thumbnail
My N*gga (feat. Big Kahuna Og) E
Fly Anakin
3
thumbnail
Tha Divide (feat. Zelooperz, MAVI & Koncept Jack$on) E
Pink Siifu
4
thumbnail
The Times E
Fly Anakin
5
thumbnail
When Thugs Cry E
Fly Anakin, Koncept Jack$on, & Foisey

Albums

See All
thumbnail

Forever Dream

2025
thumbnail

Frank

2022
thumbnail

The 8's (2014-2018)

2020
thumbnail

&Friends2

2024
thumbnail

Pixote

2021
thumbnail

360 SANTANA

2020
thumbnail

Skinemaxxx (Side B)

2023
thumbnail

$mokebreak

2021
thumbnail

Skinemaxxx (Side A)

2023
thumbnail

FlySiifu's

2020

Singles & EPs

See All
thumbnail

The Times

Single • 2025
thumbnail

Stop Tryna Hack My Facebook

EP • 2023
thumbnail

Black Be The Source

EP • 2022
thumbnail

YOUGOTME!!

Single • 2024
thumbnail

Outsidigan's Anthem

Single • 2023
thumbnail

No Dough

Single • 2022
thumbnail

Intrepid

Single • 2023
thumbnail

Blicky Bop

Single • 2023
thumbnail

Suppression

Single • 2023
thumbnail

mirrors_episode.2

EP • 2022

Videos

See All
thumbnail

Fly Anakin - Affirmations Feat. Pink Siifu (Official Video)

Fly Anakin • 153K views
thumbnail

Outsidigan's Anthem (Official Video)

Fly Anakin • 26K views
thumbnail

Black Be The Source (feat. Pink Siifu & Billz Egypt) (Officia...

Fly Anakin • 145K views
thumbnail

No Dough (Prod. by Madlib) (Official Video)

Fly Anakin • 215K views

Featured on

thumbnail

Left-Field Hip Hop

Playlist • YouTube Music