To spend any amount of time at Rikers is certainly not a trivial thing, and Wayne admits that much when discussing this chapter of his life in his 2016 memoir “Gone ‘Til November: A Journal of Rikers Island.” However, as NPR reports, he was able to generally keep to himself and avoid the hazards of life in prison. Details of his experience, according to Page Six, include “officiating” a marriage between two inmates, being visited by peers including Kanye West and Drake, and doing his best to compose new work.
That’s not to say he was unaffected by the prison experience itself, as he expresses how demoralizing and uncomfortable the atmosphere was, elaborating in his book that he witnessed “a lot of spirits get broken” by their incarceration (via The Undefeated). Meanwhile, during one visit, Drake admitted he slept with Wayne’s girlfriend. The two rappers remained friends afterward, but objectively Wayne was still hurt by the revelation (via Vibe). In 2021 Wayne once again faced imprisonment for illegal possession of a firearm, when in January he instead found himself among the federally-charged individuals pardoned by then-President Donald Trump (via BBC).