If I knew I was going to jail I would have fucked my attorney

from Lil Wayne – Nightmares of the Bottom Lyrics on Rap Genius

Meaning

In hind-sight, Wayne would have given into temptation instead of fighting them in order to get a different result in court.

In jail, it is nearly impossible to have sex with a woman. His attorney was the last woman he was able to see. Therefore, he could have got his rocks off one last time before lockup

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