Lil Wayne Going To Jail: This morning, Lil Wayne appeared in court in New York City to plead guilty to a weapons possession charge stemming from a 2007 arrest following his first-ever headlining concert in Manhattan. As a result, Weezy will be sentenced to a ... Lil Wayne going to jail, lil wayne, lil wayne jail 2009, lil wayne going to jail 2009, lil wayne arrested 2009, lil wayne arrested.