What I've learned from dudes getting out of jail is
First thing any dude getting out of jail wants is real food. Get him 20 chicken wings and a double cheeseburger, chilli cheese fries with a supersized milkshake.
Then some alcohol.
If you got broads on deck like that. Have one assigned to "welcome him home" or have a little gathering for him. Strip clubs,bars, and night clubs are dangerous cause locked nikkas need time to adjust to real world settings plus he needs to home in case his P.O. drops by.