in my opinion an ass-monkey has not one but two definitions;
1.someone that follows someone else around and won't leave them alone.
2.a type of flea that hangs around in your arse hair.
" i have to go and feed the ass-monkeys that live in my arse with the dried shit that is incrusted in my arse pubes.""
An awkward neighbor or boyfriend/girlfriend in your dorm who invites himself/herself to meals, parties, and other social events. Ass monkeys attach themselves to specific groups or individuals by seeing that other individuals are able to invite themselves to events but still be welcomed companions.
Sketchball A: We need to go out the side door. If we don't your ass monkey will come with us to dinner.
Sketchball B: Tru that 'ho. I don't want my ass monkey fucking up my Pimp Committee.
Mutual Friend of Sketchballs A and B: I swear Sketchball B. If your ass monkey comes to one more meal with us I'm going to jump off a bridge.
Pajama casual is a term used when working from home and preparing for a video conference. All business above the waist and your pajama pants down below.