"Lil-won" is a term used for someone who is down, or affiliated with a click or group, but who is young in age or in senority.

the coolest ooberest spiffiest person in the fucking world u fuckers and no one else is hahahahahahahaha

One easily shoved into a trashcan.

Another way of saying someone is a pussy ass bitch

Street hookers use this term to describe a blow job. 'Little' meaning a smaller amount of money than a lay and also less time. It is also less distasteful as they can get what they want (the drugs) quicker, what with no undressing etc. Also easier to do in a vehicle.