Used to illustrate a former timeof life when badly poor. Weighing Grams refers to low level cocaine dealers who sell low quantities, thus, being 'poor'.
I remember back when Sheila was just a ho. Back then, she used to hang out with me when I Weighed Grams. Now, a cut has to hit double platinum before she rides.
To Weigh Anchor in Poo Bay is another term to describe the plundering of an anus (male and or female) by some one who thinks they are a modern day Black Beard.
This works best, whilst wearing a pirate hat, or for the more extreme/adventurous "Weighing Anchor in Poo Bay" whilst having a parakeet on ones shoulder, which can end up in a very sticky situation...
Mac: I totally "Weighed Anchor in Poo Bay" last night! She loved it!
Ross: Sick! Did you try it with Becky's Parrot on your shoulder!?
Mac: Hells yea! she got abit pissed about the parrot shitting on her back though...