'To milk the street' definitions:

Definition of 'To milk the street'

From: GCIDE

Milk \Milk\ (m[i^]lk), v. t. [imp. & p. p. Milked (m[i^]lkt); p. pr. & vb. n. Milking.] [1913 Webster]
1. To draw or press milk from the breasts or udder of, by the hand or mouth; to withdraw the milk of. "Milking the kine." --Gay. [1913 Webster]
I have given suck, and know How tender 't is to love the babe that milks me. --Shak. [1913 Webster]
2. To draw from the breasts or udder; to extract, as milk; as, to milk wholesome milk from healthy cows. [1913 Webster]
3. To draw anything from, as if by milking; to compel to yield profit or advantage; to plunder. --Tyndale. [1913 Webster]
They [the lawyers] milk an unfortunate estate as regularly as a dairyman does his stock. --London Spectator. [1913 Webster]
To milk the street, to squeeze the smaller operators in stocks and extract a profit from them, by alternately raising and depressing prices within a short range; -- said of the large dealers. [Cant]
To milk a telegram, to use for one's own advantage the contents of a telegram belonging to another person. [Cant] [1913 Webster]