Term used to describe how quick one is on something. Much like the term stink on shit or white on rice. Whalen on a penny refers to the cheapness of a Dick Smith named Jeff. If one were to let a penny fall from their hands it would never hit the ground in the presence of Jeff.
Boss: Hey Peter are you going to have those TPS reports for me by lunch?
Peter: Chill out Lumberg! I am on it like Whalen on a penny.
To fuck a woman so hard that it doesn't become sex anymore. It is now the act of whaling on her, dominating her. It is emphasized best when it is pronounced "Hawaled on." Typically slampieces are whaled on the hardest and the most often.