A "whipkey" is a person who is extremely great and you'll never meet anyone who does it like them. it's commonly used as a last name. the girls in the family have big boobs. some are either super short, or super tall. you'll never get like them.
dude: "yo, duuuude, is that... that whipkey girl?"
dude #2: "fuuuuck yeah, dude, she's fine as shit!"