Vinaya Loopholes?

Did the Buddha ever say anything about monastics finding "loopholes" in the rules? A loophole would be something like: Showering when bathing is not allowed or living in a building when the opposite sex lives in the building also but as long as the monastic is outside the building for a certain period of time every day the monastic can not be said to be living there. Also what are some of these possible loopholes?