You've likely kept secrets from your family before. You'd expect them to support you no matter what, but some family members just cause you to shut down.
Part of being a good friend to someone involves making sure he or she doesn't end up dating the wrong people, whether they be creeps, weirdos or criminals.
Rich people live in a different world—and when they come down to interact with us mortals, it can range from utterly hilarious to absolutely infuriating.