They get uncomfortable talking about celebrities in general
Trust fund babies are incredibly discerning about the most insignificant of things. They can tell the difference between prosecco and champagne, they know how to properly eat caviar, and most of all, they know when someone's pretending to be rich. They might not call you out on it because trust fund babies are largely repressed and find pettier ways to snub you, but they can absolutely tell when you're name dropping like a douchebag and trying to impress them. They honestly don't care because they honestly don't think much of you, but you will inevitably cross the line when you make a snarky, judgmental comment about a celeb that they're buddied up to. Maybe they're not the best of friends, but they're pretty much thinking, "Who do you think you are? You weren't at 1OAK at the same time as Scott Disick once while he was on a bender, you don't even know him like I do!"
Obviously, this does not apply to being on a date with Derek Blasberg.
[Photo via @derekblasberg]