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Don't be so desperate to find fun, offbeat, or memorable questions that you overthink it and come off as creepy. I've seen it happen...let the normal, safe conversation take you somewhere fun; you don't have to make the initial question fun.
For me, a normal conversation about dining halls with my sister (then rusher) turned into a conversation about a love of ketchup...we still joke about that conversation. It's great if you get into fun offbeat tangents. Just don't ask, "OMG! Do you like ketchup?" You'll be forever known as ketchup girl.
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I prefer to think of it as people caring loudly at me.
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