I Totally Meant to Do That

Jane Borden is a hybrid too horrifying to exist: a hipster-debutante. She was reared in a propert Southern home in Greensboro, North Carolina, sent to boarding school in Virginia, and then went on to join a sorority in Chapel Hill. She next moved to New York and discovered that none of this grooming meant a lick to anyone. In fact, she hid her upbringing for many years—it was easier than explaining what a debutante "does" (the short answer: not much).

Anyone who has moved away from home or l...