Stoneybrook, Connecticut, may have been an idyllic town where The Baby-Sitter’s Club giggled about boys, doodled horses, and played hopscotch with kids, but Ann M. Martin’s wholesome characters sometimes found themselves in some tricky situations. The series would go on to have spin-offs like The California Diaries that dealt with more mature themes head-on and without tidy resolutions, but there was nothing quite like the original series, that handled such issues with kid gloves and high-minded morals.
Here’s a list of the best moments where the PG-rated sitters verged into some PG-13 (-ish) territory. Mallory fans: you may need to sit this one out. Keep reading »