Admittedly, it's possible to rock a pair of grown-up Mary Janes. But only if you have a penchant for dressing like a pin-up girl or wearing sexy Halloween get-ups. Otherwise, moms who wear Mary Janes -- shoes with a rounded toe, low heel and buckle strap across the top of the foot -- risk falling into the "socks with sandals" category (trust us, we've done it, and it's hard to live down).
Mary Janes are cute on kids -- and tweens sometimes prefer this shoe style, if only for the irony of its schoolgirl vibe. But this is one shoe that doesn't bridge the mom/tween divide. Instead, steer your tootsies toward trendy flats or sophisticated kitten heels.