Kim France And Her Big ButtJuly, 1993. Sassy had just turned five years old, and wouldn't make it much longer. (On the cover: "My brother's gay. Big whoop.") A young lass named Kim France—Oberlin '87, now the editor in chief of Lucky—had recently left the magazine. Christina Kelly was newly Jane Pratt's number two, doing the real running of the mag. And so Sassy—Christina, we assume—gave Kim a rude send-off in the form of a fake advice letter about her rump. (Recent sightings of Kim France from behind reveal that her butt has not been exceptionally large in some time.) Click to enlarge for the full-page of "Dear Boy," with questions (real and fake) answered by J Mascis.

Previously: How Christina Kelly Changed Jane Pratt's Life
'How Sassy Changed My Life' Book Party