You're using a pre-update savegame I assume? Slave auction introducion won't work on those as important variables are set during the first page of the game and old saves will start at a different page. I'll think of a way to fix it soon, probably add a cheatcode that will set the variables.
Kylie only appears when you get the 9 inch penis at the plastic surgeon. If you already had it, there's no way to meet her except get a reduction followed by an enlargement.