Buy from Annie at night, I think.
I wore the Mega Slut top with Raven's normal pants to trigger the Lazarus even
The "Jersey *something*" outfit, it's a skimpy silver mini-dress, just a top item, no bottom, triggers an event in Ashton.
Catgirl ears, top, bottom, feet; are all needed to trigger ANOTHER Ashton event, but it's a beast event, so visit the Pagan Temple in the mountains first.
Tentacle Monster: I had to beat the game, then use the cheat book.