Playboy model Kylie looks like 90's-era Mariah Carey, rocks a slingshot like crazy, and gets 16 pies and 3 slimes while still smiling. Cool Whip! Pudding! Marshmallow! Flying pies! Shaving cream! Yeah, you Need this.
Well, the answer to the last question supersedes the others: They wouldn't.
And so my options basically come down to: 1) Reduce my model pool significantly so I can shoot topless/nude scenes, like 98% of the producers on here, or 2) Use what are (IMHO) some of the hottest models out there, in more PG & PG-13 scenes, which is basically now unique among current producers.
Of course I blur the lines occasionally. Will some models wear tiny outfits providing they use double-sided tape, and I censor out the slips? Yes. Do others, like Kylie, have no issue with slips? Sure. But I still keep all the edits and pics PG-13, even if there is an occasional foray beyond that in the RAW clips.
Kylie's actually the unique exception as she DOES nude work regularly. We even shot a scene that explicitly comments on exactly what you said, and also pushes the envelope a bit more. That one's coming... eventually... I can't tell you exactly when, but it'll be worth the wait.
I think you need to remake this scene but put the pies into the slingshot and use it to fire them at Kylie. Oh, and since you'll be using her slingshot, Kylie will have to be naked.