You gotta face the base of the plug up and down, inside the cheeks, rather than sideways across them. Pushing on the plug while it's in her ass was great, I also recommend pushing it in as deep as it will go, and then slapping it good and hard over and over, while you call her a SLUT!
At 2:36 he puts two fingers in her pussy, with her asshole still in plain sight, then at 3:00 he puts one finger in her asshole. I hope you aren't a detective.