Back in the day he didn't used to go easy on anyone. Think of the first Lily Rader or Carolina Sweet especially, she fucking covered a couch and wall.
Then around the time of introducing someone like Allie Addison, and in some part Natalia Queen the first one, it became apparent some were only willing to work with him if they got easy mode. Barely gagging, no rimming, etc. Their choice of course, but I always felt it devalued the brand and concept.
Since then you don't know if a new scene is a proper Dickdrainers scene, which is disappointing. Alicia Williams did anal, but he fucked her like she was made of porcelain.
Of newer more mainstream ones he doesn't go easy on, I'd say the Liz Jordan anal one is a good one.