Ass-obsessed filmmaker John "Buttman" Stagliano trains starlets at his home studio, employing crazy toys and dirty imagination to help them reach their orgasmic potential. "Buttman's Jerkoff File 2" compiles five of the innovative director's nastiest tutoring sessions. Longhaired Casey Calvert spreads her shaved slit and big, prominent clit for an extreme close-up. Smiling Casey plays with a big anal toy and tastes it ass-to-mouth. She clamps clothespins to her labia. A speculum in her gaping asshole shows her innards! Sassy, big-assed MILF Cherie DeVille stuffs her pliable bunghole with toys, gelatinous lube and a huge massager. Suction devices make her rectum prolapse! Adorable Angell Summers' thick, jiggling ass is packed into tight spandex. Buttman's special measuring tool ? his nose ? assesses the depth of her fragrant crack as she squats and smothers him. Angell practices her blowjob technique on wall-mounted dildos and teases Buttman with her pretty, bare feet. Kinky Ashley Fires uses various anal tools to make her sphincter gape, and she sucks her meaty pussy into a glass vacuum pump. When her ass spews enema-injected whipped cream, Ashley licks it up! Slender, all-natural Sheena Shaw's spandex shows off her exquisite glutes. This kinky lady loves masochistic play. A vacuum suction device tweaks her button-like nipples. Sheena takes big toys, including the director's enormous rubber gnome, up her tight, muscular bum. A huge vibrator brings her to anal climax.