Author Tristan Taormino has dished out advice to Howard Stern, Dr. Drew and the Playboy Advisor, but she finally meets her match when she approaches John "Buttman" Stagliano to produce the video of her bestselling book, "The Ultimate Guide to Anal Sex For Women". Buttman challenges Tristan to pop Ruby's anal cherry to earn his support, and she does - right in his office.

• '90s
• 2000 - 2021 AVN Award Winning Movies
• 2000 AVN Award Winners
• Anal
• AVN Awards
• AVN Top 500
• Awards
• Character
• Classic
• Couples
• Gangbang - M on F
• Group Sex
• Instructional (X-Rated)
• Instructional - For Women
• Orgy
• Popular with Women
• Teachers

• Ava Vincent
• Chandler Steele
• Chloe Nicole
• Inari Vachs
• Jasmin St. Claire
• Kyle Stone
• Nacho Vidal
• Nina Hartley
• Ruby Jewel
• Sydnee Steele
• Tony Tedeschi
• Tristan Taormino

• Evil Angel