Rewind·Posted on May 6, 2015The "Cruel Intentions" Cast, Then And NowSixteen years is a long time.by Dorsey ShawBuzzFeed StaffLinkFacebookPinterestTwitterMail Ryan Phillippe/ Sebastian Valmont Columbia Pictures / Frederick M. Brown / Getty Images Columbia Pictures / Frederick M. Brown / Getty Images ← Slide → Columbia Pictures / Frederick M. Brown / Getty Images Swoosie Kurtz/ Dr. Greenbaum Sarah Michelle Gellar / Kathryn Merteuil Selma Blair / Cecile Caldwell Tara Reid / Marci Greenbaum Sean Patrick Thomas / Ronald Clifford Joshua Jackson Eric Mabius / Greg McConnell Christine Baranski / Bunny Caldwell Louise Fletcher / Helen Rosemond Reese Witherspoon / Annette Hargrove Columbia Pictures / Kevin Winter / Getty Images Columbia Pictures / Kevin Winter / Getty Images ← Slide → Columbia Pictures / Kevin Winter / Getty Images