Tatum O’Neal
Nude

If ever arose a case of divided erotic loyalties, it popped up during viewing of Little Darlings (1980). The conflicted alliance came in trying to pick a preferred winner when 18-year-old Tatum O’Neal and 18-year-old Kristy McNichol squared off as feuding summer camp teens competing to see which of the post-pubescent pretties could pop her cherry first. The scales tipped in Tatum’s favor and stayed that way when her dark left nipple popped from her bikini top and into plain sight during a spell of pool-time frolic. Although the rusty-blonde progeny of Irish thespian Ryan O’Neal had previously won an Oscar for her breakthrough role in Paper Moon (1973), the future ex-Mrs. John McEnroe‘s peak was yet to come. Peek at the Tatum O’Neal’s nude boobs and definite but slight ridge of muff displayed for the delectation of Richard Burton and all others who are wise enough to watch Circle of Two (1980). Off-screen, Tatum’s life has contained roller-coaster elements of sexual highs (including, she claims, an orgy with Melanie Griffith), romantic loopiness (a marriage to and rough divorce from tennis pro John McEnroe), and downward drug spirals (after numerous attempts at sobriety, she was reportedly arrested in 2008 for attempting to purchase crack cocaine). Since then, Tatum has recovered and continued acting. Check her out in Sweet Lorraine (2015), where she displays delicious ass in lacy black panties and chows down in a girl-girl grapple with Toni Romano. That same year of the debut Tatum O’Neal lesbian scene, the always alluring actress also revealed that, in real life, she had long been dating women and was in a lesbian relationship. We’ll always be pulling — hard — for you to forever keep making naked comebacks.