October 1, 1999: Welcome to October with Plan a Wedding; the My News headlines references a Japanese nuclear plant advisory and China's 50th anniversary (pretty sure they were around prior to 1949). Also check out the "And check out" link dumping ground at the bottom of the Web Centers listing: "Pick a Pet" and "Are You Too Fat?"
American Beauty, which opened wide:
[Series note: In the late 1990s, I programmed the content for the AOL.com home page, which relaunched with a new design on July 14, 1998. I printed screencaps and saved them. 20 years later, I'm scanning them in and posting them with a little commentary under the tag #20YearsAgoOnAOLcom.]