3.March 1999: Alicia Silverstone opened up about her past problems — which I think was code for regretting her appearance in Batman and Robin.
4.April 1999: Lauryn Hill opened up about fame, all while rocking a ribbed turtleneck, an essential late-'90s fashion staple.
5.May 1999: Drew Barrymore brought assistant manager at the Gap realness to her cover shoot.
6.June/July 1999: In news to make you feel old: Nick Carter, Monica, and Britney Spears were all stars under 21.
7.August 1999: Will Smith tried to make Wild Wild West happen.
8.September 1999: 98 Degrees gave an exclusive interview, which I assume was about tank tops and frosted tips.
9.October 1999: Gotta be honest, Sarah Michelle Gellar looked kinda sleepy on the cover. Maybe she was daydreaming about how she would change the world.
10.November 1999: Jennifer Love Hewitt made an important style choice by wearing an oh-soooo-cute-then crop top with a long skirt on her cover.
11.December 1999/January 2000: Christina prepared us for the year 2000, by looking like she was wearing 1960s wallpaper.
