Here you go, you should have fun with these (a handful are more drama than comedy but still great):

• American Pie (1999) + 8 sequels

• Cruel Intentions (1999) + 2 sequels

• 10 Things I Hate About You (1999)

• Bring It On (2000) + 5 sequels

• Legally Blonde (2001) + 2 sequels

• Save the Last Dance (2001) + 1 sequel

• The Princess Diaries (2001) + 1 sequel

• A Walk to Remember (2002)

• What a Girl Wants (2003)

• 13 Going on 30 (2004)

• A Cinderella Story (2004) + 5 sequels

• Chasing Liberty (2004)

• Confessions of a Teenage Drama Queen (2004)

• Crying Out Love in the Center of the World (2004)

• First Daughter (2004)

• Sleepover (2004)

• The Girl Next Door (2004)

• Love Wrecked (2005)

• The Sisterhood of the Traveling Pants (2005) + 1 sequel

• Aquamarine (2006)

• High School Musical (2006) + 4 sequels

• John Tucker Must Die (2006)

• She's the Man (2006)

• Sydney White (2007)

• The House Bunny (2008)