2000-2010 Top 10:
Teagan Presley (2003)
Hillary Scott (2004)
Rebeca Linares (2005)
Taylor Rain (2002)
Jenna Haze (2001)
Gauge (1999)
Vanessa Lane (2004)
Chastity Lynn (2006)
Blue Angel (2007)
Briana Banks (Mirage) (1999)
On the cusp:
Tanner Mayes (2009) not really in the time period
Faye Reagan (2007) no anal scenes
Honourable mentions:
Ashley Blue (2002) Straight to hard anal 1st year
Allie Sin (2004) took anal like a champ
Naomi Russell (2005) that ass won't quit
Nella (ALSScan) (2003) no anal, very few bg scenes
Franziska Facella (2008) lesbian and solo only