2009 - Christi Campbell

2008 - Lady Donna

2007 - Alissa Mae

2005 - Michelle Jackson - Ms World Leather

2004 - Karen Yew

2003 - sheryl dee - American Leather Woman

2002 - Naria Bullock Jordan - Ms. SoCal Fantasy

2001 - Melanie Toews

2000 - Jo Blas - International Ms. Leather 2000
succeeded Doe Blake, who passed away

Suzy Koenigs - Ms. San Diego Leather 1998-1999 and Ms International Boot Black 2000 1st Runner Up

Annie Romano -Ms San Diego LeatherWoman 1997-1998, Ms World Leather 2001

bobbi de'Courage - Ms. San Diego LeatherWoman 1996-1997

Deni Tako - Ms. San Diego Leather Woman 1995-1996 -succeeded by Kat Alessi - Ms. San Diego Leather Thang (because the title was not given up) Who represented San Diego at International Ms. Leather Contest

1994-1995 - Cheli Mohamad - The First Ms. San Diego Leather Woman (Came in the top 10 women at IMsL 1995)