He previously dated Brooke Burns from 2010 to 2011, Jennifer Love Hewitt in 2003, Jodi Lyn O'Keefe from 2003 to 2009, Neve Campbell from 1998 to 2002, Alison Eastwood in 1997, Minnie Driver from 1996 to 1997, Susannah Melvoin from 1992 to 1996, Gina Gershon in 1992, Ione Skye in 1989, Lili Taylor in 1988, Melissa Gilbert in 1983, Jami Gertz, Huma Abedin and Janice Dickinson.
John Cusack is rumored to have hooked up with Alexandra Kerry in 2004, Rebecca Romijn in 2004, Shoshanna Lonstein in 2001, Uma Thurman in 1992 and Claire Forlani.
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