The Leading Ladies of John Cusack Quiz

Answer: Kate Beckinsale

In this film Jonathon (Cusack) and Sara (Beckinsale) meet in the glove department of Bloomingdale's a few days before Christmas. They spend the evening together, having hot chocolate and ice skating, while Sara looks for a sign that they should be together.

When the sign doesn't come they part ways, but seven years later, as each is preparing to marry someone else, the signs finally come and they decide to locate each other. Jonathon goes in a search of a book that Sara wrote her name in that fateful night, and Sara heads to New York to the café and hotel where she met Jonathon, searching for a five dollar bill that he wrote his name and phone number on.

Answer: Julia Roberts

In this film Eddie Thomas (Cusack) and Gwen Harrison (Zeta-Jones) are a movie star couple in the midst of a divorce. Gwen's sister and assistant Kiki (Roberts) is forced to be the go-between for the couple and before long finds herself in love with Eddie.

Answer: Nicolette Sheridan

After finishing his freshman year of college, Gib (Cusack) heads out to California to meet an old high school friend (Anthony Edwards) who has found a girl considered to be a "sure thing" (played by Nicolette Sheridan). He travels with fellow student Alison (Daphne Zuniga) who is going to visit her boyfriend. Of course they hate each other, which means that sparks soon fly between Gib and Alison.

Answer: Ione Skye

On the night of their high school graduation, kick boxer and underachiever Lloyd Dobbler (Cusack) asks valedictorian Diane (Ione Skye) to attend a big graduation party with him. After the party he continues to try to win her heart (hence the famous boombox scene) despite the objections of her
over-protective father.

Answer: Annette Bening

Roy is a con-artist, just like his mother Lily (Angelica Houston), but when he ends up in the hospital for a con gone wrong, Lily butts heads with Roy's girlfriend Myra (Annette Bening). Myra convinces Roy to pull one big con, but things don't end up so well for the trio.

Answer: Minnie Driver

Martin Q. Blank is an assassin who uses his high school reunion as a cover after being hired for a hit in his home town. He also uses the opportunity to reunite with his ex-girlfriend Debi (Driver). However things go very wrong when it turns out the man he is supposed to kill is Debi's father.

Answer: Sara Gilbert

Iben Hjejle, Catherine Zeta-Jones, along with Shannon Stillo, Joelle Carter and John's "Say Anything..." costar Lili Taylor play six of the Rob Gordon's (John Cusack's) ex-girlfriends. Rob is a man who likes to make lists and says that of his "all-time, top-five most memorable breakups" five of the following make it, with most recent ex-girlfriend Laura (Iben Hjejle) far down on the list because the top-five is "reserved for the kind of humiliation and heartbreak [she's] just not capable of delivering."

Answer: Diane Lane

Sarah Nolan (Diane Lane) is a forty-ish teacher reluctantly looking for love on the internet. She comes across Jake (Cusack) but is also dating Dermot Mulroney, the father of one of her students. She must discover which man is right for her and which is a heartbreaker.

Answer: Demi Moore

In this 1986 movie, Hoops spends the summer on Nantucket with friends trying to create the perfect cartoon love story. He meets Cassandra (Demi Moore) as she's being chased by a motorcycle gang and thinks she could be his co-star in a real-life love story. First he must help save her grandfather's house from a greedy family whose son is out to get Hoops and his friends.

Answer: Meg Ryan

In this animated movie Anya (voiced by Meg Ryan) just might be the long-lost Princess Anastasia, and castle worker Dimitri (Cusack) may have been the young boy who helped her to safety many years prior.