Sandra Bullock - Makes Type... Breaks Type

While You Were Sleeping (1995)

Makes or breaks type? Makes. No one should look that adorable in knit hats and oversized sweaters. In this romantic comedy, Bullock is so charming as orphan/token-taker Lucy Eleanor Moderatz that she wins over Bill Pullman and his entire family.

Bullock Points: 9

While You Were Sleeping, Bill Pullman, Sandra Bullock, 1995 / Courtesy Everett Collection