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Whereas male movie stars are consistently paired with love interests 10 or 20 years their junior (see: who's been cast opposite Tom Cruise in the new movie), Field was relegated to playing Mrs. But in the new movie Field pursues a man more than three decades her junior.Field plays Doris, who finds herself smitten with John Fremont (Max Greenfield), the new guy in her office.Mike, now hiding his still present shyness with a veil of over confidence, reconnects romantically with Alicia.It's revealed in the present that after high school, Alicia and Mike went their separate ways.Back to their old school times: on their way to their first dance of the year, the boys go to a store that gets held up by Stacey, who recognizes the boys and offers them a ride to the dance.
They go to her house to pick him up to take him back to the wedding to marry his bride Lisa (Lisa Raye Mc Coy) because they only have two hours before the ceremony begins.They hear the first song, to which they danced to remember their first kiss.They begin to have sex, but stop because Mike's condom breaks.The boys finally make it to the wedding and Roland apologizes to a furious Lisa for leaving her worried.Before the ceremony begins, Mike sees Alicia (Sanaa Lathan). Mike tells his last childhood memory, and its when they go to a homecoming dance for their school and that they will be the boys from "The Wood".
Bereft by the recent loss of her mother, for whom she cared her entire life, Doris passionately attempts to figure out how she could possibly win John.