The Sleepy Time Gal (2000)

Jacqueline Bisset gives a glorious performance in Christopher Munch's third film, THE SLEEPY TIME GAL. She stars as Frances, a twice-divorced former radio deejay trying to pass on her knowledge, including her fascination with Revolutionary War-era New York, to her 20-year-old son, Morgan (Nick Stahl), but he's too concerned with photography and being Goth to listen to her; he'd much rather take a picture of strangers in the street than of a historical landmark. But when Frances contracts cancer, she starts looking back on her life, trying to reconnect with her sons (her other boy lives overseas) while also visiting a past love (Seymour Cassel) with whom she had a child they gave up for adoption many years before.