Ionesco's La leçon, though it's not really a consensual relationship.
Mamet's Oleanna is more or less a reworking of that play. posted by jaguar at 7:39 PM on October 11, 2012
Tom Stoppard's Arcadia plays with this theme. posted by Orinda at 7:49 PM on October 11, 2012 [1 favorite]
Aspects of Love, a musical, depicts several intertwined relationships with age discrepancy. One of the pairs is a young girl who falls in love with an adult man, who was himself once the former lover of the girl's mother. The young girl's father is fact the man's uncle. posted by mochapickle at 7:51 PM on October 11, 2012
The pairing of an old husband with a young wife is almost a stock situation in English Renaissance and Restoration comedies—The Country Wife and Epicoene come to mind, but I'm sure there are other examples. posted by Orinda at 8:00 PM on October 11, 2012
Talley's Folly, which won the 1980 Pulitzer Prize for Drama! Matt Friedman is a good bit older than Sally Talley in the story, and it's one of my favorite plays of all time; it's just so sweetly evocative of summer in Missouri, and May-September romance... I quoted it and cited it as inspiration in an early-on Valentine's Day card to my husband, who's also a bit older than me, when we were just starting to date. I can't help smiling when I think of it! (I even have a copy of the play, ordered direct from the publisher, around here somewhere...I bought it to refresh my memory when I was in college.) posted by limeonaire at 9:21 PM on October 11, 2012
Lady Othello by Arnold Wesker. How I Learned to Drive by Paula Vogel (not consensual) The Model Apartment by Donald Margulies features and older woman and teenage boy; the woman suffers from acute mental illness and the boy is mildly developmentally disabled, so it might not totally be what you're looking for.
Uncle Vanya by Anton Chekhov
A Doll's House by Ibsen. posted by brookeb at 3:30 AM on October 12, 2012
Thanks to everyone for the extremely helpful answers. How could I mark only one as the best answer? posted by lrnarabic at 4:40 AM on October 20, 2012
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Mamet's Oleanna is more or less a reworking of that play.
posted by jaguar at 7:39 PM on October 11, 2012