We get to see Herb's wealthy brother, Timothy (Ollie O'Toole) in this wacky story, who drops off his 16 year old son, Duncan (alias Dunky) to stay while he negotiates another BIG business deal.
The interesting thing about Dunky (well played by Bobby Diamond) is that he's just like Dobie --mad about girls. Clarissa (Ahna Capri) catches his eye, but she's not impressed. So what to do?
Dobie suggests he tell a story with a dramatic slant, to get sympathy -- lots of it.
Great idea, except for one thing. Dunky goes overboard and invents a tall tale about Dobie being a hopeless drunk and a gambler! What could be worse. There's a super scene where Clarissa enters the Gillis' kitchen where a makeshift "still" is in FULL operation and she proceeds to wreck the place, pouring all the booze down the sink!
Way funny stuff, written by producer Max Shulman, who put together a clever script. This was the first episode to introduce Dobie's cousin Duncan. Bobby Diamond is perfect, definitely a younger, hip version of Dobie. Bobby later appeared on such shows as MY THREE SONS and LASSIE before getting his law degree and becoming an LA attorney.
Distinguished actress Ahna Capri, who majored in dramatic roles, is over the top as Clarissa, and look for a young Ellen Burstyn in a small part. This was the only episode Ollie O'Toole appeared in, playing Herb's brother. Ollie's career spanned many years, frequently seen on THE VIRGINIAN.
Catch the end where Maynard rolls under a park bench? SEASON 3 remastered.