
Why do I have con artists on my mind? Well, Donald Trump recently wrapped up the 2024 Republican nomination for president, and I just read a novel featuring a character who seemingly has scamming on her mind.
There are a number of fictional people in literature who can be described as grifters, swindlers, carnival barkers, etc. Some are blatant scoundrels, while others are somewhat more nuanced amid their skullduggery. Once in a while, they might not be con artists at all, even if we think they are for much of the book.
If they ARE tricksters, we as readers ask: How clever are they? Will they succeed? When might they get their comeuppance? Just how gullible are their victims? Are we reminded of our own gullibility we may have displayed sometime in the past? Do we think of real-life flimflammers? Such as the aforementioned Trump.
The novel I just read — Joy Fielding’s Whispers and Lies — features twenty-something Alison Simms as the con artist (or not?) and 40-year-old Terry Painter as her “mark” (or not?). The lonely Painter, a nurse at a Florida facility for senior citizens and people with disabilities, rents the cottage behind her home to Alison. Terry finds her tenant charming, even as she’s also wary of her. Some very dramatic stuff ensues, and we get a twist ending few readers would see coming.
Other examples of con artists in literature?
There’s of course the iconic title character in L. Frank Baum’s The Wonderful Wizard of Oz, which inspired an obscure movie you probably never heard of. 🙂 He is pictured above in that film, as played by Frank Morgan.
Nouveau riche millionaire Jay Gatsby, who made his fortune illicitly, is also a snake-oil salesman of sorts — reinventing himself as someone he’s really not in F. Scott Fitzgerald’s The Great Gatsby.
While he has some admirable qualities, Tom Sawyer of Mark Twain’s Tom Sawyer and Huckleberry Finn novels has con-artist tendencies as well — whether it involves getting others to paint a fence in the first book or cruelly messing around with runaway slave Jim’s psyche in the second work. (Huckleberry Finn also features some shady characters in secondary roles.)
Lydia Gwilt possesses a measure of decency amid the unscrupulousness in Wilkie Collins’ novel Armadale. Like some con artists, she might have behaved differently if she hadn’t had such a challenging upbringing.
There is also Savannah, who insinuates herself into the lives of the Delaney family in a way that feels very suspicious in Liane Moriarty’s Apples Never Fall.
I’ve only read one of Patricia Highsmith’s five novels featuring Tom Ripley, but that character is clearly a con artist who mixes criminality, likability, and more.
The last book I’ll mention is The Confidence-Man, but that’s one of the few Herman Melville works I haven’t read so I can’t say anything about it.
In the theatrical realm, we have Meredith Wilson’s The Music Man and its dishonest traveling salesman Harold Hill.
Fictional con artists you’ve known and loathed? Or maybe liked a little bit?
My literary-trivia book is described and can be purchased here: Fascinating Facts About Famous Fiction Authors and the Greatest Novels of All Time.
In addition to this weekly blog, I write the 2003-started/award-winning “Montclairvoyant” topical-humor column every Thursday for Montclair Local. The latest piece — about whether a local governing body should take a stand on global issues such as the current Mideast carnage — is here.








