The Highest Form of Humor

Puns are of course the highest form of humor.  But why?

A Mixed Rep

I am deliberately flouting the usual claim, of course, that puns are the lowest form of humor.  (That judgment seems to have been traced back to several sources, including Samuel Johnson.)  The appropriate response to a really good pun is considered to be not a laugh, but a groan:  the better the pun, the louder the groan.

On the other hand, the use of the pun has weighty, even punderous, examples on its side.  The art of punning goes back into ancient times.  Shakespeare himself is estimated to have used over 3,000 puns in his plays.  Even Jesus, as is frequently noted, founded his church on a pun:  “We read in Matthew 16:18: ‘Thou art Peter (Greek Petros), and upon this rock (Greek petra), I will build my Church.’”

In Patrick O’Brian’s Aubrey-Maturin novels, bluff Captain Jack Aubrey is frequently derided by more sophisticated characters for his delight in puns.  I recently ran across a mention in Treason’s Harbour, ch. 2 (p. 45):

. . . Meares, who was only a commander.  A brilliant play upon this name occurred to Jack, but he did not give it voice:  not long before this, on learning that an officer’s father was a Canon of Windsor he had flashed out a remark to the effect that no one could be more welcome aboard a ship that prided herself upon her artillery-practice than the son of a gun, only to find the officer receive it coldly, with no more than a pinched, obligatory smile.

Treason's Harbour coverPersonally, I thought the “Canon” joke both funny and clever; but then, I’m not the one being called a son of a gun.  The attraction to puns is characteristic of Jack Aubrey, though, given his innocent enjoyment of simple pleasures and general good humor (badly represented in the movie version).  I note that even Wikipedia cites an Aubrey pun as an example.

Chain Puns

Those with agile minds can have great fun ‘running a topic’ with rapid-fire pun volleys.  I recall staying up late one night on a high-school retreat with some buddies and Father Bill LaFratta, who outdid us all in puns on a subject like ‘cars’ (and may be responsible, or reprehensible, for my subsequent descent into pundom).  Our family has occasionally gotten into text message exchanges that build off one another, on topics like, for example, Dungeons & Dragons.

David:  Come to think of it, Marx could work as an orcish name . . . and orcs could serve well as the meanies of production.

Rick:  “Keep your head down . . . there’s an orcish Marxman over there, I just saw an arrow go by.”

David:  He was just advocating for an equitable distribution of health.

Rick:  Or death.

David:  And the archmage leading the orcish jacobins could be robes-pierre.

Rick:  And hoping the audience gets the point of his argument.

Callahan's Crosstime Saloon coverScience fiction writer Spider Robinson is extraordinarily fond of (and good at) wordplay.  At Callahan’s Place, the fictional bar in his series of stories, Tuesday night is set aside for trading ever more appalling puns on a given topic.  I’m not even going to attempt to reproduce Robinson’s groan-worthy inventiveness; check the stories out for yourself!

Shaggy Dogs and Feghoots

Then there’s the story that ends, after an elaborate build-up, with a pun—a variant of the shaggy dog story.  Snoopy, at his typewriter, occasionally indulges in one of these, as in a recent Peanuts reprint (8/3/2020).  Ideally the pun-ch line will include multiple puns, so as to make a fitting topper for the build-up.  I fondly recall the quintuple pun about immortal porpoises, presented in different forms here, here, and (under the rubric of “dad jokes,” naturally) here.  As in that case, getting the punch line may require knowing some particular phrase or quotation, on which the conclusion of the story is a takeoff, and thus become dated; for example, “East is East, and West is West, and never the twain shall meet.”  (On the other hand, I don’t think I’ve ever actually seen the original phrase in the porpoise pun:  the joke version makes clear enough what the original would have been—at least for comic, as opposed to legal, porpoises.)

The Compleat Feghoot, coverThere’s an entire category for short stories whose conclusion is a pun:  “Feghoots,” named for a series of science fiction stories by Reginald Bretnor, “Through Time and Space with Ferdinand Feghoot.”  A favorite of mine that isn’t mentioned in the Feghoot article is “The Holes Around Mars,” by Jerome Bixby, who was also (incongruously) responsible for the chilling story “It’s a Good Life,” which was made into a Twilight Zone episode.  The “Mars” story, however, is just good fun all the way through, featuring a spaceship captain addicted to puns, and ending with—Well, I see the text of the story is available at Project Gutenberg, so I’ll let you find out for yourself (if you dare).

Tom Swifties

Tom Swift and his Diving Seacopter, coverTom Swift was the lesser-known science-fictional counterpart to the young detectives Nancy Drew and the Hardy Boys.  All three series were ghost-written by various authors under the auspices of the Stratemeyer Syndicate.  Given the provenance, the books were, let us say, not esteemed for their literary style.  In particular, the Tom Swift books were prone to using adverbs, especially adverbs ending in “-ly,” to decorate the supposed plainness of simply using “said” in dialogue.  There’s an example of such dialogue at the Wikipedia page.

A “Tom Swiftie” is a pun in which a speech adverb of this sort is used to make a pun on the rest of the sentence.  By convention, the speaker is always “Tom.”  Hence:

“Close the refrigerator door,” said Tom coldly.

“The man is dead,” said Tom gravely.

But we can get more inventive than that.

“Let’s invite Greg and Gary!” said Tom gregariously.

“We’ve arrived at the camp,” said Tom attentively.

As a dedicated reader of the “Tom Swift, Jr.” series in the 1960s, I’ve always been fond of this variant.

Puns of Opportunity

But we may get the greatest satisfaction from hitting upon a pun unexpectedly.  When a never-before-heard pun evolves naturally out of a conversation, surprise adds to the fun of the sudden (in)congruity.

A writer can enjoy the same effect when they come up with an unplanned witticism.  The unexpectedness may not be evident to the reader, who may assume the author carefully set up the line, but the writer knows better.

Japanese painting of a carp

Utagawa Hiroshige, Suidō Bridge and Surugadai (1857)

I remember the delight with which I happened upon a clinching line for a scene in The World Around the Corner.  In their online game, the characters have come upon an underground pool inhabited by a talking fish, the Carp of Doom.  (I think I chose “carp” based on a hazy recollection that carp were renowned for wisdom in some Asiatic mythologies.)  The fish gives them directions for the next stage of their quest, which, naturally, starts out by taking a tunnel from the underground cavern.

“Clear directions for once.” Badon gave a cheer. “I like it. Onward, up the carpal tunnel!”

Dana wished very much that Badon were physically present. She’d like to throw something solid at him…

 

The Virtues of Puns

So, puns are fun.  Why am I motivated to call them a high form of humor?

I locate the root of humor in incongruity—things don’t fit together as we expect them to—with the proviso that when things do fit together in an unexpected way, more neatly than we would have supposed, that in itself is a kind of incongruity:  as a child might laugh with pleasure in discovering how puzzle pieces make a picture.  Puns fit this basic concept.  When words don’t work the way we anticipated, but make a new whole (the connection between the two meanings) in an entirely different way, we do tend to laugh with glee—unless we’ve been socially conditioned to regard the proper response as a groan, of course.

Puns are clever.  They reward inventiveness and agility of mind.  (In this respect, they share common ground with creative problem-solving and “thinking outside the box.”)  They’re also playful; they take words lightly and turn them topsy-turvy.  We might consider puns and other wordplay as the intellectual equivalent of kids playing on a jungle gym, turning and stretching and going upside-down.

There’s an interpersonal aspect as well.  In chain punning or following a subject, the participants play off each other.  As in other forms of witty banter, one person’s last remark is the jumping-off place for another person’s next remark.  Thus, there’s a certain form of cooperation involved, like that of a volley in tennis—and, just as in the tennis match, an opportunity for one-upmanship and “counting coup” as well.  I love hearing someone else make a good pun, but I can’t deny that I’m also immediately searching for a “Can you top this?” response.

Geniality

Charlie Chaplin's Little TrampThere’s a subtler factor too.  A great deal of humor involves a kind of overt or covert meanness.  Puncturing human dignity and pompousness is a classic formula for humor; but doing so tends to involve some degree of pain or humiliation.  When someone—especially a well-dressed man in a top hat—slips on a banana peel, we laugh at the incongruity but ignore the bruised hip and the embarrassment.  Sophie Kinsella’s romantic comedies are great fun; but they frequently involve her heroines in extraordinarily embarrassing situationsCharlie Chaplin’s “Little Tramp” character combined humor with pathos.

I would not go so far as Michael Valentine Smith, of Stranger in a Strange Land, who finally comprehends the laughter of Earth people as a response to pain (ch. 29):  “I’ve found out why people laugh.  They laugh because it hurts . . . because it’s the only thing that’ll make it stop hurting.”  Pain isn’t essential to laughter; maybe to rueful or ironic humor, but not all humor.  Still, Mike has his finger on this much truth:  humor often does play off pain.

Puns, though, are innocent of this painful aspect.  Only words are harmed or abused.  No people have to be embarrassed for a pun to succeed; it’s only language that gets twisted and skewed and made to do unnatural things.  Even when a pun responds to a “straight line,” it doesn’t normally reflect badly on the previous speaker.  The pun is recognizable as a flight of fancy based on a perfectly innocent phrase, not on the human being who uttered it.  And when people are volleying puns back and forth, each line serves as the straight line for the next flight.  It brings to mind the reference to a nonhuman species of habitual jokesters in David Brin’s The Uplift War (ch. 85):  “To a Tymbrimi, the best jokes were those that caught the joker, as well as everybody else.”

The Downsides

Still, a pun is not always entirely harmless.  The punster’s affectionate ‘abuse of words’ can lead to excess.

For one thing, as with other forms of wordplay, punning requires familiarity with the language.  Wikipedia, discussing the rhetorical use of puns, observes:  “A major difficulty in using puns in this manner is that the meaning of a pun can be interpreted very differently according to the audience’s background and can significantly subtract from a message.”  For the same reason, puns are likely to be untranslatable.  The connections between words, their similarities in sound or written form, will not be the same in another language.  This kind of problem occurs in translation generally, as noted by my critique buddy Blandcorp in a recent blog post.  It affects puns along with all forms of art that depend on the specific nuances of words.

It’s also possible for puns to be abused in social situations.  I learned early on, when I took up punning as an avocation, that simply responding to people’s remarks with a stream of puns wears out its welcome pretty quickly.  (In extreme cases, one might find one’s conversational partners inclined to take punitive measures.)

The reason is that a pun, by its nature, derails the conversation.  It diverts our attention from the meaning of a previous remark to its verbal form.  A momentary side trip of this sort may be entertaining, depending on the context.  But if I keep repeatedly making these side trips, I’m getting in the way of the conversation other people are trying to have.  I would be frustrating those who are trying to talk, because the puns interfere with making sense in the language.

It’s one thing, then, to pause with like-minded friends to engage in a pun war (or pun festival).  In ordinary conversation, though, puns are best used sparingly, like seasoning in a dinner dish.  (A pun out of season goeth before a fall, we might say, or even before a winter of discontent.)

In other words, we should pun with moderation, as in all things—even in the highest form of humor.

The World Around the Corner

The World Premiere

The World Around the Corner coverI’m excited to have my romantic comedy novella The World Around the Corner in print as of last week.  Or in virtual print, at least; it’s out as an e-book from the Wild Rose Press.  (Details are available on the story’s page.)

Uncharacteristically for me, TWATC isn’t science fiction or fantasy.  The only potential SF elements are some very minor advances in gaming technology (and perhaps in automobile design).  Some parts read a little like fantasy, because there’s an online role-playing game (an MMORPG) involved.  In that respect there’s a faint resemblance to Ready Player One (book and movie), where an online game plays a major part in a much more serious SF story.  But TWATC isn’t really about games or technology; it’s all about having fun with the characters.

You’re Who?

I’ve always liked the kind of romance where a character has to make a discovery about who their romantic interest really is.  Jasmine isn’t immediately aware that Disney’s Aladdin, when he visits the palace as a prince, is the same street urchin she’s already met—though she isn’t fooled for long.  In Shakespeare’s venerable Twelfth Night, nobody is quite sure who “Cesario” (Viola) really is.  The same is true in the modernized high-school variant of the Shakespeare comedy, She’s the Man.  Playing around with two ways of knowing the same person is also put to good use in the case of super-heroes (or heroes generally) who have secret identities, from the Scarlet Pimpernel to El Zorro to Superman.

The Shop Around the Corner posterBut in all these tales, one member of the couple has the advantage of knowing the truth.  It puts the couple on more even terms if neither of them is aware of what’s really going on.  There’s a whole series of variations on a single story where the main characters meet indirectly and fail to connect up the two different ways they’re communicating with the same person.  This plot seems to have been invented by Hungarian playwright Miklós László in the form of a play called Illatszertár or Parfumerie (1937).  It was adapted in English into the Jimmy Stewart-Margaret Sullavan film The Shop Around the Corner (1940), which in turn gave rise to a musical treatment with Judy Garland, In the Good Old Summertime (1949), and again with She Loves Me (1963).  In these versions, the main characters are pen pals, and also co-workers.  Nora Ephron updated the treatment by making them e-mail correspondents in You’ve Got Mail (1998).

Romance And—

When we tell the story of a romance, we’re often telling a story about something else at the same time.  To be sure, this isn’t always the case.  In Georgette Heyer’s Cotillion, for example, or in Must Love Dogs, and in a lot of high-school rom-coms, the personal relationships are pretty much all that’s going on.  But generally, we don’t spend our lives doing nothing but looking for love.  We go on about our daily business, meeting our daily challenges, and stumble upon love as we go.

To Say Nothing Of The Dog coverSo a lot of romantic tales also have a storyline dealing with something that brings the couple together.  In Heyer’s The Toll-Gate, there’s an involved plot having to do with a theft of currency.  The main characters in Connie Willis’s To Say Nothing of the Dog are searching for the bishop’s bird-stump.  (It’s a long story.)  Gaudy Night is the Dorothy Sayers novel where Harriet Vane and Lord Peter Wimsey finally get together, but they do it while trying to resolve a crisis at her alma mater.  The redoubtable Amelia Peabody and her future husband Radcliffe Emerson meet in the context of archaeological investigations (Crocodile on the Sandbank).

I like the idea of a couple’s bonding by cooperating in some shared endeavor.  And we may be able to amplify that motif by having it happen twice, in parallel, like the parallel identities in the “Shop” stories.

The Camaraderie of the Quest

One of the things I’ve always enjoyed about the group quests of role-playing games, whether in D&D or World of Warcraft, is the bonding and sense of camaraderie that develops in a group working together for a common purpose.  Most traditional games like chess or Risk have the players competing against each other.  But the role-playing games typically pit a band of True Companions against third-party monsters or other opponents.

This is a whole different dynamic.  And seeing it play out in a game makes the tone both more light-hearted and more detached than, for example, in a real-life business relationship.  But for that very reason, it lacks a certain gravitas.  Suppose a couple used to fighting side-by-side in a game found they had to work together on something important in real life as well?

The Fun of the Shared Adventure

All this contributed to the idea of The World Around the Corner.  Other aspects also played their roles—for instance, a chance to share some favorite music and books.  And let us not forget the occasional opportunity, sheerly by happenstance, to achieve a truly dreadful pun, without even setting it up on purpose beforehand.  You’ll know it when you see it . . .

I hope you’ll have as much fun reading TWATC as I did writing it!

Unlikable Lovers

It’s hard to root for a romance if you don’t care about the characters.  We generally sympathize with the main character (“MC”).  But that’s not always so for the MC’s romantic interest (the “RI,” let’s say).  What happens when we don’t like the person the MC’s supposed to be interested in?

There’s a variety of types of problematic lovers, and sometimes a particular type is called for by the nature of the plot.  Let’s look at a few.

The Friendly Enemy

Much Ado About Nothing book coverThere’s an entire category of plotline in which the eventually happy couple start out at odds with each other.  TV Tropes captions this “Belligerent Sexual Tension,” and has a splendid list of examples.  They range from Shakespeare’s Much Ado About Nothing with the feuding Beatrice and Benedick (here’s the Tropes page) through F&SF examples like Leia and Han in The Empire Strikes Back, Kim Kinnison and Clarissa MacDougall in the Lensman series, Taran and Eilonwy in the Chronicles of Prydain, Aravis and Shasta in C.S. Lewis’s The Horse and His Boy.

A subcategory of these turnabout stories involves characters who fight in one context while falling for each other in another.  1998’s You’ve Got Mail, and its predecessors such as The Shop Around the Corner (1940), fall into this group, as does my forthcoming novella The World Around the Corner.

Frank and Kathleen across table in You've Got MailSometimes the turbulence between the main characters is based on some conflict in their characters (scoundrel and diplomat in Empire) or their interests (rival businesses in You’ve Got Mail).  Sometimes it’s almost a matter of their own combativeness or aggressive attitudes, as in the romantic comedy Laws of Attraction (2004).  But the writer has to walk a fine line here.  If the relationship is so strained as to become hostile or nasty, we may begin to wonder whether the RI is that great a catch after all.  Would Leia be better off with a “nice man”?  (Other than Luke, of course.)  In You’ve Got Mail, is Frank disqualified by his willingness to take unfair advantage of the fact that he knows who Kathleen is and not vice versa?

In a fight-then-flirt scenario, the romantic interest has to be sufficiently flawed that his tension with the MC doesn’t seem contrived—yet not so flawed that the attraction seems implausible.  The tension must be difficult enough to pose a challenge, and to keep the romance from concluding too quickly.  But the RI has to be admirable enough to be worth winning.

Winning Over the Bad Boy

There’s another class of plots that depend on making the romantic interest disreputable, troubled, or outright wicked.  Not too wicked, of course; they’ve got to be capable of reform—by the right lover.  We see this predominantly with female MCs and male RIs, but not exclusively so.

Clark Gable as Rhett ButlerTake Rhett Butler in Gone With the Wind.  His appeal seems to lie especially in the fact that he’s a smuggler who defies the gentleman’s code of the antebellum South and pokes fun at their romanticized ideals.  Scarlett O’Hara doesn’t set out to reform him, but she does find him fascinating.  And she does reform him, as we can see but she can’t.  Interestingly, in this case Scarlett herself is pretty problematic too:  she’s a difficult, self-centered, domineering woman, with whom it can be hard to sympathize—though we do sympathize, mainly because we can see her inner thinking and where those traits come from.  (Personally, I always liked Melanie better.)

Edward Rochester of Jane Eyre barely escapes crossing the line into unacceptability, to my mind.  He’s brusque, domineering, and frighteningly deceptive.  We’re willing to approve him mostly because Jane is in love with him, and we love Jane.  And his comedown at the end both chastens him and engages our pity.

In my view, Wuthering Heights Healthcliff does cross the line.  I’m unmoved by his harsh and erratic behavior, and I don’t respect Catherine for her mad attachment to him.  He lacks redeeming qualities.  On the other hand, his very flamboyant unlikability is the basis for a hilarious imaginary counseling session held for the novel’s characters in Jasper Fforde’s The Well of Lost Plots (2003, chapter 12)—so I guess there’s some justification for his existence, at that.

The Proud, the Crude, and the Gothic

Few of these undesirable, yet desirable, RIs are as comprehensively intolerable as Heathcliff.  Generally one or two off-putting traits are enough to create the necessary tension or conflict.

Elizabeth and Darcy look askanceThe archetype of the proud or arrogant RI, of course, is the much-loved Mr. Darcy of Pride and Prejudice.  Darcy has some unpleasant attitudes and makes some dreadful missteps, but Austen succeeds in convincing us that he’s admirable for all that, partly through his delayed but ultimately sincere devotion to Elizabeth.  Darcy retains such a hold on romantics that he’s even been successful as an artificial intelligence (AI) in Ashlinn Craven’s contemporary story.

Our era’s fondness for the earthy and outrageous gives us a procession of crude romantic interests, whose vulgarity or rudeness may represent a  barrier to be overcome by the Right Woman or merely a species of candor and bluntness—especially in romantic comedies.  Mike Chadway in The Ugly Truth (2009) has made a profession out of cynicism and outrageousness, but comes around in the end, after we’ve seen that his attitude stems from a past rejection.  The main character of Andy Weir’s 2017 novel Artemis sails perilously close to this edge.  But in this era we’re tolerant enough of crudity that the merely indecorous RI doesn’t usually pose a problem.

The brooding, Gothic or Byronic hero can also win readers’ hearts—witness Edward Cullen in the Twilight series.  But his kind of moodiness can so easily slip into annoying self-indulgence that it’s highly vulnerable to parody.  We may be more inclined to snicker than to sympathize, as we see in much of the critical response to Twilight.

The Misguided Romantic Interest

One of the easiest ways to generate conflict without wholly compromising the RI is to make them simply mistaken or wrongheaded.  This aligns neatly with a plot in which the MC shows the romantic interest the error of his (or her) ways.

Pretty Woman dinner scenePretty Woman (1990) is a fine example.  Edward Lewis (the third Edward on our list so far—coincidence?) is a repressed workaholic who uncaringly buys up business operations and sells them off in pieces.  Lively Vivian Ward not only loosens him up personally, but goads him into “using his powers for good” and working to save a company rather than break it up.  Edward’s change of heart in business parallels the more obvious romantic softening and emphasizes the completeness of his transformation.

A character—particularly a female character—working for the bad guys is especially subject to this kind of change.  For example, the atypical Disney heroine Megara in Hercules (1997) aids the scheming Hades, albeit for initially noble reasons.  There’s an entire category of such repentant subvillainesses, documented by the ever-vigilant TV Tropes.

Because the merely misguided RI is only superficially unworthy, this trope is a favorite of Hallmark Christmas romances, where either the MC or the love interest is often a big-city character who wants to turn some idyllic country spot into a soulless commercial enterprise.  This kind of relationship works equally well for either gender.

Overdominance

Genre romance with a female MC has a certain fondness for the strong, dominant male RI.  (If you belong to Critique Circle, here’s a lengthy forum discussion on the “alpha male” from mid-2017.)  But this can easily go awry.  What sounds romantic at first blush may be creepy or distasteful once we think of it in real life.  Many of the male leads discussed above can be classified as dominant types, but there’s a fine line between dominant and domineering.  When this is taken to extremes, we can drift into the dubious territory of the Fifty Shades books.

But we don’t have to go that far to encounter difficulties.  Heinlein’s juvenile SF novel The Star Beast features a somewhat passive hero, John Thomas Stuart XI, and his bratty high-school girlfriend, Betty Sorenson.  Betty is laudably active and independent, but she’s so brash and overbearing that she rather gets on my nerves.  We like to see both strong women and strong men—but we don’t like to see them demonstrate their strength in ways that are tyrannical or overbearing.

Beauty and the Beast soundtrack coverThe various iterations of Beauty and the Beast illustrate the difficulty.  The Beast has to be fearsomely harsh and threatening; that’s the point.  But this quality can’t be so exaggerated as to undermine his potential for transformation into a caring lover.

Excuses

A romantic interest’s bad behavior can be offset when the author provides information that makes the actions understandable, or even sympathetic.  An io9 article by Charlie Jane Anders makes the general argument that there are “10 Ways to Make Everyone Root for Your Amoral Protagonist.”

Anders is a good source on the subject:  her Hugo-nominated 2016 novel All the Birds in the Sky features male and female protagonists who are each highly stressed and at times hard to love.  But the ending, to my mind, is very satisfying.  Part of the reason is that we see so much of the characters’ prior experiences and difficulties.  We comprehend how they got to where they are.

One technique that can help us excuse a character’s faults is to let us hear them speaking in first person at least part of the time.  The romance technique of telling the story by alternating the two principal characters’ viewpoints does the same thing.  It’s rare that characters seem evil to themselves, and letting us in on their thoughts gives us a useful perspective.

Female Variations

We’ve noted that the “bad boy” characters are generally, though not exclusively, male RIs for female MCs.  There are other potentially troublesome character types that tend to skew female.  One is the Manic Pixie Dream Girl:  as TV Tropes puts it, “She’s stunningly attractive, [e]nergetic, high on life, full of wacky quirks and idiosyncrasies (generally including childlike playfulness) . . . She’s inexplicably obsessed with our stuffed-shirt hero, on whom she will focus her kuh-razy antics until he learns to live freely and love madly.”  An example that seems to go too far is Sandra Bullock’s character in Forces of Nature (1999).  Possibly this is why, unusually, the hero ends up marrying someone else, although he benefits from the Dream Girl’s free-spirited attitudes.

the-black-flame-2Another primarily female archetype is what we might call the Siren, the mysteriously fascinating and unattainable character with whom the male MC is irresistibly obsessed—frequently capricious and even cruel.  My favorite example is the title character in Stanley Weinbaum’s SF classic The Black Flame.  Here, as with the equally melodramatic Byronic hero, the character type has been so overused that it’s easy for it to become either unbelievable or unlikable.

When It’s the Main Character

Less common, but not unheard-of, is where the main character is the one whose romantic suitability is in question.  We’ve noted Artemis as one such case.

I recently got around to watching About a Boy (2002), starring Hugh Grant, which came highly recommended by Connie Willis.  While it’s been observed that Hugh Grant is inherently irresistible, I found that in this case his character was so aimless and shallow that I felt the women in the story would indeed be well advised to steer clear of him, until almost the very end, when he finally shapes up a bit.

The 1999 romantic comedy 10 Things I Hate About You (a modernization of The Taming of the Shrew) also successfully makes the main character just sympathetic enough to sustain our interest.  It’s essential to the Shakespearean plot that Kat be so prickly and abrasive as to be a questionable romantic prospect.  But the excuses we hear, and the perfect fit of the actress’s persona to the dual requirements of abrasion and attraction, give us just enough to go on.

Conclusion

In gauging the acceptability of a character as a romantic partner, even more than in most such judgment calls, “your mileage may vary.”  But we can all recognize that just as there’s peril in making the romantic interest too perfect, there’s a corresponding set of pitfalls if the object of our MC’s affections pushes imperfection to the point of no return.