Even More Playboy Cartoons for a Festive Mood!

« Aren’t we forgetting the true meaning of Christmas. You know, the birth of Santa? » – Matt Groening

We’re back with another piping hot batch of Holiday cartoons from the pages of Playboy. I have striven mightily to represent most of the big guns (Kiraz and Smilby are among the missing — better luck next year, gents!) whilst keeping it to a tidy, cherry-picked dozen. One can only take so many ‘Randy Santa’ gags, even when they’re lavishly illustrated… that’s only a fraction of the culling process.

An early one by John Dempsey (1919-2002); it appeared in Playboy’s January, 1961 issue (what gave it away?)
Austrian master Erich Sokol (1933-2003) shared his playful erotic visions with the readers of Playboy from 1958 to 1975, when he returned to his homeland, and again from 1992 until his passing. This one’s pleasantly gentle and understated.
Readers of this blog will already know that Leo ‘Dink’ Siegel (1910-2003) is a favourite of mine. I showcased some of his Playboy work last year in Dink Siegel’s Swingin’ Roommates. Now *this* particular bit of impending marital strife and comeuppance appeared in the January, 1972 issue of the magazine.
Mighty Texan Rowland B. Wilson (1930-2005) was a dazzlingly-skilled illustrator and animator, as evidenced by this late-70s piece. His association with the magazine was long and fruitful. To wit, « on the day of his death, a sketch for a new Playboy cartoon still lay on his drawing board. »
Second only to Saucy Santa jokes were the Scrooge sex jokes. But Eldon Dedini (1921-2006) really nails this one, from the pages of Playboy’s December, 1980 edition. And for your further edification, here’s my co-admin ds’ fond salute to this lovely, talented man.
Sure, we love Bernard Kliban (1935-1990)’s cats, but I’m frankly more partial to his anarchic, surreal, free-form wit. This sweet slice of… well, just desserts saw print in Playboy’s December, 1981 delivery.
Hardly-frosty Ontarian Doug Sneyd (1931–) has his go at Charles Dickens’ moral fable, with pretty solid (or so Ebezener hopes!) results. Mr. Sneyd knows his antiques, that’s evident.
Dog aficionados everywhere best know Charles Barsotti (1933-2014) for his canine cartoons. This habitué of The New Yorker magazine (from 1970) also created several comics strips, was cartoon editor of The Saturday Evening Post, and generally a hard-working, genial man of tremendous talent. This lovely panel was buried near the back of Playboy’s December, 1982 issue.
Phil Interlandi (1924-2002) sold his first cartoon to Playboy in 1955, just a couple of years into the magazine’s existence. He soon had earned his permanent spot in the roster. Here he contributes his bit of Dickensian sauciness to the canon.
Among the Playboy cartoonists, Gahan Wilson (1930-2019) surely was the one most left to his own devices, and wisely so. He created scores of gleefully macabre Christmas cartoons for the magazine, but this one’s a real standout. Every element counts. Exemplary cartooning from the December, 1987 Playboy. And beware — more Gahan awaits you here.
Certainly a cut above the usual ‘Lascivious Saint Nick’ fare, this lush piece by Robert ‘Buck’ Brown came along in Playboy’s December, 1988 issue. Pray note the fretful reindeer peering over the roof’s edge. That’s cartooning!
While he’s mostly renowned for his work in The New Yorker (which continues to this day), Bill Woodman (1939 –) also contributed (this beauty, among others) to Playboy. From the December, 1988 issue. Yeah, our cats too.

And that’s our crop for this year… hope your holidays are bright and merry, under the circumstances. Joyeux Noël, one and all!

-RG

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