Son of Flynn: Fatefully Following in the Footsteps of a Swashbuckling, Hellraising Legendary Father

Biographical, Cinema, Popular Culture
Errol Flynn (Source: New York Post)

Film star Errol Flynn was a larger than life character of mythic proportions, on-screen he was an authentic Hollywood legend. But his attention-getting off-screen personal life embellished his aura of notoriety and fame even more than the many Hollywood adventure film roles he played. On the silver screen Flynn embodied the heroic, swashbuckling celluloid figurepar excellence as Robin Hood, Captain Blood, Don Juan, General George Armstrong Custer, Gentleman Jim Corbett and Major Geoffrey Vickers, just some of his many celebrated roles. In his private life—most of it though was pretty public—the rebellious Tasmanian had a legendary playboy reputation for debauched behaviour and manoeuvrable morality…excessive drinking, brawling, drug-taking, wild partying, famously prodigious sexual exploits and a proclivity for underage girls culminating in rape trials. But even before his Hollywood period Flynn’s episodic life in New Guinea and New Britain was an incident-packed cavalcade of adventures that wouldn’t have been out of place in an Indiana Jones movie. Young Errol clearly had a compulsion to try different things, bouncing from one knockabout job to another – shipping clerk to tobacco planter to colonial agent to would-be gold prospector to tour guide, etc. During all this Errol escaped crocodiles and native headhunters, womanised indiscriminately, shot and killed a local for which he was tried for murder and subsequently acquitted. Damningly as well, Flynn was also an absconding serial debtor, an inveterate liar and an alleged slave-trader.

Father & son together

So, given Flynn’s Brobdingnagian reputation, any offspring of his, especially a male, would have a lot to live up to. Flynn’s three marriages produced only one male heir, Sean, born in 1941 to Flynn and his first wife Lili Damita. Almost inevitably as fate would decree it Sean Flynn, 6’ 3”, with a similar athletic build and inheriting Errol’s good looks, did attempt to follow in his far from model pater’s footsteps. Sean got an initial taste of acting in his teens appearing in Flynn Senior’s TV show The Errol Flynn Theatre𝕒. Sean inherited a small sum when his father died suddenly in 1959 and with it enrolled at Duke University but did not complete his degree. The beckoning call from Hollywood or “imitation” Hollywood was not far away.

Son of Errol

The Son of Captain Blood
In 1961 the highly predictable happened! Sean was cast as the swashbuckling lead in a sequel of sorts to his dad’s spectacular breakthrough role in Captain Blood which had catapulted Errol into instant, universal stardom in 1935. Son of Captain Blood, an Italian–Spanish–British co-production (with some of the action scenes shot in Spain). The script was penned by Casey Robinson, writer of the original 1935 film. Prior to production the neophyte Sean received instruction in how to fence, fight and fall safely and convincingly on screen from Tarzan actor and stuntman Jock Mahoney𝕓 (Gene Freese, Jock Mahoney: The Life and Films of a Hollywood Stuntman (2013). Unfortunately Sean’s foray into cinematic pirate territory didn’t reproduce the family sparks – as the LA Times pithily summarised the movie, “the old magic isn’t there.”

Sean with Pili…or is it Mili? (Source: briansdriveintheater.com)

Ephemeral B-movie star
Though Sean failed to set the screen alight in The Son of Captain Blood he did make a few more minor adventure films in Europe the mid-1960s, such as Duel at the Río Grande (as Zorro), followed by a couple of forgettable Spaghetti Westerns, the second playing opposite a popular Spanish teenage comic duo, Pili y Mili, AKA the Bayona Sisters (Sharp-Shooting Twin Sisters).

The last photo of Sean Flynn (left) & colleague on the day they disappeared (Photo: Perry Deane Smith/MCT/Tribune News Service via Getty Images)

Frontline Flynn, the Gonzo war photographer
When Flynn Junior became bored with acting, perhaps channeling Hemingway more than his father, he took himself off to Africa to work as a guide for safaris and big game hunting. Sean’s final movie was a 1967 French–Italian action picture Five Ashore in Singapore. By this time Sean had taken up a new career as a freelance photojournalist, basing himself in Vietnam with the Indochina war in full swing. This work was much riskier than anything Errol ever tackled in his tumultuous life…Sean went on patrols with the Green Berets, getting shot at by the Viet Cong (being wounded on one occasion), all in the name of getting the best pictures of the raging war𝕔. In 1970 Flynn went to Cambodia to cover the spread of the Vietnam War into that neighbouring country. Sean and another American photojournalist disappeared on 6th April 1970, never seen again, after they ventured into Communist-held territory in Cambodia. In 1984 Flynn was declared dead in absentia, his exact fate remains a mystery but most think that the two Americans were executed by either North Vietnamese guerrillas or the Khmer Rouge.

Sean Flynn on patrol (Photo: Tim Page)

Sean’s willingness to repeatedly put himself in the path of extreme danger in the Vietnam conflict led some observers to conclude that the combat photographer harboured a “death wish”. Certainly, Sean seemed to have inherited Errol’s reckless gene, always looking to push the envelope without regard for self. Both father and son seemed to be guided during their lives by a Byronic impulse, their lives inextricably linked to the romantic and the tragic (Jeffrey Meyers, Inherited Risk: Errol and Sean Flynn in Hollywood and Vietnam (2002).

𒈝𒈝𒈝𒈝𒈝𒈝𒈝𒈝

𝕒 hosting this British anthology series was one of the jobs the former matinee idol had to resort to after his Hollywood film career took a nose dive

𝕓 who had earlier stunt-doubled for the older Flynn

𝕔 Flynn was one of a group of Vietnam War “Gonzo” photographers including Tim Page and John Steinbeck IV who were committed to going anywhere, putting themselves into extreme risk situations to get the best combat photos