How Henry VIII would have ruled with Tinder

How Henry VIII would have ruled with Tinder

Written by Terry Lawson on April 19, 2025 at 3:10 PM

If ever there was a historical figure in need of modern matchmaking technology, it has to be King Henry VIII. Known for his six wives and monumental impact on history, one has to wonder: how would His Majesty manage his romantic affairs with the power of today’s dating apps at his royal fingertips? Let’s swipe right into an alternate reality where Henry VIII’s love life is slightly less of a national scandal and a bit more like a New Year’s Eve party with 16th-century courtiers drunkenly cheering, "Left, left, definitely swipe right!”

Domestic Affairs 2.0

On discovering Tinder, Henry VIII would likely view it as less of a Cupid's arrow and more of a swift sword to cut through those pesky political alliances. With his notable track record for weddings and beheadings, Henry might have approached Tinder with the enthusiasm of someone trying to complete a very complicated jigsaw puzzle blindfolded: an explorative task, bordering heavily on tragicomedy.

Poor Catherine of Aragon might have found herself the victim of a simple slip of the thumb, although maybe not before her keen political insight would whisper, "Perchance, Sir Henry, by swiping thee across the demands of thy cords, for protestation flows swifter than yon hearth's flame.” Henry, fairly fed up with papal bureaucracy slowing down his preposterous need for marital freedom, would have probably found himself indulging in the app's simpler pleasures, courting luck rather than logic.

Forget Cromwell, Meet Your New Advisor: Algorithm

Armed with a smartphone the size of a small monastery (surely any Tudor technology favours grandeur), Henry could swap political prowess for predictive algorithms. No need for whispers from advisors or weighty tomes. Instead, "enemies” of the realm come with a statistic on compatibility and an Instagram reel examine. Moreover, more complex matters like Anne Boleyn’s flirtatious wits or Jane Seymour’s demure smile could be neatly packaged into swipeable bites reinforced by digital chemistry.

The Tinder Trio: Swipe, Reign, Repeat

To indulge King Henry’s fantasies of romance and relentless domination, he would need only pay a contemporary sorcerer to minister unto him his very own Tinder Plus account. Whether he would rely on such modern sorcery as a super-like is truly a toss of the codpiece.

Take Anne of Cleves, for example. Originally setting Henry’s heart a-flutter via the royal portrait equivalent of "the good side'', imagine the prospect of 30x zoom and filters. Far from being ‘Flander’s Mare’, she could well have been ‘Tudor's Temptation’. Alas, it's likely Henry would still have faced the inexplicable tension between expectation and reality. "Well met, fair Android! Alas, thy flesh is not as fair as pixels promised.”

Imagining the Royal Profile

In an era driven by artistic representation, Henry’s Tinder profile would be a curated concoction of regal splendour and casual selfies in ceremonial armour, crown precariously cocked, "Henry, 49, Professional King. Interests include jousting, jousting, jousting, and the periodic overthrow of Rome. Swipe right for shared sovereignty, swipe left if head loss concerns thee."

Pioneer Anne Boleyn, carving a space for Tudor fashionistas, might submit emojis instead of secretive glances, picking royal favourites like 🔔, 👑, 🍗, and inevitable 🩸 for sharp punctuations. In this case, perhaps the tickle of a ghosting glance reveals the truth behind, "I’m not looking for something serious, so don’t lose your head over me.”

Revolutions Brought to You by Relationships

Imagine, under present-day pressures of ‘checking in’ rather than the Inquisition, considering social shares of marriages arranged for convenience or capital. Imagine a Facebook relationship status: “It's complicated”, causing a national hoo-ha and courtroom dramas that rival any soap opera. King Henry would likely spend more time explaining to Parliament why his "relationship goals" didn’t involve diplomatic ventures but rather another post-block party with Lady Jane and her mellow recline.

With regular updates to the Tudor-gram, paint-smeared Henry’s favourite food photoshop story headlining page one of “Why No Tinder for Kings?”, he might find himself in history as Henry the Slightly More Headstrong But Somewhat Liberated.

Wrapping Up: Digital Chaos Be Thy Name

In the tangled, tumultuous web of 16th-century politics entwined with modern ART (Advanced Relationship Technology), one question lingers - would Henry VIII’s reign be less blood-stained, more heart-reigned had Tinder set his pulse a-whirring?

Instead of reformations and executions, would there be group dates and double taps, banquet-approved ring tones echoing ‘It’s Reigning Me’-meme famous? One thing’s for certain, Tinderoy’s endless swipe-throughs entice a far richer assembly of what-ifs than history alone could satisfy.

So as the rose-tinted lens of history gives way to an era of rose-swiping meet-ups, our imaginations invoked, we close with a light-hearted glance: perhaps it is better to have swiped and lost, than never to have swiped at all.

Terry Lawson
Terry Lawson
Terry is a curious and imaginative writer with a passion for both history and technology. With a flair for humor, wit, and detailed storytelling, Terry paints vivid pictures of how historical figures and events might have unfolded differently if they had access to modern technology.