Thomas Perry

Barrister and Solicitor

Thomas Perry is an employment and labour lawyer in Toronto, Ontario. He has experience with management-side employment and labour issues, and providing strategic HR advice to businesses.

He can be reached at thomasperry88@gmail.com

Any information provided should be considered for entertainment purposes only and is not legal advice. You should seek independent legal advice before making any decisions. Use of this website does not create a client relationship.

A Supposedly Fun Thing I’ll Never Do Again (Except Maybe Tonight): Dating Apps and the Engine of Loneliness in the Post-Connected Age

I. The Cathedral of Swipe: A Confessional Prologue

Let’s begin with a scene so ubiquitous it barely registers as absurd anymore: a human, alone in a room lit by the cold glow of a smartphone, thumb moving in metronomic arcs—left, left, right, left—as if conducting a silent symphony of judgment. Each swipe is a micro-decision, a flick of the wrist that dismisses or anoints a stranger based on a collage of photoshopped images, pithy bios cribbed from Twitter, and hobbies calibrated to signal I’m interesting but not trying too hard. The ritual feels consequential, yet the user—let’s call him You—experiences not excitement but a low-grade dread, the kind that lingers after a third whiskey soda. You’re not here because you want to be. You’re here because everyone is here, in this digital bazaar where intimacy is gamified into a slot machine of infinite maybe’s. The promise of connection is undercut by the unspoken truth: this isn’t working. Not really. But you keep swiping anyway, because what’s the alternative?

This is the paradox of dating apps: they exist to alleviate loneliness but thrive by perpetuating it. To understand why, we must spelunk into the dark caves of history, psychology, and the social sciences—and confront the uncomfortable reality that our tools for connection have become engines of isolation.


II. From Courting to Clicking: A Brief (and Oversimplified) History of Human Pairing

Once upon a time, before algorithms and DMs, humans found mates through what sociologists call embedded courtship—a process mediated by family, tribe, and community. In medieval Europe, marriage was less about love than land deals, orchestrated by parents to consolidate power¹. The Industrial Revolution dismantled these arrangements, replacing feudal villages with urban anonymity. Suddenly, young people could choose partners on their own, a radical shift that birthed “dating” as we know it². By the 20th century, courtship migrated to soda shops, drive-in theaters, and college mixers—physical spaces where chemistry could spark organically.

Then came the internet.

The first dating sites (Match.com, 1995; eHarmony, 2000) framed themselves as efficient solutions for busy professionals, leveraging compatibility algorithms to cut through the noise³. But the real revolution arrived in 2012 with Tinder, which transformed dating into a Skinner box of infinite scrolling. Swiping reduced human beings to disposable profiles, their worth quantified by “matches” and “likes.” The message was clear: There’s always someone better a thumb-flick away.


III. The Psychology of the Infinite Scroll: Dopamine, Delusion, and the Death of Depth

Here’s a fun experiment: attach electrodes to a rat’s brain and let it press a lever to stimulate its pleasure centers. The rat will press the lever obsessively, ignoring food and sleep until it dies. This is the Skinner box, a parable of addiction that feels eerily familiar to anyone who’s ever lost an hour to Instagram Reels—or Tinder.

Dating apps exploit the same variable-ratio reinforcement schedule⁴. Most swipes yield nothing, but occasional matches flood the brain with dopamine, conditioning users to crave the next hit. The problem isn’t just addiction; it’s the cognitive distortion it breeds. Psychologist Barry Schwartz’s “paradox of choice” theory argues that too many options paralyze decision-making and erode satisfaction⁵. When presented with 100 potential partners, the mind fixates on imagined flaws (“Too into Marvel movies,” “Bad lighting in photo three”) rather than possibilities.

Worse, apps incentivize superficiality. A 2016 study found that users spend 3.3 seconds evaluating a profile before swiping⁶—less time than it takes to tie a shoelace. This snap-judgment culture rewards photogenic extroverts and punishes the average, the shy, the unconventional. The result? A marketplace where everyone feels inadequate, even (especially) the “winners.”


IV. Bowling Alone, Swiping Alone: The Social Fabric’s Slow Unraveling

In 2000, Robert Putnam’s Bowling Alone diagnosed America’s fraying social bonds, charting the decline of community groups, churches, and even bowling leagues⁷. Putnam blamed TV and suburban sprawl, but his warnings presaged the smartphone era. Today, we’ve replaced third places (parks, pubs, diners) with third screens (iPhone, iPad, MacBook), outsourcing friendship to Facebook and romance to Bumble.

The consequences are quantifiable. A 2021 Harvard study found that 36% of Americans feel “serious loneliness,” with rates highest among Gen Z⁸—the first generation raised on Instagram. Psychologist Jean Twenge ties this to “iGen’s” decline in face-to-face interaction⁹; teens who spend 5+ hours daily online are 71% more likely to exhibit suicidal ideation. We’re drowning in connection, yet starving for intimacy.

Dating apps aren’t the cause of this crisis—they’re a symptom. They exist because traditional avenues for meeting partners (friends, hobbies, workplaces) have atrophied, leaving us desperate enough to outsource love to Silicon Valley. But like a bandage on a bullet wound, they address loneliness by numbing it, offering the illusion of choice while eroding the skills required for real relationships: vulnerability, patience, tolerating awkward silences.


V. The Commodification of Desire: Love in the Age of Liquid Modernity

Philosopher Zygmunt Bauman coined the term “liquid modernity” to describe a world where commitments dissolve like sugar in rain¹⁰. Jobs, friendships, and identities become provisional—flexible, disposable, optimized for convenience. Dating apps are liquid love’s purest expression, reducing relationships to transactions. Profiles become personal brands; bios are elevator pitches. Even the term “ghosting” reflects this liquidity—evaporating without a trace, as if the other person were never real.

This commodification warps our desires. Eva Illouz, in Cold Intimacies, argues that online dating turns emotions into calculative choices¹¹. We approach partners like consumers comparing products, weighing traits (income, education, height) against an internal checklist. The result isn’t love but a cost-benefit analysis, devoid of the irrational spark that makes relationships meaningful.


VI. The Way Out (Maybe): Rebuilding the Cathedral

None of this is inevitable. Humans are adaptive creatures, capable of course-correcting even after decades of bad habits. The solution isn’t to Ludditely smash our phones but to recognize that dating apps are tools—not therapists, not saviors.

Psychologist Esther Perel argues that modern love suffers from “emotional capitalism”—we expect partners to be everything (lover, best friend, co-parent, therapist) while investing less time in community¹². The fix? Diversify our relational portfolios. Rebuild third places. Talk to strangers. Join a book club. Volunteer. Embrace the friction of in-person interaction, even when it’s awkward.

True connection requires risk. It means showing up—not just swiping—and accepting that rejection, embarrassment, and boredom are the price of admission. Dating apps sell us a fantasy of frictionless love, but love isn’t frictionless. It’s messy, inconvenient, and utterly, terrifyingly human.


VII. Epilogue: A Prayer for the Post-App World

Imagine a future where dating apps are relics, like payphones or AOL discs. Historians will puzzle over how billions of people outsourced their hearts to algorithms, mistaking convenience for closeness. They’ll write papers titled The Great Loneliness of the Early 21st Century and marvel at our complicity.

But it’s not too late. Put down the phone. Go to a concert. Strike up a conversation with the person next to you at the bar. It might go nowhere. It might hurt. But it’ll be real. And real, as any DFW fan knows, is the only thing worth chasing.


FOOTNOTES
¹ Stephanie Coontz, Marriage, a History: How Love Conquered Marriage (2005).
² Beth L. Bailey, From Front Porch to Back Seat: Courtship in Twentieth-Century America (1988).
³ Marie Hicks, Programmed Inequality: How Britain Discarded Women Technologists and Lost Its Edge in Computing (2017).
⁴ B.F. Skinner, The Behavior of Organisms (1938).
⁵ Barry Schwartz, The Paradox of Choice: Why More Is Less (2004).
⁶ Tinder internal data, reported in Fast Company (2016).
⁷ Robert D. Putnam, Bowling Alone: The Collapse and Revival of American Community (2000).
⁸ Harvard Study of Adult Development (2021).
⁹ Jean M. Twenge, iGen: Why Today’s Super-Connected Kids Are Growing Up Less Rebellious, More Tolerant, Less Happy—and Completely Unprepared for Adulthood (2017).
¹⁰ Zygmunt Bauman, Liquid Love: On the Frailty of Human Bonds (2003).
¹¹ Eva Illouz, Cold Intimacies: The Making of Emotional Capitalism (2007).
¹² Esther Perel, Mating in Captivity: Unlocking Erotic Intelligence (2006).