In this outrageously funny episode of Telling Tinder Tales, hosts Chris O’Neill and Thomasin Lockwood welcome Sydney, a blind, queer comedian, musician, and life coach calling in from Brighton, UK, to share one of the most chaotic dating stories the podcast has ever heard.

What starts as a promising Tinder date—complete with intelligent conversation, politics, music, and connection — quickly descends into absolute madness when Sydney’s date secretly necks half a bottle of spirits, becomes completely catatonic, strips off, and has a big, little accident.

Along the way, the trio dive into dating safety, first-date red flags, queer dating experiences, Plenty of Fish nostalgia, and the unspoken rules of Tinder etiquette—while managing to find the humour in truly traumatic situations. Sydney also shares insights into her life as a comedian, her Brighton comedy success, and why the internet seems to magnetically attract weirdos.

If you love hilarious dating disaster stories, Tinder horror tales, bad first dates, and laugh-out-loud podcast conversations about modern romance, this episode is an absolute must-listen.

GUEST: Sydney May @thesydney_may

🎙️ Topics include: Tinder dates gone wrong, online dating fails, queer dating stories, disastrous first dates, dating app safety, comedy storytelling, and real-life Tinder nightmares.

👉 Listen now, leave a review, and remember: always vet your dates—and maybe hide the gin.

In this episode of Telling Tinder Tales, Chris O’Neill and Thomasin Lockwood are joined by dating industry expert and dating coach Steve Dean for one of the most educational Tinder stories yet.

What starts as a late-night Tinder message turns into an all-night wander through New York, a three-month romance, and then—without warning— a new guy that prompts a sudden move across the world to become an organic farmer. Naturally.

Steve also lifts the lid on the modern dating world, sharing insights from his time using over 300 hundred dating apps, consulting for the dating industry, and navigating polyamorous relationships with honesty, calendars, and spreadsheets (yes, really). Join them as they chat late-night dates, dating app disasters, weird apps that should never have existed, and whether dating apps actually want you to find love.

Funny, surprising, and unexpectedly wholesome, this episode is packed with laughs, dating wisdom, and proof that even the strangest Tinder tales can have a happy ending.

If you love dating podcasts, real Tinder stories, or hearing experts unpack the dating industry, this episode is for you.

Guest: Steve Dean, @Date Working

👉 Don’t forget to subscribe, follow, rate, and review the podcast — it really helps us grow. 📩 Got your own wild dating story? Email us at tellingtindertales@gmail.com 🎟️ Check out our live shows in Leicester, Glasgow, and more — and follow us on socials @tellingtindertales for dates and updates.

Because no matter how bad the date… at least you’ll get a great story out of it.

This week on Telling Tinder Tales, hosts Chris O’Neill and Thomasin Lockwood are joined by comedian and viral sketch star Ali Woods for one of the wildest dating stories we’ve ever heard.

Ali calls in from Hackney (freshly moved in with his partner, no less) to share a jaw-dropping tale from his early 20s, back when dating apps, bad decisions, and cheap Sauvignon Blanc ruled his love life. From meeting at the Clapham Grand to a date spiralling out of control in central London, this episode covers everything from toxic first-date behaviour and unhinged flirting to the stranger, more absurd side of modern dating culture.

Along the way, the gang dive into:

• Dating apps vs meeting in real life
• Sliding into DMs and dating as a comedian
• Power dynamics, boundaries, and red flags on first dates
• Why being single isn’t a “character flaw”
• How your dating life shapes comedy, creativity, and confidence
• Why some dates are better as stories than relationships

It’s hilarious, uncomfortable, chaotic, and surprisingly thoughtful — a classic Telling Tinder Tales episode that proves sometimes the worst dates make the best laughs.

🎤 Guest: Ali Woods (stand-up comedian, Instagram & TikTok creator) @aliwoodsgigs

If you love dating podcasts, real Tinder stories, comedy podcasts, or hearing comedians unpack disastrous romantic encounters, this episode is for you.

👉 Don’t forget to subscribe, follow, rate, and review the podcast — it really helps us grow. 📩 Got your own wild dating story? Email us at tellingtindertales@gmail.com 🎟️ Check out our live shows in Leicester, Glasgow, and more — and follow us on socials @tellingtindertales for dates and updates.

Because no matter how bad the date… at least you’ll get a great story out of it.

📍Topics: Dating horror stories, Tinder dates, comedy & relationships, London dating, bad first dates 😂 Vibe: Funny, raw, unfiltered, and brutally honest

Hosts/Producers: Chris O'Neill & Thomasin Lockwood

Producer/Editor: Lucie Regan

Edit Assistant: Leo Dunlop

In this hilarious episode of Telling Tinder Tales, hosts Chris O’Neill and Thomasin Lockwood are joined by Lucy, a 27-year-old sports broadcasting professional from London, who shares one of the most awkward, wild, and unforgettable dating stories yet.

What starts as a promising Hinge date in London quickly turns into a full-blown rom-com nightmare when Lucy is invited on a first date ice skating at Canary Wharf— in the middle of London’s business district. From being filmed on the ice “to make memories” less than an hour into the date, a rooftop bar, questionable suggestions, and walking away with a borrowed ice rink manager hoodie, this episode has everything that makes online dating so chaotic and funny.

Along the way, the hosts dive into:

• Dating app disasters and first date red flags
• Doing dates “for the plot”
• Celebrity crushes and unconventional attraction
• Boundary-setting on awkward dates
• Why fun dates don’t always mean the right person
• And how Lucy somehow keeps collecting hoodies from men she never sees again

Packed with sharp banter, laugh-out-loud moments, and relatable dating insights, this episode is perfect for fans of dating podcasts, comedy podcasts, bad Tinder stories, and anyone navigating modern dating.

🎧 If you love real dating stories, awkward first dates, and comedy that tells the truth about dating apps, this episode of Telling Tinder Tales is not to be missed.

📩 Got your own dating horror story? Email tellingtindertales@gmail.com 📱 Follow us on Instagram & TikTok @tellingtindertales 🎟️ Live shows in Leicester (February) and Glasgow (March)

Swipe left on bad dates—but swipe right on this episode. 💔➡️❤️

In this outrageous new episode of Telling Tinder Tales, host Chris O’Neill is joined by guest co-host Alice Frick, stepping in for Thomasin, and things quickly spiral into one of the wildest dating stories the podcast has ever heard.

Calling in from Liverpool, performer, poet, and cabaret artist Joan Cooper Snark (aka another Alice) shares a jaw-dropping tale of modern dating, group chats, unexpected fantasies, and how one perfectly ordinary Tinder date can snowball into something completely wild. From feminist group chats and consent conversations, strange requests, and nights that take turns no one could possibly predict, this episode is packed with tantalising twists and big laughs.

Along the way, the gang chats about dating apps, sexual confidence, comedy, performance art, and the sheer chaos of trying to connect with people online. It’s a hilarious, candid, and very funny exploration of dating culture, boundaries, and the bizarre situations people find themselves in when swiping turns into real life.

Expect:

• A truly unforgettable Tinder dating story
• Sharp comedy and chaotic energy
• Honest conversations about consent and communication
• Plenty of laughs and “you won’t believe this” moments

If you love dating podcasts, comedy podcasts, or stories about Tinder dates gone completely wrong, this episode is not to be missed.

Follow @tellingtindertales on Instagram and TikTok for clips, live dates, and more dating disasters, and if you’ve got a story of your own, check the show notes to get in touch.

Swipe less! Laugh more!

Hosts: Chris O'Neill and Alice Frick @alice.frick

Guest: Joan Cooper Snark @joancoopersnark

Producer/Editor: Lucie Regan

Edit Assistant: Leo Dunlop

In this episode of Telling Tinder Tales, host Chris O’Neill is joined by guest co-host Alice Frick for another hilariously uncomfortable deep dive into modern dating gone wrong. When dating apps promise romance but deliver chaos, this podcast is here to laugh through the pain.

This week’s caller, Paul from Kent, shares his first-ever experience of online dating after two marriages and a long break from the dating world. What starts as a spontaneous Tinder match quickly escalates into a two-hour drive, an overnight stay, and a date that goes from hopeful to unsettling in under 24 hours. From intense oversharing and performative public displays of affection to alarming assumptions about meeting his children, Paul’s story is a masterclass in dating app red flags.

As the conversation unfolds, the episode explores bigger themes around online dating safety, first-date boundaries, and the realities of re-entering the dating scene later in life. Paul also offers practical insights into building a “normal” dating profile, navigating video calls, and why verifying profiles matters more than ever.

The chat takes an eye-opening turn as Paul reveals an experiment that exposed the darker side of social media and dating apps, highlighting the challenges women face online and sparking a broader conversation about consent, anonymity, and accountability on the internet.

🎙️ Topics covered in this episode:

• Tinder dating horror stories
• Online dating after divorce
• First date red flags
• Dating app safety tips
• Awkward Tinder dates
• The reality of modern dating apps
• Comedy stories about dating gone wrong

🎟️ Plus, hear about upcoming live Telling Tinder Tales shows in Leicester and Glasgow.

Follow Telling Tinder Tales on Instagram and TikTok for more dating disasters, behind-the-scenes clips, and live show updates. If you’ve got a story of your own, check the show notes to get involved.

It’s a festive special on Telling Tinder Tales, the dating podcast where modern romance goes hilariously wrong. Hosts Chris O’Neil and Thomasin Lockwood unwrap a Christmas-themed episode packed with awkward dating stories, seasonal romance, and laugh-out-loud relationship mishaps.

In this holiday episode, the duo explore Dates of Christmas Past, Present, and Future, sharing everything from disastrous festive moments to modern dating trends like cuffing season and Dating Sunday—the busiest day of the year for dating apps. Expect sharp wit, honest observations, and plenty of chaos as they dive into how love, loneliness, and logistics collide during the holidays.

🎁 In this episode, you’ll hear about:

• A legendary Christmas Day proposal gone wrong (involving terrible timing and an unforgettable interruption)
• Why proposing at Christmas can be romantic… or a massive red flag
• The truth about cuffing season and using relationships to survive winter
• Holiday dating pressure, gift expectations, and festive exploitation
• Christmas music debates, questionable song covers, and romantic playlists
• Dating app culture and why the first Sunday of January changes everything

Whether you’re single, cuffed, dating, or happily avoiding romance altogether, this episode delivers relatable stories, cultural insights, and plenty of festive laughs. Perfect listening for anyone navigating modern dating, Tinder tales, or the emotional chaos of the Christmas season.

🎧 Listen now to Telling Tinder Tales—because if dating is going to go wrong, it might as well be funny.

📩 Got a dating disaster to share? Email the show at tellingtindertales@gmail.com and be part of a future episode.

In this hilarious new episode of Telling Tinder Tales, hosts Chris O’Neill and Thomasin Lockwood welcome Sam from London, who brings two jaw-dropping dating disasters that perfectly capture why modern romance is so chaotic, confusing, and endlessly funny.

First, Sam recounts a blind date gone catastrophically wrong, courtesy of his so-called friends. What starts as an innocent setup at a university bar quickly spirals into a nightmare involving cat ears, and purring. Sam’s story is a masterclass in social awkwardness, secondhand embarrassment, and why you should never trust your mates with your love life.

Sam also shares the moment that finally killed dating apps for him. What follows is one of the most surreal first dates you’ll ever hear, complete with language barriers, accidental lies, and the realisation that speaking to people in real life might be the best way to go.

Along the way, the conversation dives into:

• AI and dating, including the rise of ChatGPT-written pickup lines
• Whether technology helps or harms genuine human connection
• Old-school flirting vs dating apps
• How to approach strangers without being creepy
• Why authenticity still beats algorithms

With sharp wit, brutal honesty, and plenty of laugh-out-loud moments, this episode is perfect for anyone who loves bad date stories, Tinder fails, dating app horror stories, awkward blind dates, and modern dating comedy.

🎧 Listen now to Telling Tinder Tales — where dating goes wrong so you don’t have to.

📩 Got a wild dating story? Email us at tellingtindertales@gmail.com 📍 Live shows coming up in Leicester (February) and Glasgow (March) 📱 Follow us on social media @tellingtindertales

If you enjoyed this episode, please rate, review, subscribe, and share — your support helps keep the terrible dates coming.