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. 💔➡️❤️