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Flirt Fail

by Syd West

I’m 31, have never had a boyfriend, and my one real date ended in chaos—so now I’m turning my tragic love life into a comedy experiment. With the help of dating mentors aka my best friends, I’m navigating swipes, red flags, and cringe-inducing encounters while you laugh, learn, and maybe feel grateful you’re not me. Think rom-com meets reality show—minus the happy ending…for now.💔 FOLLOW & LISTEN TO FLIRT FAIL🎧 Listen on Spotify: https://spotify.com/flirtfail 🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail 📱 TikTok: https://tiktok.com/@flirt_fail 📸 Instagram: https://instagram.com/flirt_fail ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀 imaflirtfail.substack.com

Publisher-supplied feed metadata · PodParley refreshed Apr 17, 2026 · Source feed

Episodes

  1. A Tale of Two Setups

    This week on Flirt Fail, we’re talking setups—when your friends take your dating life into their own hands. One got a success story (rare), and the other? A full-blown dating disaster that quickly became one of the worst date stories we’ve ever heard. We break down what went right, what went very...

  2. Oops, I Did It Again

    In this episode, we're unpacking the patterns: chasing unavailable people, red flags we actively befriended, and the self-sabotage we somehow justified in real time. Have we learned any lessons? Debatable. But we did laugh. A lot. Mostly at ourselves. 💔 FOLLOW & LISTEN TO FLIRT FAIL 🎧 Listen on...

  3. The Situationship Spiral

    Situationships, Flirtationships & Everything in Between This week on Flirt Fail, we’re diving into the confusing gray area of modern dating — the relationships that technically aren’t relationships. You know the ones: friends with benefits, situationships, flirtationships, and the classic “we’re...

  4. Lessons From Their Love

    Hindsight Is 20/20 (Growth Was Required) This week on Flirt Fail, I sit down with two of my recently engaged friends to talk about what their relationship actually looked like before the ring. Spoiler: it wasn’t instant clarity and rom coms. We unpack: • The relationships they had before each…

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  5. First Date Fumbles

    First dates sound cute in theory. In reality? They’re a social experiment with snacks. In this episode of Flirt Fail, we’re talking everything first dates — what to say, what to avoid, and how to escape without an “emergency” phone call from a friend. We get into: • Conversation topics that kill...

  6. How to Survive Men by Men

    This week on Flirt Fail, I invited two of my guy friends to give the male perspective on all things dating — and shockingly, they had a lot to say.We break down:• How guys actually want to be approached IRL• What men look for on dating apps (and what instantly makes them nope-out)• Why flirting...

  7. Swipe Now, Cry Later

    Welcome back to Flirt Fail, where my love life is a group project and I’m the weakest link. This week, we’re tackling the one place romance goes to die: the dating apps. My friends stage a full-on intervention, reviewing every prompt, photo, and flirting tactics I apparently should’ve retired in...

  8. Flirting for Dummies (Me)

    In this debut episode of Flirt Fail, I attempt the impossible: meeting men in real life. From awkward eye contact to my attempt to get a man's attention by tripping him (spoiler: I missed), this episode covers flirting fundamentals, IRL meet-cutes gone wrong, and why I probably shouldn’t be…

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  9. This is Flirt Fail

    My tragic love life = your new favorite rom-com podcast 🎧 #FlirtFailPodcast This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit imaflirtfail.substack.com

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ABOUT THIS SHOW

I’m 31, have never had a boyfriend, and my one real date ended in chaos—so now I’m turning my tragic love life into a comedy experiment. With the help of dating mentors aka my best friends, I’m navigating swipes, red flags, and cringe-inducing encounters while you laugh, learn, and maybe feel grateful you’re not me. Think rom-com meets reality show—minus the happy ending…for now.💔 FOLLOW & LISTEN TO FLIRT FAIL🎧 Listen on Spotify: https://spotify.com/flirtfail 🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail 📱 TikTok: https://tiktok.com/@flirt_fail 📸 Instagram: https://instagram.com/flirt_fail ▶️ Subscribe on YouTube: https://youtube.com/@flirt_fail New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀

imaflirtfail.substack.com

HOSTED BY

Syd West

Frequently Asked Questions

How many episodes does Flirt Fail have?

Flirt Fail currently has 9 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Flirt Fail about?

I’m 31, have never had a boyfriend, and my one real date ended in chaos—so now I’m turning my tragic love life into a comedy experiment. With the help of dating mentors aka my best friends, I’m navigating swipes, red flags, and cringe-inducing encounters while you laugh, learn, and maybe feel...

How often does Flirt Fail release new episodes?

Flirt Fail has 9 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Flirt Fail?

You can listen to Flirt Fail on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts Flirt Fail?

Flirt Fail is created and hosted by Syd West.
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