PODCAST · society
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
Episodes
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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...
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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...
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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...
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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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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...
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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...
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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...
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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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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
CATEGORIES
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