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Flirt Fail

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by Syd West

5.0(5 reviews)
9 episodes
Updated Daily
Accepts GuestsHas Sponsors

Podcast Overview

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. 💀 <br/><br/><a href="https://imaflirtfail.substack.com?utm_medium=podcast">imaflirtfail.substack.com</a>

Language

🇺🇲

Publishing Since

11/20/2025

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Recent Episodes

Episode thumbnail for A Tale of Two Setups

April 16, 2026

A Tale of Two Setups

<p>This week on Flirt Fail, we’re talking setups—when your friends take your dating life into their own hands.</p><p><br></p><p>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.</p><p><br></p><p>We break down what went right, what went very wrong, and whether setups are worth the risk… or just a fast track to chaos.</p><p><br></p><p>💔<strong> FOLLOW &amp; LISTEN TO FLIRT FAIL</strong></p><p><br></p><p>🎧 <strong>Listen on Spotify:</strong> <a href="https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f">https://spotify.com/flirtfail</a> </p><p>🍎 <strong>Apple Podcasts:</strong> <a href="https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899">https://applepodcasts.com/flirt-fail</a> </p><p>📱 <strong>TikTok:</strong> <a href="https://tiktok.com/@flirt_fail">https://tiktok.com/@flirt_fail</a> </p><p>📸 <strong>Instagram:</strong> <a href="https://instagram.com/flirt_fail">https://instagram.com/flirt_fail</a> </p><p>▶️ <strong>Subscribe on YouTube:</strong> <a href="#">https://youtube.com/@flirt_fail</a></p><p><br></p><p>New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀</p><p>#FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast</p>

Episode thumbnail for Oops, I Did It Again

March 26, 2026

Oops, I Did It Again

<p>In this episode, we&#39;re unpacking the patterns: chasing unavailable people, red flags we actively befriended, and the self-sabotage we somehow justified in real time. </p><p><br></p><p>Have we learned any lessons? Debatable. But we did laugh. A lot. Mostly at ourselves.</p><p><br></p><p>💔<strong> FOLLOW &amp; LISTEN TO FLIRT FAIL</strong></p><p><br></p><p>🎧 <strong>Listen on Spotify:</strong> <a href="https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f">https://spotify.com/flirtfail</a> </p><p>🍎 <strong>Apple Podcasts:</strong> <a href="https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899">https://applepodcasts.com/flirt-fail</a> </p><p>📱 <strong>TikTok:</strong> <a href="https://tiktok.com/@flirt_fail">https://tiktok.com/@flirt_fail</a> </p><p>📸 <strong>Instagram:</strong> <a href="https://instagram.com/flirt_fail">https://instagram.com/flirt_fail</a> </p><p>▶️ <strong>Subscribe on YouTube:</strong> <a href="#">https://youtube.com/@flirt_fail</a></p><p><br></p><p>New episodes every 3 weeks — more flirting, more failing, same emotional damage. 💀</p>

Episode thumbnail for The Situationship Spiral

March 6, 2026

The Situationship Spiral

<p><strong>Situationships, Flirtationships &amp; Everything in Between</strong></p><p><br></p><p>This week on Flirt Fail, we’re diving into the confusing gray area of modern dating — the relationships that technically aren’t relationships.</p><p><br></p><p>You know the ones: <strong>friends with benefits, situationships, flirtationships, and the classic “we’re just seeing where it goes.”</strong></p><p><br></p><p>We break down:</p><p>• What these situations actually mean (and why everyone seems to define them differently)</p><p>• The signs you might already be in one</p><p>• Why they’re so easy to fall into</p><p>• How to spot them early before you catch feelings</p><p>• And how to avoid getting stuck in one if that’s not what you want</p><p><br></p><p>Because sometimes the hardest part of dating isn’t rejection… it’s figuring out <strong>what exactly is going on</strong>.</p><p><br></p><p>If you’ve ever thought, “Wait… what are we?” — this episode is for you.</p><p><br></p><p>💔<strong> FOLLOW &amp; LISTEN TO FLIRT FAIL</strong></p><p>🎧 <strong>Listen on Spotify:</strong> <a href="https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f">https://spotify.com/flirtfail</a> </p><p>🍎 <strong>Apple Podcasts:</strong> <a href="https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899">https://applepodcasts.com/flirt-fail</a> </p><p>📱 <strong>TikTok:</strong> <a href="https://tiktok.com/@flirt_fail">https://tiktok.com/@flirt_fail</a> </p><p>📸 <strong>Instagram:</strong> <a href="https://instagram.com/flirt_fail">https://instagram.com/flirt_fail</a> </p><p>▶️ <strong>Subscribe on YouTube:</strong> <a href="#">https://youtube.com/@flirt_fail</a></p><p><br></p><p>👇 Be honest: have you ever been in a situationship?</p><p><br></p><p>#FlirtFail #Situationship #ModernDating #DatingPodcast #SingleGirlChronicles</p>

9 total episodes available

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What is Flirt Fail?

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. 💀 <br/><br/><a href="https://imaflirtfail.substack.com?utm_medium=podcast">imaflirtfail.substack.com</a>

How often does this podcast release new episodes?

This podcast updates daily.

Where can I listen to this podcast?

This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Information about guest appearances is not available.

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