Flirt Fail cover art

Flirt Fail

Flirt Fail

By: Syd West
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About this listen

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.comSyd West
Relationships Social Sciences
Episodes
  • The Situationship Spiral
    Mar 6 2026

    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 just seeing where it goes.”


    We break down:

    • What these situations actually mean (and why everyone seems to define them differently)

    • The signs you might already be in one

    • Why they’re so easy to fall into

    • How to spot them early before you catch feelings

    • And how to avoid getting stuck in one if that’s not what you want


    Because sometimes the hardest part of dating isn’t rejection… it’s figuring out what exactly is going on.


    If you’ve ever thought, “Wait… what are we?” — this episode is for you.


    💔 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


    👇 Be honest: have you ever been in a situationship?


    #FlirtFail #Situationship #ModernDating #DatingPodcast #SingleGirlChronicles

    Show More Show Less
    42 mins
  • Lessons From Their Love
    Feb 12 2026

    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 other

    • The mistakes they made (and what those mistakes taught them)

    • The timing that wasn’t right… until it was

    • How they realized this time felt different

    • And why growth had to happen before commitment could

    But this isn’t just their reflection tour — it’s also my intervention. They break down what they wish they knew earlier and what I absolutely should not repeat if I’d like to avoid unnecessary emotional damage.

    Because sometimes you don’t need to learn the hard way… if your friends already did.

    If you’ve ever wondered whether timing matters, how people really know, or how to avoid sabotaging something good — this episode is honest, hopeful, and slightly aimed at me.


    💔 New episodes every 3 weeks

    👇 Do you believe in right person, wrong time — or just right growth?


    💔 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

    Show More Show Less
    44 mins
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