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 (https://imaflirtfail.substack.com?utm_medium=podcast)
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 wrong, and whether setups are worth the risk… or just a fast track to chaos.
💔 FOLLOW & LISTEN TO FLIRT FAIL
🎧 Listen on Spotify: https://spotify.com/flirtfail (https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f)
🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail (https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899)
📱 TikTok: https://tiktok.com/@flirt_fail (https://tiktok.com/@flirt_fail)
📸 Instagram: https://instagram.com/flirt_fail (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. 💀
#FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast
26 Mar 2026
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 Spotify: https://spotify.com/flirtfail (https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f)
🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail (https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899)
📱 TikTok: https://tiktok.com/@flirt_fail (https://tiktok.com/@flirt_fail)
📸 Instagram: https://instagram.com/flirt_fail (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. 💀
6 Mar 2026
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 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 (https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f)
🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail (https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899)
📱 TikTok: https://tiktok.com/@flirt_fail (https://tiktok.com/@flirt_fail)
📸 Instagram: https://instagram.com/flirt_fail (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
12 Feb 2026
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 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
22 Jan 2026
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 the vibe instantly
• Where to go on a first date (and where NOT to)
• How to end a date gracefully…or not
• And first-date horror stories that should qualify as public service announcements
If you’ve ever gone on a date and immediately texted your friends “I hate it here,” this episode is for you.
💔 FOLLOW & LISTEN TO FLIRT FAIL
🎧 Listen on Spotify: https://spotify.com/flirtfail (https://open.spotify.com/show/2aj2nOxYe0m5kgN4jVeRFy?si=09e2193e50c2446f)
🍎 Apple Podcasts: https://applepodcasts.com/flirt-fail (https://podcasts.apple.com/us/podcast/flirt-fail/id1851887899)
📱 TikTok: https://tiktok.com/@flirt_fail (https://tiktok.com/@flirt_fail)
📸 Instagram: https://instagram.com/flirt_fail (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. 💀
#FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast
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 (https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
2 Jan 2026
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 feels like a group project we’re all failing• AND… the moment they brutally, lovingly, aggressively reviewed my dating profileSpoiler: men noticing the tiniest things while missing the obvious? Groundbreaking.If you’ve ever wished you could peek inside a guy’s brain without actually dating one, this episode is for you.
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 (https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
11 Dec 2025
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 Kindergarten. Then they make me do the scariest part of online dating:
👉 Send actual messages to actual men.
Not drafts. Not screenshots. Like… real messages that I can’t unsend.
We talk red flags, green flags, what makes a profile swipeable, and how to flirt without sounding like a customer service rep.
If you’ve ever opened a dating app and immediately closed it—this episode is your soulmate.
💔 New episodes every 3 weeks
#FlirtFail #DatingApps #ProfileMakeover #ComedyPodcast #SingleGirlDisasters
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 (https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
20 Nov 2025
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 trusted near men.💔
Watch me turn my romantic chaos into comedy — and maybe learn what NOT to do next time you flirt.
FOLLOW & LISTEN TO FLIRT FAIL - Same chaos, different platforms
📱 TikTok: https://tiktok.com/@flirt_fail (https://tiktok.com/@flirt_fail)
📸 Instagram: https://instagram.com/flirt_fail (https://instagram.com/flirt_fail)
▶️ Subscribe on YouTube: https://youtube.com/@Flirt_Fail (https://youtube.com/@Flirt_Fail)
New episodes every 3 weeks #FlirtFail #DatingPodcast #SingleGirlChronicles #ComedyPodcast
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 (https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
20 Nov 2025
This is Flirt Fail
My tragic love life = your new favorite rom-com podcast 🎧 #FlirtFailPodcast (https://www.youtube.com/hashtag/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 (https://imaflirtfail.substack.com?utm_medium=podcast&utm_campaign=CTA_1)
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Apple Podcasts (US)
5.0 / 5
5 ratings
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