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Dating And Other Fucked Up Stories

Upon my debut into the modern dating world, I thought everyone had the same concept of what normal, decent, and acceptable was. It took the first unsolicited dick pic to bitch slap me into reality. And Holy Shit! From that point on I knew it was time to buckle up, ladies & gentlemen. Because I was in the motha’ f*ckin’ Wild Wild West! This podcast chronicles the horrifying, yet hilarious dating adventures of Rachel Ash. None of the details in these stories have been altered.Click here to: Support the show  |  Shop: Merch  |  Follow Me On Instagram: @datingpodcast

Publisher-supplied feed metadata · PodParley refreshed Jun 11, 2026 · Source feed

  1. 72

    S3 Ep 67: Dating Potential

    Send us Fan MailMay 2026. Part II of the Mr. Boston dating adventures. I quickly learn that Mr. Boston has a BIG secret. Maybe too big...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  2. 71

    S3 Ep 66: The Bumble Fumble

    Send us Fan MailApril 2026. Mr. Boston cancels our date suddenly and leaves me on 'delivered' all night...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  3. 70

    S3 Ep 65: Why do Men Come Back?

    Send us Fan MailWe dive into the 5 Reasons Why Men Come Back and what to look for when they do come back.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  4. 69

    S3 Ep 64: He Came Back

    Send us Fan MailMay 2026. The Actor makes an encore performance back into my life. All this after 5 months no contact.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  5. 68

    S3 Ep 63: Man with Three Cats

    Send us Fan MailMay 2020. This is the story about the cat man who loved Shia LeBuff and bike rides by the beach. It was the pandemic, what can I say?Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  6. 67

    S3 Ep 62: Types of Men on Dating Apps

    Send us Fan MailWe dive into the different types of men & women you find on dating apps. It's all the red and green flags in one place so you don't get stuck in confusion.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  7. 66

    S3 Ep 61: Tinder Games

    Send us Fan MailSeptember 2020. The height of the pandemic. I sit across from a very scared lawyer who tells me about a secret game he used to play...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  8. 65

    S3 Ep 60: I Saw a Ghost

    Send us Fan MailMarch 2026. I come face-to-face with a real life ghost. My face turns white, my stomach drops, and horror ensues...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  9. 64

    S3 Ep 59: He's Married!

    Send us Fan MailSummer 2025. He was 52 going on 39 - in his own delusional mind. It had been awhile since I had caught a catfish. I was overdue. Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  10. 63

    S3 Ep 58: Dating Younger Men - Part III

    Send us Fan MailThe Actor invites me to visit him in NYC. Leading up to the trip he promises to spoil me the whole weekend. Once I arrive he asks me to pay for his drinks...and I'm left wondering who's spoiling who.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  11. 62

    S3 Ep 57: Dating Younger Men - Part II

    Send us Fan MailPart II. November 2025. The Actor puts on a show. I realize I am the audience, and he is the star in a production of his own cruel intentions.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  12. 61

    S3 Premiere - Ep 56: Dating Younger Men

    Send us Fan MailSeason III Premiere. October 2025. Decided to ditch Millennials and date younger - 13 years younger to be precise. Had I been dating the wrong generation the whole time?Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  13. 60

    S2 Finale: The Peacock - Part II

    Send us Fan MailSeason 2 Finale. The Peacock's ex-girlfriend tells me her side of the story. After hearing her shocking account, I start to wonder who is telling the truth. Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  14. 59

    S2 Ep 54: The Peacock

    Send us Fan MailNovember 2024. What's the harm in mixing business with pleasure? This story is not about a turkey, but it is about another kind of bird... A peacock crosses my path. As time goes by, I begin to pluck the feathers one-by-one to reveal who this man truly is.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  15. 58

    S2 Ep 53: Pickleball Date

    Send us Fan MailNovember 2024. The Coach slides into my DMs, I have a slight feeling of deja vu, and suddenly I’m stranded at the Pickleball court.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  16. 57

    S2 Ep 52: Date with a Serial Killer

    Send us Fan MailNovember 2024. We continue the discussion about Passenger Princes and I tell the story of my encounter with a man who had all the signs of a serial killer.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  17. 56

    S2 Ep 51: Irish Goodbye

    Send us Fan MailNovember 2024. We talk exit plans on how to get out of a horrifying date. Guest starring Kyshali, John, and Rob.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  18. 55

    S2 Ep50: (2024 US Election Edition) 50th Episode Celebration - Love & Politics

    Send us Fan Mail2024 US Election. On this episode we proudly celebrate the release of Episode 50 of the show and dive into the controversial 2024 Election. Who will win? Who will lose?Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  19. 54

    (Throwback Thursday) Houston, We Have A Problem

    Send us Fan MailThrowback Thursday. June 2020. Grandma's little boy asks for dating advice ... on our date. Houston, we may have to come in for an emergency landing!Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  20. 53

    S2 Ep49: Ghosts, Zombies, and Stalkers

    Send us Fan MailOctober 2024. Halloween, or just another day in the life of a single gal in Fort Lauderdale? On this episode, we dive into extremes - being ghosted vs being stalked.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  21. 52

    (Throwback Thursday) Black Coffee

    Send us Fan Mail(Throwback Thursday) September 2020. I meet a date at a hip local coffee shop in Miami. Before I've even had my caffeine, I'm seeing red. Red flags, that is. You really can tell a lot about someone based on how they take their coffee...Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  22. 51

    S2 Ep48: He's a Dog!

    Send us Fan MailOctober 2024. Hurricane Milton Edition. A short king guest stars on this episode. Featuring live music by the Producer, Alejandro.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  23. 50

    S2 Ep47: Sex Like a Man

    Send us Fan MailOctober 2024. Beta Boy asks me to be his +1 at a wedding in India and my neighbor asks for a cup of sugar a.k.a. SEX. Featuring the Producer, Alejandro.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  24. 49

    (Throwback Thursday) Naked

    Send us Fan MailSeptember 2020. Naked in the swimming pool of a mansion somewhere in Hollywood, Florida. I was in the lion’s lair. He had me exactly where he wanted. He had gotten me to agree to a date, he paid for my dinner, lured me back into his den, and he was ready to taste the fruit of his conquest.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  25. 48

    S2 Ep46: Love Bombing

    Send us Fan MailSeptember 2024. Love is a battlefield, and love bombers are trying to penetrate my heart.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  26. 47

    (Throwback Thursday) Just A Bit of Pixie Dust

    Send us Fan Mail(Throwback to Season 1 Episode 3)September 2021. Insecure Bob fumbles right before our date. Gaston, a handsome 20-something f*ckboy, attempts to score.*The following episode contains both sexual content and drug use. This episode may not be suitable for all audiences. Discretion is advised.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  27. 46

    (Throwback Thursday) Tindergarten

    Send us Fan MailThrowback to Episode 1. April 2020. It's the height of the Covid-19 pandemic, and I was just stood up at a local park in Delray Beach. This is when I pull out my vending machine dating apps, Tinder and Bumble, and start swiping away...Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  28. 45

    S2 Ep45: Karen at the Bar

    Send us Fan MailAugust 2024. Endured the longest 45-minute first date. Immediately after I was face-to-face with a real life Karen at the bar...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  29. 44

    S2 Ep44: Cheaters

    Send us Fan MailAugust 2024. Guest star, Rob, discusses the psychology behind why men and women cheat on their partners.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  30. 43

    S2 Ep43: Run Club: The New Tinder

    Send us Fan MailAugust 2024. Mr. Fort Lauderdale himself, Rob Wild, joins us in the studio to discuss running and chasing.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  31. 42

    S2 Ep42: FWB

    Send us Fan MailGot a random 8 AM text message from a guy friend asking me to be his FWB. Made me wonder if those benefits would include a 401K, vacation time off, healthcare, and premium snacks...Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  32. 41

    S2 Ep41: 1 Tequila, 2 Tequila, 3 Tequila...

    Send us Fan MailAugust 2024. Went on back-to-back dates with an ER doctor. Thought he might be the cure for my dating ailment... Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  33. 40

    S2 Ep40: Unsolicited Dick Pics

    Send us Fan MailJuly 2024. On this Long Story Short Date episode, a guy friend sneaks into my Snapchat DMs with some risky content, a building engineer turns out to be a janitor, and I go on an unconventional double date. Featuring the producer, Alejandro.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  34. 39

    S2 Ep39: Talladega Nights: Burning Rubber & Hearts

    Send us Fan MailJuly 2024. Car Drifting, Jiu Jitsu, and Brother Lovers? Special guest star, J.J. @jjalfano, and I discuss the dating scene in Atlanta. Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  35. 38

    S2 Ep38: 'Blow' Job

    Send us Fan MailJuly 2024. The producer, Alejandro, and I discuss profiles gone wild, first date fiascos, and being put in the notorious friend zone.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  36. 37

    S2 Ep37: Farting on Dates

    Send us Fan MailJune 2024. Guest star, Brooke, explains the importance of letting one rip during a date, and I share a story about an unexpected rendezvous at the beach back in the Summer of 2020.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  37. 36

    S2 Ep36: Hooters

    Send us Fan MailMay 2020. Months into a global pandemic I am met by a bizarre specimen - the White Claw and Zero Effort Man. He wanted to drink me up, and all I wanted to do was spit him out.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  38. 35

    S2 Ep35: Act Like a Lady, Think Like a Man

    Send us Fan MailJune 2024. Albert and I discuss the Mindset of a Man - who they are, what they do, and how much money they make. Are men driven to succeed first before committing to a relationship?Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  39. 34

    S2 Ep34: Right Person, Wrong Time

    Send us Fan MailJune 2024. Guest star, Rob, and I discuss dating intentions and "Right Person, Wrong Time" mentality.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  40. 33

    S2 Ep33: Finance Trust Fund 6'5 Blue Eyes

    Send us Fan MailJune 2024. Does height really matter? From the perspective of a man, we dive into the South Florida dating scene. Featuring Albert, a film producer.Support the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  41. 32

    S2 Ep32: Hot Single Moms

    Send us Fan MailFebruary 2024.  The Producer, Alejandro, and I dive into the reality of dating as a single mother. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  42. 31

    S2 Ep31: Dating - Reddit Edition

    Send us Fan MailMay 2024. Can you be attracted to someone's scent? Rachel explores popular dating topics on Reddit. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  43. 30

    S2 Ep30: Peacocking

    Send us Fan MailMay 2024. Had the pleasure of meeting my first ever Peacock. Little did I know this cock was all talk and no walk. Featuring the Producer, Alejandro. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  44. 29

    S2 Ep29: Does Age Matter?

    Send us Fan MailMarch 2024. Hit it off with a guy at a bar in Downtown Fort Lauderdale. Twenty minutes into our date, I realized he could be my son... This is a Long Story Short Date Episode featuring the Producer, Alejandro. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  45. 28

    S2 Ep28: Beta Boy - Part II

    Send us Fan MailMarch 2020. Cruising down 595 blasting Wild Thing by Tone-Loc in my black stilettos, I felt like a bad a** bitch. My entire weekend was booked out with eligible men. I was on fire! Then a global pandemic struck, and we all hit pause on life.  Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  46. 27

    S2 Ep27: Beta Boy

    Send us Fan MailFebruary 2020. After returning from my personal Eat, Pray, Love Trip, I dive head first into the world of dating for the first time in my life. I soon realize I'm swimming in a pool of red flags. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  47. 26

    S2 Ep26: Dating Etiquette 101

    Send us Fan MailFebruary 2024. I audition men to be my Valentine and the Producer & I discuss dating etiquette for men in this Long Story Short Date Episode. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  48. 25

    S2 Ep25: Not Safe For Work (Explicit)

    Send us Fan MailOctober 2021. Part II of the Tin Man. Things start to heat up with the Tin Man, but the soup is left out cold.  Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  49. 24

    S2 Ep24: Achilles' Heel

    Send us Fan MailJuly 2021. Seduction. It's a dangerous game we play. Who is the predator, and who is the prey?  Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

  50. 23

    S2 Ep23: Sliding into DMs

    Send us Fan MailJanuary 2024. Ghosts from the past come back to haunt. Dating expectations & boundaries take center stage in this Long Story Short Date Episode featuring the Producer, Alejandro. Click here to: Support the show | Follow me on Instagram @datingpodcastSupport the showClick here to: Support the show  |  Shop: Merch  |  Instagram: @datingpodcast

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ABOUT THIS SHOW

Upon my debut into the modern dating world, I thought everyone had the same concept of what normal, decent, and acceptable was. It took the first unsolicited dick pic to bitch slap me into reality. And Holy Shit! From that point on I knew it was time to buckle up, ladies & gentlemen. Because I was in the motha’ f*ckin’ Wild Wild West! This podcast chronicles the horrifying, yet hilarious dating adventures of Rachel Ash. None of the details in these stories have been altered.Click here to: Support the show  |  Shop: Merch  |  Follow Me On Instagram: @datingpodcast

HOSTED BY

Rachel Ash

Frequently Asked Questions

How many episodes does Dating And Other Fucked Up Stories have?

Dating And Other Fucked Up Stories currently has 50 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is Dating And Other Fucked Up Stories about?

Upon my debut into the modern dating world, I thought everyone had the same concept of what normal, decent, and acceptable was. It took the first unsolicited dick pic to bitch slap me into reality. And Holy Shit! From that point on I knew it was time to buckle up, ladies & gentlemen. Because I was...

How often does Dating And Other Fucked Up Stories release new episodes?

Dating And Other Fucked Up Stories has 50 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to Dating And Other Fucked Up Stories?

You can listen to Dating And Other Fucked Up Stories 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 Dating And Other Fucked Up Stories?

Dating And Other Fucked Up Stories is created and hosted by Rachel Ash.
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