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.
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Episodes
68 episodes
S3 Ep 62: Types of Men on Dating Apps
We 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.
S3 Ep 61: Tinder Games
September 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...
S3 Ep 60: I Saw a Ghost
March 2026. I come face-to-face with a real life ghost. My face turns white, my stomach drops, and horror ensues...
S3 Ep 59: He's Married!
Summer 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.
S3 Ep 58: Dating Younger Men - Part III
The 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.
S3 Ep 57: Dating Younger Men - Part II
Part 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.
S3 Premiere - Ep 56: Dating Younger Men
Season 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?
S2 Finale: The Peacock - Part II
Season 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.
S2 Ep 54: The Peacock
November 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 m...
S2 Ep 53: Pickleball Date
November 2024. The Coach slides into my DMs, I have a slight feeling of deja vu, and suddenly I’m stranded at the Pickleball court.
S2 Ep 52: Date with a Serial Killer
November 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.
S2 Ep 51: Irish Goodbye
November 2024. We talk exit plans on how to get out of a horrifying date. Guest starring Kyshali, John, and Rob.
S2 Ep50: (2024 US Election Edition) 50th Episode Celebration - Love & Politics
2024 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?
(Throwback Thursday) Houston, We Have A Problem
Throwback 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!
S2 Ep49: Ghosts, Zombies, and Stalkers
October 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.
(Throwback Thursday) Black Coffee
(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...Foll...
S2 Ep48: He's a Dog!
October 2024. Hurricane Milton Edition. A short king guest stars on this episode. Featuring live music by the Producer, Alejandro.
S2 Ep47: Sex Like a Man
October 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.
(Throwback Thursday) Naked
September 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...
S2 Ep46: Love Bombing
September 2024. Love is a battlefield, and love bombers are trying to penetrate my heart.
(Throwback Thursday) Just A Bit of Pixie Dust
(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 episo...
(Throwback Thursday) Tindergarten
Throwback 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...Follo...
S2 Ep45: Karen at the Bar
August 2024. Endured the longest 45-minute first date. Immediately after I was face-to-face with a real life Karen at the bar...