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Rating

★★★★☆

3.7

from

57 reviews

Description

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

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Check latest episodes from Dating And Other F****d Up Stories podcast

S3 Ep 86: Coffee Shop Romance

2026/10/29

Send us Fan Mail October 2026. I've officially decided that if I'm going to meet the love of my life, there's a pretty good chance it's going to happen at a coffee shop. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 85: I Googled My Date

2026/10/22

Send us Fan Mail October 2026. I Googled My Date... Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 84: He Asked Me To Come Over

2026/10/15

Send us Fan Mail October 2026. After enough years of dating, you start to feel almost impossible to shock. Then this past weekend, a man invited me to his apartment. Not for sex. Not for drinks. Not even for a date. He Asked Me to Come Over to... Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 83: The Dick Pics Are Back

2026/10/08

Send us Fan Mail October 2026. Okay, we need to talk about unsolicited dick pics... Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 82: Am I Too Old to Date?

2026/10/01

Send us Fan Mail September 2026. Am I too old to date, or am I just burnt out by the whole process? Can you be too old to fall in love? Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 81: The Stalker

2026/09/24

Send us Fan Mail September 2026. A couple of weeks ago I came home to flowers on my door. No note. Just a stem of flowers torn from a bush outside. It was giving Psycho Killer Vibes. I couldn't move. I just stood there wondering if my life had suddenly become the next episode of true crime... Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 80: I'm Glad We Never Had Sex

2026/09/17

Send us Fan Mail August 2026. I'm going to repeat that title - I'm glad we never had sex. PERIOD. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 79: Fake Date

2026/09/10

Send us Fan Mail August 2026. Sometimes you discover that apparently...you weren't even on a f*cking date. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 78: Not Looking for Anything Serious

2026/09/03

Send us Fan Mail August 2026. Sometimes “I’m not looking for anything serious” is not just information. It is a disclaimer. It sets the tone for the entire situation before anything has even happened. What he is really telling you is, “I have no intention of building anything real here.” Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 77: Kiss & Tell

2026/08/27

Send us Fan Mail August 2026. Despite my hesitation, I went on a date Monday night. Why did I hesitate? Well, besides the guy telling me he was 5’6?...you don't want to skip this one, ladies and gents. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 76: Hitting on Married Women

2026/08/20

Send us Fan Mail August 2026. For most women, noticing a wedding ring ends the inquiry. Certain men treat it differently. The ring does not close the door; it merely changes the sales strategy... Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 75: Pretend Boyfriend

2026/08/13

Send us Fan Mail August 2026. I had a pretend boyfriend for a day. No, seriously. It's a modern-day Cinderella story. The clock strikes midnight, and suddenly your temporary relationship spell is broken. It's basically a free trial. No monthly subscription. No automatic renewal. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 74: The Fantasy, The Fun, & The F*ckery

2026/08/06

Send us Fan Mail July 2026. When a 45-year-old man dates a 27-year-old woman, society is basically like, “Congratulations, Brad.” But when a woman dates younger, suddenly everyone becomes a developmental psychologist. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 73: The Love Loop

2026/07/30

Send us Fan Mail July 2026. Your greatest strength in life can become a liability in love. Late one night while doom scrolling, I have a life-changing epiphany. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

S3 Ep 72: Women Grow Men Up

2026/07/23

Send us Fan Mail Do women really grow men up? I share some of my first-hand experiences of growing up the men I have been in relationships with. From my ex-husband to as recent as The Actor. Support the show Click here to: Support the show | Shop: Merch | Instagram: @datingpodcast

Podcast reviews

Read Dating And Other F****d Up Stories podcast reviews

3.7 out of 5

57 reviews

★★★★★

drnicolep 2026/05/06

My favorite podcast

Rachel is a fantastic story teller. As someone who is also post-divorce in South Florida, I can relate to many of her dating disasters. I look forward...

★☆☆☆☆

JBevensmoother 2025/01/29

Don’t need the music

Hard to concentrate on what’s being said with the guitar jams in the background

★★★★★

itslorena23 2024/12/13

I love this show

Rachel is an amazing storyteller and her take is always funny yet insightful. I love her perspective and her willingness to put her daring life out th...

★★★★☆

Quick INK 2024/05/17

pretty good but…

I honestly LOVE the episodes of Rachel alone where she is setting the scene and walking you through her dates. Some are juicy, some are mind boggling,...

★★★★★

kendallleigh 2024/05/08

Beyond Entertaining!

As a person who has lived in and dated in at least 5 different states before moving to South Florida, I must say - this podcast hits the nail on the h...

★★★★★

Daezy Dukes 2024/05/07

Real, transparent tales

Her regales of the dating scene in South Florida ring true and resonate with every young-ish woman navigating the world of dating. I find myself rolli...

★★★★★

Cat Lopez . 2024/05/07

An absolute must listen

Fun, sexy and absolutely hilarious. Rachel has a way of sharing her dating stories that will make you feel better about your own. If you need some ent...

★☆☆☆☆

Jennasaurus17 2024/04/29

Oof.

I really don’t even know where begin with this One. There’s potential to have an entertaining podcast on this topic, obviously, but this one is terri...

★★★★★

barefootlobo2 2024/02/10

Listen often gentlemen

This podcast is brilliantly written and fun. It is also full of useful information for us men navigating the dating world. Take heed my friends! Rache...

★★★★★

joeefresh 2024/01/18

South Florida Swamp

Rachel’s exploits are absolutely the prime example of dating in South Florida. From being stood up, to love bombed… you can relate to everything on...

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