Ask Ashley: The Podcast

Ask Ashley: The Podcast

Do you know what unites women everywhere? The unbelievable, hilariously offensive shit we go through – from failed relationships and disaster dates to trying to balance marriage and parenting a terrorist-like three year old. You know what makes all of us okay? Laughing about it with your best friend. Welcome to Ask Ashley – a hilariously refreshing podcast brought to you by @dearyoungqueen. Join our founder, Ashley W., and her bestie, Ashley North, celebrity stylist, for their intimate, unapologetic, unfiltered weekly check-in, as these two friends on opposite coasts coach each other through this thing called life.

Episodes

January 11, 2026 51 mins

Ashley + Ashley are back in the studio this week discussing winter on the West Coast, old pains that probably need some attention, and the chaos that unfolds when convenience goes too far.


01:08 - Wild Replacements & Delivery App Chaos
A DoorDash interruption turns into a full breakdown of the audacity of modern delivery apps. From kids and girlfriends riding along to replacements that make absolutely zero sense, Ashle...

Mark as Played

Ashley + Ashley are back in the studio this week with a proper pour of Kim Crawford, struggling through French words nobody actually knows how to pronounce, and realizing confidence really will take you far.

00:00 - Welcome Back to Ask Ashley

05:25 - Overthinking the Positive
Ashley W is deep in her choose joy era. It’s all about the power of words, rewiring your brain toward positivity, and why overthinking t...

Mark as Played
December 20, 2025 58 mins

Ashley and Ashley are back in the studio this week, reminiscing on Jock Jams, MTV Spring Break, the D.A.R.E. program, and dads who smoke big ganja.

00:58- Let’s get ready to rumbleeee!!
Who remembers Jock Jams?! Arguably the greatest sports mix of all time. Somebody track down the DJ who made that CD because they really laid the blueprint for Kidz Bop.

07:41-  Family Photos & Teen Attitudes
Ashley N is a professional wh...

Mark as Played
December 8, 2025 60 mins

Ashley + Ashley are back this week with heavy opinions, light patience, and zero tolerance for systems that don’t make sense. 


00:06 - The NFL Mushroom Helmet: A new soft-shell covers helmet designed to reduce concussions but only about 9-13 players are wearing it this season?! Huh? Confusing to anyone else?  The Ashleys get into CTE, short NFL careers, exploited bodies, and why their sons will be struggling through literally a...

Mark as Played
November 29, 2025 49 mins

Ashley + Ashley are back in the studio this week with a little chaos, a little wisdom, and a whole lot of opinions. From not understanding life on Do Not Disturb to $2 Jäger bombs. From detoxing from tequila to remembering when people could smoke on airplanes… these two have thoughts this week, loud ones.


1:02 – Do Not Disturb Etiquette
The Ashleys take a hard stance against people who live their lives on Do Not Disturb. If...

Mark as Played
November 22, 2025 55 mins

Ashley + Ashley are back in the studio and officially kicking off a brand new season of Ask Ashley: The Podcast! This week, the ladies tackle modern dating, relationship soft-launch culture, millennial mom struggles, and internet chaos — from random boyfriends and linen outfits to new math, scammers, AI hallucination, and the dark side of Snapchat DMs.

Included in the episode:

00:00 – Welcome to the elite joy of watching a girl hard-...

Mark as Played
July 26, 2025 50 mins

Ashley + Ashley are back this week, reporting live from the comforts of their own homes.  This week they are catching up on expensive doctor visits, no touch laws, boxtox in the brain stem, the value of little people, and more.

00:52- How many nights a week do you eat out or order in? Cooking isn’t for everyone, and by everyone, we mean, Ashley + Ashley.

05:19 - New Hairdo, Who Dis? Both Ashleys have a new do, but apparently one look...

Mark as Played
June 8, 2025 51 mins

Ashley + Ashley are back and catching up long distance—with red wine in hand, of course. This week, the ladies are talking ACT/SAT testing, the difference between vocalists and singers, new Taco Bell orders, Ashley W’s ankle injury (as diagnosed by Ashley N, sports injury expert), and so much more.


00:00 - Welcome back to Ask Ashley: The Podcast


02:32 - It’s official, Ashley N’s daughter has graduated from middle school and...

Mark as Played

It’s Mother’s Day weekend and the mamas came to slay. And by slay, we mean grab a coffee and get into some real talk—like unconventional parenting advice, possibly starting an OnlyFans, putting your kids in therapy early, and the wild ride that is co-parenting.

This week, the ladies are joined by Felicia Latour—entrepreneur, one of the voices behind The Mama's Den podcast, founder of Somebody’s Mama, and most importan...

Mark as Played
April 19, 2025 51 mins

This is not a sponsored ad… but maybe it should be. The Ashleys crack open a HighTide THC Seltzer water, and well, it makes for a curiously delightful episode full of half-finished thoughts, full-body giggles, and theories that should’ve stayed in the group chat.  Tune in as the ladies discuss losing control of your upper lip, unimpressed children, the importance of research outside of TikTok, and 


02:40 - Spring break is upon ...

Mark as Played

It’s been a few weeks, but Ashley + Ashley are back in action—with their first guests of the season! Meet Saul, Cesar, and Aaron from IE in Friends Podcast—the guys behind the most-loved dating advice we’ve shared this season. The audience ate it up, so we had to bring them on for more!


05:32 - Meet The Ashleys' long-lost Mexican brothers. The boys spill on how they started their podcast, who’s the hardest worker, who’s ju...

Mark as Played
February 15, 2025 96 mins

Ashley + Ashley are back in the studio, and this week, they’re serving up karaoke bangers, questionable adult outings, a deep dive into WAGS To Riches, burner accounts, loyalty checks, and a whole lot of unhinged commentary. You asked for longer episodes, and, well… be careful what you wish for.

11:31 – Ashley W has returned to Los Angeles, but not without another bougie travel saga. In a shocking twist, our resident travel snob fin...

Mark as Played
January 18, 2025 55 mins

Ashley + Ashley are back in the studio this week to talk expert storytelling tips, how to dodge men you’re not interested in, and why being honest with your friends about everything is important.  We hope you can follow along because apparently The Ashley’s are just train conductors using a half remembered language to communicate on a journey across a barren desert. Confused? Them too. Tune in. 


00:30 - Podcasting ain’t easy, a...

Mark as Played
January 11, 2025 53 mins

Ashley + Ashley are back in the studio this week to clarify a few things and remind everyone they have switched relationship status for the 100th time. The ladies dive into the perks of having friends outside your relationship, some shocking pregnancy rights you probably didn’t know about, and a dating show so absurd, they simply can’t look away.

01:31 - What even is a cougar? Are we talking sugar mama vibes, or is it all about the ...

Mark as Played
January 4, 2025 51 mins

Ashley + Ashley are back in the studio this week with plenty of jokes for each other. They listen and well, they also judge. From the suspect challenge to getting caught on the clearance rack, the Ashleys are throwing shade with a side of laughs.


07:24 - Patty, Please!! Ashley W sat next to a Chatty Patty on her flight to LA and really needed to vent. From the Mafia to the tow pound, this former comedian from Staten Island made...

Mark as Played
December 21, 2024 43 mins

Ashley + Ashley are back in the studio this week reflecting on how unnecessary their behavior was during the pandemic. From hoarding toilet paper to spending hundreds on Clorox wipes, Ashley + Ashley are actually quite embarrassed. They also discuss the Popeyes Chicken Sandwich phenomenon, leveling your kid’s expectations, and their old snooping ways. 


03:15 - If there’s one thing Ashley & Ashley hate, it’s a line. It doesn...

Mark as Played
December 14, 2024 53 mins

Welcome back to Ask Ashley: The Podcast! It’s been a long 6 months, but the Ashleys are back and ready to dive into another exciting season! There’s a big difference between keeping your life a secret and keeping it private, and well, it’s time for Ashley & Ashley to catch you up on some private matters.

02:04 - From now on, you can call us The Kellys. It was a team effort, but The Ashleys are officially Kelly’d down! Ashley N. ...

Mark as Played
August 3, 2024 48 mins

Ashley + Ashley are back in the studio this week for the final episode of the season! The ladies cap off 49 weeks of fun with Amerie’s grandstand, and all new TV time (spoiler alerts!), and the songs of the summer. 


06:51 – Ashley N’s stalker reminds the ladies about a recent Netflix binge, Baby Reindeer.  Baby Reindeer got strange and just when you thought it was going to change, it got moorrrreeee strange.


15:33 -  Imagin...

Mark as Played
June 26, 2024 39 mins

Ashley + Ashley are back in the studio coming to you from The Big Apple.  This week they discuss diamond status moments, dropping tears on your wedding day, and Alicia Keys’ new musical Hell’s Kitchen, as well as her “new” style. 

05:38 - The Ashleys might sit on this podcast and run their mouths, but their work is also running the main pages of Netflix and Hulu right now. From the Mark Twain Awards to The Tom Brady Roast, Ashley N ...

Mark as Played
June 9, 2024 44 mins

Ashley + Ashley are catching up long distance this week, with an unwanted yet always welcomed interruption from Ashley N’s daughter, the little one. There’s Charly and then there’s our darling Baby Terrorist.  This week the ladies discuss: 

00:21 - It’s The Flow, not The Flo. Sirius Satellite radio may have gotten a few listeners back. 

04:34 - Ashley N is going to be a golfer! She’s taking lessons and all. Thank god for Lisa who fin...

Mark as Played

Popular Podcasts

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    Crime Junkie

    Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by Audiochuck Media Company.

    NFL Daily with Gregg Rosenthal

    Gregg Rosenthal and a rotating crew of elite NFL Media co-hosts, including Patrick Claybon, Colleen Wolfe, Steve Wyche, Nick Shook and Jourdan Rodrigue of The Athletic get you caught up daily on all the NFL news and analysis you need to be smarter and funnier than your friends.

    Dateline NBC

    Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

    The Breakfast Club

    The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2026 iHeartMedia, Inc.