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Confidently Insecure

Kelsey Darraghredcircle.com

the podcast where we're absolutely sure we don't know everything

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Episodes

Big D’s & Swifties

Woooohoooo! This week Zach takes us on a JOURNEY about his hookup with a big D-ed swifty while Kelsey unloads a juicy laundry list of sh*tty ex behavior. Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Apr 29, 202441 min

KELSEYS MEN FACE OFF

What happens when you put Kelsey and two 6’+ lovers in one room together?! Well you’ll have to listen to find out! Plus Zach has an adult sleepover that may change the future of his s*x life FOREVER. Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Apr 22, 202441 min

🫶🏻Twinks & Yeast Infections🫶🏻

This week Zach has a 24 yr old conundrum on his hands and Kelsey is baking a loaf of bread between her legs 🥖 PLUS Kelsey reveals a super power she possesses that helps her friends find LOVE 😍 (and s*x 👹) VOTE FOR OUR FRIEND SEQUOIA'S PODCAST bit.ly/49g5mxT Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Apr 15, 202439 min

Kelsey calls Zach OUT

Don’t you love it when friends push you to do something SCARY?! Find out why Kelsey called Zach a p*ssy and how it ended in a celebrity getting harassed. PLUS our girl on the ground MEG gets some evergreen relationship advice about her gym crush 😻 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Apr 08, 202441 min

HOOKING UP WITH TV STARS

Welcome to CONFIDENTLY CHAOTIC (werking title), the podcast where we’re absolutely sure we don’t learn anything!! After weeks of Zach begging, Kelsey has finally allowed us to dip a toe into madness (a completely unscripted ep!!). So follow along as K&Z vent about old hookups, concert disasters, and actual murder 👹👹👹 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.co...

Apr 01, 202442 min

Spring Break is ILLEGAL

JK. But Miami is doing its damnedest to make sure no one has fun the entire month of March!! PLUS Kelsey tells us the horrifying origin of the Easter bunny (yep, meth is involved). Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Mar 25, 202443 min

ZACH LOVES WOMEN!!!

This week (and by week we mean month (and by month we mean ALWAYS)) Kelsey and Zach celebrate WOMEN 😍💖 From aviators, to inventors, to biblical b*tchz there is SO MUCH to appreciate and even more to learn 🤓 PLUS Kelsey quizzes Zach on his knowledge of her and (spoiler alert); he doesn't do well!!! Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Mar 18, 202438 min

STAGS, HENS, AND RATTING OUT FRIENDZ

This week Kelsey and Zach deliver a *brief* history of BACHELOR/ETTE PARTIES, all the DOs and DONTs you need to know in order to throw a suckcessful celebration, AND some of the craziest party moments from YOU, our unbelievably hot listeners 👹😍😈 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Mar 11, 202452 min

IVF-U Alabama State Supreme Court

Go home, Alabama, you’re drunk. And scary. And ruining peoples chances at starting a family 👼🏼 Whether you’ve watched every bit of news on this embryo crisis or don’t even know what an embryo is, this episode will clue you in (and maybe freak you tf out??). Listen to Kelsey school Zach on why this recent decision by the Alabama Supreme Court could be one of the biggest missteps in American history (dramatic, but srsly!!) Support this podcast at — https://redcircle.com/confidently-insecure/dona...

Mar 04, 202446 min

PLANE and SIMPLE

Whether you fly once a day or once a year, there's something in this one for YOU 😍 This week Kelsey and Zach give you every air travel hack they've encountered (plus some the internet probably made up!). By the end of this episode you'll know how to skip through TSA, stay comfy/connected, AND trick your favorite airline into giving you free stuff ✈️ 💦 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy &...

Feb 26, 202444 min

CONFRONTATION NATION RISE UP

Have you ever lost your cool at the water cooler? Is there a coworker or two that knows what your hard-cry looks like? Well this episode might be for you!! Cuz this week Kelsey and Zach talk about taking the emotion out of work and how to be professional as heck in alllllll situations Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Feb 19, 202447 min

Oh no it’s IMPOSTER SYNDROME

Is this podcast even good?! Sure it has thousands of loyal listeners and a healthy ad revenue, but somehow we’re still not fully convinced 🧐 is there room for improvement or has IMPOSTER SYNDROME reared its ugly head? This week Kelsey gives us the nitty gritty of the mental illness that keeps perfectly amazing folk from shining as bright as they can!! Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & ...

Feb 12, 202438 min

can you REALLY be friends with your EX??

NYC & PHILLY LIVE SHOW TIX TOMORROW & WEDNESDAY: www.confidentlyinsecure.com They WERE your best friend, and sure the sex was great, but is it ever wise to embark on a friendship with an ex?! This week Kelsey and Zach feast on one listener’s DNF quest for advice and do a deep dive on the ups and (mainly) downs of trying to be friends with the formerly special someone 😵‍💫 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcir...

Feb 05, 202446 min

vacation hookups DOS AND DONTS

PHILLY & NYC TIX: confidentlyinsecure.com Who else is H*RNY for HOtels?!? This week Kelsey and Zach break down the DOs and DONTs of 🌴 VACAY HOOKUPS 🌴 is it ok to ditch your friends to get a little taste of the locals? Does your type change DRAMATICALLY when isolated on the ski slopes and eager to HEAT THINGS UP 🔥 listen now and find out 😈 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Ou...

Jan 29, 202452 min

the psychology of HOARDING

NYC & PHILLY LIVE SHOW TIX! www.confidentlyinsecure.com This week Kelsey tells Zach about the dangers of HORding; from the glamorization of it on TV to fire hazards to straight up health risks (we’re looking at you cat corpse in the kitchen) 🙀 this is your sign to get rid of those collectible McDonald’s cups and only keep sh*t that sparks joy (like this pod!!) Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands P...

Jan 22, 202438 min

the DANGERS of REALITY TV!!!

We allll love to see a housewife flip a table, or a bachelor break down and sob, but what happens when the cameras of reality TV stop rolling?! This week Zach takes Kelsey down a dark road of death, depression, and the actual REALITY behind reality TV 🫢 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Jan 15, 202436 min

your SAUCY family SECRETS

SHHHHHHH! this episode is one big juicy SECRET and Kelsey & Zach are spilling alllllll your family tea. From siblings with different daddies to grannies who are accomplice to MURDER, these stories will have you saying thank you GAWD for your regular, boring ass fam. Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Jan 08, 202451 min

PHONE SEX...oral history

PHILLY LIVE SHOW: https://citywinery.com/philadelphia/events/confidently-insecure-live-kvz57o NYC LIVE SHOW: https://citywinery.com/new-york-city/events/confidently-insecure-live-ne8h2e HAPPY NEW YEAR YOU HOT SLuTZ!!!! Think you’re in for another boring resolution-based episode? Well THINK AGAIN!! Cuz we are hitting 2024 HARD in the WHORniest way with the history of PHONE SEX 📞💦 so dial 1-900-HOT-TALK and listen to some steamy steamy auditory goodness 00:00 Introduction and New Year's Welcome ...

Jan 01, 202449 min

our 2023 chaos year review

In this episode, Zach and Kelsey celebrate the New Year and discuss their upcoming podcast tour. They also talk about sex toys and the possibility of creating their own. The hosts share stories about holiday parties, puzzles, and relationship updates. They review the highlights of 2023 and set goals for 2024. They also discuss the top songs, movies, Amazon products, and viral trends of 2023. The episode concludes with an announcement of their live tour and well wishes for the New Year. Chapters ...

Dec 25, 202340 min

the most WILD holiday traditions 2023

Let’s get FESTIVE BTCHZ!! This week Zach takes Kelsey on a holiday trip around the world and boy oh boy do some countries do this season WAY better than America (we’re lookin at you, Norway!!) Tell us your families weirder holiday traditions in the comments below... Chapters 00:00 Introduction and LaCroix Spill 00:58 Christmas Shopping Tradition 02:24 Gifts for Sister and Christmas Markets 03:23 Holiday Party and Athlete 04:22 Energetic Leapers and Sinus Infection 06:10 Cold Plunge and DIY Gifts...

Dec 18, 202344 min

our 2023 dating/love review...

https://citywinery.com/new-york-city/events/confidently-insecure-live-ne8h2e WELL WELL WELL - WHAT A YEAR iTS BEEN! Zach and Kelsey take on tiktok's hottest trend reviewing their dating and love life for the year of 2023...there were HIGHS there were very rock bottom lows...and zach FINALLY got back into ANAL!!! Tell us about your 2023 dating trends below!! Takeaways Live shows in Philly and New York City are coming up An unsettling incident involving the use of tasers at LAX Discussion on Burni...

Dec 11, 202345 min

I went to BREAKUP BOOTCAMP

THE BREAK UP EPISODE!!! Kelsey finally tells us all about her break and it is a DEEP DIVE on emotional healing, rebranded trauma, and the pitfalls of fckng around with love ❤️ join Zach as he listens (with his jaw on the floor) to this epic story of love lost and growth gained Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Dec 04, 202346 min

are we considering...CELIBACY?!

Is CELIBACY ever SEXY?! Well we couldn’t tell ya bc your besties Kelsey & Zach are h-word 24/7… but the concept of abstinence has been around forever and this episode does a shallow dive on the pros and cons of leaving your genitals alone 👋🏻🍆 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Nov 27, 202343 min

I bought a gun...

KELSEY GOT A GUN 🤯🤯🤯 this week your two favs navigate maybe one of the toughest topics in conpod history (and look really hot while doing it) 😏 Can you be anti gun and own a gun?? How did we get to present day gun ownership?? Will Kelsey accidentally shoot Zach for not putting the seat down?! Only time will tell Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privac...

Nov 20, 202352 min

is friends with benefits...BENEFICIAL

YES WE KNOW THE AUDIO IS BAD!!! But you can only do so much when you’re CONSTANTLY thinking about having seggs with your friends 🫢🫢🫢 that’s right this week Kelsey schools Zach on the ups and downs of FRIENDS WITH BENNIES (benefits) 🫶🏻😈🫶🏻 From sleepovers to sleepNOvers, this ep could help prepare you to bang n hang with your best bud Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: htt...

Nov 13, 202347 min

the rules of a THREESOME

Boundaries, fears, and safe words… that’s right this week Kelsey and Zach are breaking down THREESOMES 😈 and while they can be a spontaneous tipsy decision on your last night in Vegas, the best group sex actually happens when executed with LOTS of intention 💦💦 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Nov 06, 202358 min

conspirituality!!!!

Did you know you could be TOO healthy?! A bit of a bummer to hear, but sometimes healthy thoughts can lead to dangerous decisions 😬 This week Kelsey tells Zach all about the health-minded to q-anon pipeline (and it’s a closer connection thank you may think 🤯). Take your vitamins and a couple of slut pills before you listen to this one! Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https:...

Oct 30, 202346 min

sexy spooky szn

F*ck Marry Kill Kill KILL 🔪🎃 on this SPOOKY SEASON episode Kelsey and Zach discuss their connection to WHORE-OR and which iconic villains they would let smash ( there’s more than you’d think!)🧛🏼‍♀️🧟‍♀️ Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Oct 23, 20231 hr 1 min

The RETREAT & DRAMA

We are BACK and (getting) better than ever 😍😍 this week Kelsey and Zach talk Kelsey’s EPIC inaugural wellness retreat, Zach’s trip to D.C. and most importantly: the healing powers of getting absolutely railed by gorgeous, tall professional athletes 👹👹 Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy...

Oct 16, 202353 min

A Breakup Breath...

ILY confident bottoms <3 ..... Support this podcast at — https://redcircle.com/confidently-insecure/donations Advertising Inquiries: https://redcircle.com/brands Privacy & Opt-Out: https://redcircle.com/privacy

Oct 02, 202318 min
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