Confidently Insecure

Mar 03 2025 296 ep. 50 mins 486
Confidently Insecure Podcast artwork

The podcast where we're absolutely sure we don't know everything. Hosted by Kelsey Darragh

  Society & Culture  Comedy  Education
RSS feed Share
Copy RSS


Subscribe on Podcast Addict


Dealing w/ Jealousy in Open Relationships❤️

Mar 03 2025 51 mins  
LETS ANSWER ALL YOUR LISTENER QUESTIONS: jealousy, boundaries, HOW TO GET THERE IN THE FIRST PLACE!!"It's going to be messy. It's going to be beautiful.""Communication, baby, communication, communication, communication.""Jealousy doesn't equal bad.""Boundaries are things you decide you need.""Emotional check-ins are mandatory."

spicy, shameful, sexy FANTASIES 👅 (w/ KEVIN SULLIVAN)

Feb 24 2025 46 mins  
DON'T BE ASHAMED!! WE ALL HAVE THEM!!! Sexual fantasies have been around since the first person who had a BRAIN AND EYEBALLS...(maybe not even eyeballs??) from astrology and comedy to mental health and sexual fantasies. But before we dive straight into dream land...Our dear friend Kevin Sullivan (@TheKevinSullivan) discuss the challenges and triumphs of content creation, the im

Concussions, Champagne, ASPEN 2025

Feb 17 2025 48 mins  
What could go wrong on a family ski trip to Aspen filled with hot paramedics, the flu, and a bucket list filled with champagne? LISTEN IN TO FIND OUT JUST HOW INSANE THIS FAMILY SKI TRIP WAS!!!!!! 00:00Introduction and Personal Updates02:48Valentine's Day Celebrations and Spa Experience08:48Family Ski Trip to Aspen15:03Skiing Adventures and Injuries21:53Post-Injury Reflections

The Art Of SPICY pics...👀 (w/ Ryann Graham)

Feb 10 2025 50 mins  
RYAN'S BAAAAACK! Yall loved him so much you know I had to bring him back to help me decipher the art of a D*CK PIC!!! The details behind consensual and....what to say when you get them unsolicited! SO get our your thinkin' caps and lets chat the social dynamics surrounding the sharing of intimate images. Chapters00:00 Introduction and Connection03:12 Mental Health and ADHD

CELEB GOSS [Justin Baldoni v Blake Lively] w/ Beatrice Hazlehurst

Feb 03 2025 54 mins  
Join me and expert cutie-patootie @BeatriceHazlehurst from @unconvergirlpodcast explore the intricacies of celebrity journalism, the challenges of forming adult friendships in Los Angeles, and the ethical dilemmas faced by journalists in the age of clickbait culture.Beatrice Hazlehurst | @beatricehazlehurst | https://www.instagram.com/beatricehazlehurst/?hl=en(UN)COVER GIRL | @unco

Dragging Inauguration Moments

Jan 27 2025 54 mins  
SOUND THE ALARMS!!! Our first guest host of the year is the hilariously iconic RYANN GRAHAM (@gudguyryry) talkings politics and peen. what else could you want?? Our Sponsors:* Check out Avocado Green Mattress: https://avocadogreenmattress.com* Check out Effecty and use my code KELSEY for a great deal: https://www.effecty.com* Check out Factor: https://factormeals.com/factorpodcast*

Goodbye To ZACH!! (For Reals)

Jan 20 2025 46 mins  
We've LOVED having our bestie ZNT here for the last 2 years and we can't wait to see what he does next with Good Morning Sodomites!!! FOLLOW HIM ON ALL THE THINGS!!! P.S. we talk TIKTOK BAN, ZACHS NEW DATE, AND FIRES IN LA! but mostly we just love on zachy <3 Our Sponsors:* Check out Avocado Green Mattress: https://avocadogreenmattress.com* Check out Effecty and use my c

New Year...New EXPOSé!!! 🍫

Jan 06 2025 42 mins  
In this episode, we’re exposing the corporate monstrosity that is Nestlé, because if anyone’s profiting off baby formula, slavery, and water theft, it’s them. So grab a snack (preferably not from Nestlé) and get ready for a wild ride through corporate corruption, because we’re about to make sure you’ll never look at your coffee the same way again!!!!!!!!!!!Our Sponsors:

a dramatic YEAR END REFLECTION 🎭

Dec 29 2024 53 mins  
HAPPY NEWW YEARRRRR CONFIDANNNTTTSSS - or are we that happy?!!? IDK!!! Kelsey discusses her feelings about New Year's resolutions, the importance of self-discovery, and the impact of relationships on her journey. Kelsey babbles about fashion choices, unexpected pregnancy, abortion, career challenges, relationship growth, and creative pursuits!!!! DID YOU HAVE ANY CASUAL PROFOUN

Threesomes, BJs and Luigi OH MY 👹😈

Dec 16 2024 47 mins  
This week Kelsey and Zach talk the logistics of threesomes, getting h-word in an escape room, Zach’s BJ reviews 💦 AND what the Confident Bottom community REALLY thinks about Luigi 🥵❤️Our Sponsors:* Check out Avocado Green Mattress: https://avocadogreenmattress.com* Check out Effecty and use my code KELSEY for a great deal: https://www.effecty.com* Check out Factor: http