Confidently Insecure

Apr 07 2025 302 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
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emotionally horny book club 📚

Apr 07 2025 48 mins  
PUT ON THOSE GLASSES AND OPEN UP THOSE PAGES! We're introducing the 'Emotionally Horny Book Club', where we discuss three books that explore themes of sexuality, dating, and emotional health! THE BIG THREE THAT MATTER! Kelsey dives into the narratives of 'Boy Slut' by Zachary Zane, 'How to Date Men When You Hate Men' by Blythe Robertson, and 'Open De

breaking up a thrupple

Mar 31 2025 37 mins  
don't look!!! or do....but don't be surprised when what you see is a pile of doggy doo doo on the screen aka KELSEY IN DEPRESH MODE!!!! aka moving, breaking up with your thrupple and trying to naavigate a good ole episode of depression <3 what are your hacks? Our Sponsors:* Check out Effecty and use my code KELSEY for a great deal: https://www.effecty.com* Check out Happ

How My Abortion Went...(REPOST!!!)

Mar 24 2025 44 mins  
KELSEY IS MOVING!! She's literally un-studioed aka it's all in boxes and being moved to a gorgeous, fresh new space!!! Pls enjoy this repost of the most popular episode of the year!Kelsey got an abortion and WE’RE TALKING ABOUT IT bc abortions are health care )and much more common than you may think) 😎 Find out all about Kelsey’s whole experience while Zach tries des

the crazy, horny world of MANGA w/ JOYCE LOUIS - JEAN 📖⛩️📚🌸

Mar 17 2025 52 mins  
SOUND THE ALARMS!! WE'RE GETTING INTO SOMETHING NEW TODAY, KIDS! Manga...it's always intrigued us but we never understood it...which is why we brought in THE expert herself - the hilarious, beautiful and manga-obsessed JOYCE LOUIS-JEAN. She's here to discuss her experience with the Try Guys, aspirations for reality TV, and the intriguing world of manga and anime! She he

🎀A Pajama Party for WOMEN🎀

Mar 10 2025 40 mins  
CAN WE GET AN IWD REDO?! After realizing NO ONE in her life celebrated IWD this past weekend, Kelsey decides to revisit the best things women have done this past year INCLUDING her buying 25 bins off facebook marketplace from an absolute criminal.00:00Celebrating International Women's Day24:04The History and Significance of Women's Day39:02Modern Achievements and Ongoing St

A Pajama Party for WOMEN

Mar 10 2025 40 mins  
CAN WE GET AN IWD REDO?! After realizing NO ONE in her life celebrated IWD this past weekend, Kelsey decides to revisit the best things women have done this past year INCLUDING her buying 25 bins off facebook marketplace from an absolute criminal. 00:00Celebrating International Women's Day24:04The History and Significance of Women's Day39:02Modern Achievements and Ongoing S

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