Pretty, Funny & Single: Are We Addicted to the Wrong Men? ft. Keysha E.

Pretty, Funny & Single: Are We Addicted to the Wrong Men? ft. Keysha E.

Author: Kiki Said So & Medinah Monroe March 20, 2026 Duration: 1:26:24
This week, we’re joined by comedian Keysha E for a fun, slightly chaotic, and very honest conversation about dating, attraction, and figuring out what we actually want. From celebrity crush debates to whether chemistry is just a toxic addiction (yes, we said it), we get into the difference between a good partner and a good time.

We also talk about pretty privilege in comedy, dating in Atlanta vs. LA, finances in relationships, and why “safe” might not be as boring as it sounds. Plus, we answer a listener question about feeling lost in life and share a CockTales story that involves a FaceTime mishap you absolutely don’t want to experience 😭

We kick things off getting to know Keysha—from her journey into comedy to what it’s like being an attractive woman in a space where people don’t always expect you to be funny . The conversation quickly turns into dating (of course), where we unpack everything from celebrity crushes and short king debates to the reality of dating in Atlanta versus Los Angeles.

We get into a deeper conversation about chemistry vs. compatibility—are we chasing that instant spark because it feels good, or because we’ve been conditioned to? And are we overlooking genuinely good partners because they don’t give us that “high”?

We also talk about marriage, financial conversations in relationships, independence, and what it looks like to build with someone instead of waiting until everything is perfect.

In this week’s advice segment, we respond to a listener who’s questioning the point of life and whether everything feels like a performance. It turns into a real conversation about purpose, slowing down, and figuring out what actually brings you joy.

And of course, we wrap things up with CockTales—where Keysha shares a story involving FaceTime that goes very, very left.


Offers From Our Sponsors:
Erika Lust
Get 45% off with code COCKTALES at Erikalust.com

Super.com
Start building your credit the easy way. Go to Super.com/credit right now to see how Super+ can help you boost your credit score. 

Brello
Go to BrelloHealth.com to see if you qualify and explore their GLP-1 plans, starting at $133 per month for your first three months, plus access to their app, community, and wellness classes.

IndaCloud
If you’re 21 or older, get 35% OFF your first order @IndaCloud with code COCKTALES at https://inda.shop/COCKTALES #indacloudpod

Follow Our Guest!
Instagram: @itskeysha.e

Contact Us!

Advice: advice@cocktalespod.com
Cocktales: cocktales@cocktalespod.com
Weird Sex: weirdsex@cocktalespod.com
Show Sponsorship: sales@cocktalespod.com
General Inquiries info@cocktalespod.com
Join Patreon! www.patreon.com/cocktales

Get Your Merch & Order Your Card Game Purchase Merch And Card Game at www.imcurioustoknow.com

Bali With Kiki! The Travel Tribe Experience: https://travel.kikisaidso.com/Bali

Get Klassy Baste! Learn to Cook with Kiki www.klassybaste.com

Join Kiki's Book Club March Book of the Month “Confessions of Hustla’s Housekeeper”  www.patreon.com/kikisaidso

Travel With...

Grab a drink and get comfortable. CockTales: Dirty Discussions is that unfiltered conversation happening in the corner of your favorite bar, hosted by friends Kiki Said So and Medinah Monroe. With one navigating single life and the other rooted in a long-term relationship, their perspectives clash and complement in the most honest ways. This isn't a clinical advice show; it's a raw, comedic, and deeply personal journal of what modern dating, sex, and relationships actually feel like on the ground, specifically through the lens of life in Atlanta. Each episode feels like you’re pulling up a chair to their table as they dissect their latest encounters, frustrations, and triumphs with zero censorship. The laughter is genuine, the stories are real, and the discussions go to places most are too polite to mention. You’ll find this podcast lives in the messy, human intersection of society, culture, and personal revelation, all served with a hefty side of comedy. Tune in for the kind of candid talk that makes you nod in recognition, laugh out loud, and maybe even rethink your own approach to the complicated sea of love and connection.
Author: Language: English Episodes: 100

CockTales: Dirty Discussions
Podcast Episodes
EP. 427 "Reflections, Resolutions, And Back to Riding" [not-audio_url] [/not-audio_url]

Duration: 1:54:24
This episode isn't just about new year resolutions; it's about celebrating small victories and the courage to face life's unexpected challenges. We highlight how overcoming fear and embracing change can lead to profound…
Ep. 425 Love, Laughs, and Reality Show Dreams [not-audio_url] [/not-audio_url]

Duration: 1:07:22
Join us as we kick off with the Red Ribbon Refresher, a mocktail recipe that's perfect for anyone not wanting to wake up with a hangover. Our conversation flows through the quirks of communication and social media, peppe…
Ep. 424 Sipping on Judgement [not-audio_url] [/not-audio_url]

Duration: 1:10:04
This week we discuess weird kinks, family time, and answer an interesting listener email about her man judging and slut shaming her! Try VIIA! https://bit.ly/viiacocktales and use code COCKTALES!From 12/13-12/18 get Free…
423 "Life Been Lifing" [not-audio_url] [/not-audio_url]

Duration: 1:09:11
We dive into personal reflections this week, underscoring the value of patience and thankfulness for life's little triumphs. These moments serve as a reminder of the importance of embracing who we are and the journey we'…
EP. 422 "LISTENER APPRECIATION" FT. VERONICA TORRES [not-audio_url] [/not-audio_url]

Duration: 1:22:43
What happens when you blend coconut rum, lime juice, lavender syrup, and Prosecco Rosé? You get the delicious Velvet Sunset cocktail, a perfect companion for our lively chat with Veronica Torres, an Atlanta-based lash te…
Eat, Pray, Love...Addiction ft. Elizabeth Gilbert [not-audio_url] [/not-audio_url]

Duration: 1:45:59
Renowned author Elizabeth Gilbert, famously known for "Eat, Pray, Love," graces our live studio audience with her vibrant presence. The episode kicks off with a mocktail inspired by her iconic book, setting the stage for…
Ep. 420 "Keeping Love Alive With A Little Laughter" ft. Mario Tory [not-audio_url] [/not-audio_url]

Duration: 1:21:26
Picture this: after a whirlwind year of dating, I found myself walking down the aisle, embarking on a marriage that has now spanned a decade. What kept us strong? Accountability, personal growth, and a knack for making c…
Ep. 418 "Secrets and Skeletons: When Love Gets Spooky" [not-audio_url] [/not-audio_url]

Duration: 1:20:08
Not all is sugar and spice; we dip our toes into serious waters with discussions on relationship fears and challenges. From navigating love's rocky terrain to addressing toxic friendships, we open up about personal insec…