bad decisions look good on me (feat. @maddzzzystarr) episode artwork

EPISODE · Jun 15, 2026 · 2H 2M

bad decisions look good on me (feat. @maddzzzystarr)

from Shameless Pillowtalk · host Larry Cooper

This week on Shameless Pillow Talk, we're embracing the fact that some of our best stories started with a terrible idea.From birthday disasters and spontaneous trips to Houston, to getting confronted over an Instagram unfollow from a year ago, to realizing everybody in San Diego somehow knows everybody. We're unpacking the kind of chaos that only makes sense in hindsight.Joining me this week is Maddie, from Alyse, and what started as a simple conversation quickly turned into an unfiltered deep dive into friendship, dating, nightlife, creativity, boundaries, age-gap surprises, social media drama, and the moments that make you stop and ask, "How did we even get here?"It's messy. It's honest. It's hilarious.And somehow, bad decisions never looked better.Grab a drink, get comfortable, and let's get shameless.

This week on Shameless Pillow Talk, we're embracing the fact that some of our best stories started with a terrible idea.From birthday disasters and spontaneous trips to Houston, to getting confronted over an Instagram unfollow from a year ago, to realizing everybody in San Diego somehow knows everybody. We're unpacking the kind of chaos that only makes sense in hindsight.Joining me this week is Maddie, from Alyse, and what started as a simple conversation quickly turned into an unfiltered deep dive into friendship, dating, nightlife, creativity, boundaries, age-gap surprises, social media drama, and the moments that make you stop and ask, "How did we even get here?"It's messy. It's honest. It's hilarious.And somehow, bad decisions never looked better.Grab a drink, get comfortable, and let's get shameless.

NOW PLAYING

bad decisions look good on me (feat. @maddzzzystarr)

0:00 2:02:02

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of Shameless Pillowtalk?

This episode is 2 hours and 2 minutes long.

When was this Shameless Pillowtalk episode published?

This episode was published on June 15, 2026.

What is this episode about?

This week on Shameless Pillow Talk, we're embracing the fact that some of our best stories started with a terrible idea.From birthday disasters and spontaneous trips to Houston, to getting confronted over an Instagram unfollow from a year ago, to...

Can I download this Shameless Pillowtalk episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!