The Problem With Playing It Cool - U Up?

What this episode covers

J&J are ready to dive into another episode, but first, they have a very New Yorker debate and give a preview of the “Win A Date With Jared” submissions. Next, the first emailer has a conundrum. Guys see her as a “cool girl,” which is great, but she’s not too cool for a relationship. How can she overcome that placement in their minds? The Awkward Encounter is what happens when one person tries to force romance. Then, the second emailer is reeling from a breakup while battling a diagnosis. Was her ex wrong for breaking up with her while she’s sick? The episode ends with a round of “Red Flag or Deal Breaker?” about saying “ILY” early on, OnlyFans models, and appearance modifications for men. Learn more about your ad choices. Visit megaphone.fm/adchoices

Share this episode

Similar Episodes

EP 355 - BEING AN ART MODEL with Shadia Elise

Apr 20, 2026 ·57m

EP 354 - ANIMAL WHISPERING with NiloO Khodadadeh

Apr 13, 2026 ·59m

EP 353 - BEING A WORKING MOM with Ramona Shelburne

Apr 6, 2026 ·67m

PREVIEW: Shut Up Sasha & Joe Ep. 36 - "You're In My Seat"

Apr 3, 2026 ·3m

EP 352 - LONG-DISTANCE RUNNING with Jared Culp

Apr 1, 2026 ·62m

PREVIEW: Shut Up Sasha & Joe Ep. 35 - "AI don't like that"

Mar 26, 2026 ·4m

Similar Podcasts

Never Time to Give Up Shadoe Lass A nod to the classics with a note from the future. A project meant to encompass every call I wanted to make but never went through. Seriously, it's just me, calling you. Pick up the phone? :) Hosted on Acast. See acast.com/privacy for more information. Explicit Southern Senpais Nicholas Killian and Derek Johnson II Far from the far East, two American Southerners explore Japanese culture in Southern Senpais! Hosted by Derek Johnson (@derek.johnsonii) and Nicholas Killian (@nicholaskilliann), they discuss popular Japanese anime, manga, and video games from a Southern eye. Tune in as they navigate the culture from the perspective of two guys that grew up in small rural towns! Explicit On the Floor with Little Fern Little Fern Salon Step into the world of Little Fern Salon, where two hairstylists, Female co-owners, serve up behind-the-chair secrets every other week. From the chaos of running a business to heart-to-hearts with clients, nothing is off-limits in this unfiltered look at salon life. Expect juicy stories, unexpected twists, and a touch of drama, all served with a side of wit and style. Each episode is a reminder that no day—or conversation—is ever ordinary in our little corner of the world. XOXO, Fern Girlz Explicit Technado (Archived) ACI Learning The Technado crew covers a whirlwind of tech topics each week from interviews with industry experts and up-and-coming companies to commentary on topics like security, vendor certifications, networking, and just about anything IT related. Explicit

Frequently Asked Questions

How long is this episode of U Up??

This episode is 1 hour and 39 minutes long.

When was this U Up? episode published?

This episode was published on December 13, 2023.

What is this episode about?

J&J are ready to dive into another episode, but first, they have a very New Yorker debate and give a preview of the “Win A Date With Jared” submissions. Next, the first emailer has a conundrum. Guys see her as a “cool girl,” which is great, but...

Can I download this U Up? 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.