His Mom Helped Him Break Up!
U Up?4 Jun 2025

His Mom Helped Him Break Up!

Jared and Jordana unpack the emotional rollercoaster of casual dating with a 30-year-old man who swears he’s not looking for anything serious, but still plans elaborate dates that scream boyfriend energy. They ask: is it really casual if it feels that intentional? Then things get hilariously weird with a naked farmer, some questionable yoga rules, and a date who’s just trying to process it all. Plus, the hosts share the texting abbreviations that give them the instant ick—WYA, prolly, and NMU—and debate what your texts reveal about your dating potential. In Red Flag or Dealbreaker, they dissect a mistaken identity double date, a pasta-at-brunch breakup, and a guy using AI to scale his love life like a startup. With summer vibes, emotional honesty, and plenty of laughs, this episode is a must-listen for anyone navigating modern dating chaos! Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(794)

Can You be Engaged for Years without Getting Married?

Can You be Engaged for Years without Getting Married?

Jordana and Jared debate whether it’s okay for your boyfriend to go on a trip with his ex, especially when they still own an apartment together. They also decide if an ex was petty for showing his for...

12 Aug 1h 8min

What Do Men Actually Want on Their Wedding Night?

What Do Men Actually Want on Their Wedding Night?

Jared opens up about a fear of his when getting serious with his partner, figuring out how to balance love, family, and a career that keeps him on the road. Then J&J debate whether a husband should t...

7 Aug 45min

Jordana Is Looking for a New Sister-in-Law!

Jordana Is Looking for a New Sister-in-Law!

Jordana and Jared get a visit from Jordana’s brother, Jon! He joins to pick up a toothbrush but ends up talking about dating in San Francisco, why he wants more banter and “relational chaos,” and whet...

5 Aug 1h 1min

How to Survive Wedding Season Alone

How to Survive Wedding Season Alone

Jordana and Jared discuss a petty or prudent and whether a brutal Costco-inspired rejection text was justified? They discuss what singles mixers are really like and why SIMPLE first dates usually beat...

31 Jul 43min

The Situationship Trap Nobody Talks About

The Situationship Trap Nobody Talks About

Jordana and Jared are back talking about what it means to feel successful, happy, and “content” while still chasing the next big thing! They break down the confusing world of dating labels after a Lo...

29 Jul 1h 21min

Does Cheating Justify Public Humiliation?

Does Cheating Justify Public Humiliation?

Jared calls his parents with some BIG news about a very important award, and you won't believe their guesses! Then, Jordana and Jared get into listener questions, breaking down a woman posting flyers ...

24 Jul 38min

Would You Date Someone Who Sees Their Ex Every Month?

Would You Date Someone Who Sees Their Ex Every Month?

Jared and Jordana are talking about kids and whether Jared would actually make a good father, since icky things don't seem to phase him! Jared encourages people to be present this summer, delete the d...

22 Jul 1h 21min

He Emotionally Cheated. Is That Enough for Divorce?

He Emotionally Cheated. Is That Enough for Divorce?

Jared and Jordana begin today’s Friday Feels by talking about the viral memoir Strangers and why breakup books hit differently than breakup TikToks! They reminisce about their fully remote recording d...

17 Jul 51min

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