U Up?

Harry Jowsey joins Jordana and Jared to talk about how he was engaged to 20 women at once for his new Netflix’s show, Let’s Marry Harry, what changed for him after losing his father and why dating is harder when it's played out on social media! Harry weighs in on listener questions where the guy asks for a first-date ultimatum and whether it’s ok to date multiple people at once, and why he’d rather text than call someone for a breakup. We learn a lot about Harry and how charming he is and why you should watch his new show!
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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 former girlfriend the engagement ring he bought for her, and whether a bad first kiss is enough to end a great date. Plus, they talk fanny packs, tasting-menu dates, and why some couples get engaged without planning to get married.
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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 text his ex happy birthday and solve a bride’s very specific $10,000 wedding dress wedding night dilemma!
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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 whether Jordana can help him find a girlfriend. Then J&J play Second Date Yay or Nay after a three hour brewery date ends with a guy asking if a woman’s birthmark is an allergic reaction. It’s giving Nay. Also, Red Flag or deal breaker: your boyfriend refuses to like your IG post? They also discuss whether a boyfriend should offer to help when his girlfriend is overwhelmed by a new golden retriever puppy!
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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 elaborate plans! They then help a listener who feels like the only single person at every wedding, sharing advice on surviving the wedding season, finding more single friends, and stopping the comparison trap. You have to find your people!
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