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She's Older, He's Younger: Is a 7-Year Age Gap Too Much?

September 25, 2026

AI Summary

5 min read

“If you feel wet, go and get wet.” That is the blunt, memorable advice Jordan Abraham and Jared Fried give a 33-year-old woman who has a crush on a 26-year-old man from her Wednesday night kickball league. She is worried about the seven-year age gap, specifically about being seen as “the creepy older woman.” The hosts spend the bulk of this Friday Feels episode of U Up? dismantling that fear, arguing that the age difference is largely irrelevant at the initial attraction stage and that the real work is simply making a move without making things awkward for the rest of the team.

The Petty or Prudent Question: Hiding a Partner’s Clothes

Before the main question, the hosts tackle a listener email about whether it is “petty or prudent” to hide a boyfriend’s unflattering clothes from him. The listener admits to stashing ugly athletic shorts and shirts in the back of the closet rather than having a conversation about them. Jordan and Jared land on a nuanced verdict: the hiding itself is petty, but the impulse is understandable. Jared argues that men wear clothes because they think it makes them more attractive, and he would rather be told directly—“I can’t look at you in that shirt”—than find out later that his partner has been secretly managing his wardrobe. Jordan agrees, noting that she has done this in her own relationship, but only after making a joke about the offending

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What you'll learn

  • 1 (00:00) **Disney+ Hulu Promo** - Brief ad for the Disney Plus Hulu bundle.
  • 2 (00:31) **Friday Feels & Co-Host Banter** - Jordan and Jared welcome listeners back and chat about their unplanned matching outfits.
  • 3 (05:17) **Jared's New Girlfriend & Tour Update** - Jared talks about having a "real human girlfriend" and his upcoming comedy shows.
  • 4 (09:03) **Ad Break: BetterHelp, Bilt, and Skims** - Three sponsored ad segments.
  • 5 (12:53) **Fall Challenge: Get Off Your Phone** - The hosts propose a challenge for single listeners to be less annoying online and go out more.
  • 6 (15:43) **Petty or Prudent: Hiding Boyfriend's Ugly Clothes** - A listener asks if hiding a partner's unflattering clothes is petty or a necessary action.
  • 7 (26:18) **Closet Cleanup & Financial Attachment to Clothes** - The conversation continues on how to handle disliked clothing in a relationship.

+ Full timestamped outline available in the app

Guests on this episode

Show Notes

It’s autumn, and Jordana & Jared are challenging their listeners to put down their phones, get out of the house, and talk to people! They then get into questions from you and decide if secretly hiding your partner’s ugly clothes is petty or prudent. Or just helpful?! Lastly, they help a woman decide whether or not to make a move on a guy 7 years her junior. Does age really matter?

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