953. - Shaad D’Souza

Summary of 953. - Shaad D’Souza

by Chris Black & Jason Stewart / Talkhouse

1h 4mJune 5, 2026

Overview of How Long Gone with Shaad D’Souza

In this London-recorded episode of How Long Gone, Chris Black and Jason Stewart are joined by journalist Shaad D’Souza for a fast, joke-heavy conversation that bounces between nightlife, fashion, music criticism, body aches, and the politics of taste. The episode has the show’s usual mix of gossip, sincere-ish opinions, and deliberately chaotic banter, with Shaad arriving prepared with a list of topics to steer the discussion.

Main Topics Discussed

London nightlife and a post-club injury

  • Chris and Jason open with stories from a big London night out in Shoreditch.
  • Jason describes a foot injury he jokingly attributes to clubbing in heavy shoes for hours.
  • The group riffs on how nightlife, fashion, and comfort rarely align.

Fashion, shoes, and “one in, one out”

  • A long stretch of the conversation centers on footwear and clothing:
    • Our Legacy shoes and jeans
    • Dansko clogs
    • Arc’teryx slip-ons
    • Salomon Mary Janes
    • Uggs, Nike, and branded sneakers
  • Shaad talks about his style choices and the pressure to edit his wardrobe.
  • Jason and Chris debate comfort vs. aesthetic and joke about “one in, one out” rules for buying clothes and shoes.

The state of techno and club culture

  • The hosts and Shaad dig into techno, EDM, and micro-genres.
  • Jason repeatedly admits he’s not deeply into techno, though he understands the club context.
  • They joke about AI-generated “summer techno” and the way dance music is marketed.
  • Fortet, Fred Again.., and the broader “accessible dance music” conversation come up as examples.

Gay guys in indie rock

  • One of the episode’s central discussion prompts is Shaad’s question about whether there are fewer openly gay men in indie rock than there used to be.
  • The conversation becomes a loose “who’s who” of gay indie artists across generations:
    • Perfume Genius
    • Stephen Malkmus references
    • Sufjan Stevens
    • Orville Peck
    • Car Seat Headrest
    • Stephen Malkmus / Morrissey-era comparisons
  • The takeaway is that the scene has become more inclusive overall, but gay male frontmen stand out less in the current landscape.

A racist pop star incident

  • Shaad mentions a recent incident in which a pop star confused him with another South Asian music journalist and then doubled down when corrected.
  • The joke lands as a frustrating but absurd example of celebrity carelessness and racial misidentification.
  • The identity of the pop star is intentionally not named in the transcript.

Music criticism, taste, and “big-name” acts

  • The trio debates artists and scenes including:
    • Harry Styles
    • Shania Twain
    • Robyn
    • Billy Joel
    • Steely Dan
    • Grateful Dead
    • Weezer
    • Carly Rae Jepsen
  • They compare legacy pop acts, “cool” credibility, and whether certain artists are overrated or still culturally useful.
  • Shaad also discusses writing about internet-native culture and niche music coverage.

Shaad’s writing and internet culture

  • Shaad references his publication/work and a recent piece about a woman tracking MAC Cosmetics shade changes over time.
  • The hosts joke about color palettes, aging aesthetics, and how internet weirdos often produce the best niche reporting.
  • There’s also a brief discussion of magazine-style identity labels, “metrosexual,” and the collapse of old taste categories.

Notable Running Bits

Paddington and British culture

  • Chris and Jason repeatedly lean into London-specific references.
  • Paddington is brought up as a kind of emblem of polished British charm.
  • They also joke about Costa, Pret, and the city’s “theatre” of daily life.

Dog care and domestic life

  • The episode detours into dog grooming, paw wipes, booties, and the general grossness of city sidewalks.
  • Jason and Chris contrast their own domestic habits, including trash duty, cooking, and household roles.

“Trade,” “metrosexual,” and old internet language

  • The hosts and Shaad poke at dated terms like “metrosexual” and “trade.”
  • The conversation frames them as relics of older internet and gay-adjacent slang, now used half-seriously and half-ironic.

Key Takeaways

  • The episode is less about one subject than about Shaad fitting into the show’s ecosystem as a sharp, prepared, culture-savvy guest.
  • Fashion and music remain the central lenses, but the episode keeps returning to broader questions of taste, identity, and social performance.
  • Chris and Jason are at their best here when they’re riffing on the everyday absurdities of being in the world: clubs, shoes, photo ops, bad posture, and the politics of who gets to be an authority on what.
  • Shaad’s value as a guest is that he brings real topics while still matching the show’s loose, funny energy.