DC S05.E17: Highway To Hell

from Again With This: Dawson's, Melrose, 90210 · host Tara Ariano, Sarah D. Bunting, David T. Cole

Why would the singer quit Charlie's band RIGHT before a big-break upstate gig they're getting paid decent money for? To give Dawson's Creek a pretext for Katie Holmes to sing not one but THREE pop songs, of course! Sigh. Audrey goes along because she wants to, and Pacey is convinced to drive her and Joey because he wants to keep fooling around with Audrey, then regrets it as soon as Charlie shows up, having overslept and missed the van with the rest of the guys. Cue posturing from both alpha males that can only be defused with Audrey's timely, uh, intervention. The gig does give Joey an excuse to miss a trip back to Capeside for Lilly's first birthday party, but Grams, Jack, and Jen are required to go with him, getting a front-row seat to Dawson's heartbreak when he finds out Gale has made a single dad "friend" named Nathan. This is terrible timing for Jen, who had already announced to Jack before they left Boston that she was planning to break up with Dawson, but now doesn't want to add to his pain. Adam Grosswirth is back on the highway to hell for our podcast on "Highway To Hell"!JOIN THE AWT CLUB🌴 Access to 'Again With Again With This' bonus episodes💬 Access to the AWT Discord🚫 Ad free episodes👯‍♀️ High rollers get access to 'Again With Them,' our monthly digest of Tori and Jennie's 9021OMG podcastNOTES🗒 Full episode notes can be found on this episode's page on our site🖼️ Check out this episode's Visual Aids🌃 Saturday Night Live S19.E02: “Shannen Doherty / Cypress Hill” on Peacock🌎 A lost Real World sketch from the episode, on Reddit🧙‍♀️ "The Salem Bitch Trials" from the episode, on Instagram🦋 Adam Grosswirth on Bluesky🐸 The Muppeturgy Podcast🎧 Looking to get older episodes on your app? Subscribe to our legacy show feeds.👕 Shop the Again With This store at Through Methods📚 Buy our book, A Very Special 90210 Book☎️ Thoughts or questions? Call our hotline at 210.767.2237

What this episode covers

Joey's career as a pop star continues, unfortunately.

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DC S05.E17: Highway To Hell

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This episode was published on April 6, 2026.

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