We've finally arrived at the last year of the decade, and boy do we have a great episode of television to show for it! But Annie and Courtney kick it off by talking way too long about 2025 instead of 1999 and sending messages to potential listeners. How coherent! The sisters keep things barely more on track by looking back at the stress of watching Who Wants to be a Millionaire, the shockingly tragic backstory behind a goofy ass one hit wonder boy band, and the origins of Annie's generalized anxiety disorder. ¡Yo quiero Y2K!

As the decade draws nearer to its end, Annie & Courtney take time to reminisce over the most adorably demonic toy ever conjured: the Furby. 1998 also saw the revival of swing music, the emergence of the Soccer Mom, and the release of two comedies from brother/co-director duos which have each aged in very different ways.

(Let's all just agree to ignore the long hiatus this time, OK? 2025 got off to a rough start.) To kick off this episode, Annie & Courtney take a look back at the biggest American political scandal of the decade and the unfair way it was framed in both 1998 and 2004. They also tackle cinematic cheese-fest Armageddon; era-defining television like Dawson's Creek, the Jerry Springer Show, and Teletubbies; and the most epic boy band rivalry in history.

Annie & Courtney discuss the hottest toys, coolest singer/songwriter chicks, and most wholesome suicide cult of 1997 in the second part of this episode! Take a listen to find out what inspired the sisters to say "fuck transphobia!" and "fuck Transformers!"

After another hiatus, Annie & Courtney finally return! Aaaaaand immediately derail every conversation possible. Topics from VH1's show include Austin Powers, Spice Girls, the McCaughey septuplets, "Tubthumping," The Full Monty, and Hanson. Topics not at all once mentioned in the show but paid far too much attention on the podcast include Annie's replica "Heart of the Ocean," her inability to lie to her mother, Surge soda, Courtney's "quick story" about getting too drunk at Disney World, and somehow the Beatles as a recurring motif.

Annie & Courtney aren't done with the year 1996 yet -- there's still the important matters of child labor being exposed, pro athletes publicly defying expectations, and Zubaz pants getting Zubaz-ier than ever. The sisters also wax poetic about the impact of Alanis Morisette's breakthrough Jagged Little Pill and the unforgettably odd Mentos commercials.

It's the conversation you've all been waiting for: two Irish-American girls from South Jersey take on Ebonics. Other topics include the Macarena, Oasis, and Independence Day.

Annie & Courtney visit some absolute banger moments of 1995, including the release of the only '90s movie that matters (Clueless) and the only Hootie and the Blowfish album that matters in (Cracked Rear View.) The sisters also discuss the rise of eXtreme sports, the normalization of body modifications, and the enduring queer legacy of Xena: Warrior Princess while somehow also forgetting to mention that Young Hercules was played by Ryan Gosling, of all people. But will the final segment of the night be a fitting one? Find out in this week's episode!