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On the show
From 10 epsHosts
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Recent episodes
Episode 37: Windows 95: Make Sure You’re Sitting Down
May 22, 2026
29m 25s
Episode 36: Cereals of the 90s: Drink the Milk
May 7, 2026
50m 28s
Episode 35: 1-900-Telethon: They Call You
Apr 30, 2026
26m 53s
Episode 34: JP’s Answers to His 90s Favorites: Monogrammed
Apr 22, 2026
35m 39s
Episode 33: Under Siege: Die Hard on a Ship
Apr 1, 2026
36m 18s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 5/22/26 |  Episode 37: Windows 95: Make Sure You’re Sitting Down | Click here to say Hi! Here it is. The one Will has been waiting for. In this episode, JP joins Will and Lesli to discuss none-other-than- Windows 95. The start of the start. When you can explain to Lesli what Windows actually is- email her… Gapinthe90s@gmail.com Support the show | 29m 25s | ||||||
| 5/7/26 |  Episode 36: Cereals of the 90s: Drink the Milk | Click here to say Hi! Lesli and Will have a battle in this episode. Not over cereal type… but over milk. Will yucks Lesli’s yum, but that’s ok, she stays true to herself. Warm, sandy milk or BUST. Let us know if you sat down to a spread at breakfast- or if you read the unpronounceable ingredients in the box. Support the show | 50m 28s | ||||||
| 4/30/26 |  Episode 35: 1-900-Telethon: They Call You | Click here to say Hi! Will and Lesli discuss a spin-off of infomercials- 900 numbers and Telethons. Will explains what a telethon is and Lesli will tell you what it ISN’T! If you know what a $300 phone bill looks like, this episode is for you! Support the show | 26m 53s | ||||||
| 4/22/26 |  Episode 34: JP’s Answers to His 90s Favorites: Monogrammed✨ | 90sMillennials+1 | JP | — | — | favoritesanswers+1 | — | 35m 39s | |
| 4/1/26 |  Episode 33: Under Siege: Die Hard on a Ship✨ | 90s action filmUnder Siege+3 | JP | Under Siege: Die Hard on a ShipUnder Siege | — | actionfilm review+1 | — | 36m 18s | |
| 3/23/26 |  Episode 32: Toy Story: It’s All in the Details✨ | Toy Storycomputer animation+2 | — | Toy Story: It’s All in the DetailsToy Story | — | animationfilm history+1 | — | 34m 55s | |
| 2/4/26 |  Episode 31: Infomercials of the 90s: With a sharp left into Adult Movie sections.✨ | infomercials90s culture+2 | — | FlowbeeBuns of Steel+1 | — | FlowbeeBuns of Steel+2 | — | 34m 37s | |
| 1/28/26 |  Episode 30: What’s that Sound? 90s Edition: The Sweet Sound of Commercialism✨ | 90s soundscommercialism+1 | — | Windows 95Latch-Key+1 | — | Windows 95Latch-Key kids+1 | — | 24m 44s | |
| 1/14/26 |  Episode 29: Beanie Babies: Not your kid’s college fund✨ | Beanie Babies90s craze+2 | — | Beanie Babies: Not your kid’s college fundBeanie Babies+3 | — | TyLegs the Frog+2 | — | 17m 45s | |
| 1/8/26 |  Episode 28: Scrunchies: The Casual Cool Accessory of the 90s.✨ | scrunchies90s fashion+1 | — | scrunchiesthe Dead Heads | — | satinvelvet+2 | — | 21m 25s | |
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| 12/30/25 |  Episode 27: Giving Mall Food a Second Chance: Extra casing✨ | mall foodSummer Sausage+1 | — | Summer Sausagepeach rings | — | mall treatsfood review+1 | — | 46m 13s | |
| 12/4/25 |  Episode 26: The Mall in the 90s: The Cool Place to Hang✨ | mall90s culture+1 | — | sour patch kidsAuntie Ann's Pretzels+3 | — | sour patch kidsAuntie Ann's Pretzels+1 | — | 55m 22s | |
| 11/19/25 |  Episode 25: This or That: 90s Edition✨ | 90s culturemovies+1 | — | This or ThatHome Alone | — | Forrest GumpHome Alone+3 | — | 43m 59s | |
| 11/11/25 | Episode 24: Technology of the 90s: Who Picked Up the Phone? | Click here to say Hi! Lesli and Will discuss technology of the 90s with their guest Eric. Lesli will never give up trying to play Frogger or Q-Bert, but she does give up trying to explain to the boys how a Brother Word Processor works. I guess you had to be there. Support the show | 50m 53s | ||||||
| 10/22/25 |  Episode 23: Scream: Starring Drew Barrymore | Click here to say Hi! Will and Lesli are joined by Gen X’ers Melissa and Eric to discuss the 90s horror flick Scream. Like every other sucker, they were lured in by the promise of Drew Barrymore, only to find she lasted as long as her dark, matte lipstick - not very long. We’re still not sure which loss was more devastating to Lesli, but it probably rhymes with dipstick. So if Scream was your level of scary, and you love a good discussion of scary movies and 90s nostalgia, then this epi... | 1h 26m 27s | ||||||
| 10/15/25 |  Episode 22: Hocus Pocus: A 90s Halloween Classic | Click here to say Hi! Lesli and Will have a guest join them in discussing the 90s Halloween cult classic- Hocus Pocus. Christine is a super fan! Of the movie- not our show. She’s never listened to an episode. But you wouldn’t know it, because she jumps right in and doesn’t miss a beat. And her sidekick Pam joins to add to the laughs. So lace up your cross-trainers and join them as they run amok discussing every detail and every bad joke. Support the show | 1h 29m 02s | ||||||
| 10/8/25 |  Episode 21: Halloween in the 90s: Costumes, Candy, and Movies | Click here to say Hi! It’s getting crispy out! And we know what that means. Halloween is coming and Lesli and Will are psyched to discuss it! We can help Will overcome some costume trauma, and we can convince Lesli that the baby-sized fun candy bars aren’t a personal attack on her! And make sure to send Will a shout-out about his spooky voice. He was really excited about it. Support the show | 52m 06s | ||||||
| 10/1/25 |  Episode 20: Misheard Lyrics of the 90s: Isn’t that what they said? | Click here to say Hi! Will and Lesli discuss the misheard lyrics of the 90s. There wasn’t easy access to lyrics back then, so you sang what you heard. And sometimes…. You misheard! Linger…Spoiler: she wasn’t looking for food. Support the show | 33m 27s | ||||||
| 9/25/25 | Episode 19: Three Generations of High School: The Good, the Bad, the Bathroom dilemma | Click here to say Hi! Once again, Will and Lesli have 3 generations on Generation Gap in the 90s. Lesli’s daughter Teagan is back, and this time she brought a friend- Rachael. They discuss what’s the same in high school, what’s different, and they realize that Gen Z thinks a phone is synonymous with a camera. Support the show | 1h 06m 47s | ||||||
| 9/13/25 | Episode 18: The OJ Simpson Story: If the Glove Don’t Fit | Click here to say Hi! Lesli and Will discuss one of the biggest stories of the 90s. So big it made it into the intro of Generation Gap in the 90s. They discuss OJ Simpson and the murder of his ex-wife Nicole Brown, and her friend Ron Goldman, along with the trial watched around the world. Support the show | 45m 15s | ||||||
| 8/28/25 | Episode 17: Amy Fisher and Joey Buttafuoco: | Click here to say Hi! Will and Lesli discuss one of the biggest tabloid stories of the 90s: Amy Fisher and Joey Buttafuoco. An autobody shop owner from Long Island has an affair with a 16 year old girl which results in a near-deadly attack on his wife. Although, if you ask Will and Lesli, there was more than one victim in this situation. Support the show | 21m 19s | ||||||
| 8/20/25 | Episode 16: Y2K: Doomsday or just another day? | Click here to say Hi! Y2K. The Millennium. Doomsday. Whether you were a prepper or a partier, every Gen X and Millennial remembers where they were on December 31, 1999. Whether you were expecting planes to fall from the sky or you were expecting another round of drinks when the clocks hit midnight, the switch from 1999 to 2000 was one to remember. Will and Lesli discuss where they were and what they were doing on that night. Spoiler Alert: At least one of them was partying like it was 1999! S... | 26m 27s | ||||||
| 8/13/25 | Episode 15: Diggstown: A 90s movie with genre confusion | Click here to say Hi! Lesli and Will discuss the 90s movie Diggstown, starring James Woods, Louis Gossett Jr, and Oliver Platt. Lesli’s husband said it was underrated in the 90s. Lesli and Will had to watch it to find out why. It’s boxing, it’s con-artist, and it’s small-town- which may or may not be a genre. Either way, there’s definite genre confusion. Gapinthe90s@gmail.com to tell if you agree or disagree. #GenerationXMovies Support the show | 49m 45s | ||||||
| 8/5/25 | Episode 14: The Bobbit Case: Got a Big Gulp? | Click here to say Hi! Lesli and Will discuss the insane case of Lorena Bobbit and how she chopped off her husband’s…. Bobbit. Temporary insanity? He deserved it? You decide… Support the show | 21m 38s | ||||||
| 7/29/25 | Episode 13: Heaven’s Gate: just give me the applesauce | Click here to say Hi! Will and Lesli discuss one of the most famous cults of the 90s: Heaven’s Gate. Did they get to choose a flavor? A bunk? A sneaker? Listen and find out. Support the show | 29m 52s | ||||||
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