Generation Gap in the 90s

Generation Gap in the 90s

The podcast where a Gen X girl and a Millennial guy dive deep into the decade that defined us. From OJ to Y2K, VHS tapes to the dawn of the DVD, we're revisiting movies, music, and events that shaped a generation - or in our case, two generations.

Episodes

April 1, 2026 36 mins

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This week, JP joins Will and Lesli as they talk about the 90s action film- Under Siege. A movie that stars Steven Seagal as a tough-guy chef, Tommy Lee Jones and his sweet jacket, and crazy Gary Busey.   And we can’t forget one of the most important characters in the movie- Miss July 1989. We spend a solid minute trying to figure out her purpose before concluding…there wasn’t one, except to allow Will to discov...

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In this episode, Will and Lesli revisit Toy Story - the movie that made history as the first fully computer-animated film ever—and somehow still holds up ridiculously well. Along the way, they get way too excited about all the tiny details most people miss, from hidden Easter eggs to jokes that definitely hit harder as adults. Expect plenty of nostalgia, some laughs, and at least a few moments where Will and Le...

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Lesli and Will discuss infomercials of the 90s. If you lived in the 90s, then you must remember waking up at 2 AM on the couch, listening to the ramblings of the Flowbee or Buns of Steel. Put on a bow tie and talk real fast, and you could have sold us anything! Somewhere along the way, Lesli and Will veer into the awkwardness that was Adult Movie sections of video stores of the 90s. Listen as Lesli trauma dumps...

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Lesli and Will test their memory while Will plays various sounds from the 90s. Some sounds everyone will know, and some may only be known by former Latch-Key kids raised by an old box TV. And listen carefully! Maybe you’ll catch the sound of Will squealing with excitement at the sound of Windows 95. Guy’s enamored. 

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Will and Lesli discuss the 90s craze - Beanie Babies. These pellet-filled little animals took the nation— and The-Rachel-Haircut-Moms by storm. They made their way through shops, McDonalds, and Divorce Proceedings. People waited on line and swallowed their pride to buy everything from Legs the Frog to the Princess Diana Bear. While Lesli and Will never fell into the hype, it didn’t keep these Ty productions fro...

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Listen as Will comes up with a great idea for an episode and then makes fun of Lesli for discussing it. Not to be confused with every other episode. 

Whether you used satin or velvet, or joined the Dead Heads with the Aztec-patterned drug-rug-material scrunchies, you can’t think of the 90s without thinking of this amazing hair accessory. 

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Lesli surprises Will with some of the mall treats they talked about in the last episode. Some held up, some did not. But one thing’s for sure, you MUST remove the casing before you gnaw into a Summer Sausage. 

That- and- peach rings 4eva!

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The Generation Gap is big in this one. Lesli LIVED for the mall, while Will could take it or leave it. We’ll leave it to the listeners to decide which co-host they would have wanted to hang at the mall with. No matter who is chosen though, you’d be sure to enjoy sour patch kids, Auntie Ann’s Pretzels, acting stupid, and maybe a cassingle or two. 

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November 19, 2025 43 mins

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Will and Lesli have to choose This or That between 90s items. Some are a little rough… Forrest Gump running or Jack and Rose swimming? And some are no brainers.. like Home Alone over Mrs. Doubtfire. But who knew that Mariah Carey could almost end a friendship?  See what you think. Do you agree with their choices?

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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.

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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 disc...

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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 ...

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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.

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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. 

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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. 

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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.

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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. 

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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...

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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.

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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…

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