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
Lesli tests Will on his knowledge of top movies of the 90s. Some were a no-brainer, and some will truly surprise you. One thing’s for sure- Lesli does a killer Osprey impression. She totally could have hung out with the kid who smells like soup!
90s talk shows. It could have been an episode about Michael Jackson. It could have been an episode about a fear of olives. It could have been an episode about a jar of olives that has a fear of Michael Jackson - either way, we were there for it.
Jerry Springer with his fights, Rosie O’Donnell with her koosh balls, Phil Donohue giving up the mic. They all had their signature move. Lesli and Will ...
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
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.
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!
JP has a chance to answer the questions that Will and Lesli answered in Episode 6. All things 90s through the eyes of another Millennial- only this time they get to see how the other half lives.
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...
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 ...
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...
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.
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 pro...
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.
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!
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.
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?
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.
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...
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 det...
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.
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.
Popular Podcasts
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Betrayal Weekly is back for a new season. Every Thursday, Betrayal Weekly shares first-hand accounts of broken trust, shocking deceptions, and the trail of destruction they leave behind. Hosted by Andrea Gunning, this weekly ongoing series digs into real-life stories of betrayal and the aftermath. From stories of double lives to dark discoveries, these are cautionary tales and accounts of resilience against all odds. From the producers of the critically acclaimed Betrayal series, Betrayal Weekly drops new episodes every Thursday. If you would like to share your story, you can reach out to the Betrayal Team by emailing them at betrayalpod@gmail.com and follow us on Instagram at @betrayalpod and @glasspodcasts. Please join our Substack for additional exclusive content, curated book recommendations, and community discussions. Sign up FREE by clicking this link Beyond Betrayal Substack. Join our community dedicated to truth, resilience, and healing. Your voice matters! Be a part of our Betrayal journey on Substack.
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com
The official podcast of comedian Joe Rogan.
Former Bachelor Clayton Echard’s casual one-night fling turned into a paternity nightmare. When the news broke about the scandal, no one believed Clayton at first. He was a reality TV star, and an unpopular one at that. Clayton found himself trying to prove the truth, while trapped in a web of lies, manipulation, and threats. He would soon discover he was not the only one. At its core, this is a story about who you believe and why. It’s an epic battle that would take a group of strangers, citizen sleuths from across the world, to crack the case and finally hold someone accountable. New episodes of Love Trapped are released every Thursday, starting February 26th, 2026. If you would like to reach out to the Love Trapped team, email us at lovetrappedpod@gmail.com and follow along on Instagram @glasspodcasts.