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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.
20 Episodes
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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
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
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
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
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...
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. Support the show
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
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
Click here to say Hi! The Summer of 1994. Whether you were 10 like Millennial Will or 18 like Gen X Lesli, the Summer of 94 was a summer to remember. The days were slower, the music was great, and all was right with the world. What do you remember about the Summer of 1994? Support the show
Click here to say Hi! Will and Lesli put 90s character against 90s character in the ring and discuss who would get their ass kicked. Will it be strength? Will it be sass? Will it be pent up anger? What will it be that determines the winner? Will Joey fight Carlton? Will the Fresh Prince fight Al Bundy? And who will end up the Ultimate Winner? Whether you’re a Gen X or a Millennial, your memories of the 90s will force you to have strong feelings. Let us know if you agree with our picks! ...
Click here to say Hi! In Episode 10: Board Games in the 90s, Will and Lesli discuss the Board Games they loved and the Board Games they didn’t. They discuss the feelings of 90s nostalgia and the memories of having a panic attack waiting for the Operation buzzer or Perfection to go off. Were they sore losers or board flippers? Listen and find out. You may even catch a 90s jingle or two. Support the show
Click here to say Hi! In Episode 9: Soundtracks of the 90s, Will and Lesli discuss their favorite songs made for movies, and their favorite soundtracks. If you are a Millennial or a Gen Xer who loves all things 90s like we do, you’ll love the discussion that incorporates two of our favorite things… 90s movies and 90s music! Support the show
Click here to say Hi! In this episode, Lesli and Will attempt to keep their ADHD in check while they discuss the best school year of Lesli’s life - her Junior Year. From getting her braces off to getting her license, losing stupid bets to working at Baskin Robbins - Lesli reminisces about being 17 in 1993. Support the show
Click here to say Hi! In this episode, Lesli and Will are joined by special guest JP to dive into the classic ‘90s comedy Tommy Boy. Together, they revisit the unforgettable Chris Farley and David Spade masterpiece. It’s full of laughs while still holding on to some heartfelt scenes. Support the show
Click here to say Hi! This week's episode is a hilarious stroll down memory lane as Lesli and Will compare 90s memories that scream nostalgia. Lesli confesses to her alter ego named Bubbles with her Dorothy-Hamill-haircut and to making prank calls and throwing roses on stage at her first concert; while Will confesses to his obsession with the Casio keyboard demo song and to carrying a boombox like the bad-ass he is. Did we mention he had a rat tail? Join us as we reminisce and lau...
Click here to say Hi! Teagan, a Gen Z high school senior, bravely attempts to explain her knowledge of 90s culture to Millennial Will and Gen X Lesli. Listen as Teagan discovers the seriousness of pogs and schools Will and Lesli on a couple things from the Gen Z world. Support the show
Click here to say Hi! Will and Lesli discuss their top 5 most-watched sitcoms of the 90s. Whether you love the sound of canned laughter or you love pointing out the over-acting, you’ll feel like a kid again- glued to the TV screen with the sound of mom cooking dinner in the background. Support the show
Click here to say Hi! On Generation Gap in the 90s, we’re rewinding to Ace Ventura — where we swap memories of the quirky and quotable pet detective as he solves the case of the missing Miami Dolphins mascot, Snowflake. Allll righty, then! Tell us your favorite part at gapinthe90s@gmail.com! We’d love to do some shout-outs on our next episode! Support the show
Click here to say Hi! Snacks from the 90s were basically edible happiness wrapped in neon packaging and questionable nutrition. Gen X kids ate them at a stop at their locker or in their concrete-walled dorms. Meanwhile, millennials proudly flaunted their plastic lunch boxes like they were carrying solid gold. If your mom packed you just the right snack , you were basically cafeteria royalty. It wasn’t just lunch—it was snack-based social currency, and if you didn’t guard your snacks, someone ...
Click here to say Hi! From nudie magazine day to academic decathlon meltdowns, Billy Madison is more than just a silly comedy—it's a cultural touchstone that defined humor for an entire generation. In this nostalgia-packed episode, we unpack what makes Adam Sandler's 1995 breakthrough film still resonate with audiences nearly three decades later. Our Gen X host Lesli reflects on experiencing the movie in college, while millennials Will and JT share how discovering it as kids in the 90s shaped...
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