Generation Gap in the 90s

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

Click here to say Hi!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.Support the show

Click here to say Hi!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 discover the magic of his fireplace- and boobs.Support the show

Click here to say Hi!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 Lesli obsess over something small that absolutely did not need that much attention…but here we are.Support the show

Click here to say Hi!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 and makes in-the-moment realizations about what she thought was an average teenager’s job. Disclaimer: There are many friends I have who I mention a lot in the episodes. They’re my besties. The father discussed in this episode is NOT on of my bestie’s fathers. Their fathers were fabulous and probably only rented family comedies. ♥️Support the show

Click here to say Hi!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. Support the show

Click here to say Hi!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 from making making millions in the 90s.Support the show

Click here to say Hi!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. Support the show

Click here to say Hi!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!Support the show

Click here to say Hi!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. Support the show

Click here to say Hi!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?Support the show

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

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 episode is for you. Don’t forget your Jiffy Pop!Support the show

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

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

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!Support the show

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. [email protected] 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! [email protected] the show

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 laugh at ourselves.  There's nothing better than laughing - except maybe a great 90s mix tape.Support the show

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 [email protected]! 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 would trade you a carrot stick for your high fructose-filled, red#5 snack and call it “a good deal.”Support the show

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 their sense of humor forever.We dive deep into the film's most quotable moments—from "O'Doyle rules" to "You blew it" to the infamous "I award you no points" speech—and explore how these lines have seamlessly integrated into our collective vocabulary. The conversation reveals fascinating insights about how differently generations experienced this comedy classic, with scenes that hit differently depending on whether you were 11 or 19 when you first watched.Beyond the laughs, we examine what made Billy Madison the perfect launchpad for Sandler's unique comedy style, how it showcased future stars like Norm MacDonald and Chris Farley, and why its silly, no-apologies approach to humor feels strangely timeless even when parts haven't aged perfectly.Whether you're revisiting this film for the hundredth time or curious about why people still reference a movie about a grown man repeating elementary school, this episode offers a hilarious, thoughtful exploration of Billy Madison's enduring legacy. So grab your snack pack, avoid any banana peels on the ground, and join us for this celebration of 90s comedy at its most quotable.Support the show