Best The Wayback With Ryan Sickler Podcasts (2025)

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83: The Wayback #83 | Jim Florentine 29:48

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6d ago29:48

29:48

Jim Florentine returns for another ride in The Wayback! (Check out his podcast "Everybody Is Awful" and his stand up special “You Can't Please 'Em All” on Amazon Prime). In this episode, we cruise by both our childhood homes and share stories about the difficulty of engaging in self-love when you share a room with siblings. Sticking with that theme…

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82: The Wayback #82 | Des Bishop 30:18

13d ago30:18

30:18

Des Bishop slides into The Wayback as we take a ride to Queens, NY and Ireland of the 80s and early 90s (Check his stand up special “OF ALL PEOPLE” on YouTube). Des gets nostalgic about some his family’s first cars like the Plymouth Duster and Mercury Cougar, vacations at the Jersey Shore, and Old TV shows like The Patchwork Family. He also talks a…

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81: The Wayback #81 | The Sklar Brothers 1:01:47

20d ago1:01:47

1:01:47

Sponsors: FIREFLIES.AI: Go to https://www.fireflies.ai/wayback and get your first two months free when you sign up for a yearly subscription! The Sklar Brothers squeeze into The Wayback as we take a ride through St. Louis, Missouri of the 70s and 80s! (Check them out on tour and don't miss their live "Tag It" show). In this episode, Jason and Randy…

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80: The Wayback #80 | Joey McIntyre 31:52

27d ago31:52

31:52

Joey McIntyre climbs into The Wayback as we take a ride through 70s/80s Boston, Massachusetts! (Check out his new album "Freedom"). Our first stop is Joey's childhood home in Boston, where he grew up the youngest of 9 kids. We then visit the gigantic house Joey was able to buy on his own at only 17 years old, after achieving worldwide fame with New…

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79: The Wayback #79 | Yannis Pappas 36:55

1M ago36:55

36:55

Sponsor: Peak Pure and Natural: Head to https://www.PeakNatural.com/WAYBACK and use code WAYBACK at checkout to give Peak Beets a try for 25% off. Yannis Pappas slides into The Wayback as we roll through Brooklyn, New York in the 1980s! (Check out his special "Property Owner" on YouTube, and his podcast "History Hyenas"). We get nostalgic about old…

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78: The Wayback #78 | Rosebud Baker 32:12

1M ago32:12

32:12

Rosebud Baker jumps into The Wayback as we cruise to Virginia in the early 1990s. (Check out her special "The Mother Lode" on Netflix). Rosebud gets nostalgic about summer vacations, and takes us on a trip to her family's incredibly unique vacation home on Watch Island in the Thousand Islands. We also hit up some of the great local DMV vacation spo…

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77: The Wayback #77 | Adrienne Iapalucci 31:59

2M ago31:59

31:59

Adrienne Iapalucci takes a ride in The Wayback as we roll through the Bronx, New York of the 80s and 90s! (Check out her Netflix special "The Dark Queen"). In this episode, the Dark Queen sure lives up to her name as she reminisces about family vacations in Pennsylvania to see her dying Aunt, and we do a deep dive on some of the strange funeral tra…

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76: The Wayback #76 | Dan St. Germain 28:37

2M ago28:37

28:37

Dan St. Germain hops into The Wayback as we cruise through the late 80s/early 90s of Rutherford, New Jersey and Westchester, New York! (Check out his special "Dance Fatty, Dance!", and his podcasts "Working Stiff" and "Burbs Bros"). Dan reminisces about wild times at music festivals and growing up with a grandmother who dressed him up as a ballerin…

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75: The Wayback #75 | Fiona Cauley 33:46

2M ago33:46

33:46

Fiona Cauley joins me in The Wayback as we roll into late ‘90s/early 2000s Franklin, Tennessee! (Check out her podcast Rampin’ Up.) Fiona shares wild stories from getting her first job at a Chinese restaurant at 11, driving herself there at 13, and capping it off with a smoke at the playground. She gets nostalgic about Libby Lou birthday parties, s…

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74: The Wayback #74 | Harland Williams 27:08

2M ago27:08

27:08

Harland Williams gets back into The Wayback for a second time as we take a trip to 70s/80s Toronto, Canada. We visit Harland's childhood home, and reminisce about one of the most mind-blowing pieces of technology to come out of the 80s: the Sony Walkman. Then Harland gets nostalgic about the quaker boarding school he attended, Pickering College. We…

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73: The Wayback #73 | Kirsten Schwickerath 36:27

3M ago36:27

36:27

Kirsten Schwickerath, producer of The Wayback and The HoneyDew, moves out from behind the camera and takes a seat in The Wayback as we head to Iowa in the early 00s. Kirsten gets nostalgic about growing up with a dad who worked in a junkyard, and all the weird stuff he'd find in people's cars to bring home. She also reminisces about childhood games…

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72: The Wayback #72 | Gianmarco Soresi 31:16

3M ago31:16

31:16

Gianmarco Soresi takes a seat in The Wayback as we head to 1990s Potomac, Maryland! (check out his podcast "The Downside"). With two Maryland natives in the wayback, we reminisce about what it was like living through two of the craziest events in Maryland history: the Air Florida Flight 90 disaster and the D.C. Sniper. Then Gianmarco gets nostalgic…

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71: The Wayback #71 | Kim Congdon 31:48

3M ago31:48

31:48

Kim Congdon takes a seat in The Wayback and we head to 1990s St. Augustine, Florida! (check out her special "Childless Milf" on YouTube and her podcast "The Kim Congdon Takeover"). Kim reminisces about growing up in one of Florida's most famous haunted houses, watching Jerry Springer as a five-year old, trolling grown men in chat rooms, and sneakin…

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70: The Wayback #70 | Steve Simeone 46:52

3M ago46:52

46:52

This week, Steve Simeone (awesomesteve.com), takes a seat in The Wayback and we head to 1980s Philadelphia! We reminisce about our funny grandmas and memories of watching comedy with them, including the late night family staple, The Tonight Show with Johnny Carson. We also talk about the destruction we caused wrestling in our bedrooms, and the fun …

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69: The Wayback #69 | Hanna Dickinson 30:50

3M ago30:50

30:50

This week, Hanna Dickinson takes a seat in The Wayback! (@hansdickie on Instagram). In this episode, Hanna takes us back to what it was like growing up in New Orleans and Virginia in the late 90s. Feeling the vibe of the show, Hanna gets nostalgic about her and her brother sitting in the wayback of their parent's station wagon and throwing food at …

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68: The Wayback #68 | Andy Richter 29:46

4M ago29:46

29:46

This week, Andy Richter takes a seat in The Wayback! (Check out “The Andy Richter Call-In Show” on SiriusXM, and his podcast “The Three Questions”). In this episode, Andy takes us back to what it was like growing up in Yorkville, Illinois in the 70s and 80s. Andy gets nostalgic about some of his first jobs, like cutting grass, painting outhouses, a…

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67: The Wayback #67 | Sara Weinshenk 33:53

4M ago33:53

33:53

This week, Sara Weinshenk takes a seat in The Wayback! (Check out her podcasts "This B*tch" and "Shenk"). A true Valley Girl, Sara takes us back to what it was like growing up in the "Clueless" era of 80s/90s San Fernando Valley. She reminisces about riding in the wayback of her parents Mercedes, attending Louisville all girls high school, and join…

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66: The Wayback #66 | Bobby Moynihan 34:06

4M ago34:06

34:06

This week, Bobby Moynihan takes a seat in The Wayback! (Check out his podcast "Who Me? With the Batmin" and see him on NCIS Origins). In this episode, Bobby takes us back to what it was like growing up in Eastchester, NY in the 80s. He reminisces about working at his dad's liquor store as an 8-year old, getting his first Nintendo, and Zima. Ryan an…

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65: The Wayback #65 | Nick Swardson 34:25

4M ago34:25

34:25

This week, Nick Swardson takes a seat in The Wayback! (Check him out on his "Toilet Head" tour). In this episode, Nick takes us back to what it was like growing up in Minneapolis in the 80s. A self-proclaimed "hell cat" of a child, Nick gets nostalgic about a lot of the trouble he got into as a kid, like shooting fireworks out the wayback of his pa…

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64: The Wayback #64 | Tina Dybal 27:13

5M ago27:13

27:13

This week, Tina Dybal takes a seat in The Wayback! (Check out her podcast Slop City). In this episode, Tina takes us back to what it was like growing up in St. Louis in the late 90s/early 00s. A diehard Kansas City Chiefs fan, Tina was there way before Taylor Swift, and brings us the receipts to prove it! Tina and Ryan then get nostalgic about the …

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63: The Wayback #63 | Sam Tripoli 30:17

5M ago30:17

30:17

This week, Sam Tripoli takes a seat in The Wayback! (Check out his special "Quiet" and his podcasts Broken Simulation, Tin Foil Hat, and Deep Waters). In this episode, Sam takes us back to what it was like growing up in Upstate New York in the 1980s. No one knows more about conspiracy theories than Sam, and here he gets nostalgic about two of the v…

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62: The Wayback #62 | Andrea Jin 38:32

5M ago38:32

38:32

This week, Andrea Jin takes a seat in The Wayback! (Check out her tour dates at AndreaJin.com). In this episode, Andrea takes The Wayback into uncharted territory, as she gets nostalgic about growing up in China until age 10, and then Vancouver through her teenage years. Born in Shanghai to a family so poor she had to share a bed with one her grand…

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61: The Wayback #61 | Bret Ernst 37:53

5M ago37:53

37:53

This week, Bret Ernst takes a seat in The Wayback! (Check out his special "Uncaged" on YouTube, and catch him on Cobra Kai on Netflix). In this episode, Bret takes us back to what is like growing up in both Florida and New Jersey in the 80s and 90s. Raised by a single mom who was always on the move, Bret reminisces about attending 15 schools as a k…

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60: The Wayback #60 | John Farley 42:04

6M ago42:04

42:04

Fresh off the heels of Saturday Night Live's 50th Anniversary celebration, we have a special treat for you this week, as the one and only John Farley takes a seat in The Wayback! (Check out his documentary "Meet Me Where I Am"). In this episode, John takes us back to the Farley brothers' childhood home in Madison, Wisconsin, during the 70s and 80s,…

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59: The Wayback #59 | Libbie Higgins 27:21

6M ago27:21

27:21

This week, Libbie Higgins takes a seat in The Wayback! (Trailer Tales on YouTube, Slop City podcast). In this episode, Libbie takes us back to what it was like growing up in 1980s St. Louis. She reminisces about childhood games like the “pass out” game, and the Ouija board, which her and her friends would use to try and summon ghosts to hook up wit…

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58: The Wayback #58 | Rachel Feinstein 30:00

6M ago30:00

30:00

This week, Rachel Feinstein takes a seat in The Wayback! (Check out her special "Big Guy" on Netflix). In this episode, Rachel and Ryan both get nostalgic about growing up in Maryland in the 1980s. Rachel reminisces about long car trips in her parents Datsun station wagon "barfmobile," summer vacations in Ocean City and Rehoboth, and always wanting…

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57: The Wayback #57 | Jason Ellis 32:27

6M ago32:27

32:27

This week, Jason Ellis takes a seat in The Wayback! In this episode we go international, as Jason takes us back to what it was like growing up in 1980s Australia. He gets nostalgic about riding motocross bikes in the bush, and encountering all types of Outback wildlife such as snakes, kangaroo mobs, scary sounding koalas, and huntsman spiders. Jaso…

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56: The Wayback #56 | Hannah Berner 30:52

7M ago30:52

30:52

This week, Hannah Berner takes a seat in The Wayback! ("We Ride at Dawn" on Netflix, Giggly Squad and Berner Phone podcasts). In this episode, Hannah takes us back to what it was like growing up a New York City girl in the 90s/early 00s. Born to an Italian family in Brooklyn, Hannah reminisces about sharing a room with her little brother and having…

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55: The Wayback #55 | Adam Carolla 34:05

7M ago34:05

34:05

This week, Adam Carolla takes a seat in The Wayback! (The Adam Carolla Show, check out his new special "Adam Carolla Comes Clean"). In this episode, Adam takes us way back to 1970s/80s Los Angeles, and what it was like growing up in the San Fernando Valley. We revisit some of his family's early cars, like the VW squareback, VW bug, and his first mo…

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54: The Wayback #54 | Paige Ginn 28:29

7M ago28:29

28:29

This week, Paige Ginn takes a seat in The Wayback! (The Viral Podcast). In this episode, Paige takes us back to what it was like growing up in Utah during the late 90s/early 00s. First she reminisces about her standout high school athletic career, highlighted by the time she had a feminine hygiene malfunction in the middle of a basketball game. As …

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53: The Wayback #53 | Jay Larson 36:14

7M ago36:14

36:14

This week, Jay Larson takes a seat in The Wayback! (Check out his new special "Here We Go Again" on YouTube). In this episode, the old CrabFeast crew is reunited, as Jay takes us back to what it was like growing up in 80s/90s Massachusetts. They get nostalgic about ice cream after little league games, the classic East Coast dessert staple Friendly'…

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52: The Wayback #52 | Eddie Bravo 36:46

7M ago36:46

36:46

This week, Eddie Bravo takes a seat in The Wayback! ("Look Into It" podcast, the band Hook Thieves). In this episode, Eddie takes us back to what it was like growing up in Southern California in the 70s and 80s. He gets nostalgic about the excitement he felt as a kid when going to the original big box departments stores, like Gemco, Montgomery ward…

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51: The Wayback #51 | Eleanor Kerrigan 34:27

8M ago34:27

34:27

This week, Eleanor Kerrigan takes a seat in The Wayback! (Check out her special "No Country For Old Women" on YouTube). In this episode, Eleanor takes us back to the absolute chaos of growing up one of ten children in 1970s Philadelphia. She reminisces about long, smoke-filled car rides with her entire family of 12, looking old enough to buy liquor…

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50: The Wayback #50 | Ryan Long 34:44

8M ago34:44

34:44

This week, Ryan Long takes a seat in The Wayback! (Check out his special "Problem Solved" on YouTube, and his podcast "The Boyscast"). This episode kicks off with both Ryans doing a deep dive on the birth of sneaker culture in 80s/90s. They get into the iconic Reebok Pumps, Air Jordans, Iversons, and classics like Magic and Bird's Converse. Then Ry…

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49: The Wayback #49 | Shapel Lacey 35:44

8M ago35:44

35:44

This week, Shapel Lacey takes a seat in The Wayback! ("Lesser Known Characters" podcast). In this episode, Shapel takes us back to what it was like growing up in Mesa, Arizona, in the early 90s. He talks about being raised by a teenage stepdad, taking his first family vacation at 20-years old, getting paid to attend summer school, and going full Br…

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48: The Wayback #48 | Luenell 29:10

8M ago29:10

29:10

This week, Luenell takes a seat in The Wayback! ("Hacks" on HBO Max, Jimmy Kimmel's Comedy Club, Las Vegas). In this episode, Luenell takes us back to what it was like growing up in 1970s Oakland, CA. She gets nostalgic about moving out to the white suburbs of Castro Valley, wrecking her Mom's Plymouth Barracuda, equestrian lessons, and sneaking ou…

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47: The Wayback #47 | Craig Conant 30:02

9M ago30:02

30:02

This week, Craig Conant takes a seat in The Wayback! ("Community Service" podcast). Growing up in Inglewood, CA in the late 80s, Craig takes us back to what life was like as a true neighborhood delinquent. He schools us on the finer points of building potato cannons, having roman candle wars with gang members, and stealing and crashing his parents …

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46: The Wayback #46 | Annie Lederman 37:03

9M ago37:03

37:03

This week, Annie Lederman takes a seat in The Wayback! ("Anniewood" podcast). A wild child born into a Quaker family in 80s/90s Philadelphia, Annie takes us on a deep dive into her many misadventures attending Quaker schools as a kid. Then her and Ryan bond over their shared experience of growing up as a twin. They also get into some late 80s nosta…

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45: The Wayback #45 | George Perez 37:27

9M ago37:27

37:27

This week, George Perez takes a seat in The Wayback! ("George Perez Stories" podcast). In this episode, George takes us back to what is was like growing up in Los Angeles in the 1980s as the 2nd youngest of 15 kids! George gets nostalgic about sneaking out, running the block with his crew "The BMX Bandits", and playing their favorite neighborhood g…

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44: The Wayback #44 | Jodie Sweetin 27:51

9M ago27:51

27:51

This week, Jodie Sweetin takes a seat in The Wayback! ("How Rude Tanneritos" podcast, Full House, Fuller House on Netflix). In this episode, we learn that despite her image as a successful child actor, it turns out Jodie was an absolute hellion as a kid growing up in Southern California. Jodie gets nostalgic about throwing water balloons at cars, s…

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43: The Wayback #43 | Adam Ray 38:56

10M ago38:56

38:56

This week, Adam Ray takes a seat in The Wayback! (Dr. Phil Live, About Last Night podcast, "Like and Subscribe" on YouTube). Adam gets nostalgic about growing up in Seattle with a single mom and his many childhood obsessions, like He-Man, Teenage Mutant Ninja Turtles, Starter jackets, and talking Urkel dolls. Adam also tells the hilarious yet traum…

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42: The Wayback #42 | Chelcie Lynn 31:22

10M ago31:22

31:22

This week Chelcie Lynn takes a seat in The Wayback! (Trailer Trash Tammy, The Viral Podcast). The pride of Thackerville, Oklahoma gets nostalgic about riding her bike around town as a kid, and all the local make-out spots she would sneak off to with neighborhood boys. Chelcie also reminisces about all the trouble she would get into back in the day,…

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41: The Wayback #41 | Todd Glass 28:47

10M ago28:47

28:47

This week Todd Glass takes a seat in The Wayback! (Todd Glass: "The Event of a Lifetime"). Ryan and Todd get nostalgic about some of the station wagons they rode in as kids, as well as the glory days of hubcaps, and Jeep Wagoneers. Todd also talks about the different schools and "resource rooms" he spent time in as a child growing up with dyslexia.…

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40: The Wayback #40 | LeeAnn Kreischer 35:14

10M ago35:14

35:14

This week LeeAnn Kreischer takes a seat in The Wayback! (Wife of the Party podcast). LeeAnn takes us on a journey to the Deep South in this episode, as she gets nostalgic about all the crazy characters she hung out with as a kid growing up in rural Bowdon, Georgia. There was the barefooted guy with sparks flying off his feet, and her uncle George, …

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39: The Wayback #39 | Mike Feeney 33:13

10M ago33:13

33:13

This week Mike Feeney takes a seat in The Wayback! (Here's The Scenario podcast, Mike Feeney: A Night at the Comedy Cellar on YouTube). Mike gets nostalgic about cruising in his mom's Toyota MR2, pull-out car stereos, and punting basketballs off cruise ships on family vacations. Also, don't miss Mike reminiscing about the death-defying adventures o…

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38: The Wayback #38 | Ali Siddiq 27:26

11M ago27:26

27:26

This week Ali Siddiq takes a seat in The Wayback! (Check out his stand-up special "The Domino Effect" parts 1-4 on YouTube). Ryan and Ali get nostalgic about trick or treating in homemade Halloween costumes, first kisses, joyriding in "borrowed" cars, and sneaking out of the house. They also reminisce about 80s and 90s fashion like Original Jams, p…

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37: The Wayback #37 | Nadav Itzkowitz 37:53

11M ago37:53

37:53

This week Nadav Itzkowitz takes a seat in The Wayback! (“Catching You Up With Nadav” on YouTube). Nadav kicks this one off with the story of his first foray into internet fame, when he tried to hit up what he thought was Steven Spielberg for a role in one of his movies. Then there's no holding back as Ryan and Nadav get nostalgic about one of the b…

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36: The Wayback #36 | Dusty Slay 35:13

11M ago35:13

35:13

This week Dusty Slay takes a seat in The Wayback! (“Workin’ Man” on Netflix, “Nateland” podcast and “We’re Having a Good Time” podcast). Dusty gets nostalgic about growing up in a trailer park, family trips to see Nascar at Talladega, and the time he tried to raise money to bail a friend out of jail. Ryan and Dusty then trade stories about all the …

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35: The Wayback #35 | Brittany Schmitt 23:00

11M ago23:00

23:00

This week Brittany Schmitt takes a seat in The Wayback! Check out her new special HORNY (for the sweet release of death) on YouTube. Brittany takes us back to her childhood growing up with no TV or internet, and how she let loose once she got her driver's license. Ryan and Brittany then get nostalgic about furnished basements, throwing parties when…

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34: The Wayback #34 | Jim Norton 25:56

12M ago25:56

25:56

This week Jim Norton takes a seat in The Wayback! (Check out his YouTube channel @NikkiandJimNYC). Ryan and Jim get nostalgic about the anxiety of sitting in the wayback as kids, harrowing amusement park rides, and some of the ridiculous safety campaigns from their youth like Mr. Yuk and McGruff the Crime Dog. Jim also recalls his distaste for fami…