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- #1: Stuck in the Riddle with YouHeadgum
- #2: My Puzzle Lies Over the OceanHeadgum
- #3: Everyone's Dead!Headgum
- #4: Guilty Beyond a Reasonable Mrs. DoubtfireHeadgum
- #5: Greased Lightnin' RoundHeadgum
- #6: Sheep Impact!Headgum
- #7: Riddle Miss SunshineHeadgum
- #8: My Riddle Pony with Arnie NiekampHeadgum
- #9: Quiz BopHeadgum
- #10: Judge, Jury, and RiddlecutionerHeadgum
- #11: Night of the Living DEAD STOPHeadgum
- #12: Three Men and A Riddle Lady with Justin McElroyHeadgum
- #13: Throw another Riddie on the BarbieHeadgum
- #14: A Riddle a Day Saves NineHeadgum
- #15: Bleh Riddle Riddle! a.k.a. RiddleWeen!Headgum
- #16: Riddle NationHeadgum
- #17: The Episode That Sounds a Riddle Bit DifferentHeadgum
- #18: Hey Gobble Gobble!Headgum
- #19: A Puzzle a Day Keeps the Riddle AwayHeadgum
- #20: School RunningsHeadgum
- #21: Jester Tester with Brooke Breit!Headgum
- #22: Sleigh Riddle RiddleHeadgum
- #23: A Year End Riddie-viewHeadgum
- #24: New Year's Re:SOLUTIONS! With Zach Reino & Jess McKenna!Headgum
- #25: Puzzies and WizzysHeadgum
- #26: Rip Van PuzziesHeadgum
- #27: Kiss, Kiss, Riddle RiddleHeadgum
- #28: Thank you, Snake!Headgum
- #29: Dungeons & Dragons & Riddles with Becca Barish!Headgum
- #30: Love Arrow Arrow! (AKA Hey Kissy Kissy!)Headgum
- #31: Take a Riddle Bit Off the Top!Headgum
- #32: LOST Boyz!Headgum
- *UNLOCKED* - Patreon Ep 1 - State...Yo Business!Headgum
- #33: The One With The Most!Headgum
- #34: The More You Know!Headgum
- #35: JUST Trains & AutomobilesHeadgum
- #36: Dear Diary...Headgum
- #37: Raccoon Penis Bone!Headgum
- #38: The Great Butterbeer Showdown!Headgum
- #39: Horse Court with TJ Jagodowski!Headgum
- #40: All Sherlock!Headgum
- BONUS - AMA SpecialHeadgum
- #41: Dr. Funny ComedyHeadgum
- #42: Post Potatoes!Headgum
- #43: He's Mimble!!!Headgum
- #44: Adal's $100 Give Away!!!Headgum
- #45: Lucky Songbird! with Jon GabrusHeadgum
- #46: It Came from the Basement!Headgum
- #47: Pyramid-Life Crisis!Headgum
- #48: Boat Detective with Hayes Davenport!Headgum
- #49: Carrot Bottom!Headgum
- #50: Fifty Riddles GUARANTEED!Headgum
- #51: JANETMORPH! with Janet Varney!Headgum
- #52: Body Magic!Headgum
- #53: It's Been...ONE YEAR!Headgum
- #54: A Star Is Wars! with Jeffrey CranorHeadgum
- *UNLOCKED* - Patreon Ep 18 - Hey Relationship RelationshipHeadgum
- #55: Just Plain Comedy!Headgum
- #56: Hey Riddle City! A Pod Noir, Part 1Headgum
- #57: The Question Is The Answer! with The Teachers LoungeHeadgum
- #58: Flirty Chef!Headgum
- #59: That Sucks! That Rules!Headgum
- #60: Floor Soup!Headgum
- #61: Fun At Songs!Headgum
- #62: Hey Riddle City Part 2!Headgum
- #63: A Pun in the PoolHeadgum
- #64: The Purple EpisodeHeadgum
- #65: Watson Can You Hear Me?Headgum
- #66: On The Ground, In DisguiseHeadgum
- #67: Bleh Riddle Riddle 2!Headgum
- #68: The Birds, the Bees, the Nicolas CagesHeadgum
- #69: Dirty Sexy RiddlesHeadgum
- #70: Hundie Dollie Giveaway Returns! AKA Rap For Daddy!Headgum
- #71: Kid Friendly Episode (really!)Headgum
- #72: Skull & BoneheadsHeadgum
- #73: Sharkest HeartHeadgum
- #74: Booty ButtHeadgum
- #75: The Night Before Puzzmas w/ J.P. RiddlesHeadgum
- #76: How Far Up The Egg Do The Pants Go?Headgum
- *UNLOCKED* - Patreon Ep 38 - Pubic Access TV!Headgum
- #77: ON MY GIRLFRIENDS BIRTHDAY???Headgum
- #78: James Bond's CousinsHeadgum
- #79: I Used To Be An ImproviserHeadgum
- #80: Beef Thief!Headgum
- #81: Hey Riddle City Part 3!Headgum
- #82: A Female Robot With A Cowboy HatHeadgum
- #83: Kiss Your Clone!Headgum
- #84: Riddle Me ShakespeareHeadgum
- #85: EduCakeHeadgum
- #86: Hey Nintendo Cafe!Headgum
- *UNLOCKED* - Patreon Ep 29 - BETTER BE - QUIZZES!Headgum
- #87: Not Enough BucklesHeadgum
- #88: Sopa De RopaHeadgum
- #89: Puzzbot's April FoolsHeadgum
- #90: Bad Riddles UnitHeadgum
- #91: Gotcha From The Magic CastleHeadgum
- #92: Unicorn Boner w/ Demi AdejuyigbeHeadgum
- #93: Smart Dog/Dumb DogHeadgum
- #94: Good Will FartingHeadgum
- #95: Alone Together For The First Time!Headgum
- #96: It’s Opposite DayHeadgum
- #97: Take Me To Your RiddlesHeadgum
- #98: Degrees!Headgum
- #99 Bottles of Beer on the WallHeadgum
- #100: A Hundred Episodes, A Dozen Laughs!Headgum
- #101: All The Mimosas You Can CarryHeadgum
- #102: We're Buying the KnicksHeadgum
- #103: Tux On Top. Diaper On Bottom.Headgum
- *UNLOCKED* Patreon Ep #61- Face to Face...Not!Headgum
- #104: The Baron, The Countess and The FoolHeadgum
- #105: Milk Store with Geoffrey James and Reilly Anspaugh!Headgum
- #106: OH YEAH!Headgum
- #107: Tell Me Something, College BoyHeadgum
- #108: We Also Make The DucksHeadgum
- #109: Dollar Signs & Question Marks!Headgum
- #110: Don't Matter to Me, BroccolisHeadgum
- #111: The Heart is the Greatest WeaponHeadgum
- *UNLOCKED*-Hey Riddle High: Get Bent! Part 1Headgum
- #112: Riddies & DaddiesHeadgum
- #113: Auto-tune Bird SoundsHeadgum
- #114: Carl TalkHeadgum
- #115: Bug! with Mary HollandHeadgum
- #116: Three Butlers Living in the Very Same HouseHeadgum
- #117: HARcutHeadgum
- #118: SlamletHeadgum
- #119: Bleh Riddle Riddle 3!Headgum
- #120: TWO Harmonica SolosHeadgum
- *UNLOCKED* Patreon Episode 72: Quiz BopHeadgum
- #121: Pizza Talk ChonyHeadgum
- #122: Rebel With A Cause! with Jake & AmirHeadgum
- #123: Grandma PuzzlesHeadgum
- #124.5: Big Grande Part 2! w/ Ryan Rosenberg & Jon MackeyHeadgum
- #124: Big Grande Part 1! w/ Dan Lippert & Drew TarverHeadgum
- #125: The Brunch BunchHeadgum
- #126: Seven SeventeenHeadgum
- #127: Best of 2020Headgum
- #128: Those Poor PigsHeadgum
- #129: A Diaper and a SashHeadgum
- #130: Papa Bear's HoneyHeadgum
- #131: Help...(The Hundie Dollie Giveaway)Headgum
- #132: Artificial SweetenersHeadgum
- #133: Riddleternational GibberishHeadgum
- #134: ValenStein's Monster!Headgum
- *UNLOCKED* Patreon Episode #89: Erin On the Side of CoffeeHeadgum
- #135: Cards and FlardsHeadgum
- #136: Frodoian SlipHeadgum
- #137: The Origin of Snark!Headgum
- #138: Nose FishHeadgum
- #139: My Honk Will Go OnHeadgum
- #140: The SweaterHeadgum
- #141: Welcome to the Riddle DomeHeadgum
- #142: She Was a Secret GeniusHeadgum
- #143: Candle StoreHeadgum
- #144: Flork Family Road TripHeadgum
- #145: Suit-CaseyHeadgum
- #146: Second LocationHeadgum
- #147: Leg DayHeadgum
- #148: Yes and and and and and pieHeadgum
- #149: JustinVernon42069Headgum
- *UNLOCKED* Patreon Episode #109: The BeachHeadgum
- #150: Spice Up Your LifeHeadgum
- #151: The Wheel of PerversionHeadgum
- #152: Silly Clown Valley!Headgum
- #153: Welcome to Jamba JuiceHeadgum
- #154: Beer Up The Bank TubeHeadgum
- #155: Eat at Tootie Poots!Headgum
- #156: EspressoHeadgum
- #157: Can I Pitch a PodcastHeadgum
- #158: Three Beer Canniversary!Headgum
- #159: HRR EnterprisesHeadgum
- #160: Percy Pig Fun Dippin' w/ Max & IvanHeadgum
- #161: WE LOVE RIDDLES NOW!Headgum
- #162: Tall ClownsHeadgum
- *UNLOCKED* Patreon episode #111: Fambly Fud!Headgum
- #163: September SantaHeadgum
- #164: Splat! Nope! Scene!Headgum
- #165: elddiR elddiR yeHHeadgum
- #166: Even More September SantaHeadgum
- #167: Queen For a DayHeadgum
- #168: Riddles Tales of Magic w/ Branson Reese & Carly MonardoHeadgum
- #169: Edward Splinterhands w/ Holly Laurent & Greg HessHeadgum
- #170: Erin Goes to a Haunted HouseHeadgum
- #171: Bleh Riddle Riddle 4Headgum
- #172: The Riddle FloorHeadgum
- #173: On Our Erin's Birthday?Headgum
- #174: It's Doorpy!!!Headgum
- #175: Answer in FrenchHeadgum
- #176: Fanta ClausHeadgum
- #177: EPISHODE!Headgum
- #178: … and Whatnot w/ Janet VarneyHeadgum
- #179: Best of 2021 - Part 1Headgum
- *UNLOCKED* Patreon Ep #137: HYAAH! Saddle Saddle! - Part 1Headgum
- #180: Best of 2021 - Part 2Headgum
- #181: Happy Clue Year!Headgum
- Patreon Preview #147: Troubled Fairy Tales Pt. 2!Headgum
- #182: Which PisswitchHeadgum
- Patreon Preview #148: Listener Scenes Volume 1Headgum
- #183: Happy Pasta Day!Headgum
- Patreon Preview #149: Welcome to New Jersey💡Headgum
- #184: Johnny Scramblers & The Heartbreak PumpkinsHeadgum
- Patreon Preview #150: Hey Riddle Station Part 1Headgum
- #185: Dr. Very Good Body w/ Johnny O'MaraHeadgum
- Patreon Preview #151: Hey Riddle Station Part 2Headgum
- #186: Quit Grabbing EaglesHeadgum
- Patreon Preview #152: Chatterbox 4Headgum
- #187: Edge of the Couch w/ Elizabeth AndrewsHeadgum
- Patreon Preview #153: Public Access TV 5!Headgum
- #188: Bad News GangHeadgum
- Patreon Preview #154: Hey Relationship Relationship Part 6Headgum
- #189: Escape! w/ Janet VarneyHeadgum
- Patreon Preview #155: Brians TurtlesHeadgum
- #190: This Podcast Started in 2011Headgum
- Patreon Preview #156: This Day In Improv History Part 2!Headgum
- #191: Something AmazingHeadgum
- Patreon Preview #157: The TripletsHeadgum
- #192: Irish RiddlesHeadgum
- Patreon Preview #158: Chatterbox 5Headgum
- #193: Ducks in a RoseHeadgum
- Patreon Preview #159: Name That Tune 2000s Edition Part 7Headgum
- *UNLOCKED* Patreon Ep #155: Brians TurtlesHeadgum
- #194: It's Uncle SantaHeadgum
- Patreon Preview #160: The SubstituteHeadgum
- #195: I Kept the EggsHeadgum
- Patreon Preview #161: Welcome to Ohio 🎢Headgum
- #196: Mmm! Linguine!Headgum
- Patreon Preview #162: Brack to the FutureHeadgum
- #197: Leprechaun Lingerie w/ Jeffrey CranorHeadgum
- Patreon Preview #163: Bloody Cottage presents “Laser”Headgum
- #198: Anthony's RiddlesHeadgum
- Patreon Preview #164: Anime-zing Game! w/ Thomas SandersHeadgum
- #199: Bowling For FlamingosHeadgum
- Patreon Preview #165: Chatterbox 6Headgum
- #200: John Travolta's Half Birthday w/ Janet VarneyHeadgum
- Patreon Preview #166: Revenge in Riddle City Part 1Headgum
- #201: 1-877-Cars-Eat-KidsHeadgum
- Patreon Preview #167: Revenge in Riddle City Part 2Headgum
- #202: Adal Rifai’s Growing Older Giveaway!Headgum
- Patreon Preview #168: Revenge in Riddle City Part 3Headgum
- #203: He’s Back!Headgum
- Patreon Preview #169: Deux Games JamboreeHeadgum
- #204: Hey Riddle Riddle: Season TwoHeadgum
- Patreon Preview #170: Wet Wet Waters! w/ Waleed MansourHeadgum
- #205: The Ol' Happy Cabbage! w/ Michael HitchcockHeadgum
- Patreon Preview #171: L.A. Live Show (7:30pm show)!Headgum
- #206: Don't Tell Me What Pelf IsHeadgum
- Patreon Preview #172: Goat Crashers! w/ Eric SilverHeadgum
- #207: I Don’t Zinc So!Headgum
- Patreon Preview #173: Chatterbox 7!Headgum
- *UNLOCKED* Patreon Ep #170: Wet Wet Waters! w/ Waleed MansourHeadgum
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