Will & Rusty's Playdate All Things Comedy

Will and Rusty are joined by their pal Chet Collins, known for his award-winning portrayal of business magnate Royce du Pont. They break down some fun stories from the weekend, introduce each other to some guys who most certainly rock, and draft sayings and reality TV shows that don’t exist. Our building’s repair man even makes an exciting cameo.

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(00:00) Intro

(00:28) Welcome Chet

(02:24) Strange Weekend Characters

(07:55) Repair Man Interview

(21:52) Lauren’s Crazy Uber Driver

(24:51) Roadmap

(28:20) Pitch Submissions

(32:47) Pitches

(40:44) AITA

(01:06:41) This Guy Rocks

(01:11:38) Noah Kahan

(01:14:41) Teach Me Something

(01:25:09) Did Royce DuPont Say That?

(01:26:39) What Would Royce Do?

(01:31:25) Sayings that Don’t Exist

(01:36:15) Reality TV Shows that Don’t Exist

(01:41:29) Whose Personality are you Stealing?

Will survives a milkshake attack, Rusty has a bad experience at Starbucks, and the boys field some of their most baller callers to date. Lauren clicks on the mouse so much that the boys have a freak out. They draft Stephen King books that don’t exist and predict the biggest baby names of 2025.

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(00:00) Intro

(03:12) What Would Will Do?

(08:49) Spilling Tea

(11:25) Attacked by Milkshakes

(17:19) Happy Birthday Rust

(21:51) Roadmap

(23:31) Pitch Submissions

(27:40) Slides

(33:07) Gym Class

(40:52) Pitches

(52:43) AITA

(01:04:39) Slashing your Ex’s Tires

(01:15:59) This Guy Rocks

(01:21:27) Teach Me Something!

(01:29:31) Biggest Baby Names of 2025

(01:32:01) Stephen King Books that Don’t Exist

(01:47:37) Whose Personality are you Stealing?

Will and Rusty catch up with a past AITA caller and hear a playmate’s heavy metal song inspired by one of Will’s sayings. The boys also dive into more airport talk, show off the Best Guys Ever, and draft Dr. Seuss Books as well as sitcoms that don’t exist.

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HEAD TO http://www.drinktriple.com/PLAYDATE TO GET 10% OFF THE ORIGINAL HIGH SELTZER USING CODE: PLAYDATE. 0% HANGOVER, 100% SOCIAL.

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(00:00) Intro

(05:23) Going Apesh*t in Security

(09:17) New Yawk

(13:24) Four Foot Ledge

(17:37) DonnellonTube

(22:55) Roadmap

(24:02) Best Guys Ever

(31:01) Pitch Submissions

(42:38) Poop Talk

(47:17) AITA

(55:44) Pitches

(01:03:25) Dr. Seuss Books that Don’t Exist

(01:07:50) Teach Me Something!

(01:11:43) Sitcoms that Don’t Exist

(01:19:39) Clementine Update

(01:21:48) Whose Personality are you Stealing?

The gang talks scooter wipeouts, Will’s epic kegger, and mastering the art of phone conversations with women. Will Angus joins to brainstorm things that need better names. Per usual, they hear pitches from the playmates, as well as one of the best AITA phone calls to date, which involves a sorority scandal. The boys then teach each other facts about WWII, Canadian football, and the Best Guys Ever. Finally, they draft more country songs and slang words that don’t exist. Jam-packed episode.

FOLLOW OUR SOCIALS: https://www.flowcode.com/page/playdatepod

HEAD TO http://www.drinktriple.com/PLAYDATE TO GET 10% OFF THE ORIGINAL HIGH SELTZER USING CODE: PLAYDATE. 0% HANGOVER, 100% SOCIAL.

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(00:00) Intro

(00:45) Scooter Injuries

(08:13) Will’s Epic Kegger

(15:05) Roadmap

(18:06) Golf

(22:20) Hawaii

(26:31) Things That Should Have Better Names

(37:37) Pitch Submissions

(41:02) Pitches

(46:13) Calling Chicks

(49:52) AITA

(57:32) Sorority Disaster

(01:13:11) Teach Me Something!

(01:16:36) The Best Guys Ever

(01:24:10) Country Songs that Don’t Exist

(01:33:27) Slang Words that Don’t Exist

(01:37:46) Whose Personality are you Stealing?

Will and Rusty welcome comedian and host of the History is Dank podcast Strider Wilson. The boys discuss a first date flop, the worst guys they’ve ever seen, and a playmate’s bizarre interaction with the season one winner of Survivor. Rusty also surprises Willy with a cameo from Turkish Quandale Dingle and the guys draft slang words & moments from history that don’t exist.

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(00:00) Intro

(01:16) Meet our Guest

(03:55) T-shirt Gun

(08:05) Bar Shenanigans

(12:57) The Tortured Poets Department

(17:47) The Worst Guys Everer

(29:31) Roadmap

(30:12) Pitch Submissions

(35:57) Pitches

(42:34) GoPro on a Catfish

(47:30) Alternate Movie Endings

(53:18) F*ck Cheating

(58:16) AITA

(01:18:51) Teach Me Something!

(01:31:06) Slang Words that Don’t Exist

(01:40:44) Historical Moments that Don’t Exist

(01:54:24) Whose Personality are you Stealing?

Will and Rusty engage in banter about swingers, navigating first dates, atomic wedgies, and who would make the better father. They also call another Playmate, exchange knowledge, and embark on a whimsical journey drafting imaginary country songs and music festivals.

FOLLOW OUR SOCIALS: https://www.flowcode.com/page/playdatepod

HEAD TO http://www.drinktriple.com/playdate TO GET 10% OFF THE ORIGINAL HIGH SELTZER USING CODE: PLAYDATE. 0% HANGOVER, 100% SOCIAL.

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(00:00) Intro

(01:28) Haircuts

(03:20) Will’s TB Scare

(07:03) Roadmap

(09:10) “The Movie”

(14:33) Kids

(19:09) Pitch Submissions

(24:46) Bay of Pigs

(32:35) Pitches

(34:05) Dating

(49:02) Jealousy

(54:05) AITA

(01:13:45) Bullying

(01:15:53) Teach Me Something!

(01:21:43) Country Songs that Don’t Exist

(01:26:58) Music Festivals that Don’t Exist

(01:33:23) Whose Personality are you Stealing?