Tyrant In Training

Kevin Ryan

Tyrant In Training is an improv comedy, power fantasy podcast that allows guests to rule over whatever type of country they want to dream up. Featuring interviews with comedians and podcasters like Gearóid Farrelly (Dancing With The Stars), Aideen McQueen (Waiting For Texto), Colin Mochrie and Brad Sherwood (Whose Line Is It Anyway?), Shazia Mirza (Would I Lie To You), Jordan Holmes (Knowledge Fight). Best Comedy Finalist at the Independent Podcast Awards 2025. Hosted on Acast. See acast.com/privacy for more information.

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Tyrant In Training

Episodes (109)

Feb 5th Dictating in a Diamond Bikini (With Wisconsin Tiff)
Jan 29th Balancing The Budget, One Kidney At A Time(With Chris O’Neill)
Dec 18, 2025 Anna Clifford - Queen of Snow, The New Santa Claus

Tyrant In Training

Feb 5, 2026
1¼ hours
50 MB

This week’s tyrant is the adult content creator Wisconsin Tiff, otherwise worshipped as the Goddess Tiffany of Howaiian Island. Goddess Tiffany struts around in either a diamond dress or diamond bikini, depending on the occasion, demanding her subjects bow to her unless they have a medical waiver. Find Wisconsin Tiff at WisconsinTiffxxx.com for updates, upcoming projects and new releases. Follow the Tyranny: At the link below, you can find all the Tyrant in Training socials and website Tyrant In Training is proud to be part of Podo...

Tyrant In Training

Dictating in a Diamond Bikini (With Wisconsin Tiff)

Kevin Ryan

00:00 -01:00:13