Chelsea talks with transgender actor and reality TV star Cassandra Cass about her journey from Iowa boy to Hollywood lady, discussing her gradual shift in identity, family relations, breaking into show business, trans surgery and anatomy, anal sex tips, dating, and much more.

Actor, writer, director, comedian and visual artist Andre Hyland joins Chelsea to reminisce about his childhood assaults on teachers, being kicked out of multiple schools, adolescent video productions and graffiti, leading up to more recent creative exploits including a documentary, creating his character Jesse Miller, getting a short into Sundance, and much more.

http://twitter.com/AndreHyland

Chelsea and defiantly unique comedian Brent Weinbach discuss the intricacies of water, dental care, cell phones, pranks, fashion, germs, hugging, pets, dancing, comedy and more.

http://www.brentweinbach.com

Chelsea and fashion designer Laura Sfez, of L’ecole des Femmes, discuss Laura’s teenage expatriatism, how she created her own clothing line, writing, confidence, uniform fetishism, inspiration and creativity, the key to dressing sexy while still being elegant, and why it’s better to shoot with female photographers.

http://www.lecoledesfemmes.com

Playboy journalist and comic Bridget Phetasy tells all about her unbelievable experiences in the Osho sex cult (as seen in the Netflix series Wild Wild Country) as well as forays into orgasmic meditation and other shady new age brainwashing schemes.

http://twitter.com/bridgetphetasy

DJ Douggpound (Doug Lussenhop), Steven Brody Stevens, Chelsea Skidmore & Steven Randolph meet in the Comedy Store basement to talk comedy, conspiracy & dreams.

Recorded last October, Chelsea sits down with co-host Steven Randolph and singer/songwriter Bonnie McKee, discussing her experiences writing with Katy Perry, ups and downs in the music industry, live performance anxiety, Disneyland secrets, and her path from a partying raver to successful artist.

http://bonniemckee.com

After a slew of bad relationships, Chelsea qualifies how she had to hit bottom with dating the wrong men to find the right one. She explores how to stop leading with sexuality, her journey in the search for validation, learning to love yourself, awareness and willingness, why you should trust nice guys, the importance of re-writing your story, getting over your past and the power of saying “thank you”.

With co-host Steven Randolph, Chelsea and comedian Abby Roberge talk about his upbringing on a Hare Krishna commune in Canada, spirituality, bear confrontations, how to be comfortable at The World Famous Comedy Store, and getting through a party sober.

https://twitter.com/abbyroberge

Chelsea and actor/comedian Louie Sabatasso discuss his amazing hair, childhood entry into substance abuse and porn, recovery and relapses, psych ward stays, and unbelievable tales of cocaine and heroin-fueled rampages including jumping off three-story buildings, bank robbery and more.

https://twitter.com/sabatassolouie