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Latest Episodes

S2 E20: I Throw Sex Parties, and There’s No Boys Allowed with Josie Oakley
In this episode of When We're Not Hustling, Jessie Sage interviews Josie Oakley, a Pittsburgh-based escort and advocate, about her efforts to create safer spaces for sex workers, her work with SWOP Pittsburgh, and her involvement in creative projects like the "Only Bans" game.
November 18, 2024
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S2 E19: The Holy Hour Book Launch Special Live Episode
In this special live episode of *When We’re Not Hustling*, Jessie Sage collaborates with Stay Gold Books, Working Girls Press, and SWOP Pittsburgh to celebrate the launch of *The Holy Hour: An Anthology of Sex, Work, Magic, and the Divine*, featuring impactful readings, panel discussions on sex work, spirituality, and identity, and a focus on community support and resilience.
November 11, 2024
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S2 E18: I’m a Proud Bed-Rotter, and I Think Everyone Should Try It with Lana Hart
In this crossover episode with Tryst blog's "Hobby Whores," Jessie Sage and Lana Hart discuss "bed rotting" as a form of essential self-care, challenging productivity norms and highlighting the therapeutic value of rest for those in demanding professions like sex work.
November 4, 2024
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S2 E17: I’m Happier, Wealthier, and More Satisfied Single with Gem DeMilo
Gem DeMilo discuss finding fulfillment beyond romantic partnerships, exploring themes of solo travel, financial independence, and redefining self-worth.
October 28, 2024
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S2 E16: It’s Not Funny to Get Punched in the Face, but I Do It Anyway with Kaytlin Bailey
Kaytlin Bailey discusses her show "Whore's Eye View," blending comedy and history to provide a nuanced perspective on sex work, and shares how boxing helps her process emotions and maintain boundaries. She and Jessie explore parallels between sex work and boxing,
October 14, 2024
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Bonus: S2 E15: “I Got a New Tattoo” by Galen Grace
Galen Grace shares a spoken word piece about a trip he took to the desert Southwest.
October 8, 2024
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After Party Episodes

S2 E20 AP: I Throw Sex Parties, and There’s No Boys Allowed
In this When We're Not Hustling After Party episode, hosts Jessie Sage, Emily Foster, and Emery Fields discuss Josie Oakley’s advocacy, her inclusive event planning, and her work with SWOP Pittsburgh to improve sex worker safety. They highlight her commitment to consent, communication, and accountability in creating respectful spaces.
November 20, 2024
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S2 E18 AP: I’m a Proud Bed-Rotter, and I Think Everyone Should Try It
In this episode of *When We're Not Hustling: The Afterparty*, hosts Jessie Sage, Emily Foster, and guest host Emery Fields discuss "bedrotting" as an essential form of self-care, emphasizing the importance of scheduling downtime in a hustle-driven economy and sharing their experiences balancing work with relaxation.
November 6, 2024
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S2 E17 AP: I’m Happier, Wealthier, and More Satisfied Single
In this episode of "When We're Not Hustling: The After-Party," the hosts discuss Gem DeMilo's empowering choice to embrace singlehood, the societal pressure to prioritize romance, and the profound value of friendships and diverse relationships in fostering fulfillment.
October 30, 2024
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S2 E16 AP: It’s Not Funny to Get Punched in the Face, but I Do It Anyway
In this episode of "When We're Not Hustling: The After-Party," the hosts discuss Kaitlyn Bailey's impact on the podcasting, sex work, and activist communities, highlighting her career as a comedian, historian, and sex worker, and her contributions to recognizing sex work as valid and respectable.
October 14, 2024
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S2 E15 AP: One Man’s Play on Words, Life, and Skin
In this episode of "When We're Not Hustling: The After-Party," the hosts discuss spirituality, sexuality, and Galen Grace's insights on the connection between physical and spiritual healing.
October 9, 2024
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S2 E14 AP: I Wrote a Ghost Story About the Dungeon That I Worked in for Years
In this episode of "When We're Not Hustling: The After-Party," the hosts discuss managing multiple public personas, privacy concerns in sex work, and reflect on Stephanie Parent's Gothic horror novel, exploring how real-life fears and trauma are confronted through creative expression.
October 2, 2024
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Season 1 After Party Episodes Season 2 After Party Episodes

From The Blog

November and December Happenings on WWNH
Check out what's happening on the podcast in November and December!
November 3, 2024
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October Happenings on WWNH
Check out what's happening on the podcast in October!
October 6, 2024
Read This
September Happenings on WWNH
Check out what's happening on the podcast in September!
August 29, 2024
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August Happenings on WWNH
Check out what's happening on the podcast in August!
August 1, 2024
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‘When We’re Not Hustling’ Podcast Launches Its Second Season
Podcast series unveils the lives of sex workers, their unique identities, hobbies, pitfalls, and triumphs.
July 22, 2024
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July Happenings on WWNH
Welcome Back, Friends! We’re back, baby! Happy July! We are so excited to be back and in the swing of things with new episodes of When We’re Not Hustling & The After Party. July is packed with incredible guests and we’d like to introduce you to the lineup. As a new feature this season, if […]
July 8, 2024
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From The Blog

Donate to When We’re Not Hustling

At When We’re Not Hustling, we believe that seeing sex workers as full people outside of their work is an essential step toward humanizing and destigmatizing the industry and those who work within it. Help us to bring you the stories of the people behind the fantasies.

Thank you for considering a tax-deductible recurring contribution. All contributions will be received through our fiscal sponsor, The Social Good Fund.

When We’re Not Hustling is a 501(c)(3) fiscally sponsored non-profit project of The Social Good Fund.

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Latest Episodes

S2 E20: I Throw Sex Parties, and There’s No Boys Allowed with Josie Oakley

S2 E19: The Holy Hour Book Launch Special Live Episode

S2 E18: I’m a Proud Bed-Rotter, and I Think Everyone Should Try It with Lana Hart

S2 E17: I’m Happier, Wealthier, and More Satisfied Single with Gem DeMilo

S2 E16: It’s Not Funny to Get Punched in the Face, but I Do It Anyway with Kaytlin Bailey

Bonus: S2 E15: “I Got a New Tattoo” by Galen Grace

After Party Episodes

S2 E20 AP: I Throw Sex Parties, and There’s No Boys Allowed

S2 E18 AP: I’m a Proud Bed-Rotter, and I Think Everyone Should Try It

S2 E17 AP: I’m Happier, Wealthier, and More Satisfied Single

S2 E16 AP: It’s Not Funny to Get Punched in the Face, but I Do It Anyway

S2 E15 AP: One Man’s Play on Words, Life, and Skin

S2 E14 AP: I Wrote a Ghost Story About the Dungeon That I Worked in for Years

From The Blog

November and December Happenings on WWNH

October Happenings on WWNH

September Happenings on WWNH

August Happenings on WWNH

‘When We’re Not Hustling’ Podcast Launches Its Second Season

July Happenings on WWNH

Donate to When We’re Not Hustling

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