This week’s guest is one of my favourite sugar daddies, and he’s here to help me challenge the way people see the men who pay for companionship. Too often, society feeds us the idea that they’re creepy, disrespectful, or incapable of getting a woman without paying. He gives a very honest insight into why rich men opt for paid companionship over social dating sights,

By the end of this episode, I think you’ll agree with us that this is just another myth about the sex industry.

We dive into how we met, what our arrangement looks like, and why he first turned to sex workers during his marriage. He also shares what he would say if his daughter wanted to become a sex worker, and he gives an honest warning about a common trap women should look out for before entering the industry.

I’m so grateful he was willing to come on and be this open and honest! helping me push back against the shame and stigma that still surround this work and change the representation of the men

This week I’m joined by Jade Blair (@jadeblairxox) - a sex worker and advocate with 9 years in the industry. From working as a private escort and in brothels to building her career on OnlyFans, Jade has seen it all. She’s volunteered with sex worker advocacy groups across Australia and in 2025 won Best Industry Advocate at the Australian Adult Industry Awards.

We talk about why normalising sex work makes the industry safer, how autism effects her work, the way male clients are just as misrepresented as the sex workers, and the controversial TikTok money counts

Music by Toby Young and Jacob Long

Welcome to Episode One!

I’m sharing how I got into sugar babying, my 10-year relationship with “Texas,” and where it really led me.

This isn’t a glamorised story of fancy hotels and private jets (although they're in there) — it’s about financial freedom, exploring fantasy, and building a life on your own terms.

If you’ve ever been curious about sugar babying, or maybe you’re already in the game, then this episode is for you. I share my honest advice, hard lessons, and a few warnings I wish someone had given me.

Because yes, this industry can open doors — but there are some rooms you don't want to walk into.

Music: Toby Young & Jacob long

In this episode, I speak with Dallas Rayne, who has spent 16 years working across the sex industry in Australia. Dallas has done it all—strip clubs, private escort work, brothels, and even becoming one of Australia’s most famous porn stars before OnlyFans whipped out the porn industry. We dive into the taboos around sex work, how the industry has impacted her dating life and relationships, and what first inspired her to step into the world of sex work. We also touch on how she became the most awarded sex worker in Australia, holding titles such as Best Female Stripper, Best Private Escort, Best Milf, Hall of fame, Best Australian Porn Star & Alpha Female Industry Leader!

In 2025, a full time corperate job is still not enough to afford the lifestyle most desire. 'Barbie' was tired of being broke, and wanted to see what is would be like to work part time in a brothel. She's now worked in four of Melbournes brothels, so she knows a thing or ten about red-flag and green-flag establishments, and how to stay safe in this work and in your every day sex life

Music by Toby Young and Jacob Long

10 years ago I was living a very different life, I moved back to America to be with Texas, but when I arrived, he was no where to be seen. This is when my stint as a call girl started....

Music by Toby Young and Jacob Long

Have you heard of the Madonna-Whore complex?

This week, we dive into the juicy duality of being both a registered nurse and a stripper - and how society still struggles to accept women who choose both. Kate is a registered nurse, as well as a pole dancer for 20 years, co-owns a pole studio, and founded Haus of GAIA, where she mentors women to reclaim their sexuality and regulate their nervous systems - all grounded in her background in trauma nursing and resuscitation education.

We talk Madonna-Whore complex, sexual expression, breaking rules, and what it really looks like to be a woman who does it all - without apology

Music by Toby Young and Jacob Long

This week I sit down with Erika White, a Youtuber turned OnlyFans creator. She's only been on the site a year now and is absolutely killing it. We talk about the pressures of being an online creator, weird requests, the loneliness of content creation, how to be smart with your money, and how she decided to go for it and build the life of her dreams.

Music by Toby Young and Jacob Long

Ever wondered how to find a Sugar Daddy without getting scammed, ghosted or catfished? In this episode I'll tell you everything I've learnt the hard way from my 14 years on Seeking Arrangement. From how to build a profile that gets you the RIGHT man, setting your terms, knowing your worth and spotting red flags. I'm answering all your juicy questions, sharing my best and worst experiences and also some of yours! Whether you're new to the game or just want a sharper strategy, this episodes for you!

Music by Toby Young & Jacob Long

Were back with Ellie Naughty for part 2!

Ellie has spent over a decade in the sex industry after starting at just 19. She opens up about the realities of working in porn vs. OnlyFans, the financial highs and lows, and the importance of a strong female support system that's helped her navigate the darker times in the strip club. 

Despite constant betrayals in her personal life and career, Ellie remains remarkably positive and grounded. She shares how she keeps going, what she's learned, and why community and resilience matter so much. Ellie has been incredibly kind and welcoming to me on my own journey, and I’m honoured to share this conversation with you

Music by Toby Young & Jacob Long

In this episode, I sit down with Ellie Naughty, who has spent over a decade in the sex industry after starting at just 19. Ellie opens up about the realities of working in porn vs. OnlyFans, the financial highs and lows, and the importance of a strong female support system that's helped her navigate the darker times in the strip club. 

Despite constant betrayals in her personal life and career, Ellie remains remarkably positive and grounded. She shares how she keeps going, what she's learned, and why community and resilience matter so much. Ellie has been incredibly kind and welcoming to me on my own journey, and I’m honoured to share this conversation with you

Music by Toby Young & Jacob Long

Whoreable History From ‘The Oldest Profession Podcast’

TRIGGER WARNING: this episode touches on sex trafficking, domestic violence, gang violence and substance abuse

Charlie was coerced into the sex trade as a young teen - unable to escape the people who trafficked her, even after moving across the world. While this story is undeniably dark, Charlie’s ability to survive, heal, and reclaim their life is genuinely inspiring. I had the pleasure of meeting them at one of their workshops, where they helped others work through the deep shame often attached to sex work. I know everyone has something to learn from Charlie’s story, but if this does bring up sensitive themes for you - especially around exploitation, DV or coercion - please take care and listen at your own pace.

If you or anyone you know is seeking support, you can reach out to the services below..

 1800 FREEDOM (1800 3733366) 

• Lifeline provides 24-hour crisis counselling, support groups and suicide prevention services. Call 13 11 14, text 0477 13 11 14 or chat online.
• Suicide Call Back Service provides 24/7 support if you or someone you know is feeling suicidal. Call 1300 659 467.

QLife provides nationwide telephone and web-based services for peer support and referral for people wanting to talk about a range of issues including sexuality, identity, gender, bodies, feelings or relationships. Call 1800 184 527.

Lily Phillips became one of the most well known Only Fans creators and controversial porn stars of our generation, after her "100 men in a day" challenge. She then went on to break a record by sleeping with 1000 men in one day. Her challenges and stunts, as well as her collaborations with Bonnie Blue, saw her take on a lot of criticism from the wider community as a bad role model for young woman - but since when were adult stars meant to be role models, and why has it fallen on them to educate kids on sex?

In this must-listen episode, Lily Phillips sits down for her deepest interview yet.

Lily opens up about why she doesn’t like being compared to Bonnie Blue, her firm belief that sex education needs to happen younger, and why she’s officially done with challenge-style content.

We dive into:

• Mental health in the adult industry

• How she feels about being labeled 'Predator'

• The importance of female friendships and how they’ve supported her career

• How to be better in bed and what most people get wrong about sex

• The effects sex work has had on her relationships

• The pressure she feels to be a positive role model for young women

• How she handles criticism on social media

• Which surgeries she’s had and her thoughts on cosmetic work

• What the men who attend her events are REALLY like.

Music by Toby Young and Jacob Long

This week , I sit down with one of my best friends, Elyse - to catch up on everything I’ve learned over the last six months of Make Them Pay. We dive into the surge of women joining Seeking Arrangements and OnlyFans, the truth about sugar dating, and whether rising awareness of this industry actually helps sex workers. We also talk about setting healthy boundaries, the future of monogamy, navigating sex parties, and whether hiring an escort is the safest option when exploring a threesome. If you’re interested in modern relationships, sex work realities, online dating, or ethical non-monogamy, this episode is for you.

In this episode, I chat with professional male escort Tommy Hart for an honest and eye-opening discussion about the male escort industry, female pleasure, and the dynamics of modern relationships.

Tommy reveals why many women choose male escorts over casual dating apps, and how couples work with him to reignite intimacy and rekindle sexual chemistry in their relationships. We dive deep into the misconceptions men have about female pleasure, and what both men and women can do to enhance sexual satisfaction and emotional connection.

Tommy also shares the realities of being a male sex worker, why professionalism and boundaries are vital, and how some self-serving motives in the industry can harm clients and trust. Plus, he offers empowering insights on how women can build confidence in the bedroom and improve sexual wellness within their relationships.

If you’re interested in sex and intimacy, relationship advice, or understanding the truth about the escort industry, this is an enlightening conversation you don’t want to miss.

Music by Toby Young and Jacob Long

From the outside it looked like Alexis had the perfect Sugar Daddy, he bought her a car, house, took her overseas to buy award winning horses, she even stopped working to start her dream business - funded by him. But her dreams slowly turned into a nightmare when he went through her phone bill....

Music By Toby Young and Jacob Long

After a tragic loss in her teens, Jessica turned to drugs to deal with overwhelming guilt, and sex work to disassociate and become someone else. She worked for a decade in secret, after her parents reaction taught her that no one would ever accept her if she told them what she did.

Now, 10 years out of the industry, Jessica speaks candidly about the long term impacts of shame, stigma and bad experiences she faced during her time in the industry. She opens up about the hard work she had to do to accept herself and learn to love herself unconditionally

Trigger warning: this episode contains references to suicide and drug addiction which some individuals may find distressing, help is always available 24/7

LIFELINE - 13 11 14

The National Alcohol & Other Drug Hotline - 1800 250 015.

Join me and Thea Rose from Seggs Talk Radio, as she unveils plans for a new sugar-dating platform, Mila Dating - designed to restore standards and trust in the scene. We get into why existing sites have become oversaturated and unregulated, how FOSTA/SESTA and COVID shifted the market, and the safety-first features Thea is prioritising like secure ID verification for men and transparent income verification for women to reduce catfishing and fraud. Tune in for a fun conversation about what it takes to build a respectful, reliable community from two woman with experience in the field.Join the Waitlist NOW....https://mila.dating

Music by Toby Young & Jacob Long

Georgie Percell was elected at just 30 years old, making her the youngest woman in Parliament at the time. She’s also one of the most unconventional MPs - refusing to conform to the standard boring suit and openly owning her “colourful” past as a stripper.

We talk about the skills she brought from the strip club to Parliament House, how stripping taught her to advocate for herself and handle difficult men, and why she refuses to hide parts of her story.

We also dive into the constant online harassment she receives for challenging misogynistic industries, the scrutiny women in politics face, especially those who bravely speak out about harassment -and the backlash she experienced for returning to work after her recent pregnancy.

Sex workers are often told that if we do this work, we’ll never go on to get a “real job.” Georgie is living proof that when you own your past, it can actually become your biggest strength.

To be an ‘out’ sex worker is not an easy title to hold because in 95% of the world, it’s a criminal offence. NSW, Australia was the first place in THE WORLD to decriminalise ‘prostitution’ - thanks to a few iconic whores, including Julie Bates. She fought for sex worker rights, testified against police corruption and took on organised crime lords to enforce condoms in brothels during the AIDS pandemic during a time where a condom was used as evidence against woman and brothel owners and grounds for arrest!! She’s an activist, and icon, recognised by the queen and still a sex worker to this day! Julie bates changed the world for sex workers everywhere and literally saved countless lives through AIDS prevention. It’s an honour to have her on Make Them Pay

Tilly Lawless was the first young, Australian woman I followed who spoke publicly and unapologetically about her work in the sex industry. She is highly educated, articulate, and strikingly nonchalant when describing her experiences in brothels or as a private escort. Tilly has transformed her lived experience into two novels and is currently writing a third, all while continuing to work as an escort in Sydney. Although she does not identify as a sex worker advocate, her TED Talks and books have had a profound impact on sex workers and have played a significant role in educating civilians about the realities of the sex industry.

Today, we talk about the impacts of speaking publicly, the scrutiny she received, and how it ultimately led her to step back from the online world. We explore why she never wanted to be a role model, and how she was simply doing what felt right to her, and the high standards forced upon you when you gain an online following

Kit grew up in a strict Mormon household and left the Church at just 16. After a falling out with her parents left her couch surfing and struggling financially, she took a chance on OnlyFans - and quickly found success. With her distinctive look and a highly engaged fanbase, Kit now earns over $110K per week

Despite holding degrees in mathematics and psychology, she’s chosen to focus full-time on building her OnlyFans business and personal brand.

In this episode we touch on what it really takes to connect with fans and grow a loyal audience, the unexpected twists in her journey, what sexual oppression at a young age does to girls, how she accidentally got herself a sugar baby, her experience with a male escort and what men are doing wrong when it comes to pleasing woman these days!!

Journalist by day, high-class escort by night.

Amanda stepped into a double life in her late 30s, becoming “Samantha X” after growing bored of the newsroom and craving more money and time with her family.

She was worried her age would hold her back, but quickly discovered the opposite. Building a thriving career, running her own escort agency, and becoming a more confident version of herself.

But when she outed herself on national TV at a time when sex work was still deeply taboo, everything changed.

In this episode, we dive into how she built her Samantha X empire, what she’d never do again, what she still misses… and the reality of life after leaving the industry, when the world knows your name.