Cindy Gallop: I’m unmarried, no kids, dating younger men casually for sex, and I’m blissfully ecstatic.

04/06/25 • 38 min

Well Enough Alone - A Guide To Thriving Solo

This week’s guest is the very definition of thriving solo. Cindy Gallop is a trailblazer for single, child-free living. She’s torn up the rule book, rejected outdated societal expectations, and actively celebrates her solo life.

She’s also someone who is open about the fun she’s having as an older woman dating younger men casually for sex – a trend she says is the relationship model of the future.

In this episode, she talks to Jill about why she loves being unmarried and child-free and the liberation she finds in her own company.

An entrepreneur and a social disruptor, Cindy describes herself as the ‘Michael Bay of business’ because she likes to blow things up.

As the founder and CEO of MakeLoveNotPorn, Cindy’s visionary reimagining of the porn industry has challenged misogynistic and unrealistic depictions of sex.

It’s a movement that promotes healthy, consensual and authentic sexual behaviour that empowers women and prioritises connection and open communication.

Cindy also talks about her unique perspective on ageing and loving her body, and how she’s living life unapologetically on her own terms.

You can follow Cindy on Instagram @cindygallop or follow @makelovenotporn, and check out her website here.

To stay in touch with Well Enough Alone, you can follow us on Instagram @wellenoughalonepod or @jillstark__

Well

Enough Alone is a Spare Room production. Our producers are Kieran Simpson and

Trent Bartlett.

Hosted on Acast. See acast.com/privacy for more information.

Get early access to new episodes by subscribing on Patreon

Hosted on Acast. See acast.com/privacy for more information.

She’s also someone who is open about the fun she’s having as an older woman dating younger men casually for sex – a trend she says is the relationship model of the future.

In this episode, she talks to Jill about why she loves being unmarried and child-free and the liberation she finds in her own company.

An entrepreneur and a social disruptor, Cindy describes herself as the ‘Michael Bay of business’ because she likes to blow things up.

As the founder and CEO of MakeLoveNotPorn, Cindy’s visionary reimagining of the porn industry has challenged misogynistic and unrealistic depictions of sex.

It’s a movement that promotes healthy, consensual and authentic sexual behaviour that empowers women and prioritises connection and open communication.

Cindy also talks about her unique perspective on ageing and loving her body, and how she’s living life unapologetically on her own terms.

You can follow Cindy on Instagram @cindygallop or follow @makelovenotporn, and check out her website here.

To stay in touch with Well Enough Alone, you can follow us on Instagram @wellenoughalonepod or @jillstark__

Well

Enough Alone is a Spare Room production. Our producers are Kieran Simpson and

Trent Bartlett.

Hosted on Acast. See acast.com/privacy for more information.

Get early access to new episodes by subscribing on Patreon

Hosted on Acast. See acast.com/privacy for more information.

Previous Episode

Annie Whitlocke: A death doula’s lessons on dying, aloneness and how to live well

What do death and dying have to teach us about getting comfortable with aloneness and living a good life?

It’s a subject that’s often taboo and shrouded in fear and secrecy, but it’s also something none of us can avoid.

But what does a good death look like? Is it a lonely and frightening experience? Or can it be something profound and beautiful, with as much to teach us about how to live as how to die?

This week, Jill talks to Annie Whitlocke about her work as a death doula, providing emotional, physical, spiritual and practical support to people in their final days.

Annie has had a fascinating life. She’s happily single after six marriages, and has experienced immense loss and hardship, giving her unique insights about how to find peace in aloneness.

Just as birth doulas provide non-medical support throughout the birthing process, Annie, a death doula, Buddhist chaplain and pastoral carer, is there at the other end of the cycle, acting as a nurturing companion in life’s last transition.

You can learn more about Annie’s work here and read about it in her own words here.

To stay in touch with Well Enough Alone, you can follow us on Instagram @wellenoughalonepod or @jillstark__

Well Enough Alone is a Spare Room production. Our producers are Kieran Simpson and Trent Bartlett.

Hosted on Acast. See acast.com/privacy for more information.

Get early access to new episodes by subscribing on Patreon

Hosted on Acast. See acast.com/privacy for more information.

Next Episode

Therese Shechter: ‘My so-called selfish life’ – how the child-free movement is reshaping the world

To have kids or not have kids? In a world where marriage and parenthood are still seen as the expected life path, what does it mean to defy convention and choose a different way?

This week, Jill talks to award-winning documentary filmmaker Therese Shechter about her revolutionary film, My So-Called Selfish Life and the unstoppable rise of the child-free movement.

In a world where reproductive rights are under attack, Therese explores how the freedom to choose whether or not to become a mother has never been more urgent.

She’s a child-free woman whose work delves deep into a subject that has often been shrouded in shame and stigma, and finds that for many women, there simply is no physiological or emotional imperative to have children.

Therese also drops some truth bombs about the “biological clock”, and the surprising number of women who regret becoming mothers, and finds that much of what we’ve been told about the drive to procreate is a social construct.

Just one quick content note: this episode was recorded last year, prior to the US election before we knew that J D Vance, that famous lover of childless cat ladies, would be Vice President, so keep that in mind while you’re listening.

You can follow Therese on Instagram @trixiefilms, find out more about her film, My So Called Selfish Life here or head to her website for information on her other work.

To stay in touch with Well Enough Alone, you can follow us on Instagram @wellenoughalonepod or follow Jill @jillstark__

Well Enough Alone is a Spare Room production. Our producers are Kieran Simpson and Trent Bartlett.

Hosted on Acast. See acast.com/privacy for more information.

Get early access to new episodes by subscribing on Patreon

Hosted on Acast. See acast.com/privacy for more information.