How to Woo

55 straight man, he/him pronouns, non-monogamous, married for 25 years to a woman 15 years his senior, dating girlfriend of eight years, athlete, lover California-based, into: living in the moment, older women, pleasing, worshiping, lingerie, role play, outdoor sex, communication, sharing fantasies, hands-on sex education, learning languages, traveling the world, moving his body.

Topics mentioned:

Age gap relationships, open relatio...

36 straight Canadian woman, she/her pronouns, monogamous, naked news anchor and adult content creator from Toronto, Canada, into: nudity, public sex, flashing, massage, connection, eye contact, fitness, love and romance.

Topics mentioned: 

Nude modeling, sexual shame, Flex Appeal (naked news workout segment), healthy lifestyle, feeling sexy, hardworking men, farmers, construction workers, sweaty men, handy men, first blowjob, losing...

A total power exchange with his wife, partner-focused pleasure, and exploring piss play—Steve shares how his 20-year vanilla relationship transitioned into a consciously designed, mutually nurturing connection.

00:00 Scalding hot baths, outdoorsy adventures, and grounding in himself

06:16 A magnetic spiritual connection with his partner and how they balance their disparate relationship needs

12:17 How a 24/7 dynamic with contracts an...

Mermaid roleplay, creating sexy safe spaces, and de-stigmatizing sex work—Kaylani shares how working at a legal brothel has led her down a path of self-discovery, independence, and deeper human connection.

00:00 Why sex work is “intimacy therapy”

03:20 Community, conquering shame, and feeling empowered as a legal courtesan

09:15 Creating safe judgement-free sexy spaces that allows lovers to express their vulnerability

12:51 Mermaid ro...

Voyeurism, non-monogamy, and exploring partner-specific kinks—Nico shares deep noodles on the power of permission and how he’s fortifying humanity through the gift of his own personal “medicine.”

00:00 Hedonism, collective enjoyment, and connecting with animals

05:20 How granting himself permission to be “selfish” allows him to experience what he loves and consciously gift himself to others

10:12 Practicing balance in all things and ...

Sensual touch, blowjobs, and authentic connection—Allissa shares how being a reiki practitioner and Highly Sensitive Person help her deeply connect with lovers both in her personal life and as a legal courtesan at Sheri’s Ranch.

00:00 Her journaling practice and managing self care time

03:04 What she needs in connections and the importance of paying attention to details

06:15 Loving without judgement + experiencing a wide array of pe...

Hollywood in the era of free love, cunnilingus joy and expertise, and reflections on relationships over his eight decades on this planet—Bernie shares how creativity flows through all aspects of his life as an Indigenous storyteller and generous lover.

00:00 Enthusiastic creativity and why writing is the “hardest artwork there is”

02:37 The intimacy of reading someone a movie and what he loves about being close to a woman

04:27 Falli...

Uninhibited horniness, dirty talk, using the stoplight system (red yellow green), and connecting through information exchanges with fellow sex nerds—Jess shares how her love for learning and deep communication fuels authentic connections both in her personal life and as a legal courtesan.

00:00 Investing in connection and being a “huge nerd”

02:54 Growing up in a Chinese-American household where “food is care” + nostalgic dishes she...

Boldness, banter, boundaries and mental stimulation plus her very own reverse harem—Clara is a big dick magnet, proudly facilitates puddles of cum, and shares her reflections on love and what she needs in relationships.

00:00 Emotionally guarded but open to imperfect love

03:21 How she honed her practice of patience and positive self-talk

05:45 Dreams of ink therapy, self-care maintenance, and what she loves about getting tattooed

08:...

Philosophical musings on art and voyeurism through the lens—Yeh shares how his “lack of emotion” inspired a life of trying out different personae and his transition from street photography on the Las Vegas Strip to stepping into the world of survival sex workers.

00:00 Documenting strangers’ sexualities and his personal academic reading habits

06:54 Noodling on narcissism and approaching every interaction as significant

09:37 Masking...

Pegging explorations, unexpected orgies, and sex clubs with friends—Jack shares updates about her own life plus their research on the intersection of kink and autism.

00:00 How a formal autism diagnosis helped them realize what they do and don’t understand about neurotypical behaviors

07:04 Enjoying tit-clit-tit flogging + when IS sensory play sexual or nonsexual?

12:38 Flogging tips for beginners

14:18 How a PhD assignment led to an ...

Lesbianism, radical self-care, a nurturing marriage with kink dynamics, and a sex-inclusive love of romance novels—Elizabeth shares stories of self-discovery and how it led to a marriage that embraces submission, pleasure, and mutual growth.

00:00 What she loves about romance novels and the importance of feeling chosen

05:54 Reflections on asexual relationships and knowing what kind of sexual connection she needs

08:36 How her wife’s...

Nude car shows, sex toys, and swinging—BJ returns to share his recent explorations and his discovery of a new kink.

00:00 The importance of always having a towel at a nudist car show

05:37 Heightened sensuality in nudity and the different types of nudism

12:19 Expanding his sexual tool shed with FirmTech’s data-collecting TechRing and Performance Ring

17:44 Reclaiming his sexuality post-injury through prostate play and his new favorit...

Easily adaptable, a passion for travel, and the realities of working in adult PR in an increasingly censored society—Brian shares good vibes and loves of work and play.

00:00 How staying active and going with the flow fuels his happy workaholism

04:40 Romanticizing his work + the pros and cons of easily accessible porn

10:40 The joys of dry humping and being grateful for discovering masturbation “late”

14:20 Offending people in the na...

Next-level self-love, playful acts of service, and a praise kink—Olivia shares how her everyday practice of giving and receiving has led to a wonderful life, her favorite types of dirty talk, the connections that make touch tantalizing, how she discovered her desires, and the ways she wants to give and receive

00:00 Seizing every opportunity to treat herself

03:51 Generosity of adults in her early life and her own receiving superpow...

The fun of telling your top NO, sexual fluidity, surprisingly sensitive nipples, and polyamorous dating while married—Avalon shares how erotica, art, and deep, loving connections have helped her create a life of exploration that keeps her excited.

00:00 Learning about self-love through her first romantic relationship

06:14 Sensorial artistic delights and practicing self kindness

13:52 How an eight-year-long committed relationship hel...

BDSM, Catholic guilt, and a foot fetish—Spike shares how living in a cage for a year helped them become a community-building Dominant with an insatiable thirst for more.

00:00 Feeling love through movement, intimacy, and creating community

02:19 Why Spike loves tall nerds, clumsy weirdos, and lovers who help him learn

05:40 Catholic altar boy guilt and reflecting on shame with partners

07:51 Taking control and inviting audience and pa...

Luna revisits her very first episode where she interviews herself and updates it with her current, six-years-later perspective and reflections.
 

00:00 Inspirations of MeToo and sex ed gaps

04:11 Reflections on oversharing, shame, friendship and parasocial relationships

08:09 Updates on sexuality labels, erotic artistry and sex work

10:12 Formative experiences, masturbation discovery

15:20 Understanding rejection and communication

18:45 F...

A mailbag episode of questions and celebrations, plus Kimberly joins Luna for reflections on six years of sex podcast learnings.

00:00 What we’ve learned about human connection

10:04 How we’ve noticed people relate to sex

17:08 What Kimberly has learned about herself

23:48 What Luna has learned about herself

31:18 What we’re most excited about for this podcast going forward

41:30 Q: How do you prepare for anal play?

53:11 Q: How can I in...