Afleveringen
-
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 and monthly meetings helped him connect more fully with his partner
19:59 Protecting mental well-being + preparing safety measures following sub drop and top drop
24:56 CUM PLAY!!!
26:59 Growing up feeling like an outsider with Protestant, Catholic, and Jewish influences
32:43 Condom lessons from his classmate’s nurse mom, detailed anatomical drawings, and watching a graphic sex ed video with his family
37:38 How a book from his grandfather led to his first masturbation session
42:57 Why pleasing his partner is always his focus
44:16 Early masturbation exploration, bedsheet burns and baby powder on private parts
47:49 AOL phone sex adventures with “hot babes” to practice flirting
54:43 Rediscovering his innate confidence through Dominance and plans for writing smut
58:01 Early softcore and R-rated film influences on his sexuality
1:02:53 Making classic movie moves on a first date and his first sexually exciting touch
1:08:33 His first time fingering and revisiting sexy shared memories during sex
1:11:41 An absolute love of blowjobs and navigating his “unreasonable” shameless desire with partners
1:16:41 How a mismatch of communication and sexual needs led to consciously designing a D/s dynamic
1:23:32 Breaking out of the relationship rut of a rare sexual “rewards” system to embrace explorations like watersports and cum play
1:29:19 Daddy Dom bedtime rituals and his ongoing Domination development
1:34:46 Piss play and watching his partner pee
1:38:14 How a college class helped him talk openly about sex and why he thinks everyone is sexy
1:42:52 Looking forward to progressing as a Dominant, building community, and working through mutual jealousy to ultimately add more play partners
1:48:15 Shared desire for accessible sex ed + teaching that it’s okay to explore and break out of expected “norms”
📈 STATS | 40 heteroflexible Dominant white dude, he/him pronouns, monogamous, 24/7 power dynamic, married with kids, works in education, US east coast, into: spanking, cum play, watersports, and his submissive
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 role play and fulfilling partners’ fantasies
17:19 Client success stories and the magic of changing mindsets
19:21 Why do people go to the legal brothel?
23:45 Noticing relationship patterns and what she’s learned from toxic partnerships
27:26 Growing up boy crazy with mixed sex ed messaging
30:13 A long-time lesbian porn fantasy come true
33:28 All-girl orgy configurations
34:43 How she goes deep with clients
36:47 Virgin parties, foreplay tips, and teaching partners how to make her cum
39:05 Why she likes to connect with words before connecting physically
42:51 Feeling supported by her partners and debunking the “transactional” nature of sex work
45:38 Consistent self-care routines and staying curious
48:45 A future of intimacy coaching and helping women leverage sexual energy into financial freedom
51:44 How she’s spreading happiness, acceptance, and compassion
📈STATS | 32 heteroflexible multicultural female, she/her pronouns, single, elite companion, Las Vegas-based legal courtesan, into: meeting new people, deep conversations, spending time with partners, initiating the inexperienced, playing with lady friends, role play, and creating safe spaces for partners
🔗 KAYLANI LINKS | @xoxokaylani
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
Zijn er afleveringen die ontbreken?
-
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 reflecting on past experiences to shape his future
15:44 Why he loves being asked to share present moments with others
17:40 Generosity tattooed on his soul and the gift of sharing “medicine”
23:46 Intense moments and out-of-body experiences for him and his partners
26:45 Laughter and communal joy that lead to intimacy
29:36 the ways he grounds himself in everyday moments and connecting with others during hard times
32:44 Eye gazing as his ultimate connector
39:20 Layering sensory pleasures and empowering humanity to find his own nirvana
42:51 Ego death and the cyclical nature of destruction and creation
47:26 Joyful non-monogamous explorations and preferred relational structures
53:50 Balancing his all-or-nothing tendencies and investing in his needs
1:02:14 Scandinavian influences: sex ed, a taboo-free night of freedom, and his first cougar encounter
1:10:36 How “self-preservation” and a fear of rejection in his early 20s led to pursuing older women
1:13:46 Public libraries, pin-up porn, and photographic voyeurism
1:19:05 Ambidextrous masturbations, scramble porn, and erotic supermarket magazines
1:23:35 Teasing and denial kink origins + an unexpected first handjob
1:31:07 Why he initiates sex with enthusiastic oral + pros and cons of being performance-focused
1:38:06 Energetic erogenous explorations and sharing sex-inspired creativity
1:46:20 Why he loves satisfying divorced women and the unparalleled pleasure in permission to pour his passion into lovers
1:51:10 Enabling his most Dominant self with his submissive Good Girl partner
1:55:13 How non-monogamy helps him discover the different sides of himself and noodles on “mating for life”
2:01:11 Sharing sensuality and embracing wildness
2:03:06 Swedish orgies and finding kinksters wherever he goes
2:06:50 Voyeurism and double-teaming at a sex party
2:09:39 Subtle voyeuristic dreams and why he wants everyone to discover their North Star
📈 STATS | 39 straight Scandinavian-American, he/him pronouns, non-monogamous, film professional, California-based, world traveler, into: sensual self-discovery, sexuality and brain chemistry, hedonsim, reinvention, ethical non-monogamy, kink, partners’ pleasure, emotional sensuality, existentialism, non-attachment
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 people and cultures
08:39 How working at a legal brothel helped reduce her shame and unleash her hidden sex kitten
11:57 Erotic talk, teasing, and tickles
14:09 “Mom what’s a blowjob?” + snooping around her older brother’s dirty magazines
17:27 Frozen hot dog blowjob lessons and sneaking out to fool around
20:30 Discovering legal sex work, up-leveling oral pleasure, and the exciting applications of honey
22:19 Her first ever threesome + what she loves about nuru massage and exploring the S&M room
25:23 What IS a Girlfriend Experience (GFE)?
28:21 Dungeons, bachelor parties, and overnight orgies
30:54 Sex swings + tantra chair face-sitting
34:18 The life changing magic of spending a hot week with someone she just met
36:44 Slip and slide bubble baths and little spoon snuggling
37:59 Energetic connections with lovers and her reiki practice
41:41 “Hot and cold french” blowjobs, slow sensual kissing, and ear play
44:57 Foot worshippers, sensitive erogenous zones, and tickling as turn-on (sometimes)
47:06 Anticipating lovers’ needs, guiding new lovers during sex, and the soft arousal of nipple play
49:48 Personal life pegging, prostate massage, and playing with balls + Luna’s “bitejob” experience
53:48 Nose play and embracing spontaneous experiences
57:56 Getting along sexually with other ladies, helping shy clients get comfortable, and her favorite part of working at the legal brothel
1:00:43 Excited for travel, water sex, and MORE ORGIES!!!
1:02:46 Spreading love with an open mind, open heart, and congratulating each other
📈 STATS | 37 queer-friendly femme sex worker, she/her pronouns, single, bartender, Las Vegas-based legal courtesan, into: dating, massage, sensuality, blow jobs, pegging, energy exchange, giving and receiving attention, girlfriend experiences, orgies, and delicious worship
🔗 ALLISSA LINKS | sheri’s ranch profile / OF / @allissa4you / x
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 Falling in love with himself over and over through the process of writing
06:48 What he loves in a woman and his natural generosity
10:23 Tips on how to kiss and his introductory experiences with physical intimacy
14:35 Connecting through humor and why he always prefers talking over texting
19:12 The unique chemistry of every relationship and knowing when the energy isn’t a match
23:44 How there can still be deep love even with a lifestyle mismatch
29:16 Hollywood free love in the 60s, handjobs on acid, and yelling “fire” to interrupt an assault
33:00 Teaching a girl how to give the best blowjobs
35:37 Eyes, tits, nipples, and clits + his favorite ways to make partners cum
38:28 Turn-ons from partners’ reactions and why he rarely edges women
42:31 Go-to masturbation habits and being okay with taking a long time to orgasm
44:53 How he plays with pussies and his hands-on sex education
48:59 Passed around from friend-to-friend and free love hippies
51:19 Five girls in one week and the benefits (and drawbacks) of being a word-of-mouth lover
55:44 What it’s like being with three girls at the same time
57:22 Spiritual relationship needs and cumming through jeans
1:02:57 How to give a great foot massage with cowboy boots on
1:05:39 Car sex, sensitive thighs, and anal play preferences
1:10:12 Creative condoms and the clap
1:11:27 Preferring “natural toys” during sex
1:13:30 Why cowgirl is his favorite sexual position
1:15:56 Three-hour phone sex sessions and face-sitting surprises1:19:18 How a brain operation and a blitzed-out Halloween experience led to a substance-free lifestyle
1:24:08 Spreading love and embracing Indigenous sovereignty instead of war
📈 STATS | 76 straight Indigenous Native human, he/him pronouns, single, writer/director, from Southern California, into: female orgasms, kissing, receiving head, humor, writing
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 loves to make
05:23 The continuous process of learning self love and why she wants to go to a head spa
08:15 Auralism, naked couch time, and feeling valued through shared experiences
11:37 Why she talks through TV shows and movies
18:06 The importance of feeling valued + ethical non-monogamy (ENM) and brothel health and safety practices
21:56 Using the red, yellow, green safeword system and all the ways she likes to communicate with partners
26:06 Her introduction to sex through Tamora Pierce books and Harry Potter fanfiction
31:03 Exploring her own body, scant sisterly sex advice, and a secret make-out with a cute Italian boy
34:16 Blowing ten guys at an uninhibited high school house party
37:09 Being SO horny and what she loves about penises
40:26 How oral turned into early kink explorations with trusted partners
45:45 Creating sex contracts in high school and how she healed after an assault
50:29 Popping her cherry after six hours of warm up
53:46 Tight, wet, and being stretched
56:09 ORGASMS! Clitoral quickies, g-spot squeezes, and orgasmic neck kisses
57:53 Sapiosexuality and how she can cum from talking and reading
1:01:35 Impact play, restraints, and extremely sensitive skin
1:04:25 Masturbating in a circular bed for an audience
1:07:06 Exhibitionism origins and how many orgasms she can have in 30 minutes
1:10:31 Queer identity evolution from label-free to "definitely not straight"
1:12:01 How being a legal courtesan is a perfect fit + her favorite brothel discoveries
1:15:35 Helping a grieving widower reconnect with himself
1:19:30 Excited for an overnight with Luna, playing with more couples, and exploring other ladies (+ their friends!)
1:21:30 Her personal pleasure palace: a bed as a stage, shibari instructors, one way mirrors, and more
1:25:56 Practicing community, spreading communication, and more kissing
📈 STATS | 30 pansexual American-born Chinese female, she/her pronouns, ethically non-monogamous, sex nerd, legal courtesan at Sheri’s Ranch near Las Vegas, from the East Coast, into: authentic connection, sapiosexuality, auralism, sensory play, MFM FFM threesomes, dicks, behavioral economics, ancient Greek history and literature
🔗 JESSICA LINKS | sheri's ranch profile / @thejessicaxie
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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
08:42 Words backed by actions, being prioritized, and the need for mental stimulation
12:50 Reading people and how she knows when they’re hiding themselves
15:18 Playful banter and needing to be seen as a whole person
17:32 How working with a queer youth group led to preferring repeat sexual partners
20:20 Harem origins, enforcing strong boundaries, and a very hungry vagina
24:48 Getting past the honeymoon phase and growing together from a firm foundation
31:56 Knowing what she wants and giving no fucks
34:41 Early introductions to sex and navigating relationships after multiple assaults
39:00 How she found healthier ways to heal herself and the power of forgiveness
43:57 Her first time: on halloween, in a graveyard—and the benefits of period sex
47:41 Experimental 20s: corsets, BDSM, and learning via sex shop mystery bags
53:45 How gaining comfort in her body led to enjoying cunnilingus and embracing empowered pleasure
57:52 Clara's tips for giving the best blowjob
59:35 FFF threesome learnings
1:04:24 Squirt revelations and learning about her body through partnered play
1:06:13 Deep throat training and finding edges of her limits
1:12:21 The sensual joys of making out and getting thrown around like a ragdoll
1:15:06 Different orgasms she can have AT THE SAME TIME
1:18:49 Anal as dessert and how she can tell who has a big dick
1:22:15 Playing with butts, squirting from anal, and entering Domme mode when pegging
1:25:56 Raising anticipation through sensory deprivation and extending sexual experiences through teasing
1:30:30 Solo play: cockrings on clits, vibrating dildos, shockers, suckers, and other favorite sex toys
1:37:19 Plans for pansexual explorations and inviting deeper emotional attachments
1:41:00 Dreams of dungeons and why monogamy isn't for her
1:45:39 The importance of communication, advocating for yourself, and daily laughter
📈 STATS | 41 white, pansexual, she/they/any pronouns, polyamorous, US midwest, into: teasing, (reverse) harems, kissing, pussy worship, giving and receiving head, corsets, hard sex, pegging, threesomes, mental stimulation and getting what she wants
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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, social alienation, and exploring taboo
14:25 Why his masculine role models are the “cowboys of porn” and the different sides of his Self
18:30 Directing a dominatrix during a shoot and how his shame changes based on his active persona
21:23 Reflections on the social construction of taboo and becoming desensitized to what was once “forbidden”
26:21 Photography origins: surveillance-style photography, gonzo journalism, and erotica
30:38 Voyeuristic inspiration from David Lynch’s Blue Velvet and learning as self love
35:25 Feeling disconnected and experiencing social intimacy through information exchanges
38:31 His analytical approach to human connection
44:28 Pinning down what excitement actually is and how learning is always in support of his actions
47:12 The secret to being a good voyeur and physiologically reactionary sexual attraction
51:21 Ultimate voyeurism dreams + hypocritical health, safety, and consent practices
54:35 Following assumptions and social scripts to achieve his desires
56:15 Big reactions to his art and being shunned for documenting subjects on the edge of society
59:32 Signaling shame and using context clues to assume peoples’ lines
1:02:23 Being ostracized by clowns for his provocative work
1:05:37 Approaching life with humor and why he likes being a "nice sociopath"
1:08:15 Desires informed by Greek classics and the sexiness of androgynous femininity
1:12:10 Putting on personae and his day-to-day asexuality
1:15:48 Preferring exercise to ejaculation and post-photography masturbation
1:18:29 How weightlifting leads him to easier arousal
1:20:21 Enjoying sensations of lips and softness on his balls
1:24:46 Discovering his queerness with the local puppy play coalition + his take on the Erotic and Eroticism
1:28:58 Turned on by extremes as a photographer and a hands-on dildo experience
1:32:27 An anonymous open-door fisting session and hiding in a makeshift gloryhole
1:35:22 The thrill of documenting unpredictable situations and his "cognitive basis for morality"
1:39:48 His most shocking stories and writing vignettes of each encounter
1:44:17 Dreams of sissy porn, capturing the feminine mystique on film, and leaving space for the unknown
1:48:46 Ideological lines, normalizing taboo desires, and why he wants to know what drives you
📈 STATS | 33 heterosexual queer Chinese man, he/him pronouns, monogamous, freelance photographer, classics scholar, lifer, from Las Vegas, into: sex, sexuality, voyeurism, documenting sexual experiences, philosophy, nihilism
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 unexpected oral sex orgy
18:34 Open to orgies with friends and why you should NEVER bite a clit without consent
21:50 A field trip to a San Francisco sex club
23:03 Having a threesome with a pregnant woman and her husband who are beautifully in love
28:50 Educational squirting experience with a big double-ended dildo
31:34 Discovering a more recent preference for penetration and staying connected post-threesome
35:45 First time pegging a dude and future harness explorations
40:32 Sleeping with her dentist and a mouth full of pubes
44:53 A sixth sense for what a dick will look like before seeing it
47:30 Navigating a mismatch of sexual rhythms and why they always do a debrief after sex
54:01 Underwater hot tub blowjobs and a partner losing his shorts
56:51 Excited for double penetration, dating more women, and for their sex life to keep getting better and better
1:00:06 How YOU can help research the huge overlap of autism and kink
1:02:52 Realizing that her PhD in human sexuality is only the beginning
Jack’s episode from October 2019 | The Ooey Gooey Game
📈 STATS | 31 genderfluid autistic human, she/they pronouns, single, sex educator, sex researcher, into: sensations, impact play, human sexuality, squirting, sex parties, underwater oral
🔗 JACK LINKS | survey screener / [email protected]
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 grand romantic gestures help her feel seen and appreciated
12:55 Discovering the perks of a mutually “selfish” marriage
15:02 Figuring out how to romance her wife with enthusiastic support
19:35 Building trust through consistent, conscientious care and deep gratitude
22:16 Polyamory almost-explorations and why she doesn’t recommend serial monogamy
24:46 How transitioning led to more communicative and emotionally present relationships
27:49 Finding space for solo time to enjoy romance novels, old sci-fi, and TTRPGs
31:08 Experiencing constant crushes and being open to relationships unfolding naturally
35:18 How physical safety allows her to take big emotional risks during sex
36:48 Self-censorship and the value of privacy
44:36 Discovering the rhythms of a stable relationship and exploring submissive fantasies
48:34 The sexual effects of transitioning from testosterone to estrogen
50:56 Early fact-based book learnings and how her masturbation practices have changed
55:48 Experiencing urgent gender feelings and when she stopped following the heteronormative script of p-in-v sex
59:01 Lesbian "Bed death" and how her first time with another queer partner helped her break sexual patterns
1:03:39 How kink allows her asexual wife to enthusiastically engage in sex
1:07:05 Why she needed to understand her lesbianism before she transitioned
1:10:18 How Buffy the Vampire Slayer inspired her gender journey
1:12:51 Relaxing into the safety of submission: edging, hypnosis, and anal
1:16:12 Her favorite ways to dirty talk and receive impact play
1:20:11 Building stability: artistically, socially, and professionally
1:22:47 Playing with strap-ons and supporting her wife in receiving
1:24:51 The societal importance of loving and helping men
1:28:01 Spreading love with genuine curiosity and small acts of kindness that help people feel chosen
📈 STATS | 39 lesbian white trans woman, she/her pronouns, submissive, monogamous, married to partner of four years, into: D/s, impact play, hypnosis, role play, TTRPGs, game design, writing, romance novels
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 favorite cock ring
23:53 Reflections on perfectionism and pursuing excellent ongoing connections
28:45 Exploring a clothing compersion kink and appreciating mutual nurturance
34:01 Post-divorce swinging experiences and getting back into the swinger lifestyle
38:27 Cultivating open-mindedness to live a better, happier life
41:58 Excited for meditative knitting and serving the kink community through leather work
BJ’s episode from October 2024 | Sexagenarian Sexologist
📈 STATS | 60s non-monogamous cis male divorcé, retired protestant pastor, American Midwest, into: nudism, new sex toys, swinging lifestyle
🔗 BJ LINKS | vvrc / sexuality resources
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 name of supporting his clients and de-stigmatizing sex
17:16 Daily censorship battles and the power of Big Tech
21:55 Why he always has his next vacation planned and enjoying every little win
24:32 PR work origin story and constantly testing his (really good) people skills
28:27 Reflections on generational communication styles when it comes to dating apps, texting and phone calls
33:29 Surprise joys of solo travel
36:19 Finding the balance of giving and receiving in relationships + the sexiness of the unknown
43:17 Sex ed moments burned into his memory and the two movies that taught him about sex
46:58 Early days of not understanding homosexuality as a straight choir boy
51:38 Acrobatic sex, a Narcos-style party, and Playboy Mansion experiences
56:34 The best New Year’s of his life and a long distance office surprise
1:00:26 AVN Expo experiences and enjoying the unknown
1:04:43 Where he finds clarity and the grounding necessity of hugs
📈 STATS | 49 straight dude, president of BSG PR, into: work, music, travel
🔗 BRIAN LINKS | @bsgpr / X
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 superpowers
08:05 Healthy romanticizing and an expanded understanding of self-love
11:38 The difference between romantic, platonic and self love
13:38 A love of linguistic specificity and astrological geek-outs
16:46 Communicating clearly as a Black woman and being born into a state of receiving
21:43 Allowing others to nurture and how it differs from self-care
26:45 Desiring romance that begins with connected conversation and exploring partners’ passions
30:13 How Olivia’s love languages stem from what she wanted more of growing up
33:07 Cultivating fulfilling relationships of mutual care
36:26 A baseline of taking care of herself in order to be of service to others
41:11 The everyday pleasures of walking her dog, experiencing the arts, and breathing fresh air
44:33 Opportunistic friend sex and wanting to be enthusiastically desired
51:19 The hotness of emotional intelligence and genuine kindness plus meeting people where they’re at
55:18 Needing mental, emotional, and physical stimulation for the energetic exchange of sex
1:00:46 Practicing dirty talk, loving praise while riding, and being turned on by doing a good job
1:05:39 Fueling partnered pleasure via real-time feedback
1:12:33 A love of sucking dick and doggy style
1:15:34 Open to receiving oral and anal in a safe, enthusiastic connection
1:18:53 Redirecting partners from cunnilingus and advice for fingering
1:24:47 Safety tips for impact play and intuiting types of touch needed
1:29:03 When she likes playing rough, hair pulling, and a hand on her neck
1:31:19 Very sensitive nipples and wanting to savor sex
1:33:57 Erogenous zones all over and a surprisingly sweet act of intimacy
1:38:12 Learning about sex from talking with women rather than getting a formal education
1:42:03 Unlearning what porn taught her and navigating unhelpful educational tools
1:46:19 Confidence and explicit direction about how to be touched
1:47:45 How her brother’s friends helped her be open with herself and others about sex
1:53:08 The sexual blueprint of what she wants to pursue in connections and knowing what she doesn’t want
1:56:34 Desire for playful sex that allows for the full emotional experience (including giggling while cumming)
2:03:06 Building trust, needing mental stimulation and a gradual pace when it comes to sex and relationships
2:09:10 Enforcing boundaries and why WE LOVE CONDOMS!!!
2:15:28 Looking forward to a partner who is as passionate about her as she is about herself
2:20:43 Wanting a long-term, ravishing connection with exciting experiments and open communication
2:23:41 Thoughts on sex with other women, FFM, FMF, MFM, and MMF threesomes, and double penetration
2:30:12 Approaching sex as an act of service from a selfless place
2:36:03 Spreading love by being kind and receiving people as they are in any given moment
2:38:42 Reconnecting to her artistry, sharing her natural gifts by educating others, and reflecting the kindness she’s received out into the world
📈 STATS | 28 straight (so far) sapiosexual demisexual Black/African American cis woman, she/her pronouns, single, celibate, thinking about dating, monogamous, threesome-curious bad bitch good girl with a praise kink into: compliments, intimate sex, foreplay, dirty talk
🔗 OLIVIA LINKS | @livvcarter / @livvonfilm / @notoliviabenson
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 helps her practice receiving
15:42 The magic of instant chemistry and self awareness of her relational needs
23:31 Expectationless expectations, partnership evolutions, and staying open to exploration
26:00 How having a bi partner helped her discover more about her own sexuality
28:00 Swinger parents influence on judgement-free love and open relationships
36:02 Learning how to process and communicate big emotions with a partner
38:10 Navigating social expectations around jealousy, internalized assumptions, and different communication styles
43:09 Knowing herself and noticing the patterns she received from trauma
44:59 A new era of non-monogamy and the roller coaster of dating on apps
50:10 A barroom quickie, a ghost, and setting goals for first dates
56:13 Best friend sexsplorations and learning different sides of herself come out with different partners
1:00:42 Needing an emotional connection for sex and the bests and worsts of online dating
1:04:17 Playful power dynamics and wanting partners to take control
1:09:36 Embracing and understanding her brattiness
1:17:20 Smutty book surprises and understanding compulsive heterosexuality
1:21:01 Learning about sex from insightful, playful podcasts
1:24:44 A desire for beautiful, sensual porn
1:28:33 Exploring her queerness and relationship through nude self portraiture
1:32:14 Understanding non-monogamous sexual attraction and navigating societal expectations of envy
1:36:31 Threesomes with her husband and best friend and the joy of being the center of attention
1:41:48 Reflecting on internal jealousy and creating the right circumstances for physical intimacy
1:46:44 What she finds hot in fiction vs turn-ons in real life
1:49:15 Favorite positions and how she hits on her partner
1:55:51 Embracing overstimulation and the magic of air sucker clit stimulators
1:59:20 Exploring restraints and where she likes being bitten
2:06:50 Playful brattiness and subverting gender roles in the bedroom
2:09:39 Favorite adult toys, a love of edging, and pillow humping preferences
2:13:49 Reverse harem and overstimulation dreams
2:16:30 Open to more: sex parties, hot accents, and dating women
2:20:19 Spreading love via clear expectations, RPGs with friends, and thoughtfully connecting with every person she meets
📈 STATS | 32 bisexual white Latina cis woman, she/her pronouns, in an 8 year relationship (married for 2) and actively dating, polyamorous, brat, into: talking about relationships, power dynamics, fluid sexuality, sensory stimulation, long-term connections, and never-ending evolution
🔗 AVALON LINKS | @bellanaris.art
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 partners into play
11:37 Embracing being nasty and a suitcase full of safety
15:23 Discovering sex, reclaiming their body, and post cum clarity
19:56 Survival sex work, living in a cage, and unlocking sexual freedom
26:06 Dominance, secrecy, and tips for topping
31:08 Turned on by dancing for money and attention
34:30 What Spike loves about carnal and casual intimacy
36:36 Highly sensitive nipples and tender sensuality
41:01 Spit, self-flagellation, and casting spells
44:01 Solo toy explorations, strokers, and masturbation climaxes
46:56 Personal and pro partnered play
52:36 Foot play, power dynamics, and leather
58:15 Drag shows, male attention, and trying new things
1:00:52 Loving community, communication, and consent
📈 STATS | 37 queer polyamorous gender nonconforming latinx human, they/them/he pronouns, married to partner of 13 years, artist, producer, entertainer, performer, gogo dancer, onlyfans creator, Southern California, into: feet, spit, cages, BDSM, Dominance, submission, drag🔗 SPIKE LINKS | @spikeprinceofcats / @spikesauce7 / OF
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 First blowjob experiences, deep throat learning
24:30 Evolution of oral sex skills and preferences
29:15 BDSM discovery and communication growth
35:22 Safety protocols and boundary setting
41:08 Protection discussions and body hair preferences
47:33 Updated views on hygiene and consent
52:16 Relationship styles and touch needs
1:04:22 Professional boundaries and parasocial dynamics
1:11:08 Double penetration hopes and gangbang fantasy sharing
1:19:54 Evolution of fantasies and connection needs
1:30:12 What makes me go WOO? The moon, croissants, and learning from others
1:31:30 How learning about others' experiences shapes understanding of connection
1:33:37 The reality of projections in new relationships and meeting expectations
1:35:14 My obsession with "lining things up"
1:37:41 How “lining things up” applies to photography, podcasting, and all creative work
1:40:19 How I woo me: the importance of alone time
1:45:06 How to woo me: food, touch, and engagement with creative work
1:48:55 Building safety and trust in relationships
1:50:44 Requirements for physical intimacy and love of clear containers
1:54:22 Evolution from early podcast days to embracing all erotic arts
1:56:56 Dreams of creating edurotic content and spaces
2:00:13 Ongoing learnings navigating personal relationships
2:01:29 Health, safety, and communication practices
2:05:02 Patterns of boundaries in vanilla vs kinky connections
2:15:52 Ongoing project: organizing my ultimate bucket list of pleasure exploration
2:21:56 Vision for Explicit Negotiation edurotic series
2:32:15 Future goals: redefining sex education and creating safe spaces for deep connection
2:35:12 Dreams of co-creating a more connected, loving world together
🔗 | PEOPLE & RESOURCES MENTIONED
Marc Brackett (Yale researcher, creator of RULER emotional intelligence program) - marcbrackett.com
Lisa Feldman Barrett (Neuroscientist, emotions researcher) - lisafeldmanbarrett.com
Esther Perel (Psychotherapist, relationships expert) - estherperel.com
Brené Brown (Researcher focusing on vulnerability and shame) - brenebrown.com
Andrew Huberman (Stanford neuroscientist, host of Huberman Lab podcast) - hubermanlab.com
Emily Nagoski (Sex educator and researcher, writer on sexuality and stress) - emilynagoski.com
Amelia Nagoski (Choral conductor, co-author on burnout research)
Cherie DeVille (Adult performer, former pod guest) - cheriedeville.com
Ophelia Kaan (Adult performer) - x.com/OpheliaKaan
Tyler Poelle (Acting teacher at Lesly Kahn) - tylerpoelle.com
Show Me by Will McBride and Dr. Helga Fleischhauer-Hardt
Atlas of the Heart by Brené Brown
Hot Sex: How to Do It by Tracey Cox
Come As You Are by Emily Nagoski
Come Together by Emily Nagoski
Burnout: The Secret to Unlocking the Stress Cycle by Emily & Amelia Nagoski
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
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 invite my boyfriend to initiate sex more?
1:01:39 Q: How do we keep the honeymoon phase?
1:11:08 Q: I am exploring BDSM and power exchange relationships with my partner for the first time—where do I start?
1:19:54 Q: How do I support my wife in feeling empowered and comfortable with her sexuality?
1:24:53 A noodle on three types of love
1:31:02 Vacuum fetish follow-up
1:35:08 A celebration of cum shots and facials
1:38:38 The email that saved the podcast and sweet messages
📚 BOOKS MENTIONED |
Range by David Epstein
Existential Kink by Carolyn Elliott
Anal Pleasure & Health by Jack Morin
Nina Hartley’s Guide to Total Sex by Nina Hartley
Come Together by Emily Nagoski, Ph.D.
Come As Your Are by Emily Nagoski, Ph.D.
Sex Talks by Vanessa and Xander Marin
The Men on My Couch by Dr Brandy Engler and David Rensin
The New Topping Book by Dossie Easton and Janet W. Hardy
The New Bottoming Book by Dossie Easton and Janet W. Hardy
Playing Well With by Others by Lee Harrington and Mollena Williams
The Ultimate Guide to Kink by Tristan Taormino
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
I tried to get AI to help me organize the 800ish things on my erotic bucket list…it tried. The work in progress continues
00:00 Bucket list overview and embracing the spirit of play
10:42 Intimacy, sluttiness, and kissing
18:48 The hotness of specificity and building tension
20:53 Thigh sex, grinding, and condom masturbation
27:04 Light scratching and discovering how partners pleasure themselves
32:06 Playing with anal, nipples, and fluids
37:53 Oral sex and nonverbal communication
46:10 Rimming and 69ing
48:28 Learnings about mobility and partnered play
51:35 Creating caring sexual spaces
55:09 The configurations of group play
58:21 Bathing and body explorations
1:03:03 Playing with ice cubes, hot stones, silk, and more
1:07:39 Massages, foot worship, and hair care
1:12:37 Tantric breathing, reading erotica, and mirror play
1:18:55 Organizing, AI inaccuracies, and edurotic creation dreams
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
BDSM, female Domination and non-monogamy—Miss Butter shares her evolution from Lifestyle Dominant lover to ProDomme while navigating family life.
00:00 Discovering the joys of sex and how she became a virgin again
06:46 Dissolving her own shame parenting a teenage daughter
10:54 Selective penetration and boundaries for different partners
15:03 New partner negotiations and playing safely with toys
22:22 How she loves making client’s dreams come true
24:07 A life-changing strip club make-out session
28:47 What it’s like to be a Domme married to a Dom in a Female-Led Relationship (FLR)
34:55 Finding fellow lifestyle FemmeDommes and creating safety for male submissives
39:44 Priorities in polyamory, community, and playing without her husband
48:40 Studying BDSM formally and expanding play into work as a ProDomme
54:10 Building Lifestyle relationships with clients
58:26 Creating physical fantasy spaces, meeting desires in surprising ways, and intentional healing
1:05:35 Aftercare, favorite toys, and synchronized heartbeats
1:09:36 Parenting while kinky and the positive effect of openness to questions
1:16:30 Coming out as a ProDomme to her kids
1:22:21 How she aspires to create community and spread ethical Dominance
1:24:46 Staying curious and how to find your “real true Domme”
📈 STATS | 50 demisexual Jewish woman, she/her pronouns, ENM, married in a relationship of 30 years, Los Angeles based, into: Dominance, BDSM, group play, lifestyle Domination
🔗 MISS BUTTER LINKS | supersweetbutter.com
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
-
Camming, pornography, and indulgent edging—Mia shares how she went from repressed Catholic schoolgirl to sexually liberated professional girlfriend.
00:00 Practicing safer sex and why she always carries a wide range of condom sizes
06:44 Hands-free masturbation and sex beyond genitals
09:00 What Mia loves about sex
10:55 Shooting porn and risk aware play
14:18 How Catholic private school made her a “repressed slut”
18:15 Discovering partnered pleasure through a double-ended dildo
20:59 Cam girl origins
24:23 Fostering relationships and intimacy with clients
29:53 How sex work influences her personal life
33:28 JOIs, immersive cum denial, and how to edge your partner
40:14 What Mia’s pussy loves and communicating what she needs to lovers
46:07 The realities of camming and making joke porn
50:13 Competitive squirting and specialty dildos
54:07 Anal and orgies in a party hostel
58:43 Dreams of church threesomes and a world without stigma
📈 STATS | 35 bisexual white cis femme, she/her pronouns, single, monogamous, polyamorous, professional girlfriend, Orlando based, into: cum denial, edging, mutual worship, vacation sex
🔗 MIA LINKS | miafiorelli.com / OF / @realmiaxo / @miafiorellixo
Ask a question, share a story or be a guest: howtowoo.fyi
Explore Luna's rabbit hole: @lunarwoohoo
- Laat meer zien