Épisodes

  • 318 | Transmasc Hottie With a Strap: Zoo’s Update

    318 | Transmasc Hottie With a Strap: Zoo’s Update
    Oct 1 2025
    Hotel hallway handjobs, pegging with praise, and playful spank counts—Zoo returns to share how their sex anxiety, shifting gender journey, and queer connections are shaping a search for intimacy, pleasure, and community. 📈 STATS | 28 queer trans non-binary human, they/he pronouns, polyamorous, currently partnered, bartender, Shakespearean actor, based in Los Angeles. ⏰ TIME CODE00:00 Updates since 2022 and meeting their now-husband at a bartender conference 02:00 Hallway makeouts, secret storage rooms, and hotel hookups in New Orleans 07:00 First sparks of connection and navigating sexual anxiety with dance 11:30 Rule-breaking thrills, security cameras, and conference restrictions 13:00 Transitioning to transmasc identity and shifts in dating dynamics 17:00 Comparing Vermont’s queer scene to LA and New York 23:00 Long-distance desires, casual partners, and balancing intimacy 25:00 Shifting attractions toward masculinity and butch presentation 31:00 Anxiety around gender perception 33:00 Noodling questions and focusing on desire over perception 35:00 Condom mishaps, filming discomfort, and an unwanted yeast infection 41:00 Spanking tally game and discovering a new Dom dynamic 43:00 Pegging, praise kink, and playful anal explorations with their partner 45:00 Rediscovering libido through sexy Stardew Valley fanfiction 49:00 Polyamory as essential and struggles with long-distance sex 53:00 Trigger loops, sexual anxiety, and finding new routes to connection 59:00 Exploring kink through pressure, praise, and non-traditional dynamics 01:01:00 The messiness of butt sex and embracing new practices 01:01:20 Photo book project on lesbian bars and queer archival work 01:07:15 Dreaming of queer community spaces and creative hubs 01:12:00 Finding their first porn film online and their kink origins 01:19:00 Future hopes: consistent, connected orgasms and true friends-with-benefits 🤩 TOPICS | Alcove makeouts, anxiety loops, bartender conference romance, bisexual queer identity, body confidence, butch attraction, casual encounters, chest dysphoria, chosen family community, connected orgasms, creative queer bar visions, dancing through anxiety, deep intimacy, disassociation during sex, edgy hotel hookups, ethical porn favorites, evolving gender presentation, fanfiction arousal, first porn memories, friends-with-benefits dreams, high production porn, hotel edging, identity shifts, intimacy struggles, kink discovery, latex allergy mishap, lesbian bar archive, libido revival, long-distance love, masturbation inspiration, motorcycle threesome fantasy, naked dancing, non-latex condoms, non-monogamous orientation, OnlyFans filming regret, pegging with praise, polyamorous identity, pressure play, queer nightlife spaces, relationship anarchist vibes, rule-breaking thrill, security camera exhibitionism, sensuality in vintage porn, sexual anxiety triggers, spanking tally game, Stardew Valley smut, strap-on sex, threesomes with multiple penises, vintage porn aesthetics, wingman support. 🔗 ZOO LINKS | @zooholmstrom / thelongroadtolesbos.comZoo’s episode from April 2019 | The Fantasy ChamberZoo’s update from September 2022 | Phantom Dick Orgasms and The Long Road to LesbosAsk a question, share a story or be a guest: howtowoo.fyiExplore Luna's rabbit hole: @lunarwoohooSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    1 h et 25 min
  • Couples Threesomes: How to Brothel

    Couples Threesomes: How to Brothel
    Sep 24 2025

    Luna explores the fantasy, pleasure, and logistics of couples threesomes at Sheri’s Ranch—sharing her personal definitions, play-by-play configurations, and stories from real-life parties. She offers guidance for curious partners, including how to navigate jealousy, negotiation, and boundaries, and reflects on what makes a shared experience hot, safe, and unforgettable. A sexy, thoughtful, and comprehensive guide for anyone dreaming of a third.

    Go Woo Yourself: How to Brothel full blog post here.


    Ask a question, share a story or be a guest: howtowoo.fyi

    Explore Luna's rabbit hole: @lunarwoohoo

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    27 min
  • 317 | Sapiosexual Submissive: Dr Tiffany Chan on Woo

    317 | Sapiosexual Submissive: Dr Tiffany Chan on Woo
    Sep 17 2025

    Spanking, exhibitionism, threesomes, and dungeons—Dr. Tiffany Chan shares how she embraced submission, built a 24/7 power exchange, and turned her passion for sex into a thriving career.

    📈 STATS | 37 pansexual female, she/her pronouns, monogamish, kink affirming sex educator, board-certified sexologist, model, content creator, designer of wearable art, published author and writer of smut, from Los Angeles, into: MF three-ways, play parties, BDSM, sex toys, kink, and connection.

    ⏰ TIME CODE

    00:00 From shame to shameless: early crushes, queer awakenings, and supportive-but-surprising parents

    06:00 Discovering pleasure through Cinemax and Real Sex

    11:00 Defining sexy as confidence, comfort, and self-love

    13:00 Losing herself as a parent, reclaiming pleasure, and choosing supportive relationships

    16:00 Cosmo magazine discoveries, early blowjobs, and formative sexual explorations

    19:00 Bartending, Magic Wand revelations, and the road to becoming a sexologist

    23:00 Balancing pleasure, work, parenting, and creative ventures

    38:00 Wedding night flogging, public intimacy, and dungeon rituals

    42:00 From Anne Rice fantasies to FetLife contracts and 24/7 dynamics

    47:00 Check-ins, accountability, and building a 24/7 partnership

    52:00 Hands, sensation play, and the allure of strong touch

    56:00 Friends-with-benefits threesomes and navigating boundaries

    1:02:00 Parallel play, dungeon nights, and intimate energy exchange

    1:05:00 Health and safety practices for comfort and consent

    1:17:00 Rope scenes, corsets, and finding serenity in restraint

    1:23:00 Switching roles, online platforms, and erotic creativity

    1:31:00 Goals: more joy, more freedom, and spreading love through pleasure

    🤩 TOPICS | Anal curiosity, anxiety in relationships, audio porn, body image struggles, collars and honorifics, content creation, creative writing, cum swallowing boundaries, daddy dom dynamics, divorce transitions, dungeon furniture, edging orgasms, erotic audio, exhibitionist desires, fantasy balls, female empowerment, fisting curiosity, fluid bonding, floggers, friends with benefits, group sex etiquette, HIV awareness, humiliation triggers, kink education, learning management systems, lingerie fetishes, masturbation practices, mental health and ADHD, nude beaches, online censorship, orgasmic meditation, parallel play, pegging interests, poly upbringing, public sex stories, rope bondage, self-acceptance, sex education in homeschooling, shame resilience, shibari, slut reclaiming, spanking fantasies, squirting, swinger parties, threesomes, toxic relationships, university teaching, watersports content, wearable art design, writing erotica.

    🔗 DR TIFFANY LINKS | tiffanychanofficial.com / @kipani


    Ask a question, share a story or be a guest: howtowoo.fyi

    Explore Luna's rabbit hole: @lunarwoohoo

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    1 h et 40 min
  • My First Time With Mistress Luna

    My First Time With Mistress Luna
    Sep 12 2025

    Luna reads a submissive’s detailed account of their first night together—an intimate journey of nerves, desire, and surrender. From breathwork and boundary-setting to leather, harnesses, and power exchange, this story explores submission, Dominance, pleasure, trust, and the freedom of letting go. A candid, erotic glimpse into kink, intimacy, and the transformative connection between Domme and sub.


    🤩 TOPICS | Adrenaline rush, ass worship, begging for pleasure, body calibration, bondage bench, breathwork techniques, catsuit gift, collar ritual, control exchange, crying out in waves, dominant care, double orgasm, erotic laughter, face sitting, feather teasing, flogger play, giggling release, harnessed curves, intense submission, leather dress, malevolent giggle, mouth worship, mutual pleasure, naked skin contact, nervous submissive, nipple harness, oxytocin release, paddle impact, pegging session, perineum pressure, prostate stimulation, safe words, sensual kissing, service and surrender, shivering excitement, skin-to-skin touch, spanking wheel, spiky wheel, submission freedom, submissive shaking, thigh squeezing, tongue worship, trust in domination, worshiping her body.


    Ask a question, share a story or be a guest: howtowoo.fyi

    Explore Luna's rabbit hole: @lunarwoohoo

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    18 min
  • How I Prioritize Communication (In & Beyond the Ranch): How to Brothel

    How I Prioritize Communication (In & Beyond the Ranch): How to Brothel
    Sep 10 2025

    Luna shares how she prioritizes communication across all areas of her life—as a legal courtesan at Sheri’s Ranch, a podcast host, a photographer, and a human with limited time and lots of love to give. With humor and clarity, she breaks down how she likes to connect in-person, virtually, and in writing, offering thoughtful guidance on what kinds of messages get her attention (and which ones don’t). A loving, detailed guide for anyone curious about how to connect—online, at the Ranch, or in the world.

    Go Woo Yourself: How to Brothel full blog post here.


    Ask a question, share a story or be a guest: howtowoo.fyi

    Explore Luna's rabbit hole: @lunarwoohoo

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    38 min
  • Sleepy Sex & Orgasmic Cramp Remedy: Woo News & Q’s Mailbag Episode

    Sleepy Sex & Orgasmic Cramp Remedy: Woo News & Q’s Mailbag Episode
    Sep 9 2025
    Edging challenges, prostate play, and listener fantasies—Luna and Kimberly share sexy updates, answer questions, celebrate stories from the Woo community, and invite you to apply to be a guest!⏰ TIME CODE00:00 Mailbag kickoff: updates, announcements, and September’s Edge 05:12 Daily masturbation meditations and OnlyFans updates 10:08 Back-to-sex-school courses with Beducated: get 50% off the yearly subscription with code LOVER 15:17 Guest applications open—why sharing sex stories matters and how to apply! 21:07 Kimberly’s cohabitation learnings: communication, conscious touch, and going from period pain to period pleasure 34:07 Luna’s lover updates: pegging, prostate play, kink dynamics, and strap-on firsts 43:38 Safe sleep-sex fantasy, bucket list adventures, and the joys of deep trust 50:14 Celebrating 2,000 (WOO thousand) YouTube subscribers and what “woo” means 58:02 How one listener found new joy and connection through rediscovering the podcast1:00:15 Squirting workshops explained—why boundaries matter and how learning can stay sexy1:06:54 Virgin at 40—navigating shame, toxic workplaces, wild fantasies, and the hope for intimacy1:23:17 How writing, resilience, illness, and reflection fuel future sex stories1:24:41 Pantyhose attraction—childhood imprints, partner negotiations, and money as erotic play1:27:36 Learning something new every episode and why consistent curiosity keeps sex fresh1:31:46 Exploring a fur fetish—fashion, sensuality, and how clothing can become arousal1:33:16 Is this podcast real? Listener wonders if Sex Stories is audio porn or authentic connection1:36:16 Swinger guilt erased and why hearing others’ stories helps couples feel validated1:39:15 Hair, foreskin, and confidence—detailed listener Q&A on grooming, circumcision, and sexual health1:48:32 A love letter tease from a sweet submissive🤩 TOPICS | Affirmations vs information, anal play, anonymous sex stories, arousal from conscious touch, back to school kink, blowjob classes, body confidence, bondage fantasies, butthole play, clothed female naked male, communication check-ins, compression clothing kink, creative content shoots, crotchless pantyhose, deep trust in partners, dildo harness play, edging with toys, erotic energy exchange, fantasy weddings, feeling invisible in dating, foot massages, foreskin stretching, fur fetish, group intimacy lessons, handjobs with foreskin, head scratches, latex skirt play, lingerie requests, listener love letters, masturbation habits, mutual nurturing, naked lifestyle desires, nonsexual intimacy, oxytocin release, pain relief orgasms, period cramps and sex, pleasure coaching, pubic hair grooming, receiving massages, retro fashion kinks, sleep sex fantasies, spanking memories, strap-on cock worship, submission letters, swing lifestyle guilt, teacher skirt attraction, toy storage struggles, trust in dominance, vibrator routines, voice memos from listeners, vulva worship, wet pussy from anal, writing sex stories🔗 BEDUCATED | Go back to (S3x) School: get 50% off your annual membership using code LOVERSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    1 h et 49 min
  • 316 | Pandora’s Kinky Box: Sage on Woo

    316 | Pandora’s Kinky Box: Sage on Woo
    Sep 3 2025
    Exploring different kinks, sugar dating fails, motherhood shifts, and sex in love and lust—Sage opens up about reclaiming pleasure, healing from shame, and exploring sex, love, and power through every stage of life. 📈 STATS | 28 straight white female, she/her pronouns, slut, mom, healing from sexual assault, in a monogamous-for-now relationship, full-time animal science student, certified astrologer, ranch worker, based in Sacramento. ⏰ TIME CODE00:00 Rediscovering sensuality as a new mom, sex after childbirth, and teaching partners about kink05:32 What she finds sexy: sapiosexual attraction, mental stimulation, confidence, and embodied vibes07:39 Parenting and passion: foreplay as extended buildup while raising a toddler11:18 Adventurous touches, exhibitionism, outdoor sex, and the thrill of getting caught19:18 Astrology in the bedroom: Leo energy, brat play, and the brat-to-sub dynamic23:51 Safer sex practices: STI testing, condoms, health conversations, and consent communication26:00 Opening kink conversations on dating apps, BDSM tests, and sexting initiation29:12 Early sexual awakening: masturbation, bathtub orgasms, practice kissing, and first intercourse36:00 Virginity loss, assault trauma, shame, and reclaiming her sexual identity44:00 First kinky experience: choking, collars, primal sex, and unexpected orgasmic intensity52:18 Four-hour marathon sex, dominance, restraint, and push–pull power play56:20 Spiritual sex: long-term love, psychedelics, Kundalini awakening, and eye-contact intimacy1:01:14 Threesomes, girl-on-girl pressure, and hetero expectations1:15:15 Double penetration fantasies, two-men threesomes, and balancing desires with fairness1:18:42 Lust versus love: erotic passion compared to slow, vulnerable, emotional sex1:22:18 Why sugar dating and failed sugar babying experiences didn’t work for her1:30:20 Bratting, dom/sub shifts, BDSM dynamics, and partner-specific power exchanges1:35:39 Public play stories: car hookups, concert fingering, camping sex, and party escapades1:42:29 Motherhood and libido: breastfeeding, body changes, dryness, and shifting turn-ons1:51:15 Future hopes: farm life, family, community living, and ongoing sexual exploration1:54:59 Designing her dream pleasure palace: textures, restraints, toys, and sensual spaces2:07:00 Spreading love through compliments, affirmations, and astrology chart readings 🤩 TOPICS | Abortion experience, accidental bathtub orgasms, ADHD absent-minded lovers, animal science student, astrology chart readings, astrology certification, baby interruptions, BDSM kink test, body positivity, book-keeping satisfaction, bratting dynamics, car hookups, child custody battles, childhood masturbation, choking kink, club hookups, communication boundaries, concert fingering, consent conversations, cucumber-cool lovers, cum play curiosity, daddy energy, dating app sexting, dry responses turn-off, emotional healing, emotional safety, energetic foreplay, erotic astrology, female friendships, fingering in theaters, fire sign friends, first masturbation faucet, forest hikes sex, friend betrayals, girlfriend practice kissing, high sex drive, hotbox car sex, intimate eye contact, jealousy in relationships, Kundalini awakening, late night sexting, lesbian curiosity, long-distance engagement, lust fantasies, Mars Venus Lilith in Leo, masturbation massage wand, messy sugar daddies, molly party sex, monogamy negotiations, mothering body changes, movie theater hookups, mushroom sex, natal chart insights, natural lube issues, nervous system healing, OnlyFans curiosity, orgasmic summer romance, outdoor camping sex, overbearing partners, parental interruptions, plan B failure, poly dynamics, porn documentaries, primal lovers, public oral, pussy confidence, religious shame, safe container conversations, Scorpio moon partners, semen retention, sex in creek beds, sex on cars, shower vibrator, single mom dating, sleepover hickeys, slut reclamation, stepdad interruptions, sugar dating disappointments, therapist support, threesome negotiations, trauma healing, trust rebuilding, Tumblr porn discoveries, vibrator discovery, Virgo Mercury communication, Waldorf school sex ed. Ask a question, share a story or be a guest: howtowoo.fyiExplore Luna's rabbit hole: @lunarwoohooSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    2 h et 14 min
  • Virgins of All Ages: How to Brothel

    Virgins of All Ages: How to Brothel
    Aug 27 2025

    Luna shares her approach to supporting virgins of all ages and genders through their partnered sexual debuts at the ranch. She explores the many definitions of virginity, offers detailed session types tailored to different needs and goals, and reflects on the joy of co-creating confidence-building, pleasure-filled first experiences. Plus: double-virgin stories, consent frameworks, and masturbation meditation prep tips!

    Go Woo Yourself: How to Brothel full blog post here.

    Ask a question, share a story or be a guest: howtowoo.fyi

    Explore Luna's rabbit hole: @lunarwoohoo

    See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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    21 min