Is it cheating if you go to sex club… but just to watch? What about a flirty Snapchat streak with your ex? A prostate massage with no orgasm? 👀 This week, we’re back with Part 2 of one of our most talked-about episodes. We asked our community to share the moments, confessions, and curveballs that made them ask, “Wait…is this cheating?” And let’s just say… the gray areas are graying HARD. Here’s what we’re dishing on in this episode: Is emotional intimacy outside your relationship OK? When fantasies, DMs, or even Reddit lurking crosses the line. Are AI-generated nudes of your partner’s family the point of no return? Why intention and secrecy matter more than the act itself. The emotional toll “nothing happened” takes on a relationship. The difference between curiosity and disrespect when exploring sexually. No matter how you define cheating, one thing’s clear: these kinds of conversations are hard, and they don’t get easier without the right tools. Join the Deeper membership Want hotter sex, deeper convos, and fewer fights? For less than the cost of a date night, get on-demand access to our expert-led courses, live sessions with us, and interactive tools designed to fit into your busy life. Start your journey inside Deeper here. Links & Resources 🔥 The Art Of Initiation 🤖 Meet Vanessa AI (included with Deeper membership) Stay Connected 📩 Join our email list — vmtherapy.com/subscribe 📲 Follow us on Instagram — @vanessaandxander for behind-the-scenes fun, Q&As, and more tips on love and intimacy. 🎧 Subscribe & Review — New episodes drop every Thursday! Don’t forget to subscribe and leave us a review — it helps us keep creating content you love. ================================= THANKS TO OUR SPONSORS ================================= 👏Thanks Dipsea. Right now, listeners of this show can get a 30-day free trial ➡︎ https://dipseastories.com/pillow 👏Thanks Hungryroot. Get 40% off your first box and a free item of your choice for life ➡︎ https://hungryroot.com/pillow 👏Thanks Cozy Earth. Get an exclusive discount for up to 40% off ➡︎ https://cozyearth.com/pillowtalks Learn more about your ad choices. Visit podcastchoices.com/adchoices
No persons identified in this episode.
This episode hasn't been transcribed yet
Help us prioritize this episode for transcription by upvoting it.
Popular episodes get transcribed faster
Other recent transcribed episodes
Transcribed and ready to explore now
#2426 - Cameron Hanes & Adam Greentree
16 Dec 2025
The Joe Rogan Experience
#487 – Irving Finkel: Deciphering Secrets of Ancient Civilizations & Flood Myths
12 Dec 2025
Lex Fridman Podcast
#2425 - Ethan Hawke
11 Dec 2025
The Joe Rogan Experience
SpaceX Said to Pursue 2026 IPO
10 Dec 2025
Bloomberg Tech
Don’t Call It a Comeback
10 Dec 2025
Motley Fool Money
Japan Claims AGI, Pentagon Adopts Gemini, and MIT Designs New Medicines
10 Dec 2025
The Daily AI Show