The Anal Sex Chronicles #2 w/ Jessie Maree

Date Aired: October 26, 2025

Produced By Janice Formichella

Want to add more flavor to the relationship you have with yourself? With others? Do you want to do it in a way that is just yours? This podcast is your chance to connect with an entire community who feel the same way. 

Join me for weekly chats about dating, healthy relationships and communication, secure attachment, the single life, and of course…SEX!

I back each juicy episode with research, humor, practical advice, and tips you can use to add plenty of spice to your life, no matter what your relationship status.

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“I’m turned on. I want to be fucked when I’m doing the dishes.”



Episode Description

Anal Play related explicit content ahead!

Welcome to part 2 of the podcast’s ongoing exploration of anal sex! Naturally, it is a wild, slippery ride; thanks for coming along! In this episode, Nothing is off limits! This time returning guest and anal play aficionado Jessie Maree and I are breaking down everything you were too embarrassed to ask.

Jessie and I start by unpacking the stigma around anal play, especially for women, straight men, and anyone who’s been taught that this kind of pleasure is off-limits. Jessie shares how her journey from awkward first tries to empowered, enthusiastic exploration helped her embrace anal pleasure as a valid and celebratory part of her sexuality. I open up about my own (sometimes nervous!) curiosity and why talking about anal play in an open, pleasure-focused way is so important for all of us.

We cover

  • Butt plug safety basics: why the right size, shape, and lube matter so much, and the golden rules for cleaning and preparation.
  • Anal pleasure tips for everyone: taking it slow, communicating with your partner, using lots of lube, and never forcing anything.
  • How breaking anal stigma leads to better sex, stronger relationships, and more personal empowerment.
  • My ongoing determination to learn how to douch- as well as Jessie’s tips for douching, “taping up,”
  • Janice’s recent experience giving and receiving- pegging, switching up roles, and why there’s no such thing as “too much” lube.
  • Anal Fisting!

Our big message: anal play is about pleasure, trust, and experimentation; never about shame. If you’re curious, eager, or a little nervous, let this episode be your permission to slip in and explore on your own terms.

If you enjoyed this conversation, please share it with a friend, leave a review, or reach out with your own questions. Your pleasure and comfort matter, and you deserve to explore every part of your sexuality with confidence.

Buckle up!


What spicy topics would you like me and Jessie to cover in the future? Hit me up on IG here!


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