December 19, 2025
1310 - Sissy Madeline is a Gender Fluid Crossdresser who Hooks up with Men and Women
Strictly Anonymous ConfessionsAbout this episode
Sissy Madeline is a gender fluid crossdresser who hooks up with men and women and he called in to talk all about it. Tune in to hear all the details including when he started wearing feminine clothing, when he realized he was into guys, when he started buying clothing and what he bought, how and why he came out to people about everything he was into, how and why he now identifies as now as queer, what he went through to get to the point to accept himself, how his parents were very conservative and how and when he found out his father was gay, ahis explorations with guys when he was younger, when he got into bbc and why “smell” plays a part in what and who he’s attracted to, why he’s never had a relationship with a guy, his interest into ruined orgasms and chastity play, his experience with woman and what he enjoys doing to them the most, his interest in being cucked plus a whole lot more. GET A COPY OF THE STRICTLY ANONYMOUS BOOK! Strictly Anonymous Confessions: Secret Sex Lives of Total Strangers. A bunch of short, super sexy, TRUE stories. GET YOUR COPY HERE: https://amzn.to/4i7hBCd To see HOT pics ANGELICA plus pics of my other female guests + hear anonymous confessions + get all the episodes early and AD FREE, join my Patreon! It's only $7 a month and you can cancel at any time. You can sign up here: https://www.patreon.com/StrictlyAnonymousPodcast and when you join, I'll throw in a complimentary link to my private Discord! To join SDC and get a FREE Trial! click here: https://www.sdc.com/?ref=37712 or go to SDC.com and use my code 37712 Want to be on the show? Email me at strictlyanonymouspodcast@gmail.com or go to http://www.strictlyanonymouspodcast.com and click on "Be on the Show." Want to confess while remaining anonymous? Call the CONFESSIONS hotline at 347-420-3579. All voices are changed. Sponsors: https://beducate.me/pd2540-anonymous — Click here to take the quiz and get your personalized roadmap to sexual happiness https://bluechew.com — Get 10% OFF your first month of Bluechew GOLD! Use code: STRICTLYANON https://motorbunny.com/strictly — Holiday Sale PLUS $50 off! http://loadboost.com — To get 10% off LOAD Boost by VB Health use code: STRICTLY https://butterwellness.com/ — Use the code STRICTLY at checkout for 20% OFF your entire order https://www.quince.com/strictlyanon — For premium quality Quince clothing plus FREE shipping and 365 day returns! Follow me! Instagram https://www.instagram.com/strictanonymous/ X https://twitter.com/strictanonymous?lang=en Website http://www.strictlyanonymouspodcast.com/ Everything else: https://linktr.ee/Strictlyanonymouspodcast Learn more about your ad choices. Visit megaphone.fm/adchoices