EPISODE · Sep 11, 2026 · 1H 15M
1585 - Amber aka Tim is a Crossdresser Whose Wife Gave Him a “Free Pass” to Crossdress and Do More?!
from Strictly Anonymous Confessions · host Kathy Kay
Amber aka Tim is a crossdresser whose wife gave him a “free pass” to crossdress and do more and he called in to talk all about it. Tune in to hear all the details including when and why he started wearing panties and pantyhose and how he felt about it, how he felt like he wanted to be a girl but why he now doesn’t consider himself trans, how he started fully dressing and wearing women’s clothing underneath his clothes when he was younger, how he got caught and how his parents reacted, where he would go to buy clothing for himself, how he stopped crossdressing when he met his wife and when he started dressing behind her back, how and when he realized he was into guys only as Amber, the first time he hooked up with a guy and how he felt about it, the threesomes he had with two guys, the vibe Amber digs when fully dressed, how and why his wife thought he was cheating on her with a woman, how and why he finally came clean about dressing up and how she reacted, how they went out together while he was dressed and the boundaries they set afterward, the “free pass” he has and what he believes he is allowed to do, how he enjoys being a sissy and what he will do and will not do with guys while in that mode, how he feels about his wife not wanting to engage much with Amber and what he wishes she would be into in a perfect world 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 IT HERE: https://amzn.to/4i7hBCd To see HOT pics of my 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 [email protected] 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://LoadBoost.com- To get 10% off LOAD BOOST by VB Health, use code: STRICTLY https://bluechew.com — Buy 2 months of Bluechew GOLD and get the third month FREE! Use code: STRICTLYANON https://bathmatedirect.com/strictly Get up to 20% off + free shipping + 2 year warranty use code: STRICTLY https://inda.shop/STRICTLY If you’re 21 or older, get 30% OFF your first order @IndaCloud with code STRICTLY #indacloud https://beduc.at/pd2630-anonymous Click here to take the quiz and get your personalized SUMMER roadmap to sexual happiness 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
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1585 - Amber aka Tim is a Crossdresser Whose Wife Gave Him a “Free Pass” to Crossdress and Do More?!
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