1172 - "Olivia" is a Crossdresser who's Wife is Down with him Crossdressing

1172 - "Olivia" is a Crossdresser who's Wife is Down with him Crossdressing

Olivia is a crossdresser who has a wife who’s down with his crossdressing. Tune in to hear alll the details including the friend who got him to dress up the first time and how he felt when dressed up, how and when he started dressing up at home and where he got his clothes from, how and why he was confused about being into wearing female clothing, down, how he got caught dressing up and how his parents reacted, how he defines himself sexually and his one hook up with a guy off Grindr he has in college and exactly what went down, how and why he told his first gf about how fetish and how she reacted at first and then how her feelings changed over time, how he told his next gf and how she reacted at first, the questions she had for him and how she felt the first time she saw him dressed, how often he dresses up at home now that’s he’s married and she’s down with it, how often he gets to be intimate with his wife while dressed, how he’s still into guys but why he won’t hook up with one and how he keeps the urges down, where he buys his clothing now, how he sometimes wonder if he’d be happier if he was a girl but why he’s still content in his life plus a whole lot more. **To see anonymous a pics of my guests + get TONS of exclusive HOSER and/or CROSSDRESSER episodes and content + hear all the anonymous confessions, join my Patreon Crossdresser tier it's only $8 a month for Hosers and $10 a month for crossdressers (you get also get Hoser episodes too!) and you can cancel at any time. You can sign up here: ⁠⁠⁠⁠⁠⁠https://www.patreon.com/StrictlyAnonymousPodcast⁠⁠ MY BOOK IS NOW OUT FOR PRE-ORDER!!!! Strictly Anonymous Confessions: Secret Sex Lives of Total Strangers. A bunch of short, super sexy, TRUE stories. GET YOUR COPY NOW: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://amzn.to/4i7hBCd⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 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" Have something quick you want to confess while remaining anonymous? Call the CONFESSIONS hotline at 347-420-3579. You can call 24/7. All voices are changed. Sponsors: ⁠⁠⁠https://liferx.md⁠⁠⁠ Start your transformation now and get $50 OFF your first month, use code: ANONYMOUS https://beducate.me/pd2520-anonymous⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Use code: ANONYMOUS to get 50% off your yearly pass plus get a 14-day money-back guarantee ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://vb.health⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ To get 10% off Drive AND LOAD Boost by VB Health use code: STRICTLY Follow me! Instagram ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/strictanonymous/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Twitter ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://twitter.com/strictanonymous?lang=en⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Website: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠http://www.strictlyanonymouspodcast.com/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Everything else ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://linktr.ee/Strictlyanonymouspodcas⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoices

Episoder(1412)

101 - Owen Came Out of the Closet and Told his Wife he is Gay

101 - Owen Came Out of the Closet and Told his Wife he is Gay

If you're currently married and in the closet, this is the podcast for you. Tune in to find out how Owen had the courage to let everyone in his life, including his wife, know that he was gay. How did ...

23 Nov 20151h 26min

100 - 18yr Old Darien Needs Advice on Dating Girls

100 - 18yr Old Darien Needs Advice on Dating Girls

Darien is eighteen years old and kind of shy and so he has a hard time dating girls. He's definitely looking for a long term relationship but he can't seem to get a girl to go out with him more than o...

16 Nov 20151h 7min

099 - William's Abnormally Large Cock is Causing him Some Serious Problems

099 - William's Abnormally Large Cock is Causing him Some Serious Problems

William calls in because he's ready to settle down but he can't find a woman who can handle his overly large cock. His size has been a big problem for him his whole life and he remains to this day com...

9 Nov 201550min

098 - Melissa from Brazil is Dating a New Guy

098 - Melissa from Brazil is Dating a New Guy

Remember Melissa from Brazil from episode 63 & 76? She was the young, hot girl who was having great sex with a totally unavailable weirdo in the hopes that it would one day lead to something more. Did...

1 Nov 20151h 13min

097 - Kelly is Transgender and Very Self Conscious About the Way that She Looks

097 - Kelly is Transgender and Very Self Conscious About the Way that She Looks

Kelly is a transgender female who is very self conscious about how she looks as a female. She was always really popular and good looking as a guy but she hasn't mastered that as a female and it's defi...

27 Okt 20151h 29min

096 - Betty Boop is Looking for a Straight Up Sugar Daddy Situation

096 - Betty Boop is Looking for a Straight Up Sugar Daddy Situation

Betty Boop calls in because she's looking to set herself up with a sugar daddy who would pay her monthly bills in exchange for blowjobs, threesomes, companionships and more. The problem is she she doe...

18 Okt 20151h 1min

095 - Cirque and his Girlfriend Swing for the First Time and it Doesn't Go Very Well

095 - Cirque and his Girlfriend Swing for the First Time and it Doesn't Go Very Well

Cirque finally got his long term girlfriend to agree to swing with him but their first swinger experience couldn't have gone worse. What exactly went down that night and why did it turn out so badly? ...

11 Okt 20151h 16min

094 - Prostitutes Have Changed Charle's Life for the Better

094 - Prostitutes Have Changed Charle's Life for the Better

Charles is sixty three years old and he has been seeking the companionship of prositutes for the past couple of years and it's definitely changed his life for the better. He explains everything from h...

5 Okt 20151h 9min

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