1642 - Sex Toys, Hotwifing & Cuckolding, Diddy's Freak Offs & More...ICYMI 10.25

Sissy Madeline is into being cucked, sissification, chastity, humiliation and more and he called in to talk all about it. Tune in to hear all the details including how and why he struggled with ED for years and how he finally had penetrative sex with a woman for the first time, how he met the woman who now cucks him and how she got into cuckolding him, how she hooks up with other guys and girls and shares all the details with him, how and why he loves hearing about it and being humiliated by her, how she incorporates chastity play into their cucking dynamic, the hot experiences they've had together including him eating another guy's cum out of her and their snowballing experience, how he got into sissification and how he convinced a female friend to let him dress up as a sissy maid and clean her house, exactly what he wears and what goes down while he's cleaning, how and why being emasculated and humiliated turns him on, the fantasies he has about taking his sissy maid experience even further, the two guys he's currently hooking up with and what he does with each of them, how he went from keeping his kinks secret to being completely open about them and living out his fantasies in real life, plus a whole lot more.

Natasha and her husband started swinging and things went very wrong and she called in to talk all about it. Tune in to hear all the details including how she was always into women and how that led to them opening things up, how and why they’re wound up at Naughty New Orleans and exactly what went down there including her first hook up with a woman ad what they did together, how and why when they got home they went online looking for couples to hook up with, the first couple they met and what they liked about them, how and why she didn’t want to hook up with the husband but was okay if her husband hooked up with the other wife, the first time they hooked up with the couple and exactly what went down, the second time they hooked up with them and exactly what went down that time, the third time they hooked up and exactly what went down between all of them that time, the confusion that surrounded their last hook up before they even met up with the couple, what went down when they all hooked up in the hot tub and how and why things went south, how and why both her and the other women weren’t happy and how they both reacted, how the other husband and wife got in a huge fight and how things ended, why she can’t let go of hem but should plus a whole lot more. REPEAT THURSDAY, originally aired 12/24

Sharay "The Punisher" Hayes went from teacher, to stripping to being hired to have sex with Cassie while P. Diddy watched, to ED issues and more and he called in to talk all about it. Tune in to hear all the details including how he went from being a kindergarten teacher to a male stripper, how stripping led to him being hired by couples, his first experience with a couple and exactly what went down, how he wound up being hired by Diddy and Cassie without knowing who they were, what he was originally hired to do and the very specific instructions he was given, why he wasn't allowed to look at or interact with Diddy, how he eventually discovered their identities and how long he continued seeing them, the unusual way he was required to “finish” every time, how the pressure of performing for Diddy contributed to his erectile dysfunction, how and why he was called to testify at Diddy's trial and what went down in court, how his performance anxiety continued to get worse, how discovering that his girlfriend was cheating on him with another male escort completely destroyed his ability to perform, all the treatments he tried before eventually getting a penile implant, how the implant changed his life both sexually and psychologically, the free community he started to help other men struggling with similar issues, how his life ultimately came full circle as he went from teaching children to teaching men, plus a whole lot more. You can find his book here: https://a.co/d/0ay6xj1q and everything else here: https://linktr.ee/Getpunished

Chris is a true cuckold who loves sharing his hotwife Lexie (ep. #1637) and he called in to talk all about it. Tune in to hear all the details including how and why he started eroticizing jealousy and what turns him on about it, how he met Lexie and how he revealed his cuckold fantasy to her, how they found a guy to fulfill her DP fantasy and what went down during their first threesome, their experience at a sex club where he watched her hook up with another guy and how it changed their dynamic, her first solo overnight with a bull and why he freaked out and asked her to come home and how she responded, how and why the angst turned him on, why they both prefer her playing solo even though he sometimes watches or participates, how he experiences compersion through serving his wife and how that carries over into their everyday lives, how he keeps his cuckold tendencies from becoming too extreme, how they first got into chastity play and how he wound up loving it, the humiliation and teasing he enjoys and where he draws the line, where they find bulls and why finding reliable guys is so difficult, the foursome they had with two other guys on their honeymoon and what went down, how open he is with other people about their lifestyle, how he handles jealousy when it comes up plus a whole lot more. You can find his podcast and his wife's stuff here: ⁠https://cuckoldresslexie.com⁠

including how she was a hotwife before meeting her current husband, why she didn’t tell him about her hotwifing experience right away, when he revealed his hotwifing fantasy and how their lifestyle evolved into cuckolding, where she finds guys to hook up with and what she looks for in a bull, their first threesome and why it was disappointing, her next hookup at a sex club while her husband watched, why he doesn't hook up with other women, her first solo overnight experience and what happened when her husband briefly had second thoughts, why she enjoys solo hookups and when her husband watches, how she bosses her husband around without taking the humiliation too far, how they arrange her hookups now including having him wait in another room, how they handle flaky bulls and establish boundaries, why their lifestyle has brought them closer together, how and why skipping reclaiming sex turns her husband on, their wild honeymoon foursome with two guys they picked up and exactly what went down, why they started a Fansly account and podcast together and why she's out and proud about their lifestyle, plus a whole lot more. You can find her here: https://cuckoldresslexie.com