This week Dick and Gwen sat down for a follow-up to their chastity/denial episode from a couple of weeks ago. We talked about Gwen’s experience of getting off after a denial period for the first time, and how chastity/denial play made her feel more confident in her sexuality. We also discussed how Dick’s spiked chastity cage works and what he enjoys about chastity that hurts. 

Ending Gwen’s First Chastity Period

We decided to record a second part to our first chastity episode to update you on how Gwen’s release from chastity went and tell you about a scene we did with Dick’s spiked chastity cage. Gwen really enjoyed the experience of being released from chastity for the first time, and the main highlight for her was that she got off from oral sex for one of the first times! She was hoping that she would re-calibrate her sensitivity levels through chastity and it worked. Gwen has always struggled with feeling like something is wrong with her because she has a hard time with a partner, and even though she knows now that there’s nothing wrong with this, it still made her feel like she achieved a sexual goal. She had a feeling that it was due to a mix of overthinking and using high-powered vibrators for a long period of time, and she was correct. Gratefully, she’s found herself feeling more sexually confident since the chastity period.

Dick talks about how cool it is when sex and/or kink help you realize something new about yourself. The experience also showed Gwen how much of sex is psychological, because ever since that night she’s been able to get off from oral sex every time, even without a week of chastity. A lot of why it was difficult was definitely using high-powered vibrators, but a huge part of it was believing it was possible for her. We also lightly negotiate incorporating ruined orgasms and more mind fucking into Gwen’s next chastity period.

Painful Chastity Play

We move onto discussing what Dick loves about painful chastity play. At first Dick struggles with whether or not painful chastity is considered chastity play because he doesn’t wear his cage for very long, but Gwen considers it chastity play since a chastity cage is involved. We recently did a chastity scene for the first time since we were dating long-distance, so Gwen was really excited to actually be able to touch Dick and see his reactions in-person. She was also looking forward to it because it had been awhile since she topped Dick.

Topping for Painful Chastity Play

One of the reasons she enjoyed the experience is because she didn’t have to do much for Dick to get hard, causing the spikes to dig into him. He explains that just wearing the cage makes him aroused so much more easily than normal. Gwen assumes that not being “allowed” to get turned on makes everything that much more arousing.

Gwen’s favorite part of topping Dick with the spiked cage is the fact that Dick enjoys masturbating with pain. Something about how he likes it even though it’s counterintuitive really turns her on. She also loves the cage itself and how much it looks like a medieval torture device.

We also answer listener questions about the best cages for afab people, how to customize chastity cages to your liking, how to maintain good hygiene in long-term chastity, and more.

Related Information

Thanks for listening! If you enjoyed this one, you’d probably like episodes 037, 080, and 128.

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