Chastity and orgasm denial discussion

member_952e277824 · 2026-09-04T09:26:11.000Z · 0 replies

Reply
member_952e277824 New member Thread starter
Posts
1
Joined
Jan 1970
2026-09-04T09:26:11.000Z #1

So my boyfriend and I just started experimenting with longer-term chastity, and while I was obviously fine, I didn’t want him getting overwhelmed. He was very good, so after a week, I decided to take him out. We do this to enhance both sides of the relationship, so we usually discuss punishments, rewards, and everything in between. His reward offered 3 choices: supervised masturbation, me pegging him, or allowing him to penetrate me once I felt ready. Lastly, there was the option of me only pegging him but with doubled orgasms; if certain tasks aren’t completed within a set time, no orgasm either way, followed immediately by milking after play ends. After a thorough discussion and reassurance, he settled on the second option. Everything went amazing until it came time to let him out. Instead of being excited as I expected, he tried to convince me to do other things instead. I finally confronted him about whether or not he actually wanted vaginal sex at that moment and accused him of lying slightly. His response was that he didn’t think he deserved it. Have any other key holders experienced this? Is this behavior rewardable since he was so devoted, punishable because he technically wasn’t honest, or should I be concerned for his mental well-being? I love seeing him devote himself to my pleasure but not at the expense of his self-worth.

Write your reply

Preview

You must be logged in to post. Reading the boards never needs an account. 18+ only, non-explicit, and civil. The full board rules are short.

More in Life while locked

  1. Introductions discussion
    member_c926b68de5 · 2026-09-04T09:01:56.000Z
    Replies: 0
    2026-09-04T09:01:56.000Z member_c926b68de5
  2. Chastity and orgasm denial discussion
    member_5321959a06 · 2026-09-04T08:50:20.000Z
    Replies: 0
    2026-09-04T08:50:20.000Z member_5321959a06
  3. For sale/wanted (Please be aware of scams) discussion
    member_2e74752adc · 2026-09-04T08:27:19.000Z
    Replies: 0
    2026-09-04T08:27:19.000Z member_2e74752adc
  4. Mature Metal discussion
    member_5778b0d078 · 2026-09-04T08:23:49.000Z
    Replies: 0
    2026-09-04T08:23:49.000Z member_5778b0d078
  5. Chastity device discussions and reviews discussion
    member_218d68eaa6 · 2026-09-04T08:21:18.000Z
    Replies: 0
    2026-09-04T08:21:18.000Z member_218d68eaa6
  6. Chastity and orgasm denial discussion
    member_312dc71f9b · 2026-09-04T08:20:27.000Z
    Replies: 0
    2026-09-04T08:20:27.000Z member_312dc71f9b