Category Archives: Chastity chronicles

Trials and tribulations of a chastity slave. Installment #2

Installment #2 – Obedience to Mistress Ayn’s commands – by slaveboy

It started innocently enough as Mistress Ayn’s slave boy.  One week in chastity, then one week of freedom when i enjoyably stroked to multiple orgasms.  The “real chastity” under Mistress Ayn’s control had not yet truly begun.

There were signs of escalation though, such as Mistress Ayn ordering me to create a Twitter account – with the name “Mistress Ayn’s slaveboy.”  Mistress Ayn ordered me to buy pink panties and post my wearing them on Twitter – public embarrassment was becoming a norm.

Then i was ordered into chastity and, during the second week, permitted a 15-minute daily release for edging, no orgasm.  On a special holiday, i was permitted release from chastity and ordered to orgasm three times during the day, then back in chastity.  The first orgasm was very powerful and huge load, which Mistress Ayn had ordered me to “recycle.” The next two orgasms were not that pleasurable – it was too soon – but i was obedient, as always.

Next, Mistress Ayn ordered daily edges for 10 minutes but added two additional minutes per day for 6 days, all with no orgasms.  Then a command of a 60-minute edge before orgasm.  A pleasurable six minutes quickly turned into agony to not orgasm early. Sadly, i failed, lasting only 54 minutes.  Mistress Ayn was very upset at my disobedience and the next day i was ordered to have three orgasms in one hour.  Having orgasmed the day before, this seemed an impossible task, but i knew better than to fail Mistress Ayn again.  i was successful but never have had orgasms that were so unpleasant, so painful and caused so much stress.  As Mistress Ayn’s chaste slave i knew i must be obedient to Her and not be concerned with my pleasure at all.

It is abundantly clear that becoming Mistress Ayn’s chaste slave is more severe than my prior self-experimentations with chastity. No longer do i place myself in chastity because it might be “fun” and then let myself out when i have had enough. This is decidedly different. Mistress Ayn makes all of the decisions, which is what i asked for as Her chaste slave, but i may not have fully grasped what that entails.

Experiencing the holidays as Mistress Ayn’s chaste slave is the next blog installment.

 

Trials and tribulations of a chastity slave.  Installment #1

The trials and tribulations of a chastity slave.  Installment #1 by slave boy jaime.

For many years i served Mistresses when i traveled for business in a two-hour session of domination, humiliation and mild discipline.  In August 2017, while in Atlanta, Mistress Ayn agreed to “bookend sessions,” where i would serve Her the day i arrived and again the day before i left.  W/we shared mutual BDSM interests, She worked out of the well-equipped Atlanta Dungeon, She had the experience to control an experienced sub, and She was very attractive – a “perfect storm.”

W/we clearly had a strong Mistress-slave connection and only a few weeks later i was craving to serve Mistress Ayn again.  i saw the FemDom Mansion website and the opportunity to submit to Mistress Ayn and the Ladies of the Mansion for a full weekend.  This was one of my “bucket list” fantasies. In March 2018 i submitted to Mistress Ayn for the weekend, which included an abduction fantasy, lots of discipline, humiliation as a maid, and so much more, as chronicled in Mistress Ayn’s blog.  i repeated this weekend of service in October 2018 with even more control, humiliation, and discipline.

Yet, only one month later i was again pining for Mistress Ayn’s dominating control.  Coordinated Skype online training was logistical impossible but W/we could communicate by email  so i asked Mistress Ayn if She was interested in being my keyholder.  i had self-caged my cock but never for more than a week.  Initially, She was not interested, especially since W/we were separated by 700 miles.

i persevered and soon She came to believe that She could trust me and i would be obedient to Her commands even though i would be holding the key as the Holy Trainer device required release for daily maintenance.  i proposed a fee for this service, Mistress Ayn doubled it, and i had my first keyholder.

That brings U/us to today – i am Mistress Ayn’s chaste slave with no scheduled releases, only allowed out of chastity upon Mistress Ayn’s orders, and then to act only as She commands.  What has Mistress Ayn demanded from me as Her chaste slave?  Well, that is for Chronicle installment #2 in Her blog.

Chronicles of a chastity slave – v5

Nurse AynHow long She had left him bound there naked atop the medical bondage table he could not say. eugene shivered. The smell of strong disinfectant filled his nostrils as he lay there, completely powerless, atop the cold, black slab.

“The diagnosis is excessive masturbation,” Mistress Ayn said simply, reading from a chart. Mistress Ayn was dressed in a green medical uniform, a non-regulation one cut in such a way that it allowed a glimpse of Her lovely, pale bosom.

“Let’s see if the castration was successful. That’s really the only cure for this type of problem.” eugene heard the snap of latex as Mistress Ayn adjusted Her gloves. The Mistress brought the bright medical light down to eugene’s groin and began Her examination. “Not much here,” the Domina said. Mistress Ayn used an array of sharp, metal tools to carefully, thoroughly probe the submissive’s limp cock and testicles.

The Mistress took Her time with the “procedure.” Each tool that She used hurt eugene in a different way. It was like a cleaning at the dentist, but down there between the thighs.

“Just as I expected,” Mistress Ayn said. “The castration was not completely successful.” Mistress Ayn’s practiced eye had caught something. Despite the pain, or perhaps because of it, eugene’s small cock evinced just the hint of a slight, turgid erection.

“Pull your legs up to your shoulders,” Mistress Ayn commanded. “As high as you can.” The Mistress reached for the lubricant on the metal tray there beside the table.

Chronicles of a chastity slave – v4

The castration complete, Mistress Ayn took a moment to examine her handiwork.

“Much better,” the Domina said to herself. “Now there will be no more rude erections, no more messy ejaculations.”

Almost gently, Mistress Ayn cradled what had been eugine’s manhood in the palm of Her gloved hand. The submissive winced at the Mistress’s touch, streaks of pain shooting through his limp member like fragile strands of a spider web.

“Good boy,” Mistress Ayn whispered. These were the words that eugene longed so much to hear.

“Now you can serve Me in many ways” Mistress Ayn continued. “Purely, simply, without the interference of a hard, dripping cock.” Mistress Ayn stroked the stretched skin of eugene’s former member once again, hurting him but pleasing Her.

“It will be better this way, Mistress Ayn continued. Her voice was filled with the sort of confidence born from years of breaking submissives, bending men to her will.

“Good boy,” Mistress Ayn intoned. “Perhaps someday you will understand how this is really all for the best. For now, let Me explain how you may begin serving Me.”

Chronicles of a chastity slave – v3

The sound of a something being dragged across the dungeon floor filled Eugene’s ears, frightening the kneeling, semi-nude submissive. Wild thoughts filled the slave’s head. What could it be? A Saint Andrew’s Cross? A Pillory? Something Worse? Eugene shuddered.

“We need to talk about your sentence,” Mistress Ayn said as She drew up a chair. Mistress Ayn sat. “Your chastity pleases Me, slave.”

Eugene literally blushed with happiness, a faint pink glow spreading across the skin of his naked body. The smiling Domme reached down and, between Her thumb and forefinger, gingerly took hold of the slave’s testicles, his most delicate and vulnerable of parts, now tightly ensconced like plump grapes against the tight fabric of the pink, silken panties.

“These belong to Me now.” Mistress Ayn gently squeezed the tender manfruit She had picked, as if to emphasize the import of Her words. “Do you understand, Eugene?” the Mistress queried. The kneeling slave nodded weakly in the affirmative. “Good,” Mistress Ayn said. “Because your sentence of chastity may very well last long beyond this session. In fact, it will be until I decide otherwise.” Mistress Ayn squeezed harder. “Your sentence could be weeks, or months or even years.”

The lovely Domme squeezed once again, harder still. Eugene’s thoughts were clear. His desire to remain celibate for Mistress Ayn, to please Her in that way, constituted a form of subtle psychological control far stronger and more efficacious than any type of simple metal lock known to man. Or Woman.

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