Tag Archives: chastity

A 48 hour weekend at FemDom Mansion

Saturday, 17 April 2021 23:58
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FemDom Mansion Dungeon

We managed to pull off another safe yet fantastic weekend at FemDom Mansion in Atlanta.  The guest list was shorter than usual but the event was long on FemDom fun.  It also provided some great opportunities for My slaveboy’s continued training on his 8th visit.

As a special “surprise” we had Goddess B fly in from DC.  When she arrived on Saturday, slaveboy was completely shocked.  He had been trying to guess what the surprise would be and when he saw her walk in, the look on his face was priceless.  All the ladies had a much needed weekend of pampering and fun.  It was definitely a win win weekend.

As is tradition, slaveboy has written his top 15 experiences (upped from 13) and they have been posted on the FemDom Mansion site.

See the full review on Domina.ms/reviews or the write up and photo gallery at FemDom Mansion.

 

 

 

Task Tuesdays on AVN Stars

Friday, 12 March 2021 10:31
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Join Me in the Inner Sanctum

Join Me in My Inner Sanctum for Task Tuesdays. Every sub gets a personalized task on Tuesdays, plus access to over 100 full length clips.  What are you waiting for?  Click here and start serving. 

Chronicles of a chastity slave – You have me right where You want me

Thursday, 25 February 2021 20:08
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Installment # 29 – by slaveboy

5:47 am.  i awoke to the startling feeling of someone firmly grabbing my cock and then realized it was Mistress Ayn’s cock, as She own it now, attempting to become erect within Her chastity cage.  i began to recount each of the eighteen tease-and-denial edging sessions Mistress Ayn ordered me to administer in just one week, none ending with a powerful and satisfying orgasm, Her cock became gripped even tighter by Her chastity cage.  It is then i realized that – You have me right where You want me.

If it was more than eighteen months ago, or 1 ½ years, ago or 548 days ago, i would have gently stroked my cock.  Perhaps i would have ended before orgasming or would have gotten out of bed, shuffled to the bathroom, and finished over the toilet for a brief – less than a minute – satisfying orgasm.  But, today, You have me right where You want me.

One might debate if it is better (or worse) for me to be out of chastity, free to stroke Your cock, but not permitted to orgasm – as i was repeatedly last week so many times.

Alternatively, i could be locked in chastity, trying to get excited, yet prevented from any sort of erection or pleasurable stroking.  This also seems to be torment.

The peace for me as Your slaveboy, Mistress Ayn, comes from not engaging in the debate.  It is no longer my decision to make.  You have complete control over Your cock – caged or free, available for stroking or untouchable, achieving an orgasm or frustration.  This is right where You want me to be, my Mistress – You in control and my only desire to please You.

As i further reflected in the early morning hour i realized i am exactly where i want to be – an owned, chaste slaveboy … for indefinitely as You wish.  Ah, the rush of pleasure in knowing i am where i should be is so satisfying.

Are you in need of a keyholder?  If so, I offer short term and long term chastity programs.  Please read these articles before contacting Me.

Short term chastity play – fetish chastity

Long term key holding for serious chastity enthusiasts

 

 

Chronicles of a chastity slave – pain and the sissy

Wednesday, 20 January 2021 12:12
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Installment #28 – On Becoming a Pain, Anal and Sissy Slut – by slaveboy

The transformation from being a bondage slut to becoming a pain, anal and sissy slut has been gradual but steady under the skilled hands of Mistress Ayn.  A slut = a person with a seemingly insatiable but often undiscerning desire to do or have something specified (Dictionary.com).  It is what i am becoming and i love it.  Each area was once a limit yet is now welcomed and desired.

Pain Slut – Initially i would avoid any serious pain, accepting only light spankings.  Then was introduced to serious flogging and loved it; then came whipping and caning and i cannot get enough now.  i have learned to “welcome and embrace” the pain, rather than fight it, which means i can take more.  i have had back-to-back days of whipping and had body orgasms from the pain.  Afterwards i want to see the marks and am sad when they dissipate.  Still a long way to go but definitely on the journey to becoming a pain slut.

Anal Slut – My hard limit was “no anal,” then i tried it and realized that i craved it, badly.  Dildo penetration is amazing as Mistress Ayn controls me, whether from behind on a bondage bench or facing me when in a sling.  Multiple Mistresses gang banging me is intense.  Being spitroasted is both humiliating and exciting.  When Mistress Ultra Violet was concerned that Her dildo was too thick, i was silently wishing, “please try it.”  She did, it was not, and it was incredible.

Sissy Slut – Feminization was “not my thing” and is now what i am looking forward to during each slave training session.  Mistress Ayn’s smile after applying my makeup, other Mistresses laughing as They dress me, the feel of a nightie when in bed at hotel between slave training sessions, pictures of me as the blushing bride at my collaring ceremony dressed in white, or looking so humiliated as slave “nana” to serve Mistresses dinner.  i am so comfortable, it feels so natural while sissified.

Most importantly, becoming a pain, anal and sissy slut is what Mistress Ayn wants for me as Her slaveboy and that is more than enough for me.

Trials and Tribulations of a chastity slave – #34

Tuesday, 05 January 2021 20:53
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Mistress Ayn “GRANTS” permission yet with a “BUT” attached – by slaveboy jaime

Throughout my years as Mistress Ayn’s slaveboy, i have come to understand that nearly every permission that Mistress Ayn GRANTS me comes with a BUT as well.  For example:

•   Mistress Ayn GRANTED me permission to fulfill my fantasy and become Her chaste slaveboy BUT She decided that i should be in chastity indefinitely AND She ordered me to purchase a bright, sparkly pink chastity cage.

•   Mistress Ayn GRANTED me permission to get in touch with my feminine side BUT She also ordered me to wear panties 24/7 AND preferably pink panties.

•   Mistress Ayn GRANTED me permission to wear Her mark as a constant reminder that i am Her slaveboy BUT the mark was the extremely painful, a surprise nipple piercing, AND the stud are in pink.

•   Mistress Ayn GRANTED me permission to celebrate O/our one-year anniversary of chastity with a “wedding ceremony” BUT i was dressed from head to toe in white or pink as the bride with Mistress Ayn and my four bridesmaids were all in black leather AND in front of 25 of Her good friends She buckle a bright pink slave collar on me with a tag that read: “Property of Mistress Ayn.”

•   Mistress Ayn GRANTED me permission to continue my morning walk routine BUT She added more distance to the walk AND had me insert a vibrating Hush up my ass before taking my walk.

•   Mistress Ayn occasionally GRANTED me permission to remove the chastity cage BUT typically with orders to daily edge myself at greater lengths of time each day AND the multi-day edging culminates with a ruined orgasm, videoed for Mistress Ayn’s amusement, and ordered to eat my cum.

•   Mistress Ayn GRANTED me permission during a video chat to have a “real orgasm” BUT only with 13 pink clothespins attached to Her (my) balls and an Edge device vibrating up my ass and on my taint with Mistress Ayn at the controls.

As you can see, Mistress Ayn does GRANT me permission to achieve a fantasy or experience some pleasure BUT always with a qualifier or condition that reminds me that She is still completely in charge and everything i am granted to do is for Her amusement and pleasure.

As Her chaste, panties-wearing, pierced, collared, sissified slaveboy, i would not want it any other way.

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