Tag Archives: sessions

A Year in the life of a collared slave – by slaveboy jaime

A Year in Review:

My First Year as a Slaveboy to One of the Elite European Dommes,

the Sensually Sadistic Mistress Ayn

After six years of serving Mistress Ayn, formerly of Atlanta, USA, at the FemDom Mansion, Atlanta Dungeon, and via zoom sessions, Mistress Ayn relocated to Romania with the promise of my experiencing European adventures, and i have. What a year it has been, far beyond my expectations or imagination.

June 2023, London – my first adventure exposed me to:

  • Domestic service as Mistress Ayn’s travel companion, with sightseeing and fine dining
  • Submitted to discipline and other forms of Female Domination as desired by Mistress Ayn
  • Stayed caged overnight in a London dungeon apartment
  • Left by Mistress Ayn in the dungeon to serve Mistresses that i did not know on two occasions, Mistress Valeska and Mistress Scarlett, that Mistress Ayn had met previously at the 2023 Femdom Summit

October 2023, London

  • More domestic service at the hotel, sightseeing, and fine dining
  • Stayed at a London dungeon apartment where i submitted to serve Mistress Scarlett and later was caged overnight wearing only a diaper
  • Submitted to discipline and other forms of Female Domination as desired by Mistress Ayn
  • Escorted Mistress Ayn to the 2023 London Femdom Ball, a magnificent sight featuring Female Power and Splendor, with orders to serve Mistress Ayn and Her friends at the table, and submitted to a whipping and breath play session with Mistress Ayn at the Ball’s Afterparty

February 2024, Romania / Portugal

  • After arriving in Romania, Mistress Ayn and i traveled to The House of Sinn for filming BDSM videos where i was given to Mistress Ezada for a time for Her pleasure, subjected to a variety of submissive roles under Mistress Ayn’s control, and chained in the slave’s quarters to a bunk bed overnight
  • After a week on my own touring Portugal, i escorted Mistress Ayn to the 2024 Portugal Retreat Weekend, where i was ordered out of Mistress Ayn’s room for snoring and forced to locate a place to sleep each night, followed high protocols in serving all of the seven Dominant Woman in attendance, submitted to Mistress Kaarina for intense nipple play, and subjected to Mistress Ayn’s discipline, as well as some sight-seeing touring with Mistress Ayn and the group

May 2024, Germany / Romania

  • i met Mistress Ayn in Berlin, Germany, to attend the 2024 German Femdom Gala, where i served Mistress Ayn as Her slave and travel companion, W/we attended the Gala events, including a voyeuristic evening at the legendary Kit Kat Club to see and meet the kink community wearing their best outfits
  • Mistress Ayn also held a BDSM session in Her hotel room, where i was joined kneeing on the bed with slutboi and was disciplined and pegged by Mistress Ayn and Goddess B
  • Mistress Ayn, Goddess B, slutboi and i traveled to Romania where the three of U/us were privileged to see the sights of Brasov, Mistress Ayn’s new home town, and partake in fine dining
  • Back in Bucharest, Mistress Ayn and Goddess B held a BDSM session in Mistress Ayn’s hotel room where a naked slutboi and i were ordered to play with each other’s nipples while being disciplined
  • Later W/we attended the 2024 Femdom Summit events, including a traditional Romanian dinner and the Awards Ceremony, where after receiving an award, Mistress Ayn conducted a very thorough whipping of my back in front of on-lookers at the Summit Afterparty

Given the time gap between various European adventures, Mistress Ayn also began ordering me to serve other Mistresses:

  • Mistress Troy of New York City in March and June 2024
  • Domina Rei of San Francisco, visiting Columbus, OH, July 2024
  • And others

The periodic zoom sessions with Mistress Ayn also continued and were more and more intense,  focusing on Mistress Ayn’s sadistic pleasures in using and abusing me as She desired.

It was an amazing year and 2024-2025 looks even more enticing.

Returning to Atlanta – March 1st – 14th

As promised I am journeying to Atlanta to see all My best boys.  I will be available for sessions at Atlanta Dungeon March 1st – 14th.  My availability for this trip will be daily from 2pm – 10pm but act fast because many openings are already filled.

Because of the nature of traveling and the limited availability for sessions I am requiring a 30% deposit from everyone, regardless of whether we have met before.

I am very much looking forward to seeing as many of you as possible.  It will probably be several months before I return.

Doubles, triples and more are available with all the Atlanta Dungeon Dommes.

To book, simply respond to this email or visit MistressAyn.com and follow the booking protocols.

Review of double session with Goddess Samantha

Goddess Samantha and I have known each other for many years and we are friends in and out of the Dungeon.  We love playing together and it shows.  So when Her “wolverine” asked to serve us both, I was delighted.  A little background on wolverine;  he loves heavy corporal sessions and Goddess Samantha named him wolverine because he recovers so quickly.  I had been wanting a piece of him since I first saw clips of them together.  I must say, he did not disappoint,

Some photos are below and a full review of the session is posted on Domina.ms.

Here are a few of My favorite snippets:

“On to the spanking bench, feet and hands secured. Strap around waist and collar hooked to bench, I wasn’t going anywhere. A large selection of spoons, straps, brushes, and paddles were ready, including two metal paddles, my pair of vintage tawses, and a cable hockey puck paddle. Samantha started in with her monogrammed leather strap attempting to brand her name on my ass, things escalated quickly.”

“At one point Samantha was swinging two handed with her large studded paddle, Ayn in front, hands on my shoulders presumably to keep me and the bench from flying across the room. Serious PAIN! Quite an arm on Samantha muscle. Side note-Mistress Ayn may suffer from OCD, she mercilessly beat one cheek in an effort to match the other.”

“Plain and simply an incredible scene, everyone just ‘clicked’ from start to finish. I’ve played with a long list of Dommes, and it’s a very short list of those I would play with again. Mistress Ayn joined Goddess Samantha on that very short list. Thank You Ladies for an UNFORGETTABLE experience!!!” – wolverine

Double sessions with submissive Blake August

The Return of Cougar and kitten sessions

TWO DAYS ONLY – March 1st and 4th

It’s been a while since I have had a submissive female available for sessions, so I am doubly pleased that My friend Blake August has some availability in her schedule.

This is a very limited opportunity, so secure your booking now while you can.

  • 90 minute minimum – $800
  • 2 hours – $1050

Blake is not a masochist but she can take a good spanking.  Her strong suit is her sensuality and downright naughtiness.  I am going to love using her to tease you.

You can see Blake is some of My films, here.

To schedule, email Me at ayn@mistressayn.com   A completed application and a deposit are necessary to book.

FAQs about Gender Play

What is the difference between a crossdresser and a sissy?

Gender play raises a lot of questions and people often get stuck on the labels.  In general, crossdressing is more of a positive transformation from male to female, experiencing all the wonderful female energy that goes with being pretty and pursued.  Sissy play is more about humiliation; stripping away the male ego and replacing it with a caricature of a woman or a girl.  This humiliation can be extreme and harsh or more benevolent and nurturing, like dealing with a child.

Both scenarios can be emotionally complex.  This underscores the importance in choosing the right Mistress or partner to help you with the exploration.

Does desiring to be feminized mean that I am gay or bi-sexual? 

Absolutely not!  Some men get fully dressed for the first time and declare themselves lesbians.  Others crave to suck cock, but I don’t think it’s done anything more than bring to the surface what has been swirling around underneath.

What happens in a feminization session?

There is no “typical” session when it comes to gender play.  Sessions that involve feminization are as wide and varied as you can possibly imagine.  They may involve forced feminization where the man is made to dress and behave like a slut and involve humiliation or it may be the opposite where a man wants to embrace his feminine side and feel the empowerment that comes from being a woman.  The spectrum between these extremes is where we normally play.

Here are some possible activities:

  • Dressing – from sissy to slutty to elegant.
  • Makeup – trans makeup to full drag queen and anything between.
  • Manicure/Pedicure – out at a salon or in the privacy of the feminization area
  • Esthetician services:  waxing, eyebrow threading, shaving, facial, etc.
  • Full transformations that include makeup, wig, outfits, heels, etc.
  • Sissy training – teaching you to act like a proper sissy, learning to curtsy, talk, walk, etc.
  • Sissy maid training – learning to serve dominant females in various ways.
  • Slut training – learning to suck a strap on, strap on training, etc.
  • Medical scenes – enemas (getting your period), pussy/anal training, mock castrations/gender reassignment, etc.
  • Public outings – this can include salon visits, dance clubs, dinner outings, shopping, etc.

As you can see, the options and combination of activities are almost endless and are defined by your imagination.

Here are links to reviews of sessions that involved gender play, crossdressing and sissy play.

Crossdressing help and feminization session

Pressing “Candy” into service at FemDom Mansion

Training sissy slut “Martina”

Transforming “Dianna”

Panty Slut Pamela’s overnight in the Dungeon

“Vanessa’s” gender reassignment

I also suggest read this interview at Simply Sxy about How to Explore and Enjoy Gender Play.

To set up your feminization session, visit MistressAyn.com, read through the and complete the experience/fetish form when you are ready to book. I also offer phone consultations and distance training for crossdresser and sissies.

 

 

 

 

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