Updated! The Cassandra Sisterhood - A Perspective

By Priscilla Gay Bouffant

 “Hail Aphrodite!” (Wham!) “Hail Cassandra!” (Bam!) “Hail the Sisterhood!” 
                                    -Subjugated Step Sissy Part 5

     In various stories I have written, starting with Subjugated Step Sissy, I have written about an ardent feminist society called The Cassandra Sisterhood. First I want to give a wonderful Fictionmania writer, Sandy Sullivan credit for giving me the idea for this society.

     If you haven’t read her stuff, check her out at Fictionmania. She is very heavy into Beauty Salons and Hairdressing. As much as or more than I am! In all of her stories a group called the Sisterhood is in the process of emasculating one or more males.

     Most of the stories also involve Castration and SRS. Great stories! So from Sandy Sullivan sprang the idea of the Cassandra Sisterhood. By the way, my favorite Sandy Sullivan story is “Curls for Conrad.”

     In Subjugated Step Sissy Part Two, Ron/Rhonda says this as follows;
 
 “From what Miss Virginia had told me I was involved with an old, established, very effective secret society. The Cassandra Sisterhood had been launched at the very first all-female college founded in England. It was named after its originator, Cassandra Winthrop, a wealthy socialite, who had been jilted at the altar by her philandering beau.

The Sisterhood dates back to Victorian times.
It has a strong focus on female unity.

Apparently, this young man had been the first “victim” of the sisterhood, having been forced by a lawsuit, to wear female attire for nearly a year. In fact, during that year, Cassandra Winthrop fell in love with her Maid of Honor. They married and later employed Ms. Winthrop’s first “Victim” as their Sissy-Maid for several years.
     So effective had been the wealth and the strength of this sisterhood in bringing about this knave’s demise, that they started to experiment on philandering and wayward males, in their own families and for anyone who was interested.

     Because of the wealth at their disposal the women bought an expansive ‘safe’ house off campus where these contrary young men were disciplined and transformed into docile, obedient panty slaves. The growth of the society, though steady, was slow and limited to the upper class.
     Ms. Winthrop and her lover, founded a charity, The Winthrop Foundation, to advance radical feminist causes. Once it reached North America, the upper class members agreed to allow reasonably well off and well to do businesswomen into the society, as long as they had an interest, and/or the skills that would promote these sissy transformations.”

     So ends Ron/Rhonda’s discourse. So now, I, Priscilla Bouffant would like to extrapolate further on the means, methods and on goings of the Cassandra Sisterhood.

I: Terminology

High Priestess: A member that is legally an ordained Minister or a Justice of the Peace. She conducts the wedding ceremonies. When she presides at a wedding she is called the High Priestess. She will also dedicate the room the ceremony is held in. Generally she dedicates it to the Goddess Aphrodite. During the wedding ceremonies the submissive partner should at the very least, be kneeling on a leash, if not bound and/or gagged.
*Note:

Males are often given "sissy"
makeovers.

At any Cassandra wedding, the Husband offers her bride to the officiating High Priestess, for sexual favors after the ceremony. The High Priestess may choose to take the bride, decline the favors or defer to a later time.
   
Mater: The highest rank given to senior members. A High Priestess must first become a Mater. A sissy is required to curtsey and drop to their to kiss a Mater's feet when in their presence.
 
Husband and also Master: The dominant female in a Cassandra marriage. Once married a Cassandra Sister would be referred to as "Husband" or Master by her very submissive feminized male wife.
   
Concubine: A sissy or submissive lesbian Fiancée, which will marry the Husband and Master. While a concubine they call the Future Husband, Mistress or Madame.

Cassandra Cotirie: In the story, Saucy Sylvia, Sylvia's Lipstick Lesbian wife, Judith, reveals after the wedding that she is a member of the Cassandra Coterie. It is a higher level of membership than a membership in the Cassandra Sisterhood. 25 years after the formation of the Sisterhood, Lucinda Winthrop, the daughter of the Founder, Cassandra Winthrop, decided the Sisterhood needed a charter. By then the Sisterhood had a significant membership in England, France, Canada and the United States, and a smattering of members in other European countries. Lucinda also took a Census of the existing membership. These women were then considered, "Charter Members." Upon the 100th anniversary of the founding of the Sisterhood, the female ancestors of the Charter Members were told they were eligible for membership in the Cassandra Coterie. These ladies were given special ranks, and privileges of membership, not always given to regular members.   

Just a few of the special benefits a Coterie Member might enjoy would be; Accelerated promotion to Mater, Grand Mater, Priestess and finally Grand High Priestess. Preferences for reservations at Winthrop Foundation Resorts and Spas, as well as enrollment of their Sissy Spouses at Winthrop Institute "Training" Facilities. If the Sissy Spouse is to undergo Neutering or Sexual Reassignment, preference of placement at a Sisterhood Clinic would be considered. The Sisterhood also holds Private Sissy Auctions for Coterie members who are looking for Maids, Lady's companions, Private Secretaries and Personal Cosmetologists.

Most Cassandra Sisters considers receiving
anal sex degrading, thus prefer to use a Sissy
 as a surrogate in the bedroom.  

Sissy: A born male that appears and acts like an ultra delicate girlie submissive female after being feminized at the hands of The Cassandra Sisterhood. The society achieve this through various means such as: manipulation, coercion, blackmail, hypnosis or other forceful means, however the outcome is always the same for the former male. Once fully emasculated and having been renamed a female name, the now "Conquered" sissy is subjected to obey and follow the orders of "her" superiors. A sissy is taught the basics of maintaining a household as any housekeeper and are also most importantly "Slut Trained" to properly sexually service both their dominant lady mistresses (vaginal oral tongue stimulation) or their alpha male gentlemen who will secretly have sex with a sissy (anal sex or receive oral sex from the sissy). In some cases a sissy will act as a stand in surrogate lover in an established relationship and be called upon frequently to "Fluff" the Alpha, orally, to prepare him for the Sister, as the Cassandra Sister might not feel compelled to engage in foreplay after a long day from the office. Sissies have become popular among the wealthy elite males for sexual pleasure without the consequence of becoming pregnant after sexual intercourse (due to anal sex) as well as a way for them to privately explore their sexuality with a Cassandra Sissy. It is not rare for a sissy to return to their previous male life with the satisfaction of service and approval of The Cassandra Sisterhood, but on the condition that the The Black Rose Emblem (*see symbols) remain as a permanent reminder of their once feminine self. 

Lady's Companion: A Sissy who is trained to accompany mostly, older, more mature Mistresses, for shopping trips, dining, to the opera, to charity events and other social occasions. The Sissy should always be dressed, made-up, bejeweled, and coiffed in a very fashionable manner. She serves at teas for her Mistress. For larger events and soirees she should always be very close by to her Mistress, if not on her arm gazing worshipfully at her. She should also always be ready to be bedded by her Mistress. For the most part she is a "Trophy Sissy", without the trappings of a bride, and besides being bedded on occasion, she often plays the role of an obedient, adoring niece. The Lady's Companion, in the pecking order of the Sisterhood, can be a very special position. "She" is not a maid or servant, so she has very little servant duties to perform. She may be called upon to assist her Mistress in the bath, or by doing her hair, nails or makeup, but it is more in the realm of being a fussy, girly-girl than anything else.

And playing the role of an overindulged, beautifully coiffed and attired, adoring, well-behaved, niece is hardly physically challenging. Of course, her sexual needs are still far and away secondary to the needs of her Madame, so she just may be locked into Chastity so as to keep her focus solely upon the happiness of her Patron and Mentor.

As with any Sissy, if Madame is married to a male or has a boyfriend, the Lady's Companion will be fulfilling the role of Surrogate, for certain sexual activities.

Wife: Sissy or Submissive Lesbian in a Cassandra Marriage. The wife always honors and obeys her Husband. She is to be the proper submissive lady of the house and in private the whore in the bedroom. "She" is expected to care for and maintain her ultra feminine look through makeup and fashion as she is essentially a "Trophy Wife." She is expected to maintain and run the household like any traditional housewife. She is also to sexually satisfy her Husband in the bedroom in any way he or she wishes. 

Castrato Princess: A sissy who has lost "her" testicles at the hands of the Sisterhood as a result of an offense towards the Sisterhood or as a way to make the former male more docile and submissive by removing the production of testosterone. The testicles are then turned into a diamonds to be worn as earrings for the sissy. Castratos are also seen as trophies among the Sisters as a way to display their dominance. For more information please see: Cassandra Castratos An Explanation by Priscilla Bouffant.

A Castro wearing her own
testicles.

II: Educational Facilities for Sissies
     Training schools, run like Finishing schools. The Sisterhood now has Academies, as well affiliated facilities, in England, the European continent, Canada and the United States. Most are owned and operated by the Sisterhood in conjunction with the Winthrop Foundation.
     The affiliates are privately owned and operated by Cassandra members, but are sanctioned by the Winthrop Foundation and approved by the Casandra Sisterhood.
     All of the institutions have a Sisterhood approved correspondence course, consisting of Textbooks, DVD’s and Cd’s.

III: Resorts and Spa’s
     Most all resorts are under the umbrella of the Winthrop Foundation and for Cassandra members and guests. The spas are open to the public, owned by members, and will provide “Special Services” to all interested parties. Non-members however, will have to be referred by a member.

IV: Symbolism and Music 
     The Black Rose: The symbol of the society. Female members will often wear jewelry such as earrings, bracelets, brooches, or monogrammed clothing, prominently bearing the Black Rose.

The Sisterhood marks their "property" through their symbol. 

     Often, they tattoo their sissies, or girlfriends with the Black Rose encircled by a sphere of thorns, to signify the Sisterhood’s ownership of the sissy or girly, girl. In the case of a sissy, the word Cassandra will be displayed prominently above the tattoo in Pink Lettering.
     The tattoo typically is placed in the area of the buttocks, the breasts, or side of the neck.
     Music: Musically Sisterhood members prefer stylings by female artists. Ballads devoted to the Old Norse, Germanic, Egyptian and Celt Goddesses are preferable. Stringed, acoustic instruments and African Drumming is very popular.

    Rites of Castrato Renaming: A ceremony typically performed in a Cassandra Temple. In this ceremony, Cassandra sisters will burn the documents (ID, passports, Birth Certificates, proof of identity) including photographs of the previous male identity of a sissy, thus to erase any trace of his previous male persona. The articles are burned inside an earthen pot with charcoal and incense fire, this is also symbolically an offering to the ancient goddesses. A sissy is required to witness this after being repeatedly mounted by the faux penis of "her" dominant female partner or master during which the sissy is required to proclaim her new female name various times. The ashes of the contents inside the pot are then used to fertilize flowers as a sign of burying the past male identity as well as a metaphor for her growing as a female.

V: Philosophy
     The subjugation and feminization of unruly males associated with Cassandra Sisters. These males may include, spouses, fiancées, boyfriends, brothers, cousins, nephews, sons, grandsons, and male employees.

    Female Led Relationship: The Cassandra Sisters subscribe to the idea of a natural female being the provider and head in the relationship involving a Sissy or Castratro Princess or Concubine. The Master/Husband make all major decisions within the relationship.  

    Sapphic Love: Many Cassandra Sisters are openly bisexual while others prefer the company of exclusively females. Much of the way the sisters make love to their sissies and with other females is very much rooted in lesbianism, however many sisters have exemplified aggressive love making in the bedroom with their delicate sissy lovers. 

In closing, I hope this discourse clears up some of the mystery of the Casandra Sisterhood.
Sincerely and Humbly, Priscilla Gay Bouffant