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caitlinracheljones — Sissy Mistress Wedding

Published: 2013-10-14 16:23:27 +0000 UTC; Views: 20400; Favourites: 65; Downloads: 24
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Description I was thinking about the potential role of sissies in modern society when making this cap. For many women, particularly those women who want to combine a demanding and satisfying career, a successful marriage/relationship, have children, AND have time for themselves and their girlfriends, keeping a sissy might be the perfect answer.

A sissy could willingly provide a woman with the support they need (secretarial tasks, childcare, household maintenance, pleasing hubby when she's away or tired), and in return receive training and support in becoming more feminine and eventually (perhaps) becoming a woman. Of course, the dynamics have to be right. Often the sissy would need to be the product of a failed relationship with their eventual keeper. And there would need to be some set sissy selection criteria (perhaps small endowment, excitement on being pantied etc), plus a willing subject (we're not talking about slavery here!).

Perhaps this is a new, aggressive form of feminism!!! I have lots of thoughts about the sissy journey (from recognition, selection, training and the ultimate sissy role) that I would like to explore. Plus, a predominance of sissies in society could achieve a number of things. Solve population crises, provide a more stable family unit, support unemployment figures, improve the numbers of women in senior management positions, grow national GDP, provide an outlet for a specific subset of men with feminine tendencies (many of whom become unhappy and frustrated). And not least, lead to the realisation of a significantly more female-led society (which would be healthy all round).
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Comments: 6

beetlethebailey [2015-09-07 18:51:35 +0000 UTC]

I really LIKE the way you think.  I have read some on the internet and I think you are spot on!
I would love to see more of your work.
Thank you, thank you, THANK YOU! 

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rican11 [2015-07-20 16:21:41 +0000 UTC]

When my wife left me for another man, there was a time when I'd have accepted this role. I'm glad I didn't but I often fantasize about what might have been.

I'd certainly have willingly worn girlie underwear and served her and her new boyfriend, to stay with her at any cost.

I've moved on but the idea of being cuckolded is a huge turn-on.

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coppola76 In reply to rican11 [2019-07-31 14:58:20 +0000 UTC]

Awesome situation

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coppola76 In reply to rican11 [2019-07-31 14:58:08 +0000 UTC]

Awesome woman and situation ..

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domino678 [2015-04-28 00:03:51 +0000 UTC]

     Hi Ms. Jones,

    I'm new to this but wanted to answer. My wife died several years ago and that ended a happy relationship of almost 30 years. In our early married years, my cross-dressing at home -- I loved wearing skirts and doing the traditional lady things -- eventually turned into a sea change in our marriage. No Internet then, and I didn't know what a sissy was, but I knew that I was submissive in my marriage, and when Gwen asserted more control, I was actually happy about it. In short, we wrote out own new vows that effectively changed the power dynamic. Today I know this is called a power exchange, but then, for us, it was exciting and slightly dangerous as we both come from traditional working class families. After we signed the new deal, Gwen became the undisputed head of the house and I became the "obedient wife," the exact words in the new contract. So, to refer back to your "thinking" about the role of sissies in modern society, I know you are on to something. Many years ago I stopped trying to correct my nature, pull it back into traditional male pursuits. To no avail. I remember the relief I felt not long after our new arrangement, and I believe to this day that that sigh of relief came from my deepest part of the true me. It came after I had re-arranged my dresser in the bedroom. I had taken my male underwear and put it in a box in the closet, stuff I would use going to the doctor's etc. After it was all done, I opened the top drawer and was struck by the beauty of its contents: pretty panties on the left and matching camisoles on he right. Drawer no. 2 held half slips and full slips. Drawer 3 held women's pajamas and baby dolls, and a few folded  full length nightgowns. The bottom drawer always gave me chills because it contained some things that Gwen monitored closely -- a few boxes of Kotex napkins, a couple of old fashioned napkin belts with metal clips, a ready supply of 'light day' panty liners, and yes -- even a few boxes of tampons, which Gwen used on me occasionally to punish me or remind me "of my place in the scheme of things." I became a very good home-maker, bed mate, and friend. Gwen's death from brain cancer was bad enough, but also was losing my place in new world of educated, professional women would could use a well educated (Masters degree), decent man who truly loves to wear he skirts in the family and is always happy to serve women and make their lives better, not as a slave but as a submissive man who is never happier than when wearing a pretty housedress while serving her every need. I guess I am a sissy with a small 'S,' something my only child, a daughter, does not like or understand, so we seldom speak. I am retired now in Victoria, B.C., Canada, and am thinking about a new party-time career that came to me last week and that on the surface sounds idiotic, but there is something about it that is appealing: I'd like to work with a ladies-only cleaning service and work with a few women as their clean apartments or houses. I soon will work up the courage to ask a lady who cleans condos in my building if I could help from time to time. Anyhow, your musings about how sissies may be useful is on the right track -- because once I started wearing the skirts in the family, our sex life improved, our finances improved, and I got to wear some of the prettiest slips and panties a girl cold dream of. They were worth the occasional spanking or the ever dreaded "denial of skirts" punishment that could last a week. You women are so lucky! but I was lucky to find Gwen. I am sure that naturally submissive men may find a happy future for themselves in skirts. Gwen's favorite picture of me is me standing at the sink in the kitchen washing dishes. I'm wearing my traditional work clothes -- black A-line cotton skirt, pretty champagne colored top, lacy underpinnings, sensible black work shoes with slight heel, gold studs and my hair is tied back in a small ponytail held by a big silk yellow bow. What you can't see is that it was "that time of month," so I was wearing a belt and pad and because of some 'small punishment' going on, I had a rather large tampon in my behind. Oh yes, my yellow pinafore apron had lots of ruffles everywhere. I was, in Gwen's words, "the perfect girl," so I guess that's what a woman will always call a man in a skirt -- a girl, never a woman -- because a sissy-type man is by default a 'girl,' and even real girls answer to women's authority. Anyhow, I miss Gwen, and my life, so if there is any sissy-wannabe out there, plunge in. I can tell you from experience that a man who voluntarily, without compulsion, gets up in then morning and steps into a skirt, and then goes about his "women's work" to serve a real female, is not crazy -- just living the life he was meant to live. So, go find a good woman and live it. And in parting, I once wore a white lacy gown like the woman in the picture...and hated taking it off!   

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sissypanties [2015-03-27 19:32:33 +0000 UTC]

Very well put!!! IF ONLY it were true...

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