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Monday, December 1, 2025

Priscilla's Photo Captions Picks of the Week (12/1/25)

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13 comments:

  1. I would love to know the backstory on #4.
    How did they meet? Does the sissy ever sleep in her bed when she stays over?
    What plans does Daddy have to take their relationship to the next level?
    Will Daddy eventually " Put a ring on it" ?

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    Replies
    1. To my knowledge, in Stepford, they have a sort of "Rental/Trial" system to find a Sissy Wife. I'm certain she will make the very best impression possible, if she's attracted to Daddy and wants desperately to be free of the Sissy Academy.

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    2. I'm sure he will do everything he can to make him self indispensable. No sissy wants to left on the shelf.

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  2. I don't know how you girls do it. The captions keep getting better and better.
    Thank you for all the hard work you gals put into this site.

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  3. How many fans of this site wish that they had met the Master in #7 when they were 18 ? I know that it would have been the best thing to happen to me.

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    Replies
    1. Yes. It sounds as if Alain can be very playful and really knows how to enjoy himself. Even so, the Sissy in the photo does appear to be slightly apprehensive about being tied up and blindfolded.

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  4. In #2, the way the Mom cancels all her sissy's likely objections is so clever. I'm sure that she and his sisters won't let him mount even the slightest defense, as his male self becomes increasingly submerged in femininity and subservience.

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    Replies
    1. Do you think that the sissy in caption #15 looks like Bert /Berta in your classic story " So Convincing " ? That tale is one of my all time favorites.

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    2. You have something there, Donna. Both of them can pass effortlessly. And they even part their hair the same way. Maybe the gal in #15 was inspired by my made-over husband. THANKS.

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  5. #'s 5 & 6. Arm candy for a strong well to do older man. Isn't that the dream? In exchange for shopping sprees and wonderful vacations, just be a good girl, look pretty and thank
    him in any way he desires.

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  6. Leon, the Cover Sissy for the new, Urban Boi Wives Issue, shouldn't have any trouble fulfilling Mummy's wish for him to marry into wealth. He certainly appears to be very helpless and vulnerable. And an "Unfinished" canvas at best, with the thin lips and flat chest. Any man of wealth and privilege could have a lot of fun having those lips fattened and a nice set of Boob implants added.

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  7. Yes, Every mother wants her son to marry well. She has guarded his reputation. Making sure he is seen sparingly in the right places and none of the wrong places. No man of substance wants a party boy or trollop long term. The regatta, the polo and the right box at the races. Alway in the right hat, gloves and matching handbag and heels. While he has not had any real experience she can tell her conditioning has work on him as the sight of those ripped rowing torsos pulling on the ores or those muscular thighs guiding the horse around the field as they swing their mallets alway causes him to work his fan a little more to keep the flush from his cheeks. She vets the cards that come to the house. Immediately discarding the ones that come with flowers as try hards and not up to standard. Permission to call on him is only granted if he is thought suitable. Late thirties, working old money, young wild days behind him. If she feels there is a right match to be made she will speak to the parents.

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