MediumSissy School Graduation. On The Auction Block | by Sloop John B | Medium
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Sloop John B

Sloop John B

Loving and Caring human being accepts all as they see themselves. Love writing, short quick stories of things I might have done and of people I have known.

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Sissy School Graduation

On The Auction Block

3 min readMar 31, 2026

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It was a rite of passage, 6 months or more of sissy school. Classrooms, physical exercises, health, nutition and hormone replacement. Gawky unsure boys, turned into pretty young ladies.

Carla and I (Jasmine) were summoned to head Mistresses office. We’d been here before, for pep-talks and discipline. I had been caned 10 times early on for insolence and language unbecoming a young lady.

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Now Mistress held our hands, graduation was near, our futures awaited us outside the manor. “So, boys, now I want you to kiss each other like real good girls. Since from now on you have officially become a couple”. “Your training here is over and you’ll be going to a new family, very soon as a pair”.

“Where will be going”? “Together”?

“Yes, you have been top students and are the finest of the sissy girls at Fenwick, A bidder has already place a bid for you both, I doubt anyone at the auction will top it. You will soon find out your new home”.

At sissy auction…girlies are inspected top to bottom.

Some have been here a few months, some up to two years, all are legally 18 or have papers to prove that age.

Their mouths are probed…good teeth checked out, even the size of and dexterity of their tongue for providing…

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Sloop John B
Sloop John B

Written by Sloop John B

Loving and Caring human being accepts all as they see themselves. Love writing, short quick stories of things I might have done and of people I have known.