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Small Penis Humiliation Photo Fantasy

by Mistress Cassandra | Nov 21, 2011 | Sissy Humiliation, Small Penis Humiliation

Metal Chastity Cages Are Not Heavy

by Mistress Cassandra | May 22, 2011 | Chastity, Small Penis Humiliation

CHASTITY DEVICE REVIEWS I don’t imagine a heavy metal rockstar in any kind of cocklock, but who knows. Maybe the “blogmistress” can enlighten me if there is such a creature. I digress, jeffie satin slink (different name each time which means...

Is It In Yet? A Pin Dick’s Lament

by Mistress Cassandra | Apr 3, 2011 | Chastity, Sissy Humiliation, Small Penis Humiliation

A SMALL COCK IS LIKE NO COCK I had such a fun call with Princess Ashley a few days back with this micro male who’s wife left him for a bull. This is where cuckolding can get dangerous. She also left him in the poorhouse with alimony and a long lost home that is...

Collaring Is Best Done In Real Time

by Mistress Cassandra | Sep 13, 2010 | Big Black Cock, Chastity, Cuckold, Electroplay, Sissification, Small Penis Humiliation, Tease and Denial

Relentless Humiliation of a Wanking Foot Boy

by Mistress Cassandra | Mar 11, 2010 | Body Worship, Chastity, Facesitting, Foot Fetish, Humiliation, Keyholder, Orgasm Denial, Sissy Training, Small Penis Humiliation

As promised, some old favorite pictures many of you know and love. My leg and shoe collection until I get around to some new ones, new shoes and new pictures of course. The last few posted have brought in a wave of wanking foot boys into trampling, ass worship, and...

Three Locked Boys. A Lucky Number It Is

by Mistress Cassandra | Feb 24, 2010 | Chastity, Humiliation, Keyholder, Orgasm Denial, Sissy Chastity Training, Small Penis Humiliation, Tease and Denial

Last night cocklock joey called for lockdown. His Loris device came back repaired and ready to go. I was annoyed that he was not crossdressed, but he promised to be from now on. Joey locked his teenie little prick in the lovely device and placed both keys in the...
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