A fantasy

Behold the mind of a desperate man:


This fantasy is based on this item from extreme restraints. Oh, and being locked up for eighty days.  That doesn't hurt either.

Madame tells her slave that for its first unlock, to make it extra special, it is allowed to lose its virginity. This of course is not a free gift. 

Such a great boon exacts an equally great toll, so in exchange for giving up its gift of virginity to a woman of Madame's choosing it would be permanently locked immediately afterwards.

After being locked for almost a year Madame's slave will do pretty much anything for release at this point, and the chance to lost its virginity is well worth it in the slave's mind.

And so the accord is made and the slave serves out the rest of its first chastity period overjoyed that it will lose its virginity, and at the same time tormented that it will be able to count the rest of the orgasms it will ever have on a single finger.

When the time comes it is nervous, and horny, and scared, and oh so very excited.  Madame tells her slave "You've one hour to do whatever you wish with her, but after that you're locked up for good."  She smiles and moves towards her slave, not reaching for the key to its cage that hangs from her neck, but instead to the harness on the table. 

She buckles the band around the slave's waist first, tightening it so it won't move if the slave thrusts vigorously.  Then the two snaps that form the cock ring attach to each other below the chastity device, still attached to Madame's struggling cock.  And finally Madame guides the butt plug into the slave's well trained ass, fitting it in place with a satisfying plop.

Madame smiles once more and says "have fun" as she turns around and leaves her slave with a rigid and erect member, veined and powerful, and a chastity cage around Madame's cock.