Sissy Dreams: A Date with my Mistress

According to my Mistress my training to be a perfect sissy was progressing nicely. I'd never been outside of her apartment dressed as a sissy maid before, and now in celebration of my achievement she wanted to take me out somewhere on a date?

But it wasn't like any date I'd envisaged as she was very familiar with the apartment she took us to, and ordered me to be intimate with the large, almost naked, man that lived there.

And then the sexy Cherry arrived...