Monday, June 25, 2007

Katie's Deflowering

A Mistress friend of mine has a little sissy slut that she asked that I help train. It seems he had always fantasized about being used by a shemale and my friend thought it was time for him to receive a reward.
He was dressed in a little black gown, had on heels and was blindfolded when I arrived. Mistress Caitlyn called him Katie and told him that she had a surprise for him.
Katie began to get aroused at the thought of what was to come.
Mistress Caitlyn told Katie to get down on all fours on the floor. She reached down and took Katie's cock in her hand and gently squeezed, teasing just a little. Then she lovingly removed Katie's butt plug.

She put some nice warm oil on Katie's ass and began gently fingering the tight puckered little hole. The she whispered in Katie's ear that she was going to get a nice surprise.
I knew already to be gently because I am so large and Katie is not accustomed to taking more than Mistress Caitlyn's small strap-on dildo.
I ran my cock back and forth between Katie's checks, gently pushing the head of my cock against Katie's ass. I then begin pushing in my nice wet cock, inch by inch. I felt Katie's intake of breath as he felt my breasts against his back and my nice hard cock stroking his ass.
There was more, but you will have to call me to hear the rest. ;-)

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