Lesson 8 - First night

Miss Blue decided to leave the fate of the sluts to chance, the roll of the dice. Seems a little strange at first, but after all a sissy submissive needs to be able to to react to any one of a number of situations that his Mistress might throw at him over the course of time. So ok, it seems like a good test and i'll give it my best shot.

I didn't have any dice in the house (that i could find anyway) so I found this internet simulation http://www.random.org/dice/  Works pretty good actually. At least I get a different result each time I click it so it must be sort of random anyway.

On my first trial I rolled a "7" and learned that I would have to take a cock in my pussy for 15 minutes. Miss Blue didn't say whether I needed to get fucked by the cock, but I assume she intended that or she probably would have specified a "plug" rather than a "cock". Details, details.

As luck would have it I was feeling rather horny in the evening anyway, Miss Blue's training and the enforced chastity is clearly having its effects on me. In fact, in order to insure that I don't mess up, I have begun wearing a chastity in the evenings and during the night. That assures that I won't start casually start playing with her property and have an accident.

After putting together the things i needed, a cock, condom and some lube, I pulled down my panties and lubed my pussy and stretched it a bit using 2 fingers. After slipping a condom on the cock and lubing it up I was already getting stiff in the chastity cage. I decided that the most appropriate position for me to be fucked was laying on my back with my legs in the air - grasping for my imaginary lover. So I lay down and raised my legs, resting my calves on a desk top. Then i started pressing the cock against my pussy and I could feel a drop of precum forming.  The cock slid right into my pussy with only a little resistance, and I think that is a reflection on how badly i needed it. So I completed the lesson, changing positions once to a "doggie" position.

All and all it was a very exciting lesson, and I didn't sleep well last night because I was stiff in the chastity cage half the night from the stimulation. I knew the cage was a good idea...