Since putting an ad in the paper I have made a nice bit of chump change. The requests have been very interesting as well. From men that have always wanted to experience sucking and maybe getting fucked by a cock but don’t want to feel “gay” to woman that want a threesome and want the best of both worlds and everything in between. But last night I completed the highest paying and the most interesting job so far.
She called me last week and asked if I had any limits. Laughing I replied that if I did have any limits I hadn’t found out what they were yet. She offered me three thousand dollars for the entire night, 8:00 pm to 8:00 am.
I remember thinking she must either want something illegal or something on the extreme side of kinky.
She asked if that would be enough considering it would be her and one other person. And then she asked if we could meet for advanced payment and to sign a contract of sorts that she had written up.
Needless to say I was very curious by this time and we met the day before yesterday for the exchange.
The contract didn’t tell me much about what was to happen and neither did she. The money was cold hard green cash and the time and place was set.
When I entered the room he was sitting in the corner, hidden by the shadows and slumped over. I had to look closely just to see the movement of his breaths to insure he was alive.
She met me at the door dressed in the most provocative lingerie I had ever seen. She looked absolutely beautiful.
Pressing her body against mine she gave me a deep and passionate kiss. That coupled with her scent served to arouse me right off.
She grabbed my hardening cock and told me to get undressed. I could see him stirring in the corner but she hadn’t even acknowledged his presence yet.
I was soon to find out that this was the ultimate in cuckolding. I was to give her my huge cock with him watching. All the while he wore his pink slip and pretty panties and she spat humiliation and shame at him verbally.
He wasn’t allowed to touch himself or speak and several times I noticed the wet spot on his panties get bigger and wetter as he ejaculated again.
She fucked my dick inside and out until about 7 am and that is when she told him to get up and come to us.
Shoving his face down to my cock, now covered in her cum so completely that it glistened….”Smell the scent of my pussy and all my glorious T-girls spunk. Smell the pleasure that I have gotten from another and that you will never be able to give me. In just a minute I am going to bend you over this bed, and you are going to beg to become the sissy that you are. You are going to beg for Zetta to fuck you and take the last ounce of manhood you may have left. When we are done here you will never wear an article of man’s clothes again. You will from this moment forth be refereed to as a she not a he. You will do as your told and be seen and not heard. Do you understand?”
He nodded in confirmation as she shoved him down in front of me and ordered him to speak. Before looking at me and making it clear that she paid good money for this and I was not to be gentle.
If I hadn’t before I earned my money in that last half hour and she would never be the same again.