Straight Female / 31
I have to make modifications to this story so it is not quickly identified. I was in law school struggling through tort law and my seemingly impossible finances. I also had to sit through a series of court trials as part of my education...report analyses on them.
Sitting in the coffee shop attached to the courts, an elegant woman in a blue suit approached my table and asked if she could join me. What it was, after some chatter, she represented a gentleman who wanted me to suck his cock and was willing to pay %500 for the act. Looking at the elegant woman I found it rather surreal but I could see that she was serious. If I wanted to survive in law school, I had to look at the event as an opportunity and I had blown guys before, none represented by beautiful, well dressed women.
Ending up in an office, curtains drawn, I was sitting patiently when a man walked in and said hello. He was a stocky, not fat, but thick-necked man in his 50's, I guessed. Noting his large hands and nose I wondered if the myth was right and as it turned out, when he dropped his pants, it transcended myth into reality. His cock looked like a street fire hydrant. The man asked, "Do you know who I am?" I lied and said, "no sir" recognizing him as a well known, local judge.
He spoke a bit about needing the relief from a job of high stress, etc. I took his now hard cock with one hand and there was no way I could encircle it with my hand nor fit more than his glans into my mouth. He said, "Just relax, slacken your jaw, don't be frightened by it. I did the best I could to grip his beer-can sized cock with my hands and suck it off. I jerked him some and then got the idea to suck his balls to compensate for not fitting much of his cock in. Holding his cock up toward his belly button, I lapped on his testicles, feeling them rolling under my tongue.
He started moaning in relief, saying, "Oh, good, goof." and I went back to his cock and got it in beyond the head. He offered me another $500 if I would slide my thumb up his anus. I thought it gross but also thought the money was worth it. I did it and he continued moaning. He then went even another deal to be allowed to fuck my anus for an additional $1,000. The idea of having that tool inserted into my asshole was truly frightening but he said, "I have incredible lubrication I will use and you will like it."
Looking around the swank office, I stood up and pulled my panties off, lifting my skirt and bending over the desk. "You'll love, it, you'll see," he said. He walked over to his desk with his boner at high attention and, again, I quivered in fear. He lubed up behind me then I felt the head of his cock at my sphincter, slowly pushing in, until I felt his cock, what felt like all of it, inside me. He asked if I was o.k. and I said, "I'm good," breathlessly, feeling like a month of turds was up my ass. He moved slowly at first then feeling the hot flesh surrounding his large boner he sped up. While I did not "love it" I was shocked that I could take the massive meat tube. I also tried to concentrate on the money this apparently well off man was going to pay me.
I could feel his balls flattening out on my ass as he drove in deep. Then, he announced that he was going to finish inside me and all I could think was that I was glad he was not inside my vagina. He pushed in so deep I felt me eyes popping out and he came with a loud moan, leaving his tool in until his spurts stopped.
No more than ten minutes later I was back in the coffee shop, with wet panties under my skirt, my asshole feeling a bit strange, and the gorgeous, gray haired woman came up with an envelope in her hand. She did not leave until I counted $2,000 in $100 bills. Then she said, "Nothing happened, do you understand?" I said, "Yes, I do." As time went by I gradually discovered that the judge must have known that I was a law student and perhaps more, but the event never repeated and the timely money made all the difference to me.


