My date with Ben - part 2 - Sex Stories

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My date with Ben - part 2

Date: 10/29/2017, Categories: Crossdressing, Author: ericamalamute7, Rating: 4, Source: LushStories

him the longer he drove, the longer I would suck his cock. He agreed and almost immediately made a turn in a different direction. I unzipped his pants and freed his cock from his underwear. It was a medium sized cock, but very thick around. I unbuckled my seat belt and turned and put my head in his lap. I began with little kiss to the top of the head of his cock. I then kissed around it and he moaned for more. I them took him in my mouth entirely and slowly went up and down on his shaft. He continued groaning and begged for me to go faster. I leaned up and told him if I went faster, that he would come quicker and I wanted this to last for a while. I went back to the slow up and down motion with my mouth over his cock. His groans would get deep and then light as I went up and down. After what seemed like twenty minutes, my jaw began to get sore so I started going faster. In less than thirty seconds, he started to come and filled my throat with his load. I swallowed it all down and stayed on his cock until it deflated. As I lifted my head, I thanked him for the lunch snack. He thanked me for that and offered to have me work for him anytime. I told him that the first one was free, but after that, I was a twenty-five hundred per day escort. He stammered that he couldn’t afford that much, but I asked if he liked my blow job. He said yes, and then agreed that it would be worth it, if he got to fuck me as well. I told him that I saved my pussy for my personal life, but that I would ... let my business partners fuck my ass as they chose. I told him that I had never had a cock as thick in my ass as his, but that if he wanted to try, I would be willing. He agreed that he wanted to try, but admitted that it would take him some time to get hard again. I told him that I could help with that as well. I reached back down and started sucking his cock again. Soon it started to come to life. I told him to pull over to a secluded area, as I wanted to try and have him fit that fat cock in my ass. He soon pulled over in a rest area and led me into the woods behind the building. I found a tree that was about right for me and bent over it. I pulled my dress up enough for my ass to show and slid my panties to the side and said for him to try it. He pulled out his cock and pressed against my asshole. It was still a little wet from my previous session, and he started to press in. It was getting painful as his head was fighting his way into my sphincter. I tried to relax and then it popped it and went all the way it in one stroke. I just about fell over from the pressure and pain, but the pain quickly subsided. I asked him to go slow and he had me fuller than I had ever been. He began to work in and out and soon it became more pleasurable for me as he was hitting my prostate. He only lasted a few minutes when he came again and filled my ass with his come. As he was filling my ass, the pressure put me over the edge and I came as well. He felt me spasm on his cock and was proud ...