If I thought that I was about to get a freebie, I was sadly mistaken. After he asked about the next hundred bucks, I retrieved the cash from my drawer... In an instant, he stripped and presented his arse to me as he had done the previous day. This time, I did not use lube and upped the ante by slapping his arse hard before I fucked him. The whore loved it and begged me to hit him harder before fucking him. As I went ballistic in his manhole, the little slut grunted and groaned his approval. His. That means that the mail won't actually go out untilMonday, and that I won't see my key again until Wednesday at theearliest.In fact, I had posted an ad on a Fetlife Group last weekend saying thatI was looking for somebody to hold my key and keep me locked up inchastity until I could prove that I was a perfect sissy who deserved tobe released.I hadn't gone more than one week locked up in my chastity before, butthe thought of going weeks and weeks and weeks without any way to getsome relief had. Mom told me not to worry about it, that it would be taken care of. A week went by, and all week we either talked on the phone, or Karen brought her over to our house for a few hours at a time. We would find time alone, but although we were physical with each other, we never talked about actually having sex.Then one night Karen brought Jennifer over, and we all got pizza for supper and sat together and talked. Nothing really exciting, but for some reason I was really noticing Jennifer on this. We quickly undressed and I slide my hard cock inside her. I came in about a minute flooding her with a big load of cum. I started to kiss her and she pushed me away and said "No kisses until after you do your job". I reluctantly went down between her legs and was debating what I should do, when her hands forced me into her dripping pussy. I was gagging but she was so excited by what I was doing that she came three times within 10 minutes.She pulled on her robe and told me to throw on my.