A New World Part 10 - Sex Stories

A New World Part 10

... had used and disappeared. I looked at Riley and she smiled. “You should try it, at least once, I think you’ll like it,” she said, leaning in to kiss me. I managed a slight smile as it dawned on me that Riley knew this was coming and this afternoon had been an audition of sorts. The realization that this had all been a set up was a bit troubling to me, but I had, thoroughly, enjoyed myself so I couldn’t get too upset about it. Riley caressed my cheek and kissed me again. “Let’s get dressed, I still have to work tonight,” she said, getting up and pulling me with her. We gathered our discarded clothing and dressed in silence. Even with everything I had experienced since meeting Riley, Kate’s offer was shocking to me. Yet again I was learning of a whole world that I never knew existed. What she was proposing was prostitution! It was illegal. I could go to jail! No, my answer was a definitive no. However, I couldn’t honestly deny that I found it somewhat intriguing. I couldn’t imagine just meeting a stranger, stripping down, and having whatever kind of kinky sex they wanted with them. Though as I thought about it, that was exactly what I had just done with Mrs Stalely, minus the money of course. On the drive back to Riley’s, I looked over at Riley and started to wonder if she had been working for Kate. She caught me looking at her sideways and lay her head on my shoulder. “Yes Will, I have worked for Kate a few times. It was really fun and the clients were great. It’s no ...

... different than the other night at Kate’s, or this afternoon, except you an envelope full of cash when it’s over,” she echoed my own thoughts. “Just think about. I’d really like to do it with you at least once,” she added. After returning to Riley’s, we were both wore out from the afternoon’s activities and just had time for a shower and short nap before she had to leave for work. On her way out the door, Riley told me to get some rest because Jenn would probably be coming home with her. I smiled at that and felt a slight stirring in my groin. I tried to sleep for a bit, but couldn’t get Kate’s offer out of my mind. I wrestled with Riley’s explanation and her desire to do it together. I wanted to give Riley everything she wanted and I could tell she really wanted this. Still, I didn’t know if I could do it. I thought about Jenn coming home with Riley to get my mind off of it and reached down to give my cock a squeeze. I noticed how the hair had grown back around my cock and balls since the girls had shaved me and decided to shave again as a surprise for them. I made my way to the bathroom and soon discovered, shaving that delicate area is quite a difficult process to perform by yourself and requires a few contortionist moves to accomplish. It took a while, but I managed to get it done without lopping off any of the important bits. I admired my work in the mirror and dabbed on some cologne before making my way to the front room. I lit the candles, and some incense, dimmed the lights, ...