My Affair with Alison - Sex Stories

My Affair with Alison

... market. Absent mindedly, I said, “Well we live in Nevada. You could make a fortune.” I immediately regretted it. I had just told my neighbor she would make a great hooker. Yikes. Fortunately, she just laughed and we walked back to our houses. On her way into the garage, she turned her head and caught me checking out her ass. I think she grinned slightly and turned back. A few days later, back at the bus stop as usual we talked. When the bus took the kids, she didn’t start walking back. She said, “What did you mean I could make a fortune?” Uh oh. Maybe she really didn’t know what I meant. I just said, “I was joking, you know, about prostitution being legal here.” “Do guys really think that is attractive?,” she said a little shyly while wrinkling her eyebrows a little. It showed off her deep blue eyes in the morning sun. I said, “I wouldn’t say attractive, but I think it is true that every guy has a fantasy about paying for sex. You know, no strings attached, just, well, sex.” “I don’t think I could ever do that,” she said as she started to walk back. “I’m too much of a chicken. What if the guy was ugly?” Sensing a small opening, I said, “Well I think they get to choose. The high end ones anyway.” She is still very shy, but asks, “Have you ever done that? You know, paid for sex?” I told the truth, “No, but like I said, every guy has that fantasy. I’ve never acted on it. I’ve wanted to though.” “How much do you think they get paid, you know, for that?” I was getting hard now ...

... and hoping it didn’t show, “I don’t really know, but a women like you, a hot MILF? I bet you could get $500 for a 30 minute ‘date,’ so to speak.” She practically gasped and said in a hush tone as if neighbors could hear, “Are you serious?” She paused and then asked, “What is a MILF?” No matter what happened at this point, I would forever have a fantasy about taking this conversation to a fun conclusion. Time was right to test the waters, “Well it is a little vulgar, but MILF stands for Mother I’d Like to ‘F,’ you know.” She blushed a little, “Guys would really pay $500 for that ... just for a quickie?” “God yes, with a woman like you. I’d pay it in a heartbeat.” She said with a little more confidence now that the ice was broken, “You know, I shouldn’t talk about it, but William and I don’t have a great sex life. The idea of getting paid for sex is a kind of hot. We could use the cash flow right now, for sure.” “Then let’s do it. I’ll pay you $500 to show up at a hotel room for 30 minutes. I’ll use you for what I’m not getting and you take the money. Nothing ever happened. It’s even legal here.” She laughed and slapped my arm, “Get out of here,” and walked into her garage. Her butt wiggled more than usual. This was a somewhat shy women thinking about turning tricks. Her ass told the truth. She was feeling sexy and she enjoyed the taboo flirtation. She gave me that quick over the shoulder glance and caught me checking out her ass. Again. This time her grin was a little more ...