A Housewife's New Career - Sex Stories

A Housewife's New Career

... sitting at the bar. I took a seat at the bar and when the bartender approached me I ordered a dry martini. As I was sipping my drink, totally preoccupied with our financial mess. Soon the bartender approached me with another drink. I noticed my first was almost empty. He placed it on a coaster next to mine. Noticing my confusion, he simply smiled saying, “It’s from the gentleman on the other side of the bar.” I looked across to see a well dress man in his mid to late fifties. I smiled while raising my glass to to acknowledge his kind gesture. With that, he approached me and asked if he could join me. Not being pressed for time, I thought I would engage him in conversation. I discovered he was in town for four days on some business. I have to admit that when he took a seat next to me, that I ever so slyly raised the hem of my dress, showing the dark lacy band of me sexy stockings. Damn I love to flirt! His next words, however, just about knocked me to the floor, when he asked how much my company would be worth for the evening. I mean, what the hell? Show a little leg and suddenly the flirt is a whore? I gave him one hard and confused look when I sternly said,”EXCUSE ME?” A look of total embarrassment came over his face as he leaned into me, and inquired further,“You mean you’re not a prostitute?” I laughed and asked him, “What would make you think that?” He stuttered and fidgeted in his seat, “Aw… well, I thought since you were all alone, and… I mean… you are dressed so ...

... sexy… I mean… I don' t know, I just thought you must be a working girl. I am so sorry for the misunderstanding.” When I didn't bite his head off and giggled at the thought, he became a little more relaxed, as he laughed with me. Flattered, I inched the hem of my dress even higher. He placed his hand on my thigh and immediately I felt my hot cunt begin to slowly drool. What is this guy doing to me? I've always been the faithful, innocent little housewife. Actually, not so little standing 5'8” and with four inch heels … well, I always thought of myself as wholesome. As we continued to drink and talk, he told me his name was Leo. I couldn’t contain my curiosity any longer when I asked him, “So if I was actually a prostitute, how much would you be willing to pay me?” In the most flirtatious way possible he admitted that he was prepared to pay $700, to have dinner with “A beautiful woman like me.” Dinner would be followed by, what he promised would have been, a sexual adventure in his room afterward. I was shocked! I know I sat there with my mouth agape for several seconds. But then, pointing to the ring on his finger, I asked, “Wouldn’t it have been much simpler and far less expensive, to just go home and fuck your wife?” He said that actually was pretty frigid territory and further they haven’t been active in the bedroom for quite some time now. Even in more active sexual times, it was very vanilla. His wife even objected to oral; giving or receiving. She just found oral sex ...