One Trick Penny - Chapter 1 - Sex Stories

One Trick Penny - Chapter 1

... it to myself, but the thought that I was screwing for pay had been a long-held fantasy for me, too; one I’d never admit to having, much less acting upon. My upbringing had taught me such thoughts were highly sinful. And that was the problem. It made me want to pretend I was performing such depraved deeds all the more. As we lay snuggled in the bed together, he convinced me to try it again in a few days. “There’s one thing you have to promise me. You’re the only man I’m going to hook for.” “Of course, Stella. I’ll be your exclusive customer. But…” “But what?” I asked expecting some heavy condition. “There are certain things I want to do. Kinky things, I’ve never asked you to try, but have always fantasized about. You can negotiate a price, but you’ll need to perform the act, even if you don’t enjoy it.” “And we keep our regular sex live, well, separate and normal?” “I’ll be your missionary man,” he said with a laugh. Thinking it over, it sounded adventurous and actually fun. Besides, it’d be nice having some extra spending money, and I wouldn’t feel the need to explain some of the things I bought anymore. “Tell you what. How about hooker me goes by a new name? Maybe, Caprice? That sounds kind of sexy.” Dave thought for only a couple of seconds. “No. You’re a definite Penny.” In truth, with my shoulder length blonde hair, hazel eyes, a small mouth with soft puffy lips, big boobs and long legs, I looked a lot like the character from that popular comedy show. People called me ...

... that jokingly in the past. I started to laugh. “OK, my professional name is Penny. You can call me One-Trick Penny, because you’re my only John.” I spent most of Sunday shopping on my own and used all my previous day’s profits on the sluttiest clothing I could find. A red leather mini skirt that hugged my round ass and several pair of crotchless and see thru panties. An extremely low cut blouse that barely covered my large beamers and of course, several pair of nose bled stripper heels. I was getting the effect I wanted from my new ensemble. As I examined myself in the mirror in the center of the women’s clothing store, I noticed a dragged along husband gawking in my direction with his legs tightly crossed so as not to betray a massive hard on. I surreptitiously continued my little fashion show for his benefit, watching him squirm in the uncomfortable husband chair the store provided, through the mirror’s reflection. That is, until his wife returned and began casting the stink eye in my direction. Before I returned to the dressing room, I swear I overheard him say, “Why can’t you dress more like that?” just before she punched him in the shoulder. Encouraged, I decided to test my new look on the rest of the mall. I paid in cash for my new clothes at the register while still wearing them and strode out of the shop into the main corridor. As I moved past the skater boys, jeans moms and gaggle of teens, I could feel it as every male head turned in my direction to get a good long ...