Straight Male / 20
Womens Shoes
My first job at 16 was at a womans shoe store. There were two managers both women, one was 57, thin, 5ft. 7in, nice body, butt a little saggy, stringy blonde hair with some gray mixed in. The other was 46 and was 5ft. 3in, just a little chubby, not really fat, with dark brown hair. She was the prettier of the two. The first one (we'll call C) was more stern, and a bit demanding, the second, the younger (V) was much nicer. The store was closed for a week after the first of the year, for inventory following the holiday. I was asked if I wanted to come in to help over that week. I eagerly took the hours.
It was a saturday, no one around, and C was the only other one there. Her talk rapidly turned to sex, she made no bones about talking about anything, what she liked, what she didn't like, seems she loved getting eaten, wasn't a fan of anal sex but did it anyway. She was old enough that she didn't need BC any longer, she had a lot of comments about cum shooting into her, how it felt, the mess after, she swallowed quickly after a BJ because she didn't like the taste, and getting a load shot up her ass gave her the runs for almost 2 days. I couldn't say much, and she remarked about it. I just told her I didn't know what I liked. So the obvious was asked and answered, I'd never had sex.
She took me by the hand and into the office, sat me down on the futon, and took off her clothes, right there in front of me. Sitting next to me naked, I realized she'd made herself up more than usual, she looked less like a stern teacher type and more like a feminine woman. Her ass sagged a bit but I liked what I saw, her pussy was mostly blonde hair, some gray in but I really didn't see any of that for a week or more. Her tits had dark nipples and quarter size areolae, they were C cups and sagged but still were soft and nice to the touch. I ate pussy, sucked her tits, kissed her, got a BJ and fucked her, cumming in both her pussy and her mouth. We went back out to work, naked. the blinds pulled to the outside windows and when I got hard again, she pulled something out of her purse, and bent over leaning on the shelves, telling me to fuck her ass if I dared. I asked what she meant and she said that anyone who fucks her ass better expect the same in return. I wasn't sure what she meant but I pushed into her asshole and found heaven on earth. Her mouth was great, her pussy even better but the tight asshole felt so different I loved it all. She immediately went to the toilet after I came in her butt.
The next day we were again in the store alone except this time with V also. After about an hours work C comes out of the office naked, and takes both me and V by the hand into the office. The futon pulled out like a bed, V immediately took her clothes off. Nice round, perfectly shaped butt, a bit chubby and bigger than C's but nice, definitely bigger tits and they didn't sag as much, her brown haired bush was perfect. I was told to get naked and get between V's legs and eat her out. As I did, C was playing with my ass with her finger. Lubing me she started finger fucking me, it hurt but she pushed her naked body up against me telling me to lick V really good, show her what I'd learned. I told her to stop with her fingers and she asked if I liked fucking her ass or not. I did, so this was the payment. This is what she meant. That day as V laid back enjoying her three orgasms, I fucked C again, in her pussy this time, later I fucked V. It was after three days, I fucked C and V in their asses, and the next day, all of us naked they came out of the restroom with strap on dildoes and told me to get on my hands and knees.
I have spent the last three years fucking two older women, giving into their demands, getting fucked by them, sometimes making gentle love but mostly fucking and getting fucked. When I was 17 C made it clear that all sex would stop if I didn't do what they wanted. I was crawling around, licking them, even licking their assholes. Eating my creampies out of their pussies, and of course getting fucked. For two days when V was out on vacation, I was over a C's house and she brought in an older man. She told me to suck him and let him fuck me. That happened 3 more times. I found out later when alone with V that she suspected about it, and wished that C hadn't done that, but it was done and hadn't happened anymore. I must say they both get going behind me though, V is much slower and gentler, and when they use the vibrating dildoes I do like it.
I slowly realized that I like older women, I love the sex, and not worrying about getting them pregnant, and I like being told what to do and doing it. I have fucked others, they 've both got me younger women to fuck occasionally, not letting them in on our domme play, but it's really good so far.
It was a saturday, no one around, and C was the only other one there. Her talk rapidly turned to sex, she made no bones about talking about anything, what she liked, what she didn't like, seems she loved getting eaten, wasn't a fan of anal sex but did it anyway. She was old enough that she didn't need BC any longer, she had a lot of comments about cum shooting into her, how it felt, the mess after, she swallowed quickly after a BJ because she didn't like the taste, and getting a load shot up her ass gave her the runs for almost 2 days. I couldn't say much, and she remarked about it. I just told her I didn't know what I liked. So the obvious was asked and answered, I'd never had sex.
She took me by the hand and into the office, sat me down on the futon, and took off her clothes, right there in front of me. Sitting next to me naked, I realized she'd made herself up more than usual, she looked less like a stern teacher type and more like a feminine woman. Her ass sagged a bit but I liked what I saw, her pussy was mostly blonde hair, some gray in but I really didn't see any of that for a week or more. Her tits had dark nipples and quarter size areolae, they were C cups and sagged but still were soft and nice to the touch. I ate pussy, sucked her tits, kissed her, got a BJ and fucked her, cumming in both her pussy and her mouth. We went back out to work, naked. the blinds pulled to the outside windows and when I got hard again, she pulled something out of her purse, and bent over leaning on the shelves, telling me to fuck her ass if I dared. I asked what she meant and she said that anyone who fucks her ass better expect the same in return. I wasn't sure what she meant but I pushed into her asshole and found heaven on earth. Her mouth was great, her pussy even better but the tight asshole felt so different I loved it all. She immediately went to the toilet after I came in her butt.
The next day we were again in the store alone except this time with V also. After about an hours work C comes out of the office naked, and takes both me and V by the hand into the office. The futon pulled out like a bed, V immediately took her clothes off. Nice round, perfectly shaped butt, a bit chubby and bigger than C's but nice, definitely bigger tits and they didn't sag as much, her brown haired bush was perfect. I was told to get naked and get between V's legs and eat her out. As I did, C was playing with my ass with her finger. Lubing me she started finger fucking me, it hurt but she pushed her naked body up against me telling me to lick V really good, show her what I'd learned. I told her to stop with her fingers and she asked if I liked fucking her ass or not. I did, so this was the payment. This is what she meant. That day as V laid back enjoying her three orgasms, I fucked C again, in her pussy this time, later I fucked V. It was after three days, I fucked C and V in their asses, and the next day, all of us naked they came out of the restroom with strap on dildoes and told me to get on my hands and knees.
I have spent the last three years fucking two older women, giving into their demands, getting fucked by them, sometimes making gentle love but mostly fucking and getting fucked. When I was 17 C made it clear that all sex would stop if I didn't do what they wanted. I was crawling around, licking them, even licking their assholes. Eating my creampies out of their pussies, and of course getting fucked. For two days when V was out on vacation, I was over a C's house and she brought in an older man. She told me to suck him and let him fuck me. That happened 3 more times. I found out later when alone with V that she suspected about it, and wished that C hadn't done that, but it was done and hadn't happened anymore. I must say they both get going behind me though, V is much slower and gentler, and when they use the vibrating dildoes I do like it.
I slowly realized that I like older women, I love the sex, and not worrying about getting them pregnant, and I like being told what to do and doing it. I have fucked others, they 've both got me younger women to fuck occasionally, not letting them in on our domme play, but it's really good so far.
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