your parents during all this?” I asked.
“Nowhere, I guess. My mom was in and out at the time, but she was so young – she’s still only thirty-nine – that she never would’ve suspected something going on between me and someone so old. Not that she would’ve given a damn, anyway.”
Good God , I thought. I was older than Ben’s mother. If I didn’t feel guilty before, I most certainly did now.
“Anyway,” he continued, his voice growing even quieter, “back to that day. I was so excited I kissed her crotch area really violently, but she shook her head and told me to lick her softly, like I licked my girlfriends’ nipples. I asked her what the hell she was talking about, and apparently she’d seen me hooking up with a girl in her pool when I’d thought she was out of town, which was totally embarrassing. So I licked her a little over her underwear, and then she started moaning and took me by the hand, laid down on the bed, and told me to do what the guys did to the women in my videos, since she could apparently see into my bedroom and had known I’d been watching MILF porn all along.”
My eyes were now the size of my Range Rover’s hubcaps. “…So what’d you do?”
“Started licking her pussy,” he said. “Even though I’d hooked up with a few girls from school, I was still a virgin and pretty much had no clue what I was doing, so she told me exactly what to do until I made her…well, you know. Come. It was the most erotic moment of my life – I can still picture the way she grasped her sheets while she came all over my face. It was hot as shit , not gonna lie.”
He stared over at my crotch as he said this.
“Anyway, from then on, I would sneak over there every weekend and do more and more with her. Sometimes when she was horny she’d come right on over to my house and make up some bogus thing that she needed fixed or figured out, like her iPad or toilet something, and demand that I come over to help. Needless to say, I was servicing a lot more than just her sink.”
“Good gracious. And did you ever…?”
He fidgeted. “Have sex? No. She said she didn’t want to officially cheat on her husband, not that what we were doing wasn’t already cheating, anyway. But somehow it never got to sex. She taught me how to do everything else really well, though.”
I can imagine, I thought, my pulse – and libido – reaching runaway train status. I couldn’t hold it any longer – I wanted him, but I had no clue how to get the ball rolling. The wine getting to my head, I leaned closer and let out a long, slow breath. I stared down at his leg, unable to look at his dazzling face, when a sudden idea struck me.
“Hey – what if we pretended I was Miss Jill tonight?”
“…Miss Jill?” he gulped. I couldn’t believe what I was saying, but I kept going.
“Yeah – seems like a good enough place to start. Let’s pretend, say, that it’s a rainy night, my husband’s gone, and I invited you over to, I don’t know, ‘figure out my new DVR remote.’ What would you do to me? Or, I mean, to Miss Jill?”
A bead of sweat formed on his forehead. “Well, first, Miss Jill would probably put a hand on my leg…like that,” he said as I rested my hand on his firm calf.
“Okay. And then?”
He closed his eyes and gulped. “Then she’d ask me if I had a hard-on, I guess.”
I reached up towards his crotch. He did…and it was impressive. Far more impressive than my husband’s.
“Nice. And then?”
He licked one glistening lip. “And then she’d probably rub the tip of my cock through my pants while she asked me to roll her nipples between my fingers.”
“Do it,” I whispered as his pre-come wet his coat. He reached up, cupped my breast, and slowly began rolling my nipple through the thin film of my dress. I moaned and rolled my eyes back into my head involuntarily.
“Oh, yes, you’re sexy,” he said quietly. “Sexier than Miss Jill. Do you like this?” I nodded. “Do
“Nowhere, I guess. My mom was in and out at the time, but she was so young – she’s still only thirty-nine – that she never would’ve suspected something going on between me and someone so old. Not that she would’ve given a damn, anyway.”
Good God , I thought. I was older than Ben’s mother. If I didn’t feel guilty before, I most certainly did now.
“Anyway,” he continued, his voice growing even quieter, “back to that day. I was so excited I kissed her crotch area really violently, but she shook her head and told me to lick her softly, like I licked my girlfriends’ nipples. I asked her what the hell she was talking about, and apparently she’d seen me hooking up with a girl in her pool when I’d thought she was out of town, which was totally embarrassing. So I licked her a little over her underwear, and then she started moaning and took me by the hand, laid down on the bed, and told me to do what the guys did to the women in my videos, since she could apparently see into my bedroom and had known I’d been watching MILF porn all along.”
My eyes were now the size of my Range Rover’s hubcaps. “…So what’d you do?”
“Started licking her pussy,” he said. “Even though I’d hooked up with a few girls from school, I was still a virgin and pretty much had no clue what I was doing, so she told me exactly what to do until I made her…well, you know. Come. It was the most erotic moment of my life – I can still picture the way she grasped her sheets while she came all over my face. It was hot as shit , not gonna lie.”
He stared over at my crotch as he said this.
“Anyway, from then on, I would sneak over there every weekend and do more and more with her. Sometimes when she was horny she’d come right on over to my house and make up some bogus thing that she needed fixed or figured out, like her iPad or toilet something, and demand that I come over to help. Needless to say, I was servicing a lot more than just her sink.”
“Good gracious. And did you ever…?”
He fidgeted. “Have sex? No. She said she didn’t want to officially cheat on her husband, not that what we were doing wasn’t already cheating, anyway. But somehow it never got to sex. She taught me how to do everything else really well, though.”
I can imagine, I thought, my pulse – and libido – reaching runaway train status. I couldn’t hold it any longer – I wanted him, but I had no clue how to get the ball rolling. The wine getting to my head, I leaned closer and let out a long, slow breath. I stared down at his leg, unable to look at his dazzling face, when a sudden idea struck me.
“Hey – what if we pretended I was Miss Jill tonight?”
“…Miss Jill?” he gulped. I couldn’t believe what I was saying, but I kept going.
“Yeah – seems like a good enough place to start. Let’s pretend, say, that it’s a rainy night, my husband’s gone, and I invited you over to, I don’t know, ‘figure out my new DVR remote.’ What would you do to me? Or, I mean, to Miss Jill?”
A bead of sweat formed on his forehead. “Well, first, Miss Jill would probably put a hand on my leg…like that,” he said as I rested my hand on his firm calf.
“Okay. And then?”
He closed his eyes and gulped. “Then she’d ask me if I had a hard-on, I guess.”
I reached up towards his crotch. He did…and it was impressive. Far more impressive than my husband’s.
“Nice. And then?”
He licked one glistening lip. “And then she’d probably rub the tip of my cock through my pants while she asked me to roll her nipples between my fingers.”
“Do it,” I whispered as his pre-come wet his coat. He reached up, cupped my breast, and slowly began rolling my nipple through the thin film of my dress. I moaned and rolled my eyes back into my head involuntarily.
“Oh, yes, you’re sexy,” he said quietly. “Sexier than Miss Jill. Do you like this?” I nodded. “Do
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