Unexpected sex

Back when I was in my late 20's I met a lady named Judy at a country-western club. She was in her late 30's, short brown hair and a cute little turned-up nose. She cottoned to me almost immediately; after a couple of slow dances, she noticed something hard poking against her, so she pulled herself in even closer and ground herself against me. We were in her bed fucking and sucking like sex crazed weasels well before 11 PM, and spent all of the next day in her house, naked, doing the same thing. The thing I remember most about her to this day is her faultlessly clean and tasty cunt and nether regions...I absolutely loved going down on her; even licking her ass was a pleasure (both to me AND to her).

I went out with her again a week or so later, and while she was physically affectionate enough, she played coy and "hard to get." I've never been into that kind of gamesmanship, so I took her "no" to actually MEAN "no" and went on my way. Called again to ask her out a couple of weeks down the road, got turned down and figured that was unfortunately the end of it. So you can imagine my surprise about a year later when she called me at work and asked if she could see me that weekend. She came to my apartment next morning; we drank some wine coolers, talked about what had been happening to each of us since the last time we'd dated, then finally the conversation turned to that last date. She said "well, I was hoping you wouldn't take 'no' for an answer," to which I replied "the legal system has a name for guys who won't take 'no' for an answer. They're called 'rapists.'" She seemed remorseful both for sending mixed signals and for denying us both another weekend's pleasure, and we started making out on the couch.

We then wandered toward the bedroom, disrobing each other along the way, then fell naked into my bed. Her cunt was already sopping wet as I entered her and fucked her deep and hard until she came like a freight train. We fucked, sucked and played for a few more hours, then we drove out to her place in the high desert and spent the rest of the weekend together. So, I figure everything's copacetic, maybe I'm about to have have a long-term GF who enjoys me as much as I enjoy her, right? ERRRNNNT...wrong answer. Dunno what happened, but when I asked her out again, she turned me down, and the next time after that. Okay, I figured that was the end of that...until about ANOTHER year down the road, when she simply shows up at my apartment unannounced. Not a whole lot of conversation, just a whole lot of disrobing, clit licking, cocksucking, assplay and fucking. After a couple of hours, she left and I never heard from her again.

Such was my sole experience as a boy-toy. Definitely had its good points, but it would have been a lot more fun if she'd stopped by more frequently...
 
Back when I was in my late 20's I met a lady named Judy at a country-western club. She was in her late 30's, short brown hair and a cute little turned-up nose. She cottoned to me almost immediately; after a couple of slow dances, she noticed something hard poking against her, so she pulled herself in even closer and ground herself against me. We were in her bed fucking and sucking like sex crazed weasels well before 11 PM, and spent all of the next day in her house, naked, doing the same thing. The thing I remember most about her to this day is her faultlessly clean and tasty cunt and nether regions...I absolutely loved going down on her; even licking her ass was a pleasure (both to me AND to her).

I went out with her again a week or so later, and while she was physically affectionate enough, she played coy and "hard to get." I've never been into that kind of gamesmanship, so I took her "no" to actually MEAN "no" and went on my way. Called again to ask her out a couple of weeks down the road, got turned down and figured that was unfortunately the end of it. So you can imagine my surprise about a year later when she called me at work and asked if she could see me that weekend. She came to my apartment next morning; we drank some wine coolers, talked about what had been happening to each of us since the last time we'd dated, then finally the conversation turned to that last date. She said "well, I was hoping you wouldn't take 'no' for an answer," to which I replied "the legal system has a name for guys who won't take 'no' for an answer. They're called 'rapists.'" She seemed remorseful both for sending mixed signals and for denying us both another weekend's pleasure, and we started making out on the couch.

We then wandered toward the bedroom, disrobing each other along the way, then fell naked into my bed. Her cunt was already sopping wet as I entered her and fucked her deep and hard until she came like a freight train. We fucked, sucked and played for a few more hours, then we drove out to her place in the high desert and spent the rest of the weekend together. So, I figure everything's copacetic, maybe I'm about to have have a long-term GF who enjoys me as much as I enjoy her, right? ERRRNNNT...wrong answer. Dunno what happened, but when I asked her out again, she turned me down, and the next time after that. Okay, I figured that was the end of that...until about ANOTHER year down the road, when she simply shows up at my apartment unannounced. Not a whole lot of conversation, just a whole lot of disrobing, clit licking, cocksucking, assplay and fucking. After a couple of hours, she left and I never heard from her again.
:D
Such was my sole experience as a boy-toy. Definitely had its good points, but it would have been a lot more fun if she'd stopped by more frequently...
What a great distraction from life. Prolly wouldn't have been the same, day in and day out, but there's always next year. :D
 
What a great distraction from life. Prolly wouldn't have been the same, day in and day out, but there's always next year. :D

True dat. Unfortunately these happenings occurred about 25 years ago & haven't been repeated since :(
 
When I was 16, I worked at IHOP on the weekends and after school in the kitchen. One of the waitresses and I wound up doing closing by ourselves. She was a couple of years older than I was, and she took me to the supply room and we had sex all over the boxes. I had no idea that she was interested in me at all up until that point.
 
One evening I was trying to sleep and then my hand had other ideas as did the girls in my spank bank. It was a pretty righteous time, then went to bed.
 
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