Straight Male / 50
Cheap Whore Role-playing
In my late 20s I started dating a 17 year old girl who was slightly rotund but with an incredibly cute face and dirty-blonde hair. Darlene was attracted to older men who would tell her what to do, and I was the first she actually found to play with. I deflowered her mouth, pussy, and asshole within the first two weeks of dating her.
She loved feeling submissive so much that we soon joked about her being my whore, and what she was worth. She was actually really good, but I suggested that she should only get a quarter per blowjob, and if she needed more she would just have to give them more often. She actually found this very exciting, and soon we made it a real thing: I would put a quarter on the table every time she came to visit if I wanted her to suck me off, and she would take it after swallowing my cum (or taking a facial, if I was so inclined that day).
She soon said it should be $1 for intercourse, but I said she sucked me off so well I would just as well decline intercourse if it cost that much. Of course, $1 was nothing, but I was serious about preferring blowjobs though I also enjoyed intercourse, and the playful control I was exerting excited us both. We talked about it for a long time as foreplay, mixed in with other foreplay (and we joked about how much that should cost as well). Finally she said intercourse would just be a dime, handjobs a penny. And while she liked anal sex too, that would be $5. Of course, for a real whore that would still be incredibly cheap, but it turned me on that, within our play-acting, that was a lot of money, and so she was fin-doming me in a way whenever I heaped out that exorbitant amount to penetrate her asshole.
Of course I insisted she pay for cunnilingus, which we negotiated to be a dime; this never happened by itself, so it always just slightly reduced the amount I owed her.
None of this was at all serious; she had a blue-collar job with a fair wage, and while not at all wealthy, she didn't need either the trivial money I gave her, or the much larger amount a true whore's wage would have been, while I could easily have paid more. Though if the amounts had been closer to street value (surely at least 100x our agreed costs) I would have balked very quickly, and then we would were really just in a transactional relationship rather than boyfriend-girlfriend. But there was an excitement about pretending that it was transactional, and her only being worth these paltry amounts, and yet my actually having to pay and her accepting these low sums. It made me feel, while we did it, that it was my right to fuck her orifices and cum inside them, and her duty to accept them, that she was bought and paid for and had to do what I asked. And then we would cuddle or watch a movie and enjoy each other in different ways when the service was complete.
We eventually broke up for reasons unrelated to our sex life, and I moved out of town, but we occasionally joke online about whether she would do me for another quarter. I wonder if she ever did the same roleplaying with a later lover.
She loved feeling submissive so much that we soon joked about her being my whore, and what she was worth. She was actually really good, but I suggested that she should only get a quarter per blowjob, and if she needed more she would just have to give them more often. She actually found this very exciting, and soon we made it a real thing: I would put a quarter on the table every time she came to visit if I wanted her to suck me off, and she would take it after swallowing my cum (or taking a facial, if I was so inclined that day).
She soon said it should be $1 for intercourse, but I said she sucked me off so well I would just as well decline intercourse if it cost that much. Of course, $1 was nothing, but I was serious about preferring blowjobs though I also enjoyed intercourse, and the playful control I was exerting excited us both. We talked about it for a long time as foreplay, mixed in with other foreplay (and we joked about how much that should cost as well). Finally she said intercourse would just be a dime, handjobs a penny. And while she liked anal sex too, that would be $5. Of course, for a real whore that would still be incredibly cheap, but it turned me on that, within our play-acting, that was a lot of money, and so she was fin-doming me in a way whenever I heaped out that exorbitant amount to penetrate her asshole.
Of course I insisted she pay for cunnilingus, which we negotiated to be a dime; this never happened by itself, so it always just slightly reduced the amount I owed her.
None of this was at all serious; she had a blue-collar job with a fair wage, and while not at all wealthy, she didn't need either the trivial money I gave her, or the much larger amount a true whore's wage would have been, while I could easily have paid more. Though if the amounts had been closer to street value (surely at least 100x our agreed costs) I would have balked very quickly, and then we would were really just in a transactional relationship rather than boyfriend-girlfriend. But there was an excitement about pretending that it was transactional, and her only being worth these paltry amounts, and yet my actually having to pay and her accepting these low sums. It made me feel, while we did it, that it was my right to fuck her orifices and cum inside them, and her duty to accept them, that she was bought and paid for and had to do what I asked. And then we would cuddle or watch a movie and enjoy each other in different ways when the service was complete.
We eventually broke up for reasons unrelated to our sex life, and I moved out of town, but we occasionally joke online about whether she would do me for another quarter. I wonder if she ever did the same roleplaying with a later lover.
- That's Juicy! 10
- Remove It! 3
