This is an older incident that happened when I was very young, only about 26.
I was living with a cute little redhead named Patti, she was barely 19 at the time. Patti and I had one of those relationships where we were either screwing like bunnies or fighting, it seemed.
We were completely and totally sexually compatable, but both strong willed.
Patti had a close girlfriend named Sarah, she was a cute brunette, same age. She and her boyfriend Chuck were regular fixtures around the house.
To help understand this story, you need to know that I was in business at the time, and could best be described as well off. Most folks made around $10,000 to $15,000 a year back in those days, I was in the close to $75,000 range.
So I always had a pocketfull of money, a well stocked bar, and goodies around. There was a lot of traffic in and out of our house.
One warm summer evening, Patti, Sarah, Chuck and I were sitting around talking, beanbag chairs all pulled up in a circle, some Cat Stevens music on the tape player, candles lit, incense burning..
The conversation came around to hookers and Sarah made the comment that she didn't see how anyone could do that for money.
I mentioned that if the money was right, anybody would!
Well, that started a minor argument, I told her that I would bet that I could find her price!
Patti was grinning, with her the price was easy, all I had to do was tell her to strip and she would! Patti loved sex, and we had already had a lot of experiments as a couple, flashing and some threesomes..
But Sarah was lots more modest, she wouldn't even take her top off at the nude beach.
I reached in my pocket, pulled out a wad of bills, and told Sarah I would give her $20 to take off her shirt and sit there bare to the waist for 5 minutes.
"No way!" she exclaimed.
I threw another $20 on the floor between us. She looked down, and just shook her head no.
I dropped the 3rd $20 bill on the pile, and told her now it had to be 10 minutes!
She hesitated, then said, "But you just said 5 minutes!"
"When the price goes up, the rules change", I told her. "And at some point I will pick up the money and the deal is off!"
I knew she was close to going for it, so I peeled off another $20, and told her, now you have to take off the pants, too!"
"That's not fair!" she exclaimed, looking at the $80 laying on the floor. I knew she had long since forgotten the discussion that started this, she was looking at 4 days wages at her waitress job.
I added a $10 bill, the pile was now $90. "5 minutes in just your panties, nude to the waist, lights on!" I told her.
She bit her lip, she was thinking about it..
I reached out and picked up one of the twenties, and told her, "Same deal, better be quick!"