A slightly different spin on making money gained by my wife in the course of cuckolding me. She teased me once about this much older guy, well regarded in her line of work, who (she was keen that I know) was constantly hitting on her at their professional conferences. He was about 20 older than her. At these conferences, she said, he either scored with some younger woman, or got ....... She claimed that on one occasion she was in the conference hotel bar (a red flag, since she didn't drink), and apparently decided that a night with him could be fun. (And little to lose; she had already cuckolded me.) Perhaps she had gotten reports from other young women he had scored with. So she went up to his room, and apparently he quickly stripped her out of most of her clothes (her jacket, blouse and bra were still on when he put his hard on in her, although opened down the front, she said), and gave her a thorough feel of his cock, lying on her back. This went on for some time (she said before they were done she had gotten stripped out of the rest of her clothes). Given his performance, she didn't leave right away, and in short order he got hard again, rolled her onto her stomach, pushed her legs apart and had my wife a second time. She seemed to regard his second plowing as particularly effective, as she described it as "he fucked the hell out of me."
A couple of years after (I still knew nothing about his cuckolding me) he invited us to his house for a dinner party. Of course not knowing that he had enjoyed my wife, I missed any knowing glances or veiled references between them. But more embarrassing for me, was what he was telling the rest of his colleagues during that night that outed me as a cuckold.
The money? Shortly after these events, he wrote her a letter of recommendation that got her her first really good position, even though she had never held any position under him (apart of course from the positions face down and face up with legs spread). So one set of my cuckold horns, and being outed about being a cuckold among a number of this guy's colleagues, was the price I had to pay for my wife getting her monetary reward. By way of illustration, her about this time.