A plausible reason would be that he was not looking to have an affair but rather was actively seduced. Someone not looking to have an affair would not use a matchmaking service.

Been there done that.

lol I am not the richest man, not even close and nothing physical happened. But I once got into a parasocial relationship after decades of monogamy and no dalliances. Never planned for it, and in hindsight years later don't know what happened. And it was so cathartic.

Were you an Onlyfans whale?

No. Never spent money on these sites. Some things just happen, quite randomly. No more details.

I wasn't judging, I wanted to understand how it happened, and the added context is appreciated.

I don't know of that was your case, but many times, its a series of small, seemingly justifiable yet ill-advised, boundary-pushing (yet thrilling!) decisions that lead to somewhere messy.

Sure. I understand. My comment was meant to indicate that I never thought I would get where I did. Clean until you are not. Yes. Small small things becoming an obsession.

[delayed]

Remember that in the above scenario the seducer is an agent for hire (or she's doing it for patriotic or other reasons), not genuinely in love with the rich exec. Honest matchmaking can't guarantee the same experience in every instance.

Obviously the exec could have paid for the same service himself, but that wouldn't be called matchmaking (and it's not what most people seek).

Good points. It's a one sided match that's in part due to acting. And person often isn't actively seeking it out consciously.

They don't go out and find your perfect match, they get someone that works for them to act like your perfect match.

This does exist as a service and is considered by many to be the oldest profession in the world.