A few years back, I had an affair with my younger coworker. Hot blonde, single, career oriented, was 35 at the time. I smelled that she is one of those, who would do many things to get ahead in life, so I tested the waters with some texting. I am very into feet, so I was texting how I like her shoes, and if she could borrow me a pair, and I would get them back the next day, under a condition that she must wear them.
I took a huge risk there, but it payed off. When she took them back, she noticed the stains on the black suede. She played it cool, so, I started giving her some things, here and there, pushing her forward in the company. After a while, I would jerk off in front of her, and cum on her feet, while she was wearing shoes. She seemed indifferent, but ok with it.
Eventually, she started giving me head, and I would reciprocate from time to time, but she didn't wanna let me fuck her. The hottest part was, at least for me, that it was so obvious that she didn't enjoy it.
This lasted for over a year, until she rose far enough, not to need my backing any more, and moved to a different sector.
In today's climate, trying to repeat such a thing, with someone else, seems suicidal, so I will never do it again, but I have my memories.