I'm not entirely sure how or why but I've found myself in quite a complicated situation, seeing a man almost 20 years older than I, who also happens to be one of the managers where I work. The reason this is complicated is that his (separated) wife is also a manager at work, and her girlfriend is a colleague also. We have a great time together, yet all the secrecy (whilst exciting) makes me wonder if this is far too risky. It's a secret given the work situation also it's early days and we can imagine what it must look like to other people. Should I continue having fun when I feel we could have no long term future?
Riversong, this guy should know better given his age.
Ask yourself why it's a secret, and ask yourself why you consider there could be no long term future. Listen to your inner voice.
While he and his wife are separated, they're not divorced and so nothing's final. He needs to move on properly to be able to get into another relationship properly.
It's always the third person (you) who gets hurt the most in affairs. And if you can't really see a long term future, then why go down the track of fun now when it's quite likely, you'll end up miserable and hurt.....and unemployed.