Need help to interpret something I think is weird… has to do with harassment

This is something that actually happened 12-14 years ago (in about a two-year time span) but it’s been bugging me lately. Don’t know why it’s resurfaced now but it just did. Please bear with me as I try to piece things together.
In 1994, I was hired by a television producer and reporter to help him out. He had gotten the job that I had applied for but didn’t get, since he had the camera/television experience that I didn’t. However, I had the writing abilities. But this wasn’t enough for the company and they hired him, who was a cameraman only, as a subcontractor with editing equipment and camera operators subcontracting for him.
He had been going after me for the job for months. My “spidey sense” tingled and I told him 1) I had no television production experience and 2) I wanted to make a pilot before I agreed to take the job. He agreed to do the pilot and it went very well. At the time, he did most of the production and I only did the writing, essentially, with the voice-over work.
I was still unsure and told him I would need training in television work. He agreed. Being naive, I guess, I never got this in writing. It turned out to be crucial for me.
To try to make a long story short: I agreed to take the job and therefore left my old one. Then, the day before I was supposed to start, after we had gotten completely useless “training” in Toronto (which was basically just an orientation with information I already knew, and *not* the production training I actually needed), my boss – the one who had actively recruited me – asked to ride back up to Sudbury with me instead of with the cameraman. I suspected nothing. I said sure.

On the way, he told me he’d heard from my boyfriend that I was “hot in bed”, and added that he wasn’t getting any from his wife at the time, because of the kids. Now: I had been through something similar in the past, and had objected to my boss’s behaviour, and had been fired for incompetence. So: given that 1) I had *not* gotten the training I requested, and had nothing in writing; 2) I could not really do the job unless I got lots of help and 3) I remembered what had happened the first time; I said nothing. I did not object to my boss’s comments. I did not have a tape recorder. I realized I didn’t know this guy at all, the way I thought I did, and I was scared. To make me feel even worse: I had told a joke the day before, in the presence of my boss (whom I was *not* attracted to at all at that point) and his client (the uber-boss broadcaster, since it was a subcontractor), about how we (me, my boss and the cameraman) would have to share hotel rooms on the road because the uber-boss kept insisting that we had little to no money for traveling, and we had to cover all of Northern Ontario.
(god I hope this isn’t too confusing so far)
To top it all off, my old boss at my previous job didn’t want me to go back and insisted I was in a wonderful new opportunity and I would have to work things out, whatever was wrong (I didn’t give details…).
Anyway, things went from bad to worse. I’m not a conventionally “nice” woman and I was stressed out and I took it out on everyone. In certain cases I reacted very badly, and inappropriately. I felt like a long-tailed cat in a room full of rocking-chairs (love that image, always will). I yelled, insulted people, etc. So, of course, this was used against me. I was racing against the clock, in my own mind, to learn my job yesterday, so that I would not be fired for incompetence like the last time this stuff had happened to me.
Eventually I had to tell my boss why the hell I was so f*cked up. He said he kind of got it but still called me totally nuts and was cold and pissed off. This was a guy who had called a perfectly nice woman “a wimp”, boasted about how he would put one over on Unemployment Insurance Canada by laying me off and rehiring me (it may not even be illegal but he seemed to get off on the idea of defrauding the system) and treated anyone he considered “weak” with utter contempt. So: my guard was up.
Despite all this, I was still confused. Call me stupid. I didn’t want to believe what was happening to me. More importantly: I didn’t want to believe I was some kind of victim. After all, I was a strong, intelligent, well-educated woman, and dammit, no one should be able to put one over on me! Well, wrong… So wrong…
Things got so bad that I went to the Ontario Human Rights Commission. Shortly after, I was fired. Gee, that looked suspicious…
However, I was so messed up that I had several breakdowns and in the end, just couldn’t continue my case.
Meanwhile, I was still in the same town as my boss, and had finally gotten the paper where I’d worked before to hire me back. But both my toxic boss and I were at the same press conferences, and he even got work at the French CBC in the same building where I worked, so I *could not* get away from him. Sudbury is not that big and the French-language community is even *smaller*. He was in my face all the time.
You would think that if I was the bad guy, he would not want to ever be in the same room with me, right? Well, this is what totally weirded me out: *after* everything that happened (and I haven’t mentioned other creepy things he said to me, that he denied to the Human Rights Commission), whenever he would run into me, he would *wink*….!!!
This was just too much. I thought to myself: either he is a total psychopath, who enjoys rubbing in the fact that he is destroying my life; or he is, somehow, labouring under the delusion that I *want* his attention… Needless to say, the latter hypothesis was even *creepier* than the first one!!
As a result, I could no longer stand to be physically in the same room as he was. I quit my job and went back to Toronto where my family lives.
These days, having untangled most of the other shit that I went through, even if it took a *long, long, long time*, I am still wondering: when does a man ever *wink* at a woman when he’s destroyed her life and reputation??? (According to the head of the board of directors of the paper I went back to, this guy was telling everyone I was batshit nuts). Is this supposed to be normal???