Yes, and it drives me nuts. I've had multiple significant 'incidents' like this. One in particular comes to mind:
In my early days of modeling, I tried the Skype thing. I quickly realized (for a plethora of reasons) that the opportunity cost was not in my favor, plus I hate doing PVTs, so I cut it off pretty quick. This incident is one of the outstanding reasons..
One of my first Skype 'clients' was a guy who had a mild scat fetish. Basically, all he wanted to do was watch me go to the bathroom in the morning and chat for thirty minutes....at least this was the case at first... Most mornings, my wife leaves for work very early (before I even wake up), so it was fine insofar as scheduling went. I told the guy which days I could Skype, and all seemed fine. It was easy, relatively benign, and steady passive income. The guy seemed cool, and I didn't mind the nature of the sessions (especially seeing how I was getting paid to do something I do anyway...not to get into TMI here).
Then, the problems began. It started when I would log on to Skype him and I'd find dozens of messages he had sent me on my 'off days', asking me where I was, if I could make an exception and Skype him. I simply ignored them and we never mentioned it. Then, he started asking me if I could Skype him from the gym, from school, from work...I told him absolutely not. So instead, he starts emailing me every hour of every day, asking if I'm available - the dude wanted to Skype sometimes three, four times per day. It was excessive and uncomfortable.
He really started pushing it. He would show up in all of my broadcasts posting "I misss uuu" "Hey did you get my emaillll" "where r uuuu", all punctuated by those obnoxious 'crying face' emoji. I told him to stick to the schedule we had set up.
That's when the final straw happened. Not only had this guy repeatedly asked me to ditch work, school, and - most important - time with MY WIFE to Skype him, he had been pestering the hell out of me via email, Twitter DMs, and Skype messenger excessively.
One day I was babysitting my 7 year old brother and I told him I wouldn't be Skyping him that day. He goes "Just do video only, your lil bro won't even know. Plus it'll be hot!" The little winky face he put at the end made my blood boil.
In front of a fucking child. Really. That crossed the line. I told him to never contact me again.
It took about a month for my mod and me to block all of his various throwaway usernames and VPN routing he had started using to harass me in my room, begging me to Skype him.
I learned my lesson the hard way: nowadays, the second I feel pressured by or uncomfortable with someone, they get ONE warning. I tell them not to ask for an exception again. If they do, they get blocked.