Sounds like we have similar issues with the chin area. My beard is not thick but the whiskers in this area are coarse. I have battled with the same problem with the hairs pulling when shaving the chin. It didn't matter if the razor was honed by me or a professional, I still had problems with the chin.

The biggest help for me was stretching the skin. Stretching plus going to a lower angle and a much shorter stroke has made a big difference. As my shaving technique improves I tend to have less problems.

Good luck