10/10 would not recommend.
My boyfriend and I have tried watching porn together for the last few months, but everything seems sexist. I try to get into it, but every time I just keep thinking about racial and social inequalities, and were the actors paid enough, and was anyone exploited and, well, you get the point.
The first thing you should do is talk to your DILF and figure out where he stands on whether he would expect you to meet his kids, interact with them, or take care of them at all. Chances are he’s probably not ready to introduce someone new to them, but it’s good to be on the same page.
If your boyfriend is a real keener for resolutions, why not find something you can do together come the new year.