I was wondering if any of you have experienced first/third hand the situation of having been with so many women that whenever you meet a new one, she or someone in one of her social circles, will know another girl(s) you've already been with.

Personally, I haven't been with as many women, a few dozen tops. And from the first moment I've tried to avoid being with too many girls in 1 geographical area and to make sure there are as few overlapping social circles as possible. Also, I make sure to leave things as best as I can when a fling/relationship ends.

My friend in this case, didn't. He's in his late 20s, been with 250-300 girls of which 200 have been in the same 20 square miles. Keep in mind we live in a country where the largest city has 1 million inhabitants and most big cities are 100-500k range. In addition, he ghosted a lot of these girls, also had LTRs and meanwhile doing shitloads of cheating etc.

The problem for him is that, in a world as connected through social media as ours today, that it's fairly easy to figure out who has been with whom. It's gotten to the point where he can't date girls in his local area anymore and even in nearby cities he keeps running into the issue of bad rep.

Is this something that can be avoided by being a 'gentleman' player of sorts, or is it unavoidable that you're absolutely fucked when you get to this high a notch count?