I'll throw in my 2 cents here, though it may not make me very popular...
I have been a domainer, on and off, for almost 15 years. But domaining has always been secondary to running a primary business, usually with a major online component. I have built two successful businesses from nothing, and am about to launch a third.
In business, as in life, there are two kinds of people. Ones who create, and ones who feed off of the things other people create.
I am not one to pass judgement on the latter. Many great things have been accomplished by those who have improved upon or added to the experience of things created by others.
However, there is a distinct line between adding or improving upon something, and becoming a parasite off of it.
Before you register any more domains, I suggest you put some serious thought (and research) into what exactly your strategy should be in the domain business. In addition to the legal risks you take by buying infringing domains, you are sacrificing a few other important things. For instance, your integrity. Or your karma (it is real, though not in a supernatural sense - in life you usually eventually reap what you sow). Also, you will always be looking over your shoulder, not just for lawsuits, but for search engine delistings, or for someone who feels infringed trying to make a public example out of you, etc.
How much better it would be, long term, to create something that is useful to others. Whether it is a directory, a product, a service, an application, or whatever your imagination can conjure up. It will actually make you a better person to be contributing to society in some way rather than feeding off of it.
Sure, it may be harder to create, which is why there are relatively few people who do it. But the ones who take it seriously, and are not afraid to leave their comfort zone, will be rewarded in the end. Maybe not on the first project, or the second or third. But if you are determined to make it work, you will fail a few times, adjust your strategies accordingly, and eventually find your way to creating something that benefits people and earns you rewards for your efforts.
There are a lot of people on this forum who have done just that, and you would be wise to seek them out and learn from the wisdom they are willing to share.