I just finished reading An enquiry Concerning Human Understanding - David Hume, and i have a lot of unanswered questions, but I find a lot of philosophy difficult to read? Any recommendations would be appreciated.
If you're into something based on virtue ethics, but slightly more off the beaten path, then I can recommend something by Krishnamurti. Think on These Things is a good one. It's a collection of transcripts of public talks he gave, along with the questions that were asked afterwards (and his responses).
It is often very productive to read a commentary of the work at the same time as the book itself (especially for older ones), which are often called "Companion to X" or "Guide to X". A good companion will clarify historical context, and link to other philosophical current the work is based on, or answering to. These will also contain more subjective commentary that might color your reading - but I would say it's better to be influenced by the companion's author framing than miss the point entirely.
Justice: What's the Right Thing to Do?
by Michael J. Sandel
Basically a crash course in philosophy that will give you an excellent foundation of knowledge.
It’s based on a series of 24 Harvard lectures and each chapter looks at controversial real world problems through the lens of different philosophies to try and work out what’s the right thing to do.
I strongly recommend Parfit's Reasons and Persons (1984). Parfit's writing style is quite accessible, and in my opinion, there's no other book in philosophy that does such a good job (or even comes close, honestly) of covering such a diverse range of important philosophical topics. Some important issues that are discussed in the book:
Ethical egoism and why it is self-defeating. Gauthier's Morals by Agreement (1986) would be another great read if you are interested in this specific topic.
An introduction to theories of self-interest, which I believe serves as a fantastic introduction to welfarist ethics.
Personal identity and the teletransportation paradox. The latter is often discussed as merely a fun thought experiment, but my intuition is actually that it is incredibly important, and I believe that everyone should grapple with the problem. Furthermore, Parfit's answer to the paradox is probably one of the best you will find.
The ethics of future persons and the mere addition paradox (also known as the repugnant conclusion). The latter is, in my opinion, an incredibly important open question in ethics.
Technology and the Virtues by Shannon Vallor. Aimed at technologists, the book asks questions about how we can make tech in a 'virtuous' manner. It draws mostly from three traditions of classical philosophy; Aristotelian, Confucian and Buddhist. It's accessible, relevant, engaging and easy to dip in and out of. Would recommend!