In the interconnected world we now live in, we could reach in a fraction of time an endless amount of diverse contents: products, music, movies, books, news, people and so on. However, our exploration process of the world is inevitably restricted: we have to make choices. These decisions are the results of the interaction between our creativity and the opportunities we are given. Ultimately the path we take defines ourselves. But can we somehow characterise this path? Several are the issues one has to challenge: are we entirely accountable for these choices? Which is the role of the recommender algorithms we are every day exposed on the web? How is the space of the "adjacent possible" shaped by them? My master thesis tries to address these questions to shed some light on human exploratory behaviour, specifically dealing with users' music-listening histories.