With a reader, of course. A fascinating article claims, among other things, that people who read are the best people to love.
In support of this idea, Lauren Martin cites two Canadian studies from 2006 and 2009 which show that those who read have more empathy than those who don’t. Even more important, “[T]hey can entertain other ideas, without rejecting them and still retain their own.”
It’s hard to say what effect it had on his love life, but Shakespeare had this ability to entertain other ideas to a high degree, which is why he was able to create so many profoundly good and profoundly evil characters and, within that creative process, also create the illusion of identifying with each one. Gillian Flynn seems to have it, as well.