Why did George Clooney remain single for so long? Why hasn’t this attractive, charming, funny, rich, successful man, with a good social conscience, found long-term happiness with a romantic soul-mate in the past? Is it because he was so wedded to his work? Is it because he never found someone important enough to make a real commitment, involving sacrifice and compromise? Is it because he could not let down his guard enough to be part of a couple? Or is it due to something else? All of this and more is examined in D. H. Barkley’s new book, George Clooney: From Bachelor to Betrothed. Exploring possible answers to why it has taken George Clooney so long to pop the question, the book looks at what we know about ‘The Man’ himself, what we know about the ‘Women Past,’ and why he finally felt able to commit to a longer term future with Amal Alamuddin. All of this is viewed in the context of current thinking on how we choose a suitable mate and sustain long-standing romantic relationships.