'100 Years of Menswear' by Cally Blackman shows the history of menswear over the past century, and does so with well-chosen photographs that define distinct time periods. At over 380 pages, the book is quite thorough and makes for a good read while you are sitting on the couch with nothing else to do.
100 Years of Menswear spans the totality of the 20th century from the late Victorian era, through the world wars, and right up to modern menswear designers like Paul Smith. Stand-out garments that represent key changes in men's fashion are pointed out by Blackman through the book as well.
They say that those who do not learn history are doomed to repeat it. While not everything in 100 Years of Menswear would be terrible to wear today, anyone who wants to dress himself well today should know about fashion history.