If you want to understand more about Ip Man and Wing Chun, go for this book...

It it quite comprehensive to tell the life of Ip man, There includes a lot of interviews with his son, his students.  price HKD$150 we can buy in a Cutery shop along the Sheung Sha Wan Road at Sham Shui Po MTR.

HK Snob

This is the place Ip Man was teaching Wing Chun in HK

Today, I purposely came to see where Ip Man Stayed when he was in HK. And the place he started teaching Wing Chun, This is Exactly where his building was. In Tai Nam Street near Sham Shui Po.
Of course the original building was demolished and this is new building built after 70's. I had a wonderful talks with some of the local residents about this Grand Master of Kung Fu!!
Sham Shui Po Tai Nam Kung Fu Man
HK Snob

Wing Chun Grand Master Ip Man 葉問 and Bruce Lee

The most immense influence on Bruce Lee's martial development was his study of the Chinese martial art Wing Chun. Bruce Lee began training in Wing Chun at age 13 under the famous Wing Chun master Ip Man in the summer of 1954. Master Ip Man was also a colleague and friend of Hong Kong's Tai Chi Chuan teacher Wu Ta-Chi. Ip's regular classes generally consisted of these forms of practice, Chi Sao (trapping hands) drills, wooden dummy techniques, and free-sparring. There was no standard. Ip tried to teach his students from street fighting with gangs of Hong Kong to fight in a form of organized competitions and or formal show for Martial Arts.
After a year into his Wing Chun training, most of Ip Man's students refused to train together with Bruce after they learnt of his ancestry (his mother was of half-German) as the Chinese in America generally were repelling teaching martial arts techniques to non-Chinese. Bruce’ sparring partner, Toe Dai Hawkins Cheung stated, "Probably fewer than six students in the Wing Chun clan were personally taught, or even partly taught, by Ip Man." However Bruce showed a keen interest in the art, and continued to train privately with William Cheung and Wong Shun Leung in 1955.
HK Snob