Okay… Wing Chun style movies.
Ip Man
A story about Ip Man, the Wing Chun style teacher/trainer, during period of japanese occupation of china just prior to ww2 and during it. Historically not completely correct, biographically either, but that doesn't make the movie less exciting, brawls are coreographed masterfully and the story never stops being interesting.
Ip Man 2
Ip Man and his family escaped to Hong Kong in the previous title and there instead of japanese occupation, brits are in charge. As someone will say in the movie, more money means more crime, thus corruption blossoms everywhere. Ip Man will try to adapt to such world. Unlike the first movie that had realistic coreographies, for whatever reason authors added perhaps too much of wire fu in the sequel. The legend Samo Hung appears in this one as another kung fu teacher which is great, but the final fight against a boxer is IMO pathetically bad. I went reading is it just me, people say that fight is Rocky4 ripoff. Luckily I never watched Rocky4 then as I hated that duel, and if people say it's ripoff, I'd hate Rocky4.
Ip Man 3
A "businessman" wants to force a school closed, because it's in a way of his plans. Ip Man with his students will try to prevent that. On the other side there is another Wing Chun style master who wants to open his own training school and for sakes of popularity will challenge Ip Man. A duel between two Wing Chun masters is awsome, the movie IMO is better than the second.
Ip Man 4
Ip Man wants to send his son to USA, but he travels there first to check things out because his former pupil, Bruce Lee, sent him an invitation with a plane ticket for a certain fight. Of course we'll see a fight coreographed as if it's real Bruce Lee there, and it's a brilliant hommage.
USA back then is the same as USA today. Racism and racists everywhere. So Ip Man will start kicking some racist arse, and honestly, I've enjoyed it perhaps too much because of just that.
Master Z: The Ip Man Legacy
The other Wing Chun style master from Ip Man 3 is mc in this one. He gets in trouble with local drug dealers and also is attacked by a mysterious figure (Tony Jaa). Drug dealers are a part of mafialike organization so he'll also have problems with it's leader (Michelle Yeoh). That's not all, the local cook is also suspicious (Dave Bautista). No, these big names in brckets are not there to appear for a second and con someone into buying the movie. They all have their story and at least one fight. And it's all so awsome I dare to say this spinoff is better than any Ip Man sequel. Not better than Ip Man 1 though.
The Legend Is Born: Ip Man
A story about young Ip Man, before he became a master of a style. Completely different from Ip Man movies above and is not a part of those series. Although Samo Hung and Yuen Biao appear in it, every scene they aren't in are plain mediocre and the story overall is boring (put me to sleep so I had to continue watching tomorrow) thus I have to suggest skipping it unless you're a fan of the two I mentioned.
Wing Chun
The legend says Wing Chun style was created by a women of the same name and this is a movie about her. Of course it's Michelle Yeoh who plays her, who else. Her fiancee in the movie? Donnie Yen. Yes. The same one who portrays Ip Man in series of movies above.
Humoristic, silly and fun. Find it, it'd be a shame if you decide not to watch it only because of it's age.
Warriors Two
Not about any famous Wing Chun style name, this one uses the style for fights coreography. Add Samo Hung and tons of humor to the mix and you get yourself an awsome movie to enjoy. Don't skip it.
The Prodigal Son
Samo Hung again in episodic role. But Yuen Biao, perhaps the greatest acrobat ever as the lead, nails the role of a spoiled cretin who thinks he's unbeatable - only because his father pays everyone to lose from him. Once the truth is out, the mc will have to train properly, of course, wing chun style.
A classic you should watch even if you won't check any other title in this post.
Of course there are a few more movies with wing chun style I've watched, but except these I mentioned, can't recommend any.