RE

Everytime I see an "autocorrect fail" I like to reflect on whether such an autocorrect is actually possible.

For example, this quite popular example

Is impossible.
Firstly what the hell does it mean to "make it up after school on Monday" wtf. I'm pretty sure that has the same connotations as "sex it up" anyway.
Also I cannot fathom how "make" turned into "sex", seeing as make has TWO LETTERS on the RHS of keyboard, and sex is all on the LHS of keyboard.
Also, any typo of "sex" usually autocorrects to "six", though something like "swx" does correct to sex.

Next,

Even without a knowledge of the iOS autocorrect system, you'd kinda be able to tell it's fake beyond belief.
Normally, if you type a custom word and reject any autocorrects 5-10 times, it saves as a word in your dictionary. For example, I've now got the word "umat" saved in my phone, and typos such as "imat" autocorrects to "umat"
The deal with autocorrect is that you can never get it to autocorrect TO a swear. There are countless times where I've typed "fyck" or the like, and it wouldn't autocorrect. Same goes for most even mildly offensive swear words (like "crap", but interesting not "damn").
I just tried to get the iPhone to "learn" the word jizz and cock, but it seems they've been blacklisted as swears (even though cock has very innocuous meanings, but oh well)
Additionally I'm having a very hard time finding out how "correct" turned into "cucumber", seeing as M is in the middle of nowhere. "dammit" into "donut" is less of a far stretch but still pretty damn far.

I'll do another one and I'm done with autocorrect

Kay kay so the word "Pumas" changed into penis. Usually you'd think that "okay it's a brand name, and maybe you could forgive Apple for not putting it into the dictionary". I just tried and reebok, swatch, rolex, and of course Nike+Adidas are in the dictionary. By "in the dictionary" it means I typed one letter wrong and it could autocorrect to that.
Okay let's pretend Puma is so damn obscure that perhaps it slipped under Apple's radar. But let's not forget that the word "puma" is actually in the goddamn English dictionary, which means "cougar", which in turn means:
1.Also called mountain lion, panther, puma. a large, tawny cat, Felis concolor, of North and South America: now greatly reduced in number and endangered in some areas.
To put the nail in the coffin, no combination of letters will get the iPhone to autocorrect to
"penis"

Similarly, also with this Siri story I saw. I can't find the original rage comic anymore, but the gist of it is that his friends said "Play video" to Siri, and she continues the last video and it's a porno and "his friends laughed about it later".
As far as I know, the only apps that Siri can interact with are Music, Calendar, Reminders, Clock, Weather, Stocks, Safari (in the form of Googling), Maps (in US).

The point is, almost every stock app except Videos. And Twitter.

Yay I'm done. I actually don't find these funny unless the autocorrect is somewhat legit. Because otherwise they're just the penis-jokes that people could tell in year 4.