The age of the individual seems to be coming to a close.
I'm just surprised anyone would be excited about Singapore. You need to get a permit to give any kind of free speech in the 'free speech area'. Unsurprisingly, they don't grant permits to people who want to speak their mind.
This information is out of date. They changed the law on that some years ago.
The 'free speech area' (Hong Lim Park) is just the only area where you can have a demonstration WITHOUT applying for a permit.
The normal anti-free speech laws applying (i.e. you're not allowed to incite racial hatred in Hong Lim Park either), but you're allowed to go there and demonstrate without a permit (with a few restrictions). IIRC, they held the pink dot rally there.
They had a protest against immigration somewhere up in the north east too. They allowed that to happen (protest application was clearly approved) even though they were protesting government policy and closely allied with the opposition parties.
These protest laws and their application aren't really a whole lot different to what you see in the west these days. You think the West does free speech better? Check out what they did to Occupy.