I grew up in Singapore. I was there for almost 17 years. I'm in Sydney now.
Parent is right, a lot of the negative media attention is completely over blown. Things like "outdoor gatherings of five or more persons still require police permits" while I think is still technically true, is never enforced. Obviously, because then you would require a gathering permit for a small family and the police would be running around every day busting school children.
Some of the laws are strict, but you'll see people breaking minor laws everyday with no repercussions. Just like every other city, the police have to use their brains to determine how best to spend their time.
They definitely take some offenses very very seriously e.g drug trafficing and possession. And some things seem a bit crazy like banning chewing gum. But I was there when this law came into effect and the difference it made to the city's cleanliness was noticeable.
There are other good things too. Its quite modern. Smoking is banned almost everywhere. It's really safe. Even for women at night. Public transport is good. It's multicultural and you get all the major religious holidays even if they are not your own.
It's actually a pretty good place to live.