For an American expatriate living in Singapore, what kind of
difficulties are in place to freely obtaining media from other
countries (say CDs, DVDs, video games from U.S. or Japan)?  If I want
to buy a CD/DVD from eBay or Amazon, would I have problems getting it
shipped to me?  Are there known techniques or workarounds people use
to get access to desired media?

Hi I am a singaporean studying abroad at Cornell, so i have a pretty
good idea of the problems you might be facing.

In general, you can order stuff online and have them delivered, but
sometimes authorities do open up parcels and packages to check for
illegal contents. In general,

NO pornography
NO anti govt materials
NO dildos, sex toys or weapons

A good friend of mine ordered a crossbow over ebay but it was detained
at customs. He was sent a letter telling him that weapons were nota
llowed in singapore.

The best way to smuggle stuff in would be to bring it on your hand
luggage. Thats how I get my 8 seasons of south park (yes, it's banned,
so is sex and the city). I make trips back twice a year and I do it
all the time.

Just dont bring in any drugs, etc.

Hi,

Using courier service(DHL,Fedex,UPS) will definitely have a higher
chance of getting your stuff in. Although not 100%. Hope this helps.