Sorry
The other posters are correct - port is not something you'd "drink", in the sense of drinking it with a meal or sitting around drinking port all night.
It is technically a dessert wine/fortified wine - and so you'd most often have it with desert (say with a chocolate dish) or with some cheese. Port is particularly awesome with some cheeses. I'll sometimes have a glass or two if I am sitting around in the evening - but it's definitely a small glass sipping kind of drink.
As others have pointed out, there is also quite a variety of port out there - ranging from $10 a bottle to the sky's the limit kind of prices. Technically, for it to be "real" port it has to be from the Oporto region in Portugal (usually sold through one of the large english Port houses), but there are some pretty good ports from other countries now. One of the best is "Old Benson" from S.E. Australia.
If anyone else is reading this thread and is curious, I highly recommend the "Warrior" port by Warre's. You should be able to find it for under $20, and it is a really good representative port from one of the best port houses in the world. In addition, Warrior is a particularly good port to try for port novices - since it hardly precipitates at all. (Many ports will start to precipitate as soon as they are opened, meaning a nasty sediment builds up if you do not drink it immediately. Many ports kind of need to be drunk relatively quickly after opening - which sucks if you live alone and just want the occasional glass. Warrior however, will keep for quite a while - months - without throwing a sediment).
As people try more port, they might decided that they like a particular Tawny, Ruby, Founder's Reserve, Vintage, Late Bottled Vintage, etc. etc - between the different houses, vinyards, types, years, etc - port can end up being very complicated.
But sorry again to those that have tried port (on my recommendation) and didn't like it.
I owe you a beer if you're even in St. Louis.