In fact, many individuals were imprisoned in the Communist Eastern Block countries, like Hungary, which imprisoned 1,000,000 people in a population of 10,000,000. Socialism certainly is an easy target for the butt of jokes. After all, it is a system based on economic fallacy, covered up with lies, secrecy and coercive force. Nonetheless, Western people, including Eastern Europe, seem to have a long tradition of critic directed at authority that is unconquerable. I would suggest Aesop as being one of the first. One of the latest, however, would be 'Hammer & Tickle' by Ben Lewis. I think that this type of medicine would be good for the United States, which has been inidated by leftists and neo-conservatives, who believe in this type of unworkable system.
I know one joke about Communism was told to me by my uncle. I'll try to retell it as best as possible. He told it using 'dollars' though. 'A man when down to the local grocery store and began complaining about the price of the milk. "Why is this $1.37? I can buy this down the street for only $.75!" And the store owner replied, "Yeah, you can buy it for $.75, but it all sold out at $.60!"
I haven't seen that joke anywhere yet, but it reminds me of when I was at a local store and one clerk was telling the other clerk that a guy was there earlier complaining about how expensive a drink was. And the clerk said "...then why don't you go somewhere else?" (If you didn't think that was funny, it's because you don't understand economics!)
The follow is some clips from the movie version of the book:
This one is good for remembering what the social theories were for four leaders of the Soviet Union.
The rest will be listed on hyperlinks: