I looked into the bitcoin-otc and WOT and to be honest I cannot see a person with an average technical level using it. It seemed, to me, like download these software packages (I am not sure all of them are even complied), generate a key, generate a certificate, stand on your head, jump and down and hope the wind is blowing the right way. The software provided is not really well documented for the average user and the interfaces not very intuitive.
For the OTC aspiring person with an average technical level of knowledge, see
https://bitcointalk.org/index.php?topic=85824.0 . Only two handstands required