Hi there
Don't feel stupid!! I felt lost when it came to starting with my DS2 as well.
If you haven't checked it out already, you might find a bunch of useful info in the FAQ section:
http://babywhispererforums.com/index.php?board=94.0Are you planning on doing purees or trying baby led weaning? Lots of moms like to start with pears as they're easy on the digestive system. Other good starter foods are things like sweet potato, squash, carrots, banana (although it can be constipating), avocado.
If you want to go the 'traditional' route, start new foods at breakfast so that you can watch for reactions during the day. Keep a log, and introduce new foods every 3 days or longer to keep an eye out for troublesome foods. When you add more meals is really up to you. You can do a week with just breakfast and if that goes well add lunch for another week, then dinner. How fast or slow you go is up to you and your baby. There is no right or wrong.
If your baby doesn't have a sensitive tummy, and you wait until 6mos to start, I would say you probably wouldn't need to be so cautious and can just jump right in.
HTH. Good luck!