S.T.
Okay - we moms do worry about making the right choices, and regardless of what we choose we still carry some kind of "mommy guilt" - so, please try to give yourself a little break every once in a while.
In the Parents Magazine this month, there's a big article on juice and which juices have what nutritional value, calories, sugar content, etc. if you choose to give your child juice. Check it out! If you can't find the magazine, let me know and I would be happy to send you a copy of the article.
My pediatrician also encouraged us to put off juice as long as possible. My daughter loves milk, and I was happy to put off juice - my husband, on the other hand, never has understood this philosophy, and would give her sips of his juice - so, I started to "let go" a bit. I would give her maybe 1 or 1.5 oz of orange juice with about 2 oz of water. Enough to taste, but it wouldn't taste THAT good. Docs worry a lot about the high glycemic index in relation to juice (blood sugar).
If you'd like for your son to eat more fruits, try mixing some baby food fruits into his other food. I'd put a lot of what my DD liked on the spoon and a little of what I wanted her to eat on the spoon as well. The food she liked was the stronger of the two tastes, and I was able to get her to eat more veggies while she tasted more of the food that she enjoyed.
Sippy cups with handles on either side are the easiest to start with - Playtex ones are pretty good and don't leak. I gave my DD a sippy cup with all her meals and took one in the diaper bag for her to have any time she wanted. Put water in it or formula/milk as she got older. She took to it very quickly - and she was also not a big one for holding her own bottle. I always seemed to hold the bottle and she just enjoyed the feeding time. The sippy cup was different and interesting, and she loved it right from the start!
My advice is to always talk to you pediatrician - he or she will point you in the right direction according to your specific child's needs. That's going to be your safest and most accurate information.