Finding the right glove that “just feels right” is not too complicated. It has a lot to do with fit, personal impression, and balancing one with comfort. Your boy will know it when he tries the right glove on … it’s just the right glove at the right time.
The large box stores have an impressive collection of gloves - even at this time of the year. Try on as many as possible, got through the pitching motions, slow and easy does it, see how the glove seems to compliment the process.
There’s no substitute for just the right feel and comfort. And believe or not, your son will know it when he slips the right one on. I would however suggest a 11 inch, 12 inch, or12.5 inch glove size. The glove size in plainly marked (stamped) on the glove.
When you purchase the glove, try some of the “mom-n-pop” sporting goods stores near you. This time of the year they want to get rid of inventory and starting a good relationship with these people can help you in the future. Also, you can be sure of what your getting. Sometimes ordering gloves over the web can get you a product that you didn’t order due to mix ups, out of stock substitutes, and a host of other things. But on the other hand, I know some people have done very well over the web.
In any event, have your son try on as many gloves as he can, different manufacturers, different styles. You can also visit the web by all the glove brands and they have a position guide – pitcher’s gloves, infielder’s gloves, and so on.
Just one more thing - don’t be surprised to fine some serious money in the works for pro models and those that have special features. Some of these items can run in the hundreds. ( $200 - $400) However, like I said before, trying on many and getting the feel for one that’s just right can take a lot of the guess work out of it.