I've heard good things about the Youth Prospect Ball Glove, but is there a better choice out there?
I don't have any experience with that brand, but I do have experience with Wilson gloves, which are very good.  
They have a pretty good reputation don't they?  Any model you'd recommend?  Their Pro Stock leather is pretty comfortable.
No specific model, all of them are good. They are all terrific to catch some baseballs with. 
Who do you usually play baseball with?  Does it take you long to break in a new glove?
I usually play with my son, and after a few minutes of throwing is all it takes to break it in. 
That sounds like fun!  How are his baseball skills developing? A future Babe Ruth in the making?
We can only hope, but he is definitely talented. Do you ever get a chance to play?
It's a game everyone's interested in isn't it?  What made you decide on a Wilson glove anyway?
I heard great things about them from a friend!