Look into some of the MagPul or Uppala (sp?) mag loaders.
They really save time and your fingers.
Might I recommend the Butler Creek loader? This thing is well-built and really saves your fingers...
You can use it for any caliber magazine from 9mm to .45 ACP.
When I got a 31-rd .40S&W Glock mag, I could only load 16 rounds by hand...then I got this baby, and the last round goes in as easy as the 10th.
Second the MagPul UpLula magazine loader. About $25-30 .
Works like a champ on just about any single or double stack mag.