some things that really help:
- do it in the shower or right after
- use shaving gel, just like with facial hair
- use a Mach3 razor, which is a big help
- always with the grain!

The first time is always the worst/most awkward because it's kind of weird, but your body will get used to it and it won't be as ichy in the future. Also remember to keep it up...keep it trimmed, because again, going back to cutting a full bush isn't going to be pleasant.