Originally Posted by bautieri

What Blindrage said. Well spoken.

Bike shorts will help tremendously, you'll like the way your posterior feels. In fact, I'll admit this one. Yesterday at the Double Creek for the first time ever I rode outside in nothing but my lycra. To my surprise only two people were not in lycra, one was a fellow riding a fully loaded Big Ugly, the other was a fellow riding a GF Tarpon. Both rode all 62 miles. Up until that point I would always ride with a pair of gym shorts over them. Not sure why, just never did.

The other thing to keep in mind is that you don't need to wear them every day. I usually don't wear mine unless I am planning a ride over 30 miles. You can also look into a professional fitting. It would probably do wonders for your riding comfort.