As stated above, the side-to-side play isn't as critical as up-and-down play. That being said, I have had 2 different experiences that I will share. Years ago I was riding in Hollister and was about 3 miles away from my truck. Without any warning, the bike started to vibrate excessively and made noise from the the bottom end. I was towed back to the truck, and on disassembly found the crank bearings were ready to completely come apart. The crank play had been checked recently before the incident and all was good. The 2nd experience was more recently with my 99 cr250. After a routine check of the crank, I found out of limit side-to-side play as stated above, AND also a bit of up-and-down play. I decided to ride one more time anyway. The bike ran well all day without any problems. After tearing the bike down, the bearings were in fact worn out, and had actually spun in the ignition side case, destroying it. To replace the crank, bearings, and seals would only cost around $300 if there is no other damage. Not much considering what it will cost with damage to other parts. I must admit that there was probably play at the crank for some time before I detected it. Honda cranks are relatively cheap, and gives peace of mind. No fun riding wondering whether your bike is going to grenade or not. Good luck.