I have the large bucket and I can honestly say it has never tipped over. But, just in case, I keep all loose things like lip gloss, etc. in the small pouchette that comes with the bag and I keep it hooked to the gold chain. When you're carrying the bag it keeps itself closed by the way it is tucked under your arm. It really is quicker to pull your wallet out when there is no zipper. The bottom is very sturdy so I guess that's why mine has never tipped over. I've had no issues with this bag because of its open top.