Welcome to the BBForums.
First, you can set your BlackBerry address book to sort/show by First, Last or by Last, First, or by Company. Look at Address Book > Menu > Options > Sort by.
The data will transfer according to how you have set it to do so, either sync both to and from the BB and Outlook, or only FROM Outlook to the BB or from the BB to Outlook. Look at your settings in the Desktop Manager > Sync to make sure it is as you desire the data to transfer.
At this point, if your contacts are all messed up in your BlackBerry, I would recommend this: Get your contacts all in order as you want them to be in Outlook, and make sure all is correct there. Then follow this FAQ to clear your BB Address Book and resync all from Outlook again, correctly. How to Clear/Delete all your Address/Calendar items at once - BlackBerryFAQ