If the fields are Date only and not DateTime, then there could be an issue since I have not used Date fields yet and at some point where not still supported by the DDT.
About updates, see my message in your other thread. I am using SF version 1.7.3.0 but I do not use Date field, only DateTime.
In my VFP era, I used xCase to build my data models, and sometimes I still use it, but since I depend on DDT, I got over the step and just started using it, and so far so good. Also when using the DDT, you can setup the BOM to read the table structure data from DDT instead of a real connection to the tables which is sometimes good when you need to have a BO update, but the real table is not updated yet.
So my advice is to jump in and start working on the DDT then update your database from it, but initially do it with non production databases until you feel comfortable with it. I am sure there are may updates planned for the DDT and some may have already been implemented but not released, so you cannot really count on the SF Team to release any update so you either have to work with what you have right now which is pretty stable without knowing when an update will show up.
Edhy Rijo