[rmcpb (Rob)]

Some thoughts:

• I would not put the scope on a milk crate. The more you raise it the less stable it becomes, better in my opinion to get an observing chair.
• The 25mm GS eyepiece is good value and will keep you going for quite a while in that power range.
• As for upgraded mid range eyepieces I would suggest either a 13-15mm or 9-10mm. With your preferrence for DSOs I would probably stick with the 13-15mm range.
• Wide angle eyepieces need to be good or acceptable to the edge and I would not buy one without first trying it in my scope.
• If budget is an issue stick to plossls and improve the motions of your base so tracking is easier.
• Your comment about the moon being too bright is valid BUT don't let that stop you observing Luna. Consider getting a variable polarising filter and a whole new observing experience awaits you.
• You don't mention any collimation tools and if you don't have any I would suggest the long Cheshire eyepiece available from Bintel. By improving collimation your views will improve especially those of the moon and planets .
• As for a barlow, I have two in my kit and use them mainly on the moon on those really good nights. Lots of pros and cons and you will work it out for yourself. I would suggest you get a good mid range eyepiece before getting a barlow.

Good luck.......