VideoManToo: I was going to suggest you start a new thread for your questions. Good idea.
I wouldn't jump into devices just yet. You've only been at it 6 weeks. Try some advanced exercises over the next two months. After that, if you feel that you need more, then go for the devices.
Onto your questions:
1. Yes, you could wound the WAG around the base of your penis while clamping.
2. It sounds like you've made yourself a nifty ADS there
Both a velcro wrap and a belt would work.
One way you may want to do this is to wrap a belt around your leg, and then loop something from the muzzle to the belt. The belt stays in place, the muzzle holds your penis, and a connector (string, small rope, elastic, etc), keeps the penis extended.
3. Have you always turtled or is just lately, since you started PE? Turtling is a neutral PI, although it usually leans more towards the negative side for most men. It may mean you're overtraining (and thus you should avoid any device, whatsoever). What are your other PIs like?
That said, PE usually increases both the flaccid and erect penis. If after a few months you find this isn't happening, then you can try a device to help your flaccid size "catch up." Wrapping all day, or using a light ADS has helped many men in the flaccid department.
4. I ran into all of the same problems with the WAG, as well. Perhaps Dustpan can offer some insight on this question. When I use WAG, I skip rolling it on all together. I simply bundle it up and then put it on.
Hope this helps,
rem