No help with winding road but when I did drunken path I pinned in this order. First find the centre of seam then pin two ends now ease the sections between without moving the first 3 pins. Did a great job became easier over time. Sorry no picture as I gave it away.

Scroll down to third video. ;-)

http://www.backporchdesign.com/video-tutorials/

This one shows it close up. ;-)

https://www.youtube.com/watch?v=LlwVGoL4zV0

This is a Winding Ways pieced on my Pfaff using a water soluble glue stick. Just a touch at the beginning and end of the seams. A walking foot might help. I didn't have any problems matching the pieces. It may take a few blocks to get the hang of it but keep trying. [ATTACH=CONFIG]545712[/ATTACH]

Thank you so much for all of the help. I am heading off to my sewing machine with new ideas to try and lots of pins and a glue stick too.
Felinefanatic I have a quarter inch foot with a flange (pfaff machines) that looks like the curve master foot. I did try it with my DWR but those handy little centre marks on the go cutter pieces seemed to catch a bit and twist. I decided that the regular quarter inch foot was less trouble. If I had cut the pieces with a template though I think that foot might work well, I had forgotten that I had it.
I am working from a layer cake and had planned on making a wall quilt so I have enough fabric for extra blocks. I will remember to not use my favorite fabrics first though.
Paperprincess your quilts are just lovely and are just the inspiration that I needed to head back to the machine and try some more.
kristakzI am looking forward to seeing your quilt. I will check out your blog in hopes of a look at your progress.
Thank you for the backporchdesign links. I had watched those when I stated my NYB but hadn't thought to watch them again.
Dogwood quilter that is a beautiful quilt. it has enough contrast to show those circles off but feels so peaceful too. Thanks for the encouragement.

If you need more help, just wanted to let you know that Ann Peterson has a class on Craftsy called "Playing with Curves". In the class, she makes a winding ways quilt and demos it quite nicely.

Good grief, I had forgotten that I had watched that. I will review it as well. Thanks Mom :-)

Dogwood, I love your winding way. Mine is starting to come together. Here's a picture of where I am now. So far so good, and the 3 pins and going slow is working well for me.
[ATTACH=CONFIG]545842[/ATTACH]

Looking good, kristakz. By the way, mine was cut with templates from Marti Mitchell. Easy to rotary cut with a 28mm rotary cutter. Good luck, coffeecozy you can do it.

I have this pattern and a plan to do it with scrappy Batiks. Thanks for all the suggestions. The die cut method sounds awesome if I can find someone who'll let me use theirs.