u/Gay-Berry

I currently have a HolyTrainer style device with base rings of sizes
S: 5cm / 1.9" x 4cm / 1.5";
M: 5cm / 1.9 x 4.5cm / 1.7";
L: 5.5cm / 2.1" x 5cm / 1.9";
XL: 5.5cm / 2.1" x 5.5cm / 2.1"

With the cage on, all of S,M and L feel fine, with S giving the most tugging with the scrotum, although with no pinching or unbearable pain. I guess some tugging is expected with any base ring.

What are some telltale signs that a base-ring is well-fit or ill-fit? I feel my sizing is somewhere between Kink3D’s XD #1 or #2.

I recently got a TR120, though my experience has been with Post 100. Would Grip 126 serve as a bridge between the two, even if I don’t intend to take it completely? My reasoning is that taking it partially (and progressively going deeper) would eventually get me there, plus reduces the need for redundant toys.

Will this work? Or do I need to go with two different sizes (or other toys)?