Sure. Here are the steps I've taken along with a picture

http://i.imgur.com/mE1p5Iv.png:

1. Two sets of inscribed ellipses are shown: Two red ellipses created some time earlier, which can accept tangent lines. Two yellow ellipses just recently created.

2.The old red ellipses can accept a line Tangent (C,C) just fine.

3. The new yellow circles do not accept a tangent line, they just stay highlighted grey.

4. To my surprise, an older red circle is able to make a tangent line with one of the newer yellow circles.

5. Unfortunately, the older red circle does not make a tangent line with the other new yellow circle, they both just stay highlighted grey.

6. If I want an ellipse the size of the yellow ellipse which can create tangent lines, I usually have to copy an older red circle, scale it, and then tangent.

7. To my surprise again, I can also make a copy of the new yellow ellipse which was able to tangent, and make a tangent line between the two new yellow ellipses. These new yellow ellipses are not able to tangent with the yellow ellipse on the furthest left.

I'd appreciate any help you can be!