Thanks to all for your input......
1) sch911: I'm going to try putting a slight bend in the end of the dipstick to see if that helps. When I am giggling and twisting the dipstick to try to get it back in, it feels like there are two additional components to the tube the dipstick is passing through (I don't know this for sure).
2) Mr. Mark: There is another dipstick just to the left of the oil dipstick. For some reason I've never checked it. I will check it and advise.
I'm going out the storage facility today, so I will check.