Andy
A cucumber, is it longer rather being greener or greener rather being longer?
You must keep it logical and to your level of experience. The law can not cater for any eventuality, you must use common sense.
If you are above bkn and there are enough holes to see the ground you are legal (are you safe?), if at one point you can not see the ground (because the wind closed the hole in front of you) you are not legal.
Once I was flying a twin (at the time 130TT and 20 on twin) I found myself engulfed with clouds at 2000’. I was afraid to clime deeper into the cloud because I did not know about the tops. I had a rough idea were I was, there were hills near by so I was afraid to decent, at the end I have started to clime, I broke on top at 4000’ approx. I don’t know how long I was inside but it seems as I was there for years. Than I have tried to use the VORs and NDBs to locate myself, it was a joke, in other words I was fxxxed up!. Wandering over the clouds at 250ºc cockpit temp. and sweating like a dog I saw a hole in the clouds, only once before I have dived as fast as I did this time and that was during my twin test flight when the cabin became full with smoke. I found myself over unfamiliar ground, tracked a VOR and arrived home. Latter on I realised that I was lost 10 miles from the airfield.
My answer to you is, who cares about legality (to a point), use the brain and you will be fine. Admit to yourself what you know and who you are and fly accordingly. Don’t try to be a Top Gun if you are not.
Regarding the cucumber, it is greener. It can be long only to its length but it can be green to its length and its width.