In the middle of the night, as you do, you ponder the thoughts of the previous day. Now, I am aware that there are some strange folk who actually sleep throughout the night, but that is not my lot. Anyway, I digress. It occurred to me that much as I like the new word, the comparison to 'toothsome' might not be logical.
Shock.
Horror.
Toothsome means particularly pleasing to the tooth, the tooth standing in this case as representative of all the parts involved in enjoying food. Therefore, I reasoned that a bottom (or even, I suppose, the whole person) particularly pleasant to spank (or fondle I suppose) with the hand should be 'handsome'.
This logic would then require that it is the spanker's hand which is cheeksome, not the spankee's bottom, but whilst that's nowhere near as much fun there is something positive to bring from this.
Handsome is already in use, but since when have we not loaded our words with multiple, in some cases, opposite meanings? Cheeksome with its original meaning can therefore be used with reverse logic and no-one will care except possibly the purveyors of slapped cheek syndrome.
This brings up the amusing idea that one could hide one's true meaning when suggesting that someone is particularly handsome. "What a handsome young lady," equals "That young lady is particularly pleasing to spank."
Of course, this new handsome usage comes which its perhaps less attractive handmaidens, strapsome, beltsome, paddlesome, canesome and, though I don't expect these to catch on, martinetsome and woodenspoonsome.
In short, cheeksome is a delightful word with the associations of cheeky and toothsome and despite my pedantic logic I think a prize of ten times the usual writer's fee should be offered for the first story to use it on these pages. | 
