Two blossoming expressions:
Between a pillow and a soft place is an obvious reversal of the universally known and used between a rock and a hard place:
Fig. in a very difficult position; facing a hard decision.
I couldn't make up my mind. I was caught between a rock and a hard
Between a rock and a hard place expresses the meaning of the alternate definition for Morton's fork:
1.0 An argument used by John Morton in demanding gifts for the royal treasury: if a man lived well he was obviously rich and if he lived
frugally then he must have savings.
1.1 A dilemma, especially one in which both choices are equally undesirable.
Pillow corresponds to rock in position and reverses the metaphorical meaning, while hard corresponds to soft in position and reverses it's metaphorical meaning. In the rock expression, the word picture implies struggling [or being captured] between two hard options. In the pillow expression, the word picture implies resting [or being coddled] between two soft options.
Although the current "definition" of the phrase seems limited to pleasant interpretive options, the metaphor Between a pillow and a soft place begs for a broad range of applications:
Describes a situation where something has two meanings to you, both of
which warm your heart.
"Being with you makes me want to be a better person, sweetheart."
"Ah, I'm between a pillow and a soft place, honey."
Should I go with a first class plane ticket and return in the first class train sleeper? Hmm, maybe I'll go with the train and return with the plane. (Smile :-) It seems I'm between a pillow and a soft place.
Between House and Wilson
Derived from the television series 'House MD'
'Between House and Wilson' describes being in a place of good fortune,
comfort, and abundance (As in between Dr House and Dr Wilson).
We'll have to upgrade your car rental sir. Would you like the Lexus or the Cadillac?
Well, I guess that puts me between House and Wilson, doesn't it?"