leave the boy in there, its warms and snug for him, if i were a puppy ill be straight in a pile of dirty laundry,

Based from the short film into this, I'd say Winston's thought process could be translated as "Well, I tried to get you to come down here to play with me, but no dice. So, I will get into this basket of nice soft cloth stuff that smells like you, my beloved human, and be comforted. So, nyah!"

I think he just wants attention..

I agree with silar...your pug wants comfort....and it might be an idea to leave something similar with him when you leave him for long spells...the dog loves you......

this morning he does look kinda vulnerable in there

Either he wants to be comfy or he wants to play in there...

He has been trying to play with clothes that might be hanging out of the basket recently..

i wanna squeeze it till his head pops.. AWWWWW

You can hug & cuddle, but no squeezing!