I love going to bed in my space-themed footy pajamas with a diaper when its cold in the winter. I live alone in a very cold, isolated area. I shoveled my long driveway in a soaked Little Pawz last week after a huge snowfall. It felt great, as does cuddling with my fuzzy huskies in bed when its freezing outside.
I live in Australia, where summer is quite harsh. I have to wear a couple of extra layers (diapers are pretty good insulators, so are plastic pants, onesies, one-piece pyjamas) so it can get frustrating in summer, but in winter, it's amazing.
Warm dry bed, plenty of blankets. Waking up wet at 3 AM but your protective undergarments did their job 100% so you are still in a warm dry bed is great! Totally satisfying as I drift back to sleep.