Bill:
You usually cuddle on the couch.
He wraps his arms around your waist when you lay on his chest.
Richie:
You cuddle in bed.
He usually has you in his lap as he hugs you from behind.
Eddie:
You like cuddling wrapped in blankets.
you two like being as close and possible, as comfortable as possible.
Stan:
usually, I'm the bed.
you two lay side by side with your fingers intertwined.
Mike:
Pretty much anywhere.
as long as he can have his arms around you, he's fine.
Ben:
outside, I'm the woods.
you usually lay against a tree together, or just lay next to eachother in the grass.
Beverly:
in your house.
usually, in the bath tub. (DON'T GET THE WRONG IDEA. CLOTHES ARE ON!)
she lays on top of you with her arms around you, your arm are locked around your waist.
Pennywise:
he usually suprises you by hugging you from behind. then, he doesn't let you go. no matter how many times you tell him to.