Jason Todd loves to sleep with his arms around your waist and his head on your tummy.
He says that it's the best spot where to get lost in: it's warm and, most importantly, a very vulnerable spot— he really likes that you feel so comfortable with him.
Regardless of its shape, softness, tightness, bodily hair, etc, he will make it his personal pillow, snuggling his face against it and kissing it every chance he gets.
He likes it best when you run your hands through his hair or (even better!) speak to him while he slowly falls asleep. Your presence reminds him that he is safe: you are his shelter and his solace.
It's usual for him to want it after a particularly long and hard night, trying to make Gotham a better place for its most defenseless citizens. He doesn't want to wake you up if you're already asleep, but... he needs it more than anything.
Jason will lower himself down on the bed as gently as he can, pull your clothes up, and put his head where it belongs: on you. And if you wake up, he will apologize in whispers, his rough voice a clear indication that he wants to be pampered.
"I know that it's late... still, would you, please? :("
You'd think that what is only a small gesture is actually a panacea.
If you say no, then that's... fine.
He'll take longer to sleep, but it's fine: it is always your choice. You might have a difficult day, too, so he gets it. But! He will ask for it again in the morning. And if you don't want to in the morning, he'll back off and then make you breakfast instead because he loves you very much!
If you say yes, he's quietly thrilled, already feeling his eyes falling closed. Jason associates your touch with security; it gives him a cozy feeling, so it's no wonder that he is soon out like a light.
You will wake up with a beautiful man looking like he is in Heaven, at ease, for once.