The first time is bedtime. We tuck him in and tell him how much we love him and he usually smiles up at us and makes happy sounds.
The second time is around 11:30-midnight when we're getting ready for bed. We check in to see how he's doing. Because pretty much every night, somehow, he ends up with no pants, laying curled up on top of all of his blankets. We gently lift him, lay him back down, and cover him up. Then we watch his fat little cheeks and listen to his soft, slightly squeaky breaths. And our hearts overflow.