Yes, I will probably be the one who will miss Riley most when he starts sleeping in his own bed, we have been sleeping together for almost 20 months now! Can I ask why yoou are choosing to transition him now, if it's too personal, just ignore me!
Where is the crib in relation to your bed, is it next to it, on the other side of the room...?
Also, how does he fall asleep on the bed, can you just lay him down and walk away, or do you stay with him until he is asleep, and then quietly leave?