Jenna has put herself to sleep for a while now. But we still get 1-2hr sleeps, so I'm thankful for that.
She has music as she goes to sleep. Its liek a trigger than its sleep time.
I have also heard sometimes play for up to 30mins before she finally drops off.
Is there anyway that he would fall asleep himself after playing in his cot for a while?

I dont think there is anythign wrong with feeding to sleep. If it works, dont break it!!