I don't know if it will ever happen again; but I've only had a man cum inside me once... I was too shocked to really enjoy the experience at the time !
He was fucking me so good, basic missionary position - which I love - holding my ankles (love it more)... I even had a dry orgasm as he started to speed up , and all of a sudden he was shooting off inside me!
I can recall it all well now: his warm cum gently filling my ass, his cock stiffening more inside me as he finished his load, how I still felt full even after he withdrew...
The only thing that bothers me is that I didn't take the time to lay there and enjoy the feeling of his cum running out of my ass
It always looks cold and wet in pictures, but cum is so warm and silky - the thought of a man filling my ass just obsesses me sometimes