One of the sexiest moments I had was with one of my golden retrievers. She was perpetually horny, and one evening while she was riding me with her body resting on my chest, we had both had a good cum. Usually, she would get off me and snuggle in next to me, but this time, she stayed where she way with me buried deep inside her still. While I was enjoying the sucking motion of her pussy on me, she drifted off to sleep, with me still impaling her. I didn't have the heart to move her, so I let her sleep like that and fell asleep myself. A few hours later, I awoke to my cock being massaged inside her still. As I got hard again, she woke up and rode me until I came again.
One penetration yielded 2 cums for me, hours apart.