My girlfriend and me have recently started going to sleep with my penis inside her.
It's taken a bit of practice to get the position right, but if I enter her as I'm lying next to her and then she wraps her legs around mine, it stays there.
It's an incredible feeling going to sleep with my penis inside someone. Even if it goes soft it seems to stay inside as long as we turn over together. A few times, we've woken up in the night and my dick has been rock solid. If I've made sure I don't cum before going to sleep, I just move my body a bit and I shoot inside her.
On a couple of occasions my dick has slipped out during the night, but it's still next to her leg when I wake up and feels great.
Has anyone else tried this ?