When I did that, with the slight pressure of me leaning against her entrance, the head popped in.
"Oh fuck! Oh fuck! You're so fucking huge, Dylan! It doesn't hurt though. Why doesn't it hurt?" She said.
"It's the sex toy. It's loosening you up so it doesn't hurt. It's only going to feel better and better from here on out," I said.
"Oh, ok. Just make sure you fuck me good," she said.
"Oh, I will," I said.
I pushed further into her pussy and it opened up for me like it was made for my cock. The perfect size and tightness for my exact cock. And in a sense it was made for my exact cock. The cock ring ensured it.