Emily's POV
I took my mind back to the first time he penetrated my pussy, it hurt. Now this is gonna be another thing to cry, not actually cry, but a groan of pain, before I get to enjoy it if I actually will.
“I would, but I am afraid it will hurt, I have never done it before.” No need to hide my fears, I say it out.
He smiles. "There is always a first time to everything, and don’t you worry, I know what I am doing, I'll go through you gently.” Is that not how he said when he wanted to fuck me in the pussy but...