It took a little nudging to get the tip of my erection into her pussy. I wanted to be delicate, even more so than when I'd had my fingers in her. I hadn't known she was a virgin then.
Anna pushed back against me, forcing more of my cock inside her. Her pussy was so tight around me, and so wet. In hindsight I couldn't believe that I'd nearly been content with just grinding on her ass.
"You think you're gonna hurt me, don't you?" she said.
"I'm a little concerned about it, yes."
"Well don't. Just 'cause you're the first boy in there doesn't mean I don't know what...