I better do it gently now

I've already taken a big risk in just shoving it in her unprepared anus. She took it surprisingly well, which is nice but I won't risk that again. Sure she's warmed up now so it should be better, but I can always push for more later on of I start slow.

I place my spongy head against her pink rosebud and it immediately tenses up. I can get her peep out a "sorry". She starts relaxing and I start to wiggle my cock around digging carefully into her tight little hole like a drill.

Just having my head press against her like this drives me crazy. "Mmmh fuck" I moan as I enjoy myself. Maisie misunderstands this for irritation.

"I'm really sorry, maybe it's just better if you **** it in? I don't think I can relax enough, your cock is just too big." She sounds almost ashamed and I feel sorry for her.

"No Maisie it's okay! This can take time, you got an unbelievably tight ass but don't forget I've already been in you once." I calm her.

"Yeah but to get there you had to use brute **** remember and while it hurt like hell then. Now you've warmed me up and I'm ready for it. So I'm willing to give it a new try!"