Let him continue.

After a few more moments of silent fingering, minus your occasional gasps and his soft chuckles, Kris announces, "You're ready."

At this you subconsciously clench around him and the demon raises a brow at you. "Tighten around me after I've put my dick inside. Not before. It'll be better for the both of us that way."

"Easy for you to say..." You mutter.

You make no further protests as he positions himself right at your anus. He has his hands under your knees and lifts your legs up and parted to give him an extremely good view between them. It's actually the sort of position you thought you'd be in when you first lost your virginity...

As if reading your thoughts he says, "At least I am taking your second virginity in a more 'proper manner'. Let it not be said that the demon Kris forgets his manners."

"You forgot them the first time around." You smile.

"Ah, but I remembered later and made up for it." You feel the head of his cock kiss your back entrance and he asks, "Ready? Just relax... You know that I'll make this good."

You nod and try your best to keep yourself from clenching despite your nerves. You still do, a bit, but Kris didn't take the time to prepare you for nothing. He pushes into you. Inch by inch. You grip your bed sheet tightly in your fingers and clench your teeth, trying not to whimper at the strange sensations. It doesn't hurt, surprisingly enough, but it doesn't feel right either.

And you can feel every inch of it. His hot cock, the way it's pushing inside despite your inner muscles reflexively trying to tighten around him. Again, you can't help but wonder how your body actually manages to fit something so large inside of you.

"Mm, there we go... Good... Just relax..." He continues to coax you and rubs his thumb reassuringly as he keeps your legs up. "Think good, dirty thoughts. Think about how good your first time was. The way you came around my cock, and how it felt to be filled with my seed."

You actually do moan, his words having the desired effect and filling your head with the obscene images of your first time with the demon. At some point you realize that he's not moving anymore and you look down. You did it. Almost. He's almost completely inside of your anus now, and you know that he'll fit the last few inches inside as he fucks you.

"One last question for you..." He grins mischievously as he echoes, staring directly into your eyes this time. "Do you want it rough, or gentle Casey?"