Lube, of course
From Create Your Own Story
"I bought some lube, in case this happened," you tell her. She raises her eyebrows, and you blush a little. She squirts a liberal amount of lube on your ass and her erection. You try to relax, and she liberally coats you with the lube, then slowly penetrates you with one finger. You wince, but to your relief, you seem to have a pretty receptive butt. There's hardly any pain, and you quickly overcome the urge to push out the invading object. Callista grins at you as she adds a second, then a third digit, and now you begin to feel the pressure a bit more acutely. "Just relax," she says soothingly. "How can I make you a good little asswhore unless I can get you ready for the real thing?" Turned on by her more degrading language, you do your best to let her in, even thrusting back against her hand a little. "Yeah, you really want it, don't you slut?" She says fiercely.
"Oh, yes, please," you beg her, "please take me." You can't wait any longer!
"Good boy." She replies. "How do you want me to take your anal virginity?"
