Karen squirms in pain until the head of John's dick has forced its way up her ass.

"P-please," Karen whins, gasping despite herself. "J-just keep ... becarefull ... John ..." You don't respond. And then she feels something press against her tiny ass hole. She yelps. "Ah ohhh!" Yours dick, meanwhile, is squirming its way to her virgin butt. She has never had anything placed inside her ... there ... before! The feeling of your cockhead violating her like this is so new! And then, she feels your cock push into her ass. She grunts at the sensation, then squeals in pain as you press it against her small anal-opening. "Gotta teach you," you muse from behind. "You'll like it..." "No, please, John, no!" Karen cries pitifully. She is struggling forcefully against you, she don't want this! You are so big: it will hurt so bad!

Karen's cries turns into whimpering as you press your dick into her ass, finally. It doesn't take long: your cock is slick with your pre-cum and you are putting intense pressure on her sphincter. You just keep pressing and pressing as Karen squirms in pain until the head of your dick has forced its way up her ass. The penetration is rough and her body cramps up in pain. "Relax, shh, relax," you say from behind her. "Just relax and take it ... " Karen tries to do as you say but her survival instincts keeps kicking in. She bucks her body wildly back and it takes your powerful hands to hold the young lady in place. But then something strange happens: once your shaft gets halfway into her, it is as if her ass finally understands what is going on. Karen feels her sphincter relax and sucks your dick further inside, which sends a surprising wave of pleasure up through her. She gasps. "There we go," she hears you sigh from behind. "You got it now ... "

And she does. Her ass is no longer resisting the intrusion, but welcoming it. Her whole body seems to shudder at the feeling, your cock up in her ass, so tight and clenching around it. When you press forward again, she moans in delight. It comes to a stop just when she does think she cannot take it anymore: whether he has run out of room or he has gotten it all the way up her she doesn't know. All she does know is that strange, semi-painful waves of pleasure are emanating from your cock now and it is unlike anything she has ever felt. You begin fucking her ass after a brief rest. Each thrust causes her to cry out in pleasure, and soon you are thrusting in and out of her butt with the same momentum you have had for a pussy. The blond-highlighted haired girl gasps and moans and her young taut body gyrates at the violation, the unspeakable pleasure intensifying by the second.

"Gonna be my whore?" you ask breathlessly. It is almost a declaration. "Oh God, John, oh God!" the hot green eyed girl whimpers with delight. "My little whore ... " you declare. The fucking of her ass is like another world for Karen. She finds herself clinching her sphincter around yours cock to make herself even tighter, wanton desire taking over all her instincts. "Gonna cum!" she hears you say, loudly. "Want it inside, don't you?" She doesn't want to answer. Because she does want it inside: she wants to feel your sperm swim up into her anus. Her mind wants everything, all of it, now! But instead of replying she just gasps loudly and bore down for an orgasm she cann't have conceived of before! And then, as you hammer your cock home, her body quaks in an orgasmic explosion. She is cumming so hard it is scary: her screams of delight are also cries of fear. And your cock erupts inside her, sending Karen over the edge into a full-body orgasm. Even as her own orgasm wanes and she feels her muscles loosen, your cock still pumps its seed inside her. Karen grunts at the feeling of your sperm inside her anus, shooting up inside her body.

When it is done, you slide over. Karen just collapses forward again, this time fully, and pants in disbelief. A million thoughts are going through her head, now. Mostly disbelief: she cann't believe herself, the situation, or how good getting fucked anally had been! She finds herself smiling, and has to stop herself from giggling!
You begin rubbing her back gently and say, "Feel okay, Karen?" "My ass hurts a little, John" Karen manages to say, softly. "But that's okay. It'll get easier next time."