Just go with it.

You clench your teeth and bury your face in the mattress in an effort to **** your unwilling body to comply with Caspian's demands. Your sphincter is insistent on resisting him, however, and he continues to painfully push against it.

"Damn, you're a tight whore," Caspian says, and moments later you feel him spitting on your hole some more. This makes you feel humiliatingly undignified. You are considering begging him to stop when he starts trying to push his way in again. The feeling of his cock head on your little hole takes away all of your will to resist.

After a painful struggle that feels like it takes forever, your sphincter gives way to his bulbous head, which suddenly slides inside you. His massive intrusion hurts tremendously and involuntarily, you cry out. Bearing down on you, he continues to **** his way in slowly and deliberately. He forces defeated, submissive moans from you every so often as he invades your dignity for the first time. The feeling of having your bowels probed in this way is very strange,and exceptionally naughty, you aren't quite sure what to make of it. You realize he's made it all the way inside when you feel his meaty balls rest against your flesh. You emit a sigh of relief that winds up coming out more like a whimper.

Mercifully, Caspian pauses and allows you to get used to his girth. As the pain and shock of the initial penetration begins to wear off, you notice that it doesn't hurt that badly. Even though you feel very stretched, it's not as bad as the tearing you felt when Goroff took you earlier. But then he starts thrusting.

He starts by slowly pulling most of the way out and then slowly pushing most of the way in, but then he suddenly gives a very hard and quick thrust. This hurts and forces you to cry out in shock. Caspian pays you no regard and starts making sudden, hard and arrhythmic thrusts. It feels like something stabbing into you, and instinctively try to crawl away on your knees. He reaches around and grabs a handful of your breast, holding you in place.

Left with ****, you simply put your head down and take it. Each thrust feels like it goes deeper into you and tears start to well up behind your eyes. You desperately try to resist the urge to cry, only because of the satisfaction it would give to Caspian.

Suddenly he stops, leaving himself deep inside you. "You haven't screamed in a while... I hope you aren't enjoying this, you little perverted slut."

You don't respond, in fact you don't even move, paralyzed in fear of what could come next. Surely enough he starts painfully thrusting into you again, but after a few quick ones he suddenly grabs a fistful of your hair and pulls it hard. This forces you to push back hard on his cock, which feels as deep and hard as it's ever been. The combined trauma to your scalp and bottom finally forces those disobedient tears out of your eyes. He refuses to release your hair while continuing to thrust into you causing you to unwillingly lose your composure even more. Within a few moments you are reduced to sobbing, gasping helplessness.

He stops thrusting only to laugh at you, then he pulls out. You feel your hole gaping after he pulls out, a strange emptiness that almost makes you crave his dominance, in a way. Then the next command comes.

"Down flat on your stomach and spread your ass." He orders. You cautiously comply, your tears having stopped for now. Your hands fumble around virginally trying to give effect to the order to spread your ass, eventually he directs them, pulling them behind you and placing one on each cheek. Next, he spits on your gaping hole some more, but the sensation doesn't bother you quite as much as before. But when he rams himself into your hole, that hurts the same as ever. This time he quickly forces himself all the way to hilt, resting his balls on your ass. The sudden intrusion forces a very unfeminine grunt out of you, turning your pained wince into an embarrassed blush. Again rather suddenly he withdraws, leaving you wide open and gaping again, but only for a moment as he quickly plunges back in. Again you make an unfeminine, animalistic grunt as he shocks and hurts you.

In spite of this, you realize that this moment is in fact the MOST feminine you've ever felt. In fact, since femininity is defined in Bannor by submission to dominant masculinity you, as the town whore, will experience the feminine in ways your "good girl" friends won't ever be able to fathom. He interrupts your train of thought by suddenly withdrawing fully and re-penetrating you again, this act burns your little hole especially badly and you groan whorishly as he does it. Again he pauses, leaving himself deeply within you as he catches his breath. One of his hands snakes undernearth you and finds your breast, kneading it and pinching your nipple.

It occurs to you how wrong you were to presume to select which boy would go first, and to fantasize about being a great Censor that the boys must plead their case to, that is not a woman's place. THIS is a woman's place.

Recovered, Caspian withdraws his hand from your breast and adjusts your hips to a sharper angle, so your bottom points upwards a bit. Then he starts pounding you again, hard, fast and rhythmically. You moan submissively as he has his way with you for a short while. Eventually he reaches his hand down to your sex, which is surprisingly wet considering the lack of attention he's given it. He fumbles around with it, seemingly randomly, rubbing it a little and sticking his fingers in a few times. It feels nice and does a little to distract from what your other hole is enduring, but he's nowhere near making you peak. He releases your sex and you begin to notice the same escalation you did in Goroff, increased speed, labored breathing, clutching you very hard. This comes as a relief as you're very sore and you'd like it to be over.

However, before that point is reached he takes his hand that had been in your sex and forces it into your mouth. You begrudgingly suck on his fingers, obviously in no position to disobey. The pungent taste of your thick musk sends you to new heights of humiliation. Seconds later Caspian introduces you to another first as he plunges deeply into you and reaches his peak with a tremendous, shuddering shout sending gouts of cum deep into your bowels.