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Chapter 16 by Testytesterton Testytesterton

The first test...

The trial of pain.

Your Daddy walks over to you inspects your progress. There is no passion in the way he cups your breasts or pinches your puffy nipples, on his end anyway. There is no love in the way he runs his finger across your parted lips or shoves his digit in deep for you to obediently suck, but it still leaves you panting. There is no affection in the way he squeezes your beautiful butt, parts your cheek or slides his finger inside you to the knuckle, tickling your sissy sweet spot, but it does make you dribble and go wobbly.

"Get on all fours, sissy." You obey wordlessly and feel your Daddy's body straddling yours. He dwarfs you in every way. His powerful arm grabs your hip and you can feel the strength in his grip, the muscles underneath feel like steel cables and you tremble knowing he could snap you like a twig just as easy as snapping. You realize, with a blush, that the thought turns you on...

"This test is brilliant in its simplicity. I am going to fuck you...as long as I want...as hard as I want..." your Daddy begins sliding inside you even as he explains the rules. He does not prepare you or ease his entry with lube. This is a new level of pain, a taut tension that feels on the verge of tearing you apart like wet tissue. The friction of his hard cock spearing inside your soft cunt feels raw, grating, and brutal. You struggle to breathe...already seeing spots...sweating...how long can this go on?

"This can end one of two ways. You make me cum, using any and everything your tiny little mind can come up with..." your tiny little mind is struggling to understand the rules as your body screams out in silent agony. Your Daddy's impossibly long cock is slamming into you with a single thrust of his powerful, pistoning hips. The **** feels like baseball bat smashing your guts from the inside. The speed at which he is pulling out and slamming in again feels like he is fucking you with white hot shards of barbwire. You have no clue how long you can endure this much less make him cum.

"Or you can simply say, 'I surrender' at any time and fail the test. Of course if you do, don't expect to find your next home as gentle as this one. And don't expect the next man fucking you raw to care if you surrender." You steel yourself, grateful to your Daddy for the threatening reminder of the cost of failure. Sure this is seemingly never ending agony, the worst you ever felt, worse than you ever imagined. But you remind yourself that its only the worst pain YOU ever felt in your soft, spoiled life. You imagine the kinds of people that populate the harems, faggot farms, or kennels your Daddy threatened to send you to and decide this must be like foreplay to them. You decide to give your Daddy some foreplay too...

"Ooooh Daddy, your cock is too big...it...it...hurts...please...don't...please...stop... please don't stop!" Your Daddy hangs on every word, certain you are about to surrender, but you are already putting your plan into action. Your wounded whimpers just make his pulse quicken, his pace increase, the pounding of his punishing prick intensify, but that's what you are counting on. Sweating, suffering, struggling not to black out, you know you just have to last longer than he does. And eventually the pain has to plateau...doesn't it?

"Ah ah aaaaaah Daddy...it...it...it's starting to feel...guh guh goooooood!" The sentence begins as more pouty play acting, but suddenly you start feeling tiny tremors, little baby bursts of bliss. Not enough to drown out the raging wildfire of pain roaring inside you, but enough to hold onto until you final coax the cum out of Daddy with your sweet siren song...

"So...it's starting to feel good, is it? That mean's the real test is finally ready to begin. Remember if you want to cum, either make me cum first, or say you surrender." You wonder what the fuck your Daddy is talking about. How could you even think of cumming when his raw, rough fuck is tearing you up inside? Then it hits you...and then it hits you again...and by the time you realize what you are feeling, you have been brought to the brink of climax three more times only for it to cruelly ripped away from you at the last second. Your "tutoring" prevents you from making sissy squirts until you feel his seed inside you. And you have the feeling he can go for hours...

"You see now? You see why you were doomed to fail? You're too soft...too lazy...too weak...too quick to give up when the going gets tough. Be honest with yourself, you know you are going to surrender eventually, you are just trying to hold out long enough so you can pretend you tried your best. So why not give in now? There's no such thing as an F+ for this final. If you're going to fail, you might as well be honest about it!"

Your Daddy makes a good point. You feel like you are going to burst. The pain and pleasure are impossible to tell apart at this point and you don't know which one hurts better. Why not just admit what everyone always knew? You are a failure...as man...as a boy...even as a sissy.

But...you made it this far. You have passed every test before this. Don't you at least have to try?

Surrender or fight on?

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