Fifty seems like a good start

"As it's your first punishment, I'm going to be merciful." You purr. "Only fifty spanks this time, pet." Doe screams something into the gag, bucking against your hand. You giggle softly to yourself at his pathetic struggles. It doesn't matter how much he fights. When you say he's getting his naughty butt spanked, that's what's going to happen.

Your hand swings down, whistling through the air. There's a delicious crack as your palm lands across soft, pampered flesh. His cheek ripples under the blow, quivering and jiggling. Doe squeals shrilly, muffled by the gag. You watch hungrily as his snow-white skin prickles up into a delicious pink outline the shape of your hand. The first time you leave your mark on his perfect flesh, but it won't be the last.

You press him down into your lap and continue, landing spank after spank across every inch of those plump white mounds. Your cabin is filled with the sounds of a naughty boy getting what's coming to him. The sharp cracks of palm on flesh, Doe's helpless squeals and yelps, soon turning to howls and sobs, and your hot pants as you get more and more excited.

Spanking a boy as pretty as this one is a pleasure all its own. You shudder with delight each time your hand sinks into his butt, flattening his cheek against his hips. Then his skin springs back to fill your palm, little wobbles and ripples passing through the plump flesh. His bound feet are kicking wildly, fighting the rope round his ankles, and his hands are fluttering in the small of his back, soft white fingers dancing.

When he tries to bend his legs up over his scorched bottom you pin them between your own and start smacking him even harder as punishment. He howls in pain into the gag, sobs wracking his slender young body. You grin hungrily to yourself, savouring every helpless cry. You feel like you could keep this up for hours and never get bored.

As you count towards fifty in your head you slow down. The last ten swats are even harder, and you give him time to anticipate them. You watch in amusement as he stiffens up, sobbing and sniffling. He knows the spank is coming, but he has no idea when. You wait and wait, drawing out his agony until he relaxes, thinking it just might be over. Then your hand falls, cracking across the centre of his cute butt. The note of despair in his howl of pain makes you bite your lip, waves of delicious heat searing through your core.

You stop at fifty. There's no chance he's kept up with the number of swats, but its still best to be consistent in his training. Indulge yourself too much at this early stage and he'll end up too broken to have any fun with at all. Once he's more used to this treatment you can draw his punishments out more, maybe even start using some of your toys instead.

You lean back, staring down at your helpless little toy. He's slumped over your lap, too exhausted to keep fighting. There's a wet puddle of tears under his pretty face, more dribbling down his cheeks as you watch. Now he knows what happens to naughty boys, he'll be ever so eager to avoid your displeasure. You're under no illusions though. It won't be long before the stinging in his butt starts to fade and he forgets. Then you'll have the fun of disciplining him all over again.

For now, there's a burning ache between your legs that needs satisfying. It's almost time Doe is introduced to his main duty as your new toy, but there's something else you want first.