Whumpee who is pushed against the floor or the wall, and the Whumper keeping their head pinned against it. Either by a hand or a foot.

Just... the power over them.

a usurper(s) tying/chaining a captured royal to their throne just to mock them. bonus points: them throwing daggers and one of the blades piercing the back of the throne just an inch too close to royal's cheek.

old blood stains on the floor and the walls

“What hurts more?” A swing of the crowbar. “This?” Whumper paused, and then another, across the back of Whumpee’s knees. “or that?”

Whumpee, limp, beaten, and half conscious bound up on the hard floor. Whumper kneeling down in front of them and grabbing whumpee's chin, pulling their face up to look at them without resistance as whumpee's head lolls and their eyes fail to fully focus.

Whumpee kneeling with their arms chained to the walls, exposed and unable to hide as their whumper approaches.

Okay, but- Whumpee discovering that Whumper is wearing a shock collar

Bound whumpee already on their knees, kicked down from behind and laying prostrate in chains in front of imperious, sneering whumper.

"No-no no please! Please- please don't-"

"Shushhh," the whumper cooed, cutting off their captive's panicked babble.

Tears dripped down the whumpee's face, clinging to their skin as they flowed over their jaw and down their neck, pooling on the silver blade pressed into the whumpee's windpipe. There was enough pressure behind the blade to hurt, there would most likely be a small cut left in its wake, but it was not there to kill, not yet.

The whumpee sat tied to a cold, unyielding metal chair, their head pressed back into the whumper standing behind them, their back arched as they attempted to stay as far as they could from the whumper's knife.

The whumper's free hand found its way into the whumpee's sweat-soaked hair, causing a yelp as they tightened their grip.

A pathetic noise escaped the whumpee, somewhere between a whimper and a sob.

Helpless

Is there anything better than a helpless whumpee?

-Whumpee who is bound completely, unable to do much more than wiggle against their restraints.

-A whumpee trapped on a rapidly sinking ship with no way to stop it or get to shore.

-A whumpee in a shock collar who has to do exactly as they are told, or risk torturous electrocution.

-A team trapped in a cell while their leader is tortured for information, forced to listen to their screams until someone gives up info.

-A caregiver talking to Whumpee over the phone, wanting nothing more than to hold them close.

-A whumpee who is too sick to move, entirely reliant on others for their needs.

need him broken and bloody and bruised. need him dragging himself forward across a cold, unforgiving floor. need threatening footsteps just a pace behind him. need his ribs heaving while he struggles to drag in raspy breath. need his eyes glassy and shadowed.

caretaker taking so much care around whumpee to get them back to how they were before whumper only for it all to be reversed when whumper finds them again

Whumpee:

Your average whumper, except that they are, at the same time, a heavily-conditioned, obedient, and loyal whumpee to another whumper.

"Oh, this will be good. I'm not allowed to do this kind of thing most of the time."

"Who the hell 'allows' you to do anything like this? This is fucked up and illegal!"

For a second, a different emotion flashed across Whumper's eyes. A heartbeat later, Whumper grinned.

"Oh, just somebody. Now, stay still, it only hurts more if you struggle."

my fav whump trope: when whumpee is so psychologically deconstructed and lonely that whumper becomes their entire world; their tormentor and their prison, but also the only thing tethering them to reality, their comfort, their constant.

Whumper appreciating the helplessness and desperation of their whumpee.

Whumper putting their hands all over their bound whumpee.

Touching their shoulder, almost like they're friends.

Cupping their face almost like they're a lover.

Running their hands up and down their whumpee's bruised and torn flesh, appreciating the sensations and reactions.

Whumper savoring the view like it's a fine wine.

@i-hate-happy-endings in case you wanted to make Harold even worse