1. Rule of Thumb Pt. 01


    Date: 7/6/2024, Categories: BDSM Author: byportmann2222, Source: Literotica

    ... soddened. Ben kept his free hand on the base of the plug, keeping it from squeezing out her ass each time she contracted in agony.
    
    Whack, pause.
    
    Whack, pause.
    
    Claire's screaming was constant and he was sure she was crying. What he was doing had to be excruciating but he also knew she was also probably ready to explode.
    
    "That's a good girl Claire, take it for Jeremy, but don't you cum until he does."
    
    Whack, pause.
    
    "But I tell you what. If you promise to hold on tight to your plug, I'm gonna help him along."
    
    Whack, pause.
    
    "OK, you got it?"
    
    Whack, pause.
    
    Ben released the plug and hit Claire again. She held the plug tight and he smiled.
    
    Whack, pause.
    
    With his hand free, dripping in the cunt juice literally running out of her slit, Ben reached over to Jeremy's ass and rubbed his tight hole with a slippery index finger, circling slowly to spread Claire's slippery juice all across the tight bud.
    
    Whack, pause.
    
    Whack, pause.
    
    Jeremy was starting to moan. Claire was taking him clear to his nuts with each stroke and her screaming around his dick was fucking amazing. He could feel the agony pouring out of her every fiber but still she was cradling his cock without a hint of teeth gnashing, though he knew she must have been desperate to grimace through the pain being inflicted on her cunt. Although it wasn't he inflicting the pain, there was something even more deliciously sadistic about using this cunt's agony for his pleasure without even ...
    ... having to spend energy inflicting it.
    
    And now Ben's finger was pressing his ass. God that felt good! Jeremy rotated his ass against the slowly increasing pressure of Ben's finger then he thrust his hips, shoving his cock into Claire's throat. Then he backed out and Ben's finger pressed home. In one smooth stroke he slipped his index finger all the way up his ass till the tip came to rest on Jeremy's swollen prostate.
    
    "Auggh!" Jeremy felt that deep, deep pleasurable pressure and groaned.
    
    Whack, pause.
    
    It was too much. He'd already fucked Claire's face once while Ben fisted her and he'd just spent the better part of a half hour beating her tits raw with a wooden paddle. All of that stimulation had put a load of jizz deep in the spot Ben was now pressing against. He could feel Claire quivering in pain and suppressed arousal beneath him, insatiable as always. God, how the little slut loved sex and pain. He didn't know which got her off more. It seemed the rougher the better and the more the merrier! Between the rawness of her need and the pressure of Ben's finger massaging his prostate, Ben finally lost his load.
    
    Whack, pause.
    
    He cut off Claire's final scream by driving past her airway, deep down her throat. With a soul deep groan, Jeremy gave up the massive load of semen he'd been storing, felt it come boiling out of the hard knot of pleasure Ben was pressing. Up and up it drove, his thigh and butt muscles clenching furiously. God, he thought his dick would split ...
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