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Chapter 54 by Obedient  Lorelei Obedient Lorelei

Who climaxes first?

Rita does

Feeling Ricardo pound into you with increasing urgency, you lap desperately at his wife's sex, swirling your tongue between her lips and over her love button until her orgasm fills your mouth with her juices while she uses both hands to crush you to her crotch, thighs squeezing your head from either side. Mere seconds later, her husband reaches his own peak and holds himself deep inside you until he's completely spent. As both spouses start to recover and disengage from your aching body, you worry that they will have been so caught up with their own pleasure that they won't know who came first, but it turns out Ricardo was keeping track.

"Well done, Jenna," he gasps out between deep breaths, making you glow inside. "Darling, I'm disappointed with you."

Rita looks suitably abashed, but not as apprehensive as you would be, had those words been directed towards you. Ricardo comes into view, removing a condom you hadn't noticed him putting on and laying it on a tissue on the dressing table. Then he picks up his cane and walks back behind you, which causes you a frisson of anxiety, before he barks out the order Up and his wife complies, scooching back slightly and lifting her hips above your head, legs still wide apart. Ricardo reaches over you and brings the rod down in a vicious stroke that makes her clap her hands over her mouth to keep from howling as her hypersensitive clitoris takes the brunt of the blow.

Rita's fortitude is impressive. Although her legs quiver with the effort of keeping her pelvis in place, she doesn't flinch as her husband continues to flog her most sensitive parts. Every stroke raises a visible weal on her labia or inner thighs, which you crane your neck to see, very relieved that you're not the one in trouble, because you're sure your punishment would not have been any less severe. Ricardo finishes with two more to the very centre of her sex and she begins to sob loudly, her mental defences finally overcome.

"Good girl," he says, bending forward to kiss the welts he just inflicted, signalling the end of the caning. Rita drops back onto the bed, relieved, but still weeping. Ricardo pats your back and says it's time to continue your punishment.

The break has given your bottom plenty of time to recover. Combined with the added arousal you're feeling from the recent show, you hope you'll be able to bear the remaining swats with as much fortitude as Rita endured her caning. However, when Ricardo slams the paddle into your unprotected buttocks once more, it reignites all the pain of your previous spankings, leaving you open-mouthed, gasping for breath.

The board cracks into your cheeks a second time and you yelp pitifully, tears already prickling your eyes again. As fresh agony sears through your behind, Rita's sobbing slowly subsides and she returns her attention to you, as though watching your suffering helps her to ignore her own. After half a dozen swats, you're blubbing and struggling to keep still, but Ricardo slows down, giving you a chance to calm between smacks. In this way, you manage to endure the next six, the pain rising in a crescendo that radiates out across your whole body.

Ricardo pauses, reaching down between your legs to check that you're still at some level enjoying this torment, which your needy sex confirms by grinding involuntarily on his fingers when he strokes your sopping genitals.

"I expect you'd like to cum tonight as well, wouldn't you, Jenna?"

Before you can reply, Rita interjects, her voice only a bit shaky after her caning, explaining that you already masturbated to orgasm in her car on the way here. You don't need to be clairvoyant to foresee that instead of pleasure, your intimate parts are about to experience a rather more distressing type of attention.

"Jenna! Is this true?" Ricardo asks in mock horror. You blushingly admit that it is, the humiliating story sounding worse the more you think about it.

"Well, I think we need to do something about this impropriety." You have visions of your poor pudenda being flayed raw by that scary cane, but it turns out that Ricardo has something possibly even worse in mind. He walks away and leaves you to stare at your boss. She's not looking very apologetic about dropping you in it. In fact, the old excitement seems to be returning, a mischievous smile curling the corners of her mouth even as she blinks away the last of her tears.

Ricardo returns and crouches behind you. His fingers explore your sex once more and you can't help moaning. He certainly knows what he's doing and soon has you writhing helplessly. He pulls back your clitoral hood, rolling your bud tenderly between thumb and middle finger. If he keeps this up, you might be cumming tonight after all.

Unfortunately, he stops just as you're about to go over the edge and you groan with frustration, a groan which turns into a shriek as the most awful agony sears through your love button. Rita immediately rocks forward and puts her hand over your mouth, stifling your scream like she did her own, earlier. Your fists clench, fighting the urge to reach back and free your clitoris from the vicious clamp biting into its swollen flesh. You manage to get yourself under control just in time for the agony to magnify and you think you're about to faint, but you don't.

"Hmm, one more, I think," Ricardo muses, adding another weight and making the cruel jaws bite even harder. You burst into tears, shoulders heaving. Then, just as quickly, you freeze rigid as you realize every movement just makes the weights swing more.

"Excellent. Up, Jenna." He helps you to stand up straight, ignoring your strangled cry and looking deep into your eyes, flooded with tears, enjoying your anguish. "Now, I'd like you to give me five star jumps, please. Babe, would you mind demonstrating?"

You stare at him incredulously, but his wife complies eagerly, nearly leaping off the bed with a wince from the pain between her legs. She faces you and performs five rapid and energetic jumps. Even through your tears, her discomfort is obvious, but it's a pale shadow of what you would feel if you were to try to copy her.

"Nice big jumps with no pauses, please."

You sob. "I can't. Please. It-it'll tear off!"

"Rita's done star jumps with more weights than that," he replies and she nods vigorously.

"Your clit's stronger than you think, Jenna," she adds. "It'll hurt more than you can possibly imagine, but it won't damage you. Promise."

You hesitate a moment longer, but this isn't going to get any easier and you do trust your boss, foolish as that might be. The launch alone sends a sickening wave of anguish through your genitals and you seem to hang in mid air for an age, staring down at the floor approaching, terror building at the prospect of landing. When you finally do, the pain actually makes you go blind for an instant and the only thing that keeps you from screaming is that it hurts too much. Your clitoris remains intact, though.

"No, no, bigger than that—and no stopping! Five continuous jumps, one after the other."

You're in a state of delirium as you complete the task. You feel so hot your skin might melt, but at the same time you have goose bumps and are shivering with chill. When you land for the tenth time, legs together and arms at your sides, both your hosts hug you. Rita kisses your neck and Ricardo ruffles your hair and whispers well done in your ear. They hold you until you start to hug them back, tears of euphoria running down your cheeks. You even dare to think that your punishment may be over, but no such luck.

When they're sure you're not about to collapse, they lead you back to the bed and bend you over again. Instead of removing the clamp, Ricardo picks up the paddle and prepares to give you the last dozen. Rita holds your hand and you whimper, looking over at her in panic at the prospect of being beaten with the weight still swinging between your legs, but she just pushes your hair behind your ear so she can see the anguish on your face better and you clutch her hand tighter.

Your host gives you your last swats every bit as hard as the first, the fire in your cheeks vying with the nauseating pull on your clitoris for the worse suffering. Whilst you don't scream, the sounds you do make are barely human and you're crying so hard you have to pant for breath. Through it all, your boss watches you with fascination, drinking in your agony.

Finally, it's over and Ricardo squats down to free you from the jaws of the clamp, while his wife strokes your hair and whispers in your ear what a good girl you've been. Ricardo massages life excruciatingly back into your pleasure bud as firmly as he applied the paddle and you writhe under his merciless ministrations until he finally pronounces himself satisfied. Through your sobs, you thank him for disciplining you.

"It was my pleasure, Jenna. I'd be more than happy to give you a repeat performance any time you'd like one."

You shudder at the prospect, but thank him again, without giving any indication when or if you might take him up on his generous offer. Ricardo and Rita help you to lie down on the bed between them and gently start to apply soothing cream to your battered cheeks, whispering together and sometimes kissing while they work. You must have dozed off at some point because the next thing you know, Rita is whispering in your ear and her husband is snoring quietly beside you.

What does she want?

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