Painful Delight

At the sound of the sudden voice, Sean turned around quickly. So quickly that he tumbled over, thanks to his swimsuit pulled down to his knees. Luckily for him, he fell into the tunnel wall. Unluckily for him, it was a wall full of jagged rocks. Pain screamed across the side of his body that bashed into the wall.

A soft laugh reminded Sean of the reason he'd whipped around. Standing in front of him stood a smirking Kimberly Goose. She reached out and grabbed his hand to help him stand back up straight again. After assisting him, she peered past Sean to get a better view of Fred fucking Skye across the room. Too engrossed in their own pleasure, the couple luckily didn't notice the commotion.

"Looks like somebody is a naughty little boy. Spying on Fred and his whore-tsk, tsk," Kimberly scolded the teen. "Maybe you deserve a spanking."

"Skye isn't--," Sean started to defend Skye from Kimberly's whore comment, but his voice cut off as she dropped down to her knees in the water in front of him.

"Or maybe you deserve a treat. I like naughty little boys, so a treat it is," the platinum blonde continued until she enveloped his dick with her mouth.

Sean had only received blowjobs from one person, Beyza, in his life. While his ex-girlfriend made up for her lack of experience with an aggressive attitude, one she said her mother suggested, Beyza wasn't in the same ballpark as Kimberly. The women might not have been playing the same sport. The older blonde came across as primal in her relentless attack on his cock.

Ms. Goose's technique employed sharp, rapid head bobbing, like a piston working a machine, and fast, intense sucking. On edge for almost a couple of hours at this point, Sean didn't think he would last more than a minute or two under this ****. Kimberly seemed to sense this, and her hand tightened as she dug her long fingernails into his sensitive member. The pain, more than enough to make him wince and clench his hand, had the effect she desired, holding off his impending orgasm.

Momentarily removing her mouth off his poor, hurt cock, Kimberly gave an evil grin, "Oh no, little boy. There's going to be none of that yet."

As his mother's frenemy resumed her brutish cocksucking, Sean began to wonder if dark creatures from mythology might exist. Ms. Goose started to resemble a succubus straight out of a nightmare. The setting appeared perfect for Sean's horror film ****. They were deep inside a park's remote section, in a tunnel leading to a hot, dark cavern. Despite these troubling thoughts, Sean once again found himself nearing an eruption. Once again, Kimberly's sixth sense rewarded him with a painful move to stave it off. This time it had been her squeezing hard on his balls.

A third barrage commenced, and the blond teenager marveled at her abilities. Holy shit! Does this woman even have a gag reflex? Is she trying to hurt me? Why did that damn ranger have to show up? I could be getting a nice, kindly blowjob in this same spot from Skye or Whit--Whitney! Sean opened his eyes as the pain in his balls subsided somewhat in time to see the blonde cheerleader captain standing just outside the entrance to the cave, a shocked look on her face.

Demonstrating that her spidey sense applied to more than his impending orgasms, Kimberly pulled away from his throbbing member to look at the newest arrival. "An audience? Well, come closer, little girl. Yes, closer. It's time for you to witness how a woman controls a man."

As Kimberly started up her fourth round on him, Sean heard a loud "Oh fuck" call out from inside the cavern. Turning his attention away from Whitney's arrival, Sean focused again on the couple fucking. Skye had turned to watch Sean again, only this time she saw that he wasn't alone. Fred continued to slowly pump his cock into her from behind, unaware that anyone had caught them. Whitney moved a step or two further into the tunnel to peer into the cavern, her eyes bugging out even more at the sight of the couple fucking.

With Whitney watching him, Skye eyeballing him while getting railed from behind, and Kimberly's ongoing manhandling, Sean was a goner for sure. Nothing was going to stop this eruption from occurring. Nothing until Kimberly broke the one rule absolute rule of blowjobs: she used her teeth. The teen's torturer scraped her sharp fangs along a decent amount of the length of his already sore dick. Overwhelming pain almost caused him to pass out; his only conscious move was to grab Kimberly's head and try to push her off him. The older woman refused to stop, prying his hands off of her.

"Don't you ever try that again, or I'll bite down hard!" the platinum blonde snarled at the wide-eyed teenage boy, who just nodded in fear. She then looked over at Whitney, who now had her hand inside her bikini bottom, clearly masturbating to both couples in front of her. "Watch and learn."

Kimberly's fifth and final blitz came fast and furious, shocking Sean, who couldn't fathom how she had a higher gear to switch over to. His bruised, tender cock wasted little time inflating back up to rigidity. The searing suction being performed on it felt painful and pleasurable. Only a few feet away, Whitney's fingers increased their speed. The teenage blonde felt conflicted. Should she let this continue or stop the older woman? If this bitch hurts him one more time, then I'm taking over!

"That's it! Right there...cumming!" Skye shrieked out in bliss.

"Can't...." Fred attempted to vocalize before he too exploded in an orgasm.

"Fuuuccckkkk!" shouted Sean, finally able to surprise Kimberly when the couple's screams of joy proved too much.

"Oh, shit! What was that?" Fred asked in shock. Luckily for the others, the older man had collapsed off to his side and into the other cave tunnel after his orgasm. Reacting first, Skye scrambled over to her boyfriend, blocking his view back out into the cavern.

"Someone's coming. Into the cave. Hurry!" the younger woman ordered, hustling her boyfriend inward and out of sight.

Sean barely registered what the other couple said or did. He'd just experienced the most incredible and painful orgasm of his young life. Never before had the teen felt such an urgent need to relieve the pressure in his balls. Now drained, Sean glanced down to see Kimberly staring back; her cheeks puffed out from his huge load.

The older woman proceeded to stand up, still staring into his eyes before she abruptly turned. Moving quickly, she grabbed Whitney's head and kissed her fiercely. The surprised younger blonde's eyes shot open when she felt the gooey liquid invade her mouth. Sean watched in awe and fear as Kimberly snowballed his cum into the girl's mouth, one hand keeping Whitney's head from pulling away. If his cock hadn't been bruised and battered into submission, it might have hardened at what he watched. Still, a part of him dreaded what might have happened. If Whitney hadn't shown up, would Kimberly have tried that on me? The bitch seems crazy enough to do it.

"Tasty treat, huh?" Kimberly asked Whitney with a sneer. The younger girl gasped for air after what she'd been **** to swallow. "That was fun, but it's time for me to go. Toodles, kids."

Starting to wade away, Kimberly stopped with a thought. "How about you stop by my room later tonight, Sean? That is if you think you can handle putting that tool of yours into another hole. Oh, don't worry, Whitney, once I have our little boy trained, you can join in." How delicious would that be? Phase One for breaking Sean is complete. Showing Whitney how thrilling it is to be a cheating slut would be the icing on the cake. Now, I just need to show that Sybil up and win our bet.

The two teenagers watched Kimberly wade out of the tunnel and around the corner. Sean turned to his classmate and saw the distress on her face; he apologized, "Whitney, I-I'm sorry."

"Sean," she whined. Her hand still inside her bikini bottom, resuming its earlier action. "I ne-need to..."

Realizing what the buxom beauty needed and wanted, Sean gulped. Still in shock over the recent events, he hardly felt the concern or pressure he would have any other time as he reached over and pulled her hand out of her bottoms. Holy fuck, I'm about to finger one of the hottest girls in school!

As his hand replaced hers, Sean marveled at how soaked Whitney felt from the day's events. Knowing she only needed a fast cum, he plunged two fingers into her pussy. He sawed his fingers in and out furiously, kissing her neck to help her along. Whitney moaned almost continuously; she had been close earlier watching the two couples, but her concern over how Kimberly treated Sean held her back. Now with his fingers doing the work, along with his loving kisses, she could feel her orgasm approaching. Gawd, I want to kiss him so badly, but I can't. My mouth probably tastes like his cum, and kissing would definitely be cheating on Owen. Fuck, at least I can justify this as somehow Sean helping me out, even if that's a shitty excuse. Oh, oh..."Fuck!" she screamed.

Sean managed to hold Whitney up as she lost all control over her arms and legs. Her badly needed cum left his right ear ringing from her shriek of pleasure. After only a minute or so, his hearing came back and barely in time. He heard voices and they weren't coming from the direction that Fred and Skye had gone.

"Shit, someone's coming," Sean said in a hushed voice.

"She sure did," Whitney giggled in response before she realized what he had said. "Oh, shit. That's why I came over here. Some of the others want to check out the cave."

Scrambling around, they tried to make themselves look presentable, hiding any signs of their indiscretion. Sean pulled up his swim trunks. Whitney dunked underwater to hide the reason for her messy hair. She swished the water around inside her mouth a couple of times, trying to rinse away any leftover cum.

Sean and Whitney hoped they appeared presentable, but multiple suspicious or knowing looks let them know they hadn't entirely done the job. Unbeknownst to the two teenagers, when the others had met up with Kimberly, she'd made what they thought was an off-hand remark about seeing the two sneak off together. That caught the attention of Owen, who now stared menacingly at Sean again. Harvey Diamond also seemed to be paying more attention to the young teen.

Wishing to flee the cavern, Sean couldn't leave out of fear. Kimberly might be waiting to get him alone again. If that woman had made him feel unsettled growing up, she now flat out gave him the creeps. He also had to ward off Owen as long as possible. The teen started by using the Strattons as human shields. Sticking close to them, he chatted up Mr. Stratton. Mrs. Stratton picked up on his odd, uncomfortable behavior. After ten minutes, the older redhead managed to get a moment alone with the teenager.

"Are you alright? Did something happen with Whitney?" Rachel asked her close friend's son.

Fortunately, Newt chose that moment to arrive finally. His friend mumbled unintelligible words. Sean assumed he'd asked about his frazzled appearance, not noticing Newt's similar appearance.

"Man, you wouldn't believe me if I told you," Sean said for the second time today, getting a confused look from Newt.

Later, when Gabriela started up her teasing again, Sean actually felt happy for the distraction. It also helped that she had no interest in joining the others as they explored deeper into the tunnels. He had visions of a hand pulling him down a side tunnel and hurting him.

"Since my husband abandoned me to go spelunking, you better stay close. I'm going to need a hero to save me if any cave creatures are lurking under the water," said Gabriela, overacting like a damsel in distress. And even when she gripped his arm close to her, rubbing her large breast against it, Sean showed no discomfort. His mother's old cheersister's antics now seemed tame compared to his earlier shock. Her brand of teasing allowed him to put Kimberly out of his mind slowly. Surprised by his lack of reaction, she tried again with her teasing, but he stayed calm. "Oh, you're such a brave young man to show no fear in this darkness."

Whitney appeared less worried about what the others thought of her, maybe because she didn't fear a punch in her face or an older succubus leaping out from a dark corner. Instead, what unnerved her came from the strange, serious face of her father.

"What exactly were you doing with that Sean guy?" Owen demanded once he finally maneuvered Whitney far enough away from the others to harshly whisper the question that had been eating away at him.

"With Sean? Oh, please. You can't be serious. How about I tell you later what I saw Ms. Goose doing to him," she downplayed her involvement while sacrificing Sean. She figured once her boyfriend heard what that crazy bitch did to the poor guy, Owen would leave her classmate alone for the rest of the trip.

It worked at least initially as his angry face turned to a confused one. After that, he didn't bring up the question again until they were back at the cabin. This allowed Whitney to worry more about her father's mood.

Eventually, the cave explorers returned, bringing Fred and Skye with them. Skye appeared to have reverted back to her shy, soft-spoken self and only flashed a polite smile to Sean and Whitney.

The sun was in the earliest stages of setting when the group emerged from the cavern. Harvey announced they would stay for a little longer, to enjoy the sight of the sun setting over the park. Agreement rang out around the group at this idea, and they returned to the hot springs for one last relaxing dip in the warm waters.

The newcomers, even the indoor prone Newt, were awed by the beautiful view as the sun disappeared behind the trees. The four lantern style flashlights helped the glowing atmosphere as Harvey placed them every few steps away from each other on the stone staircase. Sean noted that the light, coupled with the rising steam, made for a romantic moment. For the first time since they arrived at hot springs, he thought of Ramsey and what a waste it was that she wasn't here with him. Instead, he worried that she might have found romance back at the cabin with another person.

Note: I feel that I should point out that this chapter's sex scene is more of an outlier than the norm in the main thread. The pain/humiliation that Kimberly used isn't something that you'll see much in this story. It's also a chapter that seemed to turn off a number of readers of the former thread. I did consider toning it down this time around but kept it the same. I felt that it's important to show Kimberly's true personality.