The Break-up Prank: Part Nine

“Leann! No!” Jack cried as he and Trent raced down the hallway but it was too late. Leann and her boyfriend had already rounded the corner. He heard Trent mutter ‘holy shit’ under his breath as they continued their rapid lope. They only slowed when a teacher crossed their path and eyed them suspiciously.

When they finally caught up with Tony and Leann where they'd tucked into an alcove, Jack gasped in dismay at what he saw. Tony’s face was deep purple, like the skin of a plum, and he was whining like a little bitch when he wasn’t trying to catch his breath. Jack had never seen Tony look so scared – not even when two hundred and fifty pounds of muscle towered over him as he prepared to hike the ball. With a downward glance, Jack immediately understood why. Leann now had both hands between his legs and she seemed to be squeezing one testicle in each hand. Her knuckles where white from exertion and it made Jack think of how he sometimes squeezed a rubber ball to strengthen his hands. If Leann was squeezing a fraction as hard as he did, it seemed to Jack that there was a good chance Tony’s testicles might pop – that is, if his head didn’t pop first.

“How does it feel, Tony?” Leann sneered, an evil glare leveled on her boyfriend. “Oooh, does it hurt to much to talk? Good. I could do this all day.” She tittered when as Tony’s eyes bugged out even more.

“For the love of god, let go of him!”

Jack glanced over at Trent and saw that, despite his forceful command, he was graying before Jack’s very eyes. As his buddy took a tentative step forward to attempt an intervention, Jack put his hand on Trent’s arm, cautioning him.

“Duh-duh-don’t, Trent,” Tony squeaked.

Trent stopped in his tracks though it wasn’t from the way Leann turned and leered at him. It was the fact that as she leveled her gaze on him, her grip around Tony’s balls tightened further.

“Take another step and I’ll turn them to mush,” Leann growled.

One look at her face, and Jack knew she wasn’t playing around. Trent, stepping back, must’ve felt the same way.

“Please, no,” Tony blubbered, twisting and writhing in her grasp.

Leann’s head snapped back to him. “Fuck you, Tony. I’ll stop when I think you’re hurting enough.”

For another ten seconds, Jack watched in a dreadful trance as Leann continued to squeeze Tony’s balls harder and harder. When the tears started flowing from his teammate’s eyes, Jack broke from his stupor. “That’s it. I’m going to find a teacher.”

“Go ahead,” Leann dared him without turning her head.

As Jack rushed off, Trent’s head swiveled between his rapidly vanishing friend and Tony’s terrible bind. “We’ll be right back,” he promised, hoping to buoy Tony as he took off after Jack. As he sprinted, Trent couldn’t get the feeble, helpless, and beaten look in Tony’s eyes out of his mind.

Though the irony was not lost on Jack, he pushed aside his reluctance to yet again call on Mrs. Callahan, but there she was ahead of him and it didn’t make much sense to try and find somebody else. “Mrs. Callahan,” he panted, slowing down.

Katy glanced back at the sound of her name and then stopped when she saw how seriously Jack was looking at her. “What is it, Jack?”

“You gotta come quick,” Jack pleaded, putting his arm around her back and nudging her forward.

Ahead of her, Katy could see Trent motioning jerkily for her to hurry up before he turned and headed back in the direction he’d come. Between the panic in Trent’s eyes and the firm, but gentle, push from Jack, Katy moved as fast as she could in her two-inch heels. She could feel the discomfort as her boobs bounced and jiggled with every step and she wanted nothing more than to press them together tightly as she ran-walked after Trent. But with Jack at her side, she resisted the urge, thinking it would’ve seemed very unprofessional.

Despite his concern for Tony, Jack was still a hot-blooded young man and he couldn’t help but stare as Mrs. Callahan’s breasts rose and fell, swelling with every rise and bouncing with every fall. They looked heavy to Jack and for a moment he forgot all about Tony, enraptured by the seductive wobbling motion of Mrs. Callahan’s tits. As they neared the turn where Trent had disappeared, Jack reluctantly forced his gaze from Mrs. Callahan’s bosom and curved his arm in the direction of where they’d left Tony. “Down here,” he said, guiding her.

At the sight of Trent kneeling next to Tony’s quivering body, Katy’s heart simultaneously lept and sank. There was no doubt in her mind that another boy had fallen victim to his girlfriend and that knowledge sent a rush of pleasure through her body. But she could also see the young man looked far worse than any of the other three she’d treated that morning. The caretaker in her felt awful for him. She knelt next to Trent who was rubbing the fallen boy’s back with a tenderness that surprised Katy. “What happened?” She asked, a shiver running down her spine at the way the young man was clutching at his groin. A second shiver hit Katy when she saw the stricken look on his face.

“My nuts. Fuck. My nuts,” Tony moaned.

Katy’s pulse quickened and she knew it must be bad if he was so tormented that he didn’t even care if he dropped the F-bomb in front of a teacher. “Are your testicles hurt?” Obviously they were, but Katy wasn’t sure what to say. Fortunately, the young man helped her out.

“She squeezed them so hard. They feel like mush.”

“Oh man, Tony,” Trent said, sounding like he was going to be sick himself. “Jesus.”

“Just breathe, Tony,” Katy commanded in a gentle voice, taking note of the boy’s name. “Can you get up?” Her mind raced when he shook his head tersely. Turning to Jack and Trent, she asked, “Do you guys think you can get him up and walk him to my office?”

Trent looked at Jack and shrugged his shoulders.

“Sure, Mrs. Callahan,” Jack said, reading his buddy’s eyes. “I think we can.”

“Good,” Kay said. “I’ll meet you there,” she added, rising to her feet.

As Mrs. Callahan strode off, Jack looked at Trent with worried eyes.

“You grab under his right arm and I’ll get his left. Let’s try to get him sitting up first,” Trent directed, sounding confident they could get it done.

It took a few tries, but eventually they were able to pull Tony’s bulk into a seated position. “Damn,” Trent panted, “We might just skip the weight room today.”

Jack chuckled, his heart feeling lighter – at least for a moment. “You ready?” He asked after he and Trent sat for a minute collecting their breaths.

Trent nodded and the two of them prepped for the arduous task of getting Tony to his feet. They were grateful when Tony at least tried to make it easier for them, grunting pitifully as he used what little strength had left, which was just enough to get him standing before his legs completely jellied. With an arm around each teammate’s shoulder, Tony offered the occasional limp, as Trent and Jack dragged him to Mrs. Callahan’s office, where she was awaiting them with a fresh bag of ice.

“Thanks fellas,” Katy said, admiring the way their muscles rippled and flexed under the heavy weight of Tony’s body. “I can take it from here.” She looked at Jack and favored him with a wry smile. “You know the drill.”

Jack pursed his lips which were threatening to curve upwards as he spotted the two late passes on the edge of Mrs. Callahan’s desk. He plucked them up and handed one to Trent. “Thanks Mrs. Callahan,” he said, unable to keep himself from stealing one more glance at her enticing cleavage as he ushered Trent out of her office.

“So, Tony,” Katy said, standing in front of the young man. “How are you feeling now?”

“It still hurts so bad,” Tony confessed, too broken to sense the smugness lingering underneath her tone.

“I see,” Katy murmured, pulling up a chair in front of him. Taking his hands cautiously, she moved them away from his groin. “I think I’m going to have to take a closer look. Is that okay?” When he nodded, Katy’s breaths quickened as she realized she had no idea what she expected to see. She imagined the pulpy mass left in an orange rind after making homemade juice and shuddered. Clearing her head with a quick shake, Katy soldiered on. “Alright then. We’re going to need to get those pants off.”

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