Karate Class Supplies, Part IV: A Fitting End

[Dana Irish]

Jenna couldn’t believe her luck. James had decided to continue with the kick trials to find out his athletic cup size. It didn’t really make a difference to her since she found plenty of time to kick some crotch during karate class, but she was able to take her time during these fitting sessions. She smirked as James kept adjusting the youth sized athletic cup he was trying next, seeing that it was uncomfortable and probably not the right fit. “You ready?” she asked.

”Umm… yeah, I guess,” James responded with hesitation. Jenna strode over to be about three feet from James. She positioned herself in an athletic stance, brought her right foot up slowly toward his crotch, and watched with satisfaction how he kept flinching. 

“Tell you what, just so you can brace yourself, I’m going to bring my foot up slowly to line myself up twice, and then on the third time is when I’ll actually kick you full swing, got it?” James nodded, assenting to the plan. Jenna slowly brought her foot up once, then back down. On the second movement, she then brought her foot and leg up with quick, full force, smacking the cup right into his groin. The effect was instant, making a loud smacking noise and bringing James right to the ground. Of course, Jenna had done this purposely so that he wouldn’t flinch with the full force kick. She knew how to get these boys to relax during the fittings. All James managed to say out loud was “Unnnngggghhhhh…”

After several minutes, James was finally able to kneel on the ground, panting from the pain and likely nausea he felt from the last kick. Jenna always thought boys’ reactions to getting a wallop in the balls was quite funny, but really this was on him. He could have chosen the other kind of fitting. She tossed the next sized cup, teen, over to him, when he looked up at her and said, “Wait! Okay, okay, I can’t take any more kicks, I’ll just get the fitting.” 

Jenna said brightly, “I knew you’d get there eventually! Let me grab all the cups to fit you properly.” She grabbed them and set them down at his feet. He just stood there, awkwardly, clearly feeling uncomfortable and not sure what to do next. “All right, just step out of your karate pants, leave your jockstrap on, and obviously take out the youth sized cup since that one seems too small, even for you.” James flushed with embarrassment but did as he was told. As he stripped off his pants, Jenna could tell he was trying everything he could to avoid eye contact with her. 

“Well, these jockstraps certainly don’t leave anything to the imagination, do they?” Jenna said cheerfully. She stepped toward James, eyeing his crotch, getting her face close as she studied his bulge. Finally, she grabbed the waistband of his jockstrap and brought it down. Jenna let out a small chuckle and said, “Oh, goodness, it is a little cold in here, isn’t it?” His junk was, Jenna had to admit, on the smaller side. Not youth for sure, but he was probably a size teen, and definitely not hanging very low. “Well, looks like the next sized cup was probably the one for you. Too bad, you took all those kicks for nothing really. Ah well, better to be sure!”

Jenna grabbed the teen cup and started placing it on his privates. However, as she did this, she noticed that James was starting to get… excited. She shot him a look, seeing him turn a shade of red from worsening embarrassment. She stood up and looked at him in the eyes. He said, “I’m… I’m sorry, I’m just nervous and can’t help it.” She smiled at him and said, “Hey, no worries, I know just the thing.” 

She then reached down and grabbed both of his balls with one hand. She looked carefully into his eyes, smiled, and then started squeezing. “AHHHHHHHHH!!!” James started to scream! His hands instinctively grabbed at her hand that was squeezing his balls, but she tutted at him.

”Ah, ah, ah! If you pull too hard, it’s just going to make the pain worse.” She then started to twist slowly, feeling his ball cords in her grip. He then grabbed onto her shoulders to keep himself from falling, squirming and squealing in pain. 

“Please, stop! STOP!” She looked down and saw that he was no longer erect. She loosened her grip, but not fully. She didn’t want him to curl up in a ball yet, she needed to make sure she got him the right cup size. She grabbed the cup with her other hand, placed it into the jock strap pouch, and finally pulled the waistband up. She released his jewels, quickly placed the cup and jock strap over it, and stepped back. James once again found himself on the ground, cradling himself for comfort, groaning from the pain. 

“All right, looks like we have a winner!” Jenna then left, letting him be, wallowing in the pain and embarrassment. “See you at class, next Monday! And don’t be late.”