A ballbusting loser

Jack and Cassidy were roommates, but not the normal kind of roommates. The situation could best be described as roommates with a little extra. Neither of them were too bothered by putting a label on their situation, because they were both enjoying themselves – the occasional hookup, a lot of teasing, a clean apartment with rent paid – who could ask for anything more? It was a great living situation that anyone would be envious of. 

The Crash Team Racing idea started off so innocent. The loser had to do the winner’s chores for a week. The loser had to order Chinese food that night. Jack wasn’t sure how things turned from vanilla to kinky or who had brought it up first, but he didn’t mind. 

That was how he found himself on the couch, with his hands restrained by one of his own ties that Cassidy had pulled from his room. His heart was pounding in his chest, as Cassidy came back from the kitchen and eyed her naked roommate where he lay.

“You really do need to work on your video game skills, you know,” she scoffed, though her face was playful. She was in just her bra and panties, with her arms crossed over her chest. She looked so sexy in the dim evening light, Jack thought. “I’ll go easy on you at first, but only because it was a close race.”

Jack laughed and bit his lip. Anyone else looking at the situation might have thought this was his punishment, the kinky outcome of another lost CTR race, but in all reality, he was still a winner, in his mind. Jack loved having his balls tortured, especially by a hot blonde such as Cassidy. It was something he often masturbated about late at night, when he knew Cassidy was already asleep, and sometimes even when he had just left her room. He felt so lucky to have someone as understanding as her to indulge in his kink. Girlfriends in the past had been too hesitant, not wanting to cause Jack any pain. Cassidy, on the other hand? She loved every second of delivering the torment. 

“Mmm,” Cassidy moaned, starting off by sucking Jack’s cock. It was a nice, thick size, and it quickly got fully hard in her mouth. Her eyes looked upwards to see Jack’s expression – his raised eyebrows, his parted lips. But his eyes contained a slight gleam, as though he was anticipating what was coming next. It thrilled her, and made her suck him off with even more enthusiasm, moving faster up and down with her stretched lips. She was always so good at sucking cock and able to take him all the way down to the base.

She reached down and began to massage his balls gently at first, but soon escalated to sharp, hard squeezes. She loved how Jack always reacted to it – gasping and wriggling around. It was especially delicious to witness with his restrained hands. The tie had been a last-minute decision on Cassidy’s part, and Jack loved it.

“Fuck!” he groaned, his voice sounding strained and ragged with pain. His eyes were bulging out of his head with every squeeze, and Cassidy could already see his forehead start to get covered in sweat. “Holy shit!”

She giggled. “But we’re just getting started!”

Jack could only manage a whimper. But inside, he was also deliciously excited. He had told Cassidy pretty early on after they started hooking up that she shouldn’t go easy on him, that the intense pain only made his cock harder, and was exactly what he wanted. She definitely was delivering, unafraid to be rough. It was what made Jack turned on most of all. 

Jack cried out, his body curling in on itself, as Cassidy started pulling on each one of his balls, stretching them out as far as they could go, as though made of putty. She watched as the skin stretched tight with each tug. It was entertaining to watch, that was for sure. 

“Holy shit!” Jack shouted, the pain searing now. He brought his restrained hands up to his mouth so he could bite down on his knuckles. He wasn’t sure how he was even making it through this. “Fuck, Cass!”

Cassidy laughed, and started jerking Jack off with one hand while the other continued to pull and stretch his poor left nut. The combination of white-hot agony and melting, intense pleasure made Jack hardly able to breathe normally. His mouth opened and closed, gasping, and Cassidy loved every second of it. Getting such a strong reaction from him only made her want to keep going. 

“It’s so fun to torture you,” she said cheerfully, lowering her mouth back down onto Jack’s cock for a few minutes, swirling her tongue around it. Giving him these pleasurable breaks from the ball blows only made it feel worse when she picked it back up again. “Are you ready for more?”

Jack groaned, using his tied-up hands to gently massage his raw, throbbing testicles. “Ahhh, I guess so . . .”

His voice trailed off, but his heart was pounding in his chest with excitement. His eyes widened as Cassidy stood up over top of him on the couch and took off her bra and panties. She looked down at him, smirking, and gave her ass a little shake. She knew just how to inject Jack’s ball torture with a little bit of flirty fun. 

“How are they feeling?” she asked, using her foot to push Jack’s hands away from protecting them.

“Ahh, they’re fucking swollen,” Jack said, as though it was obvious. “You’re brutal, aren’t you?”

“You wouldn’t want me to be anything but, admit it,” Cassidy said, laughing. 

Jack didn’t even have a second to answer before Cassidy was swinging her feet back, gaining momentum, before landing them right against Jack’s poor balls. 

“OHHHH FUCK!” Jack screamed, so loud he was sure that the neighbors were wondering what was going on over there. “Cass!”

Cassidy didn’t stop, though, and continued to kick into Jack’s sensitive, swollen nuts, taking the time to dig in each time she made contact, pressing his balls up against his body. Jack squirmed and moaned, but his cock continued to throb. Seeing Cassidy’s curves helped a lot – her large, hanging breasts and taut, tight ass. Even through the pain, he wanted her. 

Her toes continued to connect with Jack’s balls, squishing them against the inside of his legs. This combination of a kick and a pinch was excruciating, and Jack couldn’t help but scream and whimper now. His eyes were watering, and his face was beet red. 

“Aw, I like how much higher your voice gets,” Cassidy said, grinning at him as she now dug the heel of her foot into Jack’s goods. “It’s pretty adorable actually.”

“Shhhhhit,” Jack moaned, trying to weasel his way out of Cassidy’s literal foothold but unable to, with his hands tied. She gave a few more hard blows with her feet, alternating each time. The pain was crushing, but Jack had to admit he was getting closer and closer to blowing his load with each blow from Cassidy’s pink painted toes. 

“I’m gonna. . . I’m. . . FUCK!” That last blow was a hard one and had really smashed his balls inwards. 

Cassidy sat down on Jack’s lap, but frustratingly not on top of his cock. 

“You’re gonna what?” she said teasingly. “Is someone about to cum?”

She wiggled downwards and dropped her head to Jack’s cock, sucking it down her throat as her hands roughly pressed and tugged on his balls. Jack could hardly focus – he was blissfully floating and suffering at the same time. He hadn’t ever felt such pain on his poor nuts before, even after all the other times Cassidy had tormented them. This was a new level.

So it was no surprise when the load that Jack shot straight down Cassidy’s throat was a big one. She swallowed it all down like a champ, but her eyes widened when she realized just how much cum there was. Jack moaned and stammered, his cock twitching as Cassidy took every last drop. 

When his cock and swollen, throbbing balls had been drained of all of Jack’s warm, thick cum, Cassidy sat up and licked her lips. Her hands reached down for his nuts, examining them.

“Wow, I really did do a number, huh?” she said.

Jack winced at even the slightest touch. “Fuck yes, you did. Ahh, but cumming down your throat was worth it.”

Cassidy smiled and undid Jack’s wrist restraints. “This better not mean you start losing at CTR on purpose! I want a fair fight.”

Jack sat up, hissing inwardly as the change in position made his used nuts start throbbing again. “Oh, don’t you worry,” he said. “There will be no losing on purpose. If I want my balls tortured, I’ll just knock on your door.”

Cassidy laughed. “Good. . . okay, so. . . rematch?”

Jack took the controller in his hand. “Let’s go!”