You quit and train Brad (ballbusting)

You decide you just can't do it anymore. You email your two weeks in and the next day you start training your replacement, Brad. He was dressed up in a nice suit, probably nervous for his first day. His sweating confirmed it. You almost felt bad for him. You had been instructed to bust his balls as his training. On your last day, you also had to go big with it and your CEO would upstage you no matter what you did, hazing him in and making sure he could handle it. You had already googled how much a testicle can handle before permanent damage could occur and you were confident he'd still have his balls in twenty years. It's just that they would be bruised from this day foward for as long as he kept this job.

"Alright, Brad. This job is really easy, you're here to boost morale," you explain. He'd been told you were leaving to focus on college and had no idea what he was in for.

"What, like bringing cupcakes or donuts in? I can do that! What does everyone like? Are there any upcoming birthdays I should know about? Expecting mothers or retiring employees I should throw a party for? Oh, don't worry, I'll have a party ready for you on your last day!" He was so excited. He was 19 years old with no prior job history. You had expected him to be spoiled. Honestly, you had hoped he would be so you wouldn't feel so guilty over what had to happen next.

"Nope, like this!" Faking confidence and sadisticness, you slam the pointed toe of your high heel into his left nut. Despite being a good six inches taller than you, he raises to his toes to try to get his nut away from the **** as it mushroomed around your shoe, the center flattening as your toe pressed in. You felt a wave of guilt as his smile dropped into a look of pure agony, his jaw drapping as his eyes crossed. His brown hair flopping as he crumpled to the floor holding his aching sack.

"Ooooo!" He squeaks out pitifully, his voice already an octave higher than before. Unfortunately, you had to keep going. If you let him go straight to taking kicks from Val, it would hurt him so much worse. She wouldn't have any mercy for the orbs between his trembling legs.