One involving controlling her orgasms

"Dare Nineteen: Hold the vibrator in the draw to your left on the maximum setting to your clit for five consecutive minutes without climaxing. Timeline 2 hours. Difficulty: medium."

This dare was simple but difficult. Her punishments essentially made half of her body an erogenous zone, and she had very little practice controlling her orgasms. Nevertheless, she was still determined to pass. She suggested ten minutes instead of five, and the app accepted. Grabbing the vibrator and laying on the floor, she began. For her first attempt, she lasted a total of 1 minute and 36 seconds. For her second, she lasted for 1 minute and 47 seconds. Her third attempt lasted 2 minutes and 3 seconds. She was getting better, but she doubted she would make it. She tried to think of way to extend her control, but every attempt failed, gaining her just a few more seconds. It was on her seventh try that she was interrupted.

"Still at it? You know you could hurt yourself doing that." Her suite mate said, while he and his roommate walked into her room.

Emily yelped and tried to cover herself as best she could, noticing a little trickle of piss came out. Both boys were taking her situation in, noticing everything and enjoying it.

"What are you trying to do, set a record for most orgasms in an hour?" One of them asked.

"I am trying to go ten minutes with the vibrator without climaxing." Emily replied

"It sounds like you have not been successful."

"I haven't"

"Then, let us help you." Before Emily could protest, the two boys had pinned her to the ground. They grabbed a pair of handcuffs and a spreader bar out of the drawer Emily had left open and applied them to Emily. She now lay on her stomach, her shoulder pinned to the floor by one boy, and the other between her legs staring at he bare ass and pussy.

"Please!" Emily pleaded. "Just let me do this on my own!"

"What fun would that be?" He asked. "Now, for proper training, you must have a negative incentive. I will hold the vibrator against your clit until you climax. Every minute you are short, you get spanked. You make it, we let you go."

Despite being **** into this situation, Emily did not mind the rules too much. Sure the spankings were bad, but she had endured worse in recent days. They, along with the peer pressure of the two boys, might actually help her accomplish her goal. If she did that everything would be worth it. Besides, its not like doing it herself would be all that different. During her first try with the boys, she lasted 5 minutes and 47 seconds, over 30 seconds longer than her previous attempt. After receiving her four swats, they continued. For over an hour and a half, they continued. For her last attempt, she lasted for a total of 9 minutes and 47 seconds, but her time limit ended there.

"Dare Nineteen: Failure"

"Punishment Nineteen: Due to bonus punishment thirteen the level of this punishment has been increased. The user will no longer be able to orgasm or have her arousal die away. Her arousal will increase as normal, ever increasing whenever something erotic happens to her, but it will never decrease, meaning she will be in a near constant state of arousal. The only way for her to get release is for her to ask someone 'can this worthless slut cum?', and if they reply 'you my cum' the user will promptly have an orgasm, the strength of which will be proportional to her arousal. The only exception to this rule is if a dare requires her to have an orgasm, in which case, she will climax as normal."

Though a sense of defeat washed over her at this notification, she tried not to let it get to her. Her suite mates left when the phone chimed, thinking she needed to do something else. She suggested to offer sex to anybody who permitted her to cum as an addition to the punishment and the app accepted. Emily was able to rest for a couple hours before Alice returned with several friends.