Date Night
A small story between a small, but very sadistic demon, and a white vixen. If a small childlike demon takes you on a date and challenges you to a bet, it might be wise not to take him up on either... Unless you want to be punished.
Keep in mind this is the first time I've written anything of this nature, so my work needs a lot of refining, but the sadistic nature behind it is there.
Cassandra shuddered as she sat in the fancy restraint with Red. Not out of nerviousness from the date itself, but of what would be happening during and likely after.
Cassandra had taken up Red on his challenge, all she had to do was sit through the entire date without anyone having a single idea about her toy. If t was just her she probably could have done it, and in fact she had practiced several times before, but this time, she was entirely without any control.
The game was simple, go on a nice date to a fancy dinner, followed by a movie. She had to dress up real nice and fancy before meeting him, with one added item, a metal dildo slid up her pussy. All the while Red, her loving companion held the remote. The dildo had two functions, a lovely vibrate with an adjustable dial, an a cruel, and painful shock that could be activated at any time via the remote. The rules of the game were simple. Red plays with anything on the remote he wants, while she stays silent and quiet all night without letting anyone notice. If she managed to do so, Red would eat her out for as long as she wanted, but if she failed, and even one person noticed something was wrong, she was going straight home without finishing their date for a punishment.
The night had already been shakey, she had barely held it together when the waiter took her order, Red had found it amusing to alternate between the shocks, and throwing her to full vibration while she was talking, and she was so looking forward to getting to make him go down for once.
Still, she was terrified. He had worked her to the verge of climax again, each time prior denying her with a seemingly perfectly times shock, and lowering of the vibration, but this time the waiter was approaching with her food, and her partner had this uncanny sense for knowing exactly when she's on the edge.
The waited approached, each agonizing step edging her closer until the very moment the plate was placed in front of her. Nobody in the restraunt at all missed it, the loud sounds and smells of the vixen reaching her climax as the food was handed to her, or the sobs of knowing something horrible would be awaiting her, as the two made their way out, her pussy already in pain from him throwing on the shock full force, and leaving it all the way home.
He wasn't kidding about a punishment, as soon as she was home she wound herself bound in her dreaded diaper position, legs chained above her head spread wide. Her date holding her hairbrush in his hand. His eyes looked into hers before it was brought down on her already sore neathers, the loud sound of the hairbrush would very quickly get drowned out by her own sobs of pain, the demon was relentless and cruel in his punishment, not leaving a single bit of her neathers without deep purple marks, marks she would remember for quite some time before deciding to challenge him again.