More fun
Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 7 by RachelDaws RachelDaws

But what flavor of crossdresser?

Bimbos make everything better

Jason stood out like a sore thumb in the throngs of average highschoolers. It could have been for any number or reasons, like who comes to school with a glammed out full face of makeup? Or has their hair professionally done the day before prom?

Please log in to view the image

Please log in to view the image

Perhaps it was the solid black trench coat that he had wrapped around him, with only his lavender platform stiletto heels poking out the bottom?

Please log in to view the image

Please log in to view the image

Still, DJ and PK seemed to both silently agree it was the look of anger mixed with fear as he stood there clutching the lavender purse in a white knuckled grip. It did not help that students were abuzz with questions running through their mind of who the new girl was. Although, DJ could spot a few small groups that had their heads together and were pointing fingers at him, seemingly recognizing who Jason actually was.

Please log in to view the image

As DJ’s presence began to attract attention as well, Jason finally noticed her. Clutching his purse in one hand and doing everything he could to keep his coat closed with his other, Jason began to make his way towards DJ. Seeing that her prey was moving to her, she stopped heading towards the crossdressed man and waited for him to approach.

Almost stumbling twice in the tall heels, Jason finally reached the spot where DJ stood waiting. His voice hissed out between clenched teeth. “Look, I did what you told me to. Now, can I please get rid of all this? I’m sorry alright? I made a mistake.” The anger quickly bled into pleading as Jason stood there uncomfortably.

DJ’s eyebrows raised as PK imparted the truths of this timeline into his mind. “Mistake? You call making deepfakes of my family doing fucking porn a MISTAKE?!” The sneer of anger that crossed DJ’s face was born of true emotion, as PK had told him of Jason's actions in this timline that had gotten the pair of friends to this point, a swelling of pure vitriol had welled up inside her.

“Not only that, you fucking leaked them to the school.” Jason’s face winced as he realized that he had been fully caught in his pornographic endeavors. Up until now he had thought that she had only known about him creating them, not that he was the one who had leaked them. DJ could see the images now, her mother’s head over Lisa Ann’s body. His sister Becca imposed over Gabbie Carter. It went on. Even DJ herself hadn’t been free of the humiliation, her own image crossed with Bailey Jay.

Chewing on his lower lipstick covered lip, Jason tried to think of something to say, some excuse to get out of the predicament he found himself in. His eyes searched DJ’s face to try and find even a single ounce of forgiveness or mercy and came up empty. Finally, he closed his fake lash covered eyelids and dropped his gaze to the ground. “I know you hate me, but after I asked you out and you said no in front of everyone. I was just so angry, I worked so hard on that promposal. And then you just humiliated me like that in front of everyone.” Jason’s voice was small as he poured out his heart to the beautiful girl in front of him. “I didn’t know what to do, I was so angry, so hurt that I just… I didn’t think. I just wanted you to feel what I felt, and I knew the only way to do that was to attack your family.”

DJ stood there silently as she listened to the whole story spill out. Knowing how much Jason had been crushing on her, she had expected the him to ask her to prom, but never in front of the entire class. She had assumed as much before putting her plan into action, yet still, nothing he said made any difference to her. “Yeah, well, I guess you got your wish. Cause I’m going to take you to prom. But it certainly won’t be with you in a tux. Now, give me the coat.”

As DJ had spoken, light had bloomed in Jason’s eyes, thinking he had gotten to her. The thought of her going to prom as his date made his eyes light up. Then the rest of her words slammed home and he recoiled from the vitriol in her voice. Realizing there was no way to get out of this, his shaking hands reached down to undo the belt holding the full length coat closed. As he slipped it off his bare shoulders, the lavender halter top mini dress with side cut outs became visible.

Please log in to view the image

DJ snatched the coat from Jason’s grasp and sneered down at the smaller boy who stood there dressed like a stripper. “You will have to answer to me throughout the day. Then today after class, I’m taking you dress shopping. If you skip class, tell anyone why this is happening, or try to get back at me in any way, I want to remind you that my mom is a lawyer and those laws against **** porn now include deep fakes.”

Stepping away from the embarrassed feminized teen, DJ tossed the coat into a nearby trash can. “Oh, and no covering up. Now, let’s go. We have math.”

Jason was doing everything in his power to keep the tears in as he clutched his tiny hand bag in front of him and tried to mince along behind DJ, still uncomfortable in the tall stiletto heels. Now with his fake breasts on full display and nothing to hide behind, he stared at the ground in an effort to not see everyone around him pointing and staring as the two made their way through the school.

What happens in math class?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)