"So...this Shinji kid is into wearing skirts. What's the big deal?" Hikari said. She had listened to Asuka's story with a detached interest.
"The big deal? The big deal is that Misato is into him wearing skirts. You know what that means?" Asuka said.
"No. I don't." Hikari said.
"She's into girls, stupid!" Asuka said.
"First off, that doesn't mean that at all. Plenty of girls have a kink for feminizing boys. Secondly, weren't you already pretty sure she was into girls?" Hikari said.
"W-well yeah but...this proves it for sure." Asuka said.
"Ok, let's say she is. That doesn't mean she is into you specifically." Hikari said.
"Sure it does. You haven't seen the way she's looked at me." Asuka said.
"Could just be wishful thinking." Hikari said. Asuka gave her a glare and a pout.
"Look, I'm sorry to say this but I just don't want you risking everything based off of some hunch. You had a thing for that Rei girl and that didn't turn out well for you. I just want you to protect yourself." Hikari said.
"Th-this is different." Asuka said.
"Really? Because I see you going after someone who already has a lover. A male lover. No amount of crossdressing or potentially meaningless looks are going to change that." Hikari said.
"I've gotta go. Thanks for having lunch with me." Asuka said standing up, from the table.
"Asuka, I-" Hikari said.
"It's fine. We'll talk later ok." Asuka said, and ran off. Hikari looked after her and sighed.
"That idiot's gonna get someone hurt again." Hikari muttered to herself.
"D-do I look good." Shinji said. Misato and him had been in the bathroom, for quite some time. Dressing and undressing him in various looks, until she settled on a purple flower print dress that clung nicely to his frame. She then proceeded to apply makeup to him, meticulously transforming his face. It was quite a soothing experince to Shinji, though it was quite arousing as well.
"You look gorgeous Shinji. Anybody with half a brain would want to fuck you senseless." She said, her voice low and breathy. Shinji looked in the mirror and was amazed. He looked...pretty. Beautiful even. And so much like a girl, that it amazed him.
"God, we should have picked up a wig. That would have completed the picture." Misato said, as she placed kisses along his neck. Shinji was so fucking horny. And he wasn't sure if it was the embarrassment, or the clothes itself, or the idea of being subservient or girly, or Misato or all of the above but it felt so good he wasn't sure how he'd lived without this.
"I-I..." Shinji said, but he couldn't think of any words.
"I'm going to fuck you tonight. I'm going to fuck your brains out." Misato said, whispering it against his ear and he whined in utter need.
Shinji was dragged to Misato's bed, and thrown on top of it. Misato undressed and Shinji stared at her as she pulled off her clothing. First shirt. Then bra. Then pants and panties. And finally, Shinji saw all of her nude. A sight he had been waiting for all day. Misato then pulled his dress up and his pink panties down.
"God I've been waiting for this. Your cute little cock." Misato said, playing with the already erect penis of her ward. Shinji gasped and moaned as his fingers clutched the bedsheets. He was already so horny, but he couldn't cum yet.
Finally, she mounted him, and Shinji's cock went inside her. She bounced up and down on it as she stroked one of her perfect breasts.
"Sh-Shinji. Put your hands on my ass." Misato said as she continued fucking him. It felt so good being inside of her that Shinji almost missed her command. He grabbed on tightly to one of her large cheeks. It felt so good and soft, it took all his willpower not to cum immediately.
"S-Spank me. Spank me." Misato commanded. He did so with his other hand, softly and timidly. But good the jiggle felt good.
"Harder you sissy bitch." Misato said, her voice firm and scary. Shinji spanked her again, and again.
"Good girl. Your mommy's little slut aren't you? Keep going. Keep going." Misato said and finally, Shinji could hold on no longer and came inside her. Misato came shortly after, and withdrew herself from his cock.
"That was good for a first time Shinji." She said after a few moments of recovery.
"We will have to work a bit on stamina. And I was doing most of the work but...I think you'll figure it out eventually." Misato said, giving Shinji a kiss on the mouth.
"Th-thanks but...I came inside you." Shinji said in a low voice.
"It's fine Shinji. I've been on the pill for a long time." Misato said, with an amused grin.
The two fell asleep in each others arms. When Asuka got home, she knew she had to act quickly, or risk losing her chance.
The seduction would have to begin.