Head to Katie's room

You decide there is no way Jeff could do anything to you around he little sister and head to her room. You head up the stairs and find a door covered with glitter and rainbow and decide that this must be the right door. You knock on the door to be polite.

"Hello?" A cute voice rang from inside of the room.

"It's Andrew." You simply reply.

The door is thrown open as a girl that still has a few inches on your gestures you in. "Oh, I'm so glad you're here! I'm so glad you decided to change your mind! Let me get the stuff out."

You are confused as she quickly leads you to sit on the bed. You look around the room. The room is pretty messy, there are outfits and clothes that cover the floor. Posters of typical girl interests line the walls. There is a large mirror on top of the dress that is angled so you get a good look at yourself. Your long hair and feminine face almost makes you look like the inhabitant on this place. You are snapped out of your thoughts as Katie stands between you and the mirror.

"Alright. Strip." She command.

"Wha-What?" You ask, confused. You did not expect this at all.

"I said STRIP."

This time the command seemed to activate the submissive part of your catboy brain against your will. You quickly stood up and pulled your skirt down, then pulling your shirt up. Once you were in just your underwear she spoke up again.

"I mean everything." She said as she crosses her arms at you.

You pull down your panties and stand completely naked in front of your bully's sister. She grabs a ruler front the dresser and to your horror brings it down to your crotch.

"Wow, three inches. A shame." She sighed. "If you were larger than six I would have let you fuck me."

She goes back to her dress and searches for something. You are too embarrassed by this turn of events to notice what she pulls out. Another second goes by and feel something cold clamp around your tiny cock and there is a small clicking sound. You look down and see the metal cage around your penis.

"Hey!" You shout and jump back, but it is already too late.

Katie smiles at you and walks over to the dresser. "I am so grad you finally decided to take my offer to be feminized." She grabbed two outfits, a pink fluffy princess dress and what appears to be a maid outfit. "Which one? Maid or princess? I think a catboy princess works best with your long hair..."

"What?" You shout. "I'm a boy. I don't want want to put on either!"

Katie smiles at you. "I guess you can say no and leave. But you'll never touch your cock again. I have the only key."

You look back down at your chastity cage and see the padlock hanging from it. You glare at her. "Give me the key."

"Not until we are done playing." She smiled back and held up the two outfits again. "Because you took so long to choose you're going to have to put on more than one." She gives you the princess outfit. "Put it on."

Because you are already naked you quickly slip on the dress, not happy about the situation. Once it is fully on she turns you around to look at the mirror as she begins work on your hair. You barely recognize yourself with just the dress on.

"Look at that." Katie says looking you. "You are the cutest catgirl princess I have ever seen. Oops! catboy princess..." She teased.

You glare at her.

"Now now." She wagged a finger at you. "Princesses don't glare. Hang on a second as I get my outfit on..."

She begins to strip and you blush as you get a good look at her naked body. Her outfit is really different from yours. It includes fake plates of armor and a sword.

"Alright." She starts up. "I am an adventurer that just slayed the dragon to rescue the princess, who is you. I have just entered you chamber to bring you back to your kingdom."

You roll your eyes as you realize she is making you roleplay as a catgirl princess. Of all the humiliating things in the world this one ranks pretty high.

She lowers her voice to sound like a man. "Princess, I have come to rescue you. I have singlehandedly slain the beast that traps you here."

"Uh....okay." you reply.

Katie moves closer to you towers over you, wrapping her arms around you. "Princess, you are more beautiful than I ever imagined. I think a just reward is what is required for such a great task I have achieved."

You did not quite know where this was going, but you knew it was bad. "What are you..."

Without warning she picked you up and brought you to the bed. With a hand on your shoulder she pushed you to your knees. At that moment you noticed something poking out of her armor. She pulled down her pants to reveal what she was hiding, a 10 inch strap-on.

"Suck it princess." she commanded.

You held your mouth closed as she prodded your lips with the tip of the dildo.

"The knight demands her reward."

You still don't budge.

"If you want access to you cock back you are going to have to take mine." She said finally.

Reluctantly you open your mouth. Without hesitation she puts two hands on the back of your head and begins to **** your head onto her strap-on.

"The reward is appreciated princess." Katie grunts as you feel the strap-on pushing into your throat. "Your throat is so tight."

Your eyes roll up as Katie gets a little too rough with your mouth. You wonder for a moment how many other catboys have been **** into this exact situation. A few minute of forcing her fake cock in and out of your mouth she stops and pulls it out with a pop.

"Now that I am properly lubed up, princess." She began. "I think it is time to take your virginity and claim you as my wife."

"Wha-What?" You cry and try to struggle away, but she is surprisingly strong.

She pushes you onto the bed and forces you on your hands and knees as she positions the strap-on behind you.

"Moan for me princess." Katie ordered.

You moan as she rubs her cock along your ass crack. The feeling is incredible and you can't help yourself from moaning louder.

"That's it princess." She encouraged.

"I'm not a-"

Katie grabs your hips and thrust her cock deep inside you as she cries out. "Oh yes princess." She moans. "I'm going to fuck you until I fill you up."

You whimper at the sensation, it even starts to feel good. You begin to panic when she starts to move. Your body is not used to this kind of stimulation. Your tiny boipussy stretched wide as she continues to plunge into it.

Finally she stops and pulls out of your ruined hole. "Now it's time for you to put on that maid outfit."