Sunday, 24 August 2025

Story: RCM Crossdresser's Familiar

 


Morning came, and to Annalise's partial annoyance, it had been the best night's sleep she could remember having. Despite the situation, the bed had been so comfortable and the room set to just the right temperature that she'd nodded off much sooner than she'd anticipated. Despite the fact that there was a guy in the same room as her. Despite the fact that there was only a magical barrier that she barely understood in between them, she'd nodded off unreasonably fast. For a moment she wondered if there had been a sleep spell of some sort cast upon her, but - Mmmmph, no, this feeling of comfort was definitely not being caused by a sleep spell.


On the other hand, the weight on her chest was not her quilt.


...


Her hand did some exploring. Pat, pat, pat. That was hair, and not her own. That was a head, and not hers. That was a neck, then further down, that was a surprisingly toned butt, and the rather large thing poking into her thigh right now was -


...


The ellipses might as well have been spooning with her as well. Let's look back over that sentence and draw attention to the last two words: As well. Those are important words. They change the meaning, the context of the sentence. Annalise let an eye creak open, just one, so she could take a wary look around, and what did she see?


"Mmnnnyah~" Nevill cooed into her chest. "Mmm, comfy~"


Gulp! Cute! Way too cute! This was a guy, right? Actually, that thing poking into her thigh made it pretty clear that this was a guy! She almost made a sound there. A startled, strangled little "eep!" but she stopped herself. Oh, she kept it in, how she kept it in, because!


Because her eyes caught something else as well. Shadows passing in front of the door. She could see them in the small gap at the bottom. There were feet passing by. As she watched them, she could match the sound to the very quiet motions out there. The motions of jealous girls who wanted a piece of the thing poking into her thigh, and do you know what?


Looking at this sleeping face, like a doll, Annalise was definitely getting it. Feeling that monster poking her thigh, she definitely, absolutely got it.


Deep breath now, girl. Deep breath! Those girls are crazy about this extremely cute boy! If they find you in here, spooning, they will gut you like a fish, and - And how the hell did he get around the barrier anyway?! Was it down?! It had been reinforced, hadn't it?


Time to extract yourself, girl, if you know what's good for you. Make a sound, they figure out one of you is awake, they come in to see, and oops your hair is on fire or something. Wake up Nevill and he makes a sound? Same thing! You gotta extract yourself from this situation in a calm, rational, reasonable way. Then head for the door. Pretend like that other bed is actually yours, and wake his dumbass up with no sign of your 'crime'.


"Mmmmnya~" Nevill cutely meeped in his sleep, rubbing his cheek up against her breast, and the next thing she knew her nipple was in his mouth.


It was very, very difficult for her to not make a noise right about now. Ah. Ah. Ah~ Her body was starting to react! Not the way she'd like, either. She was horny! Why was she horny at a time like this?! This boy - he was really dangerous! He might dress like a super convincing girl but he was absolutely a lady killer!


Alright! Fine! Step one! Roll him over without dumping him off the side of the bed. Actually, the best way to do this would involve her scooting off towards the side of the bed without knocking anything over. Problem one - The position of his head was barely off her arm. Problem two - His right leg was wrapped around her left. Problem three - He has a really, really big dick, and she kinda wanted to see it now!


Deep breath. Deep breath. Deep breath! Annalise scooted her body to the right. Wound up dragging him along with her because of his blasted leg. Oof! If only she could sit up! This was like untangling a knot. Where to start, where to start - get his head off your upper body. 


"Do you think they're awake?" she heard a voice from outside.


"Hrm, not yet," she heard another voice whisper. "Let's give him another ten minutes."


"Alright, fine!" the other voice replied. "We don't want him to be a sleepy, yawny Nevill all day, now do we?"


"Yes, it is essential he gets his full eight hours!" the other voice said. "And there is no other reason behind it! Clear?"


Clear as crystal! Think about it, think about it, what's the best way out of this mess...? Got it! Instead of trying to roll away? Roll into him instead! Perfect. Genius. The kind of thinking that gets statues erected in your honor. Annalise took a deep breath, counted to three, and- 


Whump. She rolled right into him. The effect was immediate. His cheek squished against her collarbone as he let out a soft, utterly lethal sound:


“Mmmnyah~ warm~”


Her heart stopped. Her lungs stopped. Her everything stopped except for the very loud screaming in her head. Okay, fine, he’s… happy. Good. Great. This is fine. You’re not panicking. Not at all. He snuggled closer. Closer! His arm flopped lazily across her ribs like he’d just decided, mine now, and she almost squeaked aloud but bit it back so hard her teeth protested.


Deep breaths, Annalise. Deep, traitorous, oxygen-filled breaths.


Phase Two: leverage. If she kept rolling, just a little more, she could use her shoulder as a fulcrum, tip him onto his back, and—freedom. Freedom like a bird in the sky. Freedom like a fish in the-


Oh fucking hell, his leg was still wrapped around hers. And now that she was this close, she could feel - 

Nope. Nope! Don’t think about that. Do not think about that. Abort thought. Abort. She pushed with everything she had, just a little, a careful little shove, and then...


Fwump. Success! Nevill rolled onto his back like a particularly smug sack of potatoes, arms spread wide, head flopping onto the pillow with a blissful little sigh.


“Comfy… Annalise smells nice…” he mumbled in his sleep.


You didn’t hear that. You did NOT hear that. Annalise froze. Her ears were burning, her face was on fire, and outside the door she could hear more voices.


“Shh! Did you hear something?” one girl hissed.


Don’t breathe. Don’t exist. Don’t even have thoughts. Footsteps paused. Shadows lingered. Then, mercifully, they moved on. Okay. Okay! Good. Time for the grand finale: The Roll of Freedom™. Just a simple roll away, off the bed, onto her own side like none of this ever happened!


Her elbow slipped on the quilt. Her knee caught the sheet. Her body spun in a completely non-heroic barrel roll off the edge. She hit the floor with all the grace of a falling wardrobe and lay there, perfectly still, praying the universe didn’t hate her enough to make that a loud thump.


She held her breath, waiting for the moment they would come in to investigate, but... Silence. Blessed and merciful silence. Annalise risked a peek over the mattress. Nevill was still flat on his back, one arm stretched toward where she’d been like he was reaching out for her even in dreams, hair tousled in a way that should be illegal.


Deep breath. Deep, victorious breath. She was free. Free at last! A giggle tried to escape and she slapped both hands over her mouth because NO. Not now. Not when death-on-heels was still stalking the hallway like a pack of wolves with better hair.


Okay. Step three: pretend you’ve been in your own bed the whole time. Easy. Right after you… figure out how to detangle your hair from this stupid bedpost. And figure out how to stop having erotic fantasies about the boy you'd woken up in bed with.


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