ALL HAIL THE SMUTS~! {SLOW UPDATES}

Master's Crossdressing Kink (Part 2~!)

This chappy was a request by StupidnPathetic And yeah, it's been a while since the last update, sorry guys... XDD I think the next request in line will be posted faster... the only guideline for this was sequel so... XDD Lmao... Sorry for the shit plot... And have a lovely day/night Kits~!
-Chibi

Martin has been working for Simon for a year now, and both had probably gotten more used to it than they should have... As when a man comes over demanding Simon wed his daughter to bring peace both share a look and Simon says "I do not wish to have a relationship with your daughter, but is we are simply married by contract and never have to speak again I will agree to this... demand..." The man looks very offended... "My daughter is breathtakingly beautiful!! I'll have you know. We get many a proposal for her hand a week..." Simon shrugs. "Mar, can you bring us a few drinks..." he calls out, the Maid who is just outside the room calls back in response "Yes Master~!" And hurries off... He comes back and hands Simon a drink only for the girl's father, a nearby kingdom's council head... To look at him in surprise... "Wow, such a fair maiden, as a servant?! I would think you would be one of his concubines..." Martin raises an eyebrow and says "Well yes, I am that as well... but first and foremost I am a maid... I serve only Master Simon." Simon snickers and the man sighs... "This explains quite a lot sir... you seem to be one with high standards for ladies... I ask you again young prince.... Would you be willing to wed my daughter?" Simon frowns and says "I have said I would, but the wedding will merely be a legality... I'm very much fine with using my precious maid here... Your daughter need not offer herself to me..." He sighs and says "I shall talk to her about this and return in a day with her agreeance or proposal for a change.." With that he walks out... Over the year Martin had gotten used to the dress he had originally and is now wearing something a little more... revealing... A skimpy dress, the very tight outfit very much complimenting his figure... And the shorter skirt and fishnet tights showing off his soft, smooth skin... The collar still snug around his neck, fake bunny ears and a tail on him just as a joking reference to when someone said he could be a playboy bunny not knowing he was a guy.... Both later ended up agreeing the bunny ears looked quite cute on him and kept them as part of his uniform... "Master...." Martin whines softly, pressing up against Simon's side... "C-can you please help me out with a l-little something~?" Simon hums, looking at martin with a small smirk... "That something is?" Martin just looks up at him pleadingly, rubbing his legs together uncomfortably... As if trying to still pull the innocent card despite his outfit.... And with those wide needy eyes Simon almost let him get away with it... But he steels himself, carefully tucking his wings out of the other's reach... "Martin, you gotta tell me what you want princess~.." The maid pouts, blushing faintly... "You... I-I want you t-to help me w-with this..." He lifts his arms to place them on Simon's shoulders, shifting his dress in the process and revealing his panties.... He's half hard and clearly needy... Simon growls lowly and possessively slipping his hand into Martin's panties, the maid squeaking and pressing closer to his master, fingers trailing to his wings... Simon tenses, a low groan escaping his mouth at the touch.... "Fuck... You know not to get me riled up during work days you slut..."  He growls... Martin looks up at him innocently and pulls his hand away from Simon's wings... "That's what I thought... Now since you've already gotten me hard with your cute little squirming why don't you fix it~..." He huffs, Martin perking up and slipping out of his grasp as Simon settles down in the chair... Buttons undone, and his rather impressive cock springing out once boxers are pulled down... almost instantly Martin wraps his lips around it and sucks, whimpering and squirming...

-TIME SKIP~! (I sowwy, i know u hate me now, but i'd rather the later smut happen XDD)-

Martin's POV:

I walk out to the doors to greet Master Simon and his new 'wife'.. Just the thought of her makes me want to fucking vomit... She's probably prettier than me... Gods... Soon I'll just be a useless maid and he'll only remember me when I act out badly or she's gone.... Then they step out and I stare in shock and confusion... Simon chuckles and says "Mar, this is my wife Laura.." I giggle softly... unintentionally reverting to my sassy bitch mode as I raise a brow... "You're Master Simon's new wife? Pfftt~!!" I burst into giggles... "And here I was worried he agreed because you were better looking..." Simon glances between us amused, but gives me a warning look... I don't heed it... I know what his 'punishments' are... And I enjoy them.. "Listen here maid, you look like a fucking whore, why are you sassing your new mistress!?" I scoff and say "Oh please, I'm Master Simon's personal servant. I don't have to listen to anything you say... Besides, I need to make sure you know that you're ugly, I don't care what your old man says." Her eyes widen and she gasps.. Simon sighs and says "Mar, what did I tell you about teasing the other girls in the castle?" I pout... "Not to make fun of them because even if I am the prettiest in the house they don't need to know it's true that I'm your favorite..." He nods, then looks to his new wife, who smirks, then gasps once again...  "Simon!! Dear please tell this despicable being it is not the prettiest girl in the castle!!!" I hide the laughter as Simon turns to me with a blank face and says "Mar,  I'm sorry to break it to you. But you aren't the prettiest girl in the castle..." I giggle madly as he tries to hold back the laughter... "What are you laughing about!?! Honey why is she laughing!?!" I laugh even harder at this and he smirks.. "Martin, stop laughing... You know it isn't polite to laugh at people for mistaking your gender..." He orders... I try and stifle the laughter as she looks at me in confusion... "Mar-tin?" Her face is pure confusion... I can't hold back the laughter... "YOU FUCKING- YOU THOUGHT I WAS ACTUALLY A GIRL!!!" I laugh nearly hysterically at how long she managed to look at me and believe I was a girl... Simon sighs and says "Yeah... Martin here's a guy... He's also very easily one of the best maids I've seen..." I smirk and say "Yup~! So I'm not the prettiest girl, but I am the prettiest~!" She looks at me offended and Simon sighs and says "Martin... go to the punishment room... I'll be there in a second once I show Laura her room.." I smirk, turning away from my master so he doesn't see it, but I can't help the excited hum that comes from my throat as I walk to the punishment room connected to Master Simon's bedroom... Extremely extremely glad I didn't have to push to get punished... Every time he punishes me is much less time he spends with that ugly witch of a woman he decided to mary for politics... I huff in annoyance and get to doing my usual job when I'm punished, I carefully put the leather bindings around my arms and legs tightly... the straps still loose enough I can move easily.. But a tug on a certain rope from master can easily tighten it to the point where I can't move... I shift uncomfortably as I wait for Master to walk down... and when he does I feel my legs go weak... God fuck he looks insanely sexy right now... The dark suit and his faintly glowing blood red wings, his eyes flash a dark magenta before returning to their usual bright and predatory red... I shudder, Master clearly noticing as his fangs appear in a dark smirk... "Tch... Martin, how many times do I have to remind you that even if you are such a great maid... You have boundaries.. And you should never overstep those~.." His voice a low growl that makes me shudder and yelp faintly in surprise as he tugs a rope, the leather binds pulling taught and leaving me stretched out against the wall... I whimper as he steps closer, dragging a hand up my inner thigh to slip out and rest his hand right on my hip under my skirt... the warm and calloused fingers rubbing circles over my hip and a little of my ass... I strain up into him on instinct, not minding that I know he's only trying to lull me into a false sense of security... Then suddenly there's a sharp sting of pain from the inside of my thigh... I squeak, eyes narrowing at the sight of the leather crop in his hand... SHIT THIS PUNISHMENT!?! I won't be able to wear my favorite dress for a week!!! But ohh goodness this feels amazing when he actually gets to fucking me senseless~! The crop is dragged up the insides of my legs. The smooth leather making me shudder as he pushes it against the quickly growing bulge in my panties.... Purposefully teasing me... The smirk on his face grows wider more malicious.....