A Night at the Chimera Inn

This is a work of fiction. All characters are the age of eighteen or older.

Chapter 1: Wanderlust

When I emerged from the dense, monster-infested forest, I was surprised and extremely relieved to find a town over the hill. I knew that adventuring would be difficult, and my uncle never led me to believe otherwise. However, I found myself exhausted and in need of lodging after the trek through the treacherous Wormwood. The rumors abound of evil lurking within were not unfounded. I considered myself lucky my uncle trained me in swordplay as long and hard as he did. My name is Phineas, and I am an eighteen-year-old, adventuring sissy. Femboy is also a term I like to use. I am a very feminine male, with very feminine features. That being a pretty face; prettier than some girls, and a curvy, plump body. The one masculine thing about me would have to be my foot-long penis. I've always considered it a curse.

Despite just turning eighteen, my parents had passed away, and I had no concept of independence. When my uncle took me in, he had no problem with my lifestyle, or who I chose to take to my bed. I even discovered his eyes wandering my bulbous ass and wide hips one day. He was very stressed with his blacksmith work. So I asked him if he wanted to use me to relieve himself. He most certainly did; making me worship his amazingly huge daddy dick. I sucked it hard and with gusto, happy that I was right to assume he'd be hung like a horse. That cock was delicious. I learned that outside the bedroom, he was a kind man. In the privacy of his bed-chamber, however, he was rough, intense, and not at all loving or gentle once he got a look at my tight, fat boy pussy. He made me squeal like a pig that night.

I didn't mind, however. I knew it was my lot in life to be a sexual object of men. After all, he was taking care of me and even training me. Besides, it felt amazing. No complaints here. When I told him I was stricken with wanderlust and wanted to go out and explore the world he was supportive, but also warned me of how dangerous it could be. I asked him to train me even harder. Whether it was the way of the sword or the way of taking deep piping in my fat boy booty, he trained me vigorously. I loved it and appreciated his kindness.

My first instance of combat with a beast was terrifying, but I emerged victorious. After the intense, sweaty battles of life or death, I found myself itching for another kind of battle. The kind you have in bedchambers. The sound of exertion from swinging a sword was replaced with passionate moaning and quickening breaths. Just as intense and sweaty, if not more so. I wondered if I could find a big, strong man to play with in this little town. I headed down the hill, eager to finally relax, unwind, and quell the lust burning inside me.

Chapter 2: The Quaint Town of Cassidy

Entering the town, I discovered its name was Cassidy and that it was very lively and bustling, yet quaint. I instantly felt at ease, knowing there were no monsters here. Security was tight at the front gate, with a large, imposing guard stationed at it. I couldn't help but look him over, musing at how well-endowed and muscular he must have been. I shook the horny fog from my head as best as I could, deciding that I had to at least acquire lodging first. As well as get some food in me. Afterward, I planned to approach him all innocent and wide-eyed, and ask if he wanted to give my tight, needy boy pussy a taste. Surely that would work on the overworked, stressed daddy guard.

I walked around Cassidy, seeing all manner of friendly faces and wide smiles. I was amazed that such a nice town could be situated not twenty yards from that forest brimming with evil. I eventually found myself in front of a large building with an ornate sign. It read, "The Chimera Inn". I thought that this was just what I was looking for. I began to make my way inside. That's when I bumped into something big, soft, supple, and warm, smelling overwhelmingly of strawberries and roses. A surprised yelp came from two whole feet above me. The voice was of a mature, sultry tone. I looked up and realized I was tightly wedged between two massive, heaving breasts.

The woman I was trapped in was a complete beauty, even in my reckoning. I had never even given women a second thought, but this one was for all intents and purposes, a true vision of loveliness. Long, flowing black hair. Full, plump, ruby-red lips. A beauty mark on her right cheek, under her eye. Librarian-style glasses. Her eyes were a deep crimson, which would have scared me had they not been the most gentle eyes I've ever seen. She looked down at me, and instead of anger, I found a soft smile of kindness.

"Oh my! Well hello there, young man. Are you new around here? I think I would have remembered such a cute boy. By the way... are you going to leave my bosom anytime soon?" I struggled to get free of her all-encompassing cleavage, bursting out comically. I suddenly became flustered beyond belief, blushing bright red, bowing quickly and apologetically.

"I am so sorry, ma'am! Please forgive me! I wasn't watching where I was going..." I was on the verge of tears, and the beauty took notice. She suddenly began apologizing.

"No, no, sweet thing! It's my fault. Please don't cry. I promise I'm not angry." I pulled myself together and managed a smile. I was curious as to why this woman was making me so embarrassed. Maybe it was the intense, motherly aura and strong pheromones she was emitting. I felt a twitch in my loins. My enormous cock stirred a bit. I looked down curiously but shrugged it off.

"Ma'am, may I ask your name? I'm Phineas. It's so very nice to meet you." I smiled my biggest, sweetest smile, and the woman squealed in delight.

"AHN! You are just too cute! My name is Ophillia, darling. A pleasure." She held out her hand for me to shake. I took it in mine, but gave it a sweet smooch, instead. This made her gasp, moan gently, blushing deeply and even bite her lower lip. Wait. Why had I done that? What was going on with me? I never did that before. I was always polite, but the kiss of a woman's hand? I was getting a bit confused about my behavior. I chalked it up to hunger. As if reading my mind, Ophillia made a suggestion.

"Phineas, darling, would you like to have dinner with me? Perhaps a drink, as well? I'd adore the company of one as adorable as you." I found myself blushing again. This woman's kind, gentle, sultry tone was doing something to me. I felt that strange twitch again. Was something equally strange about to happen? I looked up at Ophillia and simply nodded eagerly, like a puppy.

Chapter 3: Details, Details

I walked with Ophillia into the inn and was enveloped by a warm, welcoming atmosphere. Many people were talking, laughing, and making merry. As we walked to a table, I noticed Ophillia's incredibly shapely, peach-shaped ass. My eyes nearly bugged out of my head when I saw it move from side to side as she walked. It jiggled with ferocity, I likened it to one of the many slimes I slew in the Wormwood. Endlessly jiggling like mad, looking so obscene in her tight black dress. Again, I found myself ever so maddeningly confused as to why I even thought such a thing.

I knew that my butt had a similar jelly-like viscosity, and attracted many a horny man. Even now I could sense some perverted eyes burning into me as I walked. This made my tight, pink, swollen boy pussy twitch. Seeing Ophillia's rump, however, made that happen, as well as my cock stir again. I stealthily rubbed over the growing bulge in my pants, feeling myself grow harder for whatever reason. Ophillia and I arrived at a table, and I was overcome with the urge to be polite. I pulled out her chair and smiled.

"Ladies first." Curiouser and curiouser, I thought. Ophillia could only squeal again and thank me for my manners.

"Dear boy, if you keep being so sweet, I just might have to gobble you up. Just kidding!" She stuck out her tongue in a childish way. I could tell she had a mischievous side. It only added to her charm. "Hey, Kay! Two steaks, medium rare over here for me and my cute new friend! A couple of pints of ale too, while you're at it!" She yelled across the room to the surly bartender named Kay. He gave the "OK" sign with his hand and headed back. She turned her attention to me. "So, my cute new friend. Tell me about yourself."

Her gaze was locked on mine and I felt my face burn up again. I managed the courage to tell her everything I could think of. I felt like I couldn't lie or leave things out. She listened intently, and never looked disgusted or bored. For the slightly more... naughty bits of my past, she looked interested; blushing and even gasping a bit when I mentioned having rough sex with my uncle. She moaned at my graphic descriptions and giggled at my unapologetic detail. I felt like I could talk to this kind of woman. As our food and drink were brought out, I regaled her with my adventure through the Wormwood.

"My goodness! What a story, baby. I'm very impressed. Not that I mind, but I'm surprised you even talked about being a sissy. I like how open you are with me. Those naughty parts were especially interesting... I haven't heard such detailed stories like that in all my forty years!" She blushed and gracefully cut her steak, and ate a piece. She took her pint of ale and chugged a good amount straight down. She was the kind of strong woman that could handle her liquor. I, on the other hand, was a lightweight. That did not stop me from digging into my steak, however. As I was exceedingly famished. Ophillia giggled at my tearing into it.

"Mmm... nothing more attractive than a boy with a big appetite. You do like meat, don't you, honey?" She laughed at her double entendre. I managed to slow down a bit, out of respect for Ophillia. I drank my ale, and surprisingly enjoyed it. I was never one for alcohol, but this was good. "That reminds me. I wanted to ask you something, boy." I looked up at her and listened closely, wondering what she meant. Unfortunately, we had a very rude, very drunk interruption.

Chapter 4: The Witch and the Drunk

A bumbling drunk, smelling rank of booze, came hobbling over to our table. He had a look of trouble written all over his face. He was undressing Ophillia with his eyes, and I immediately didn't like him.

"Hey, pretty lady! Wanna come and spend some time with me? Ditch the brat, and *hic* lets you and me go have some fun... HEHE..." My eyes narrowed, and I stood up.

"Leave her alone! That's no way to speak to a lady! Now apologize and go away..." I realized I may have been too quick to defend Ophillia, because the sheer size of this smelly man was overwhelming. His head turned towards me, with a look of annoyance.

"HUH? 'SCUSE ME? Little shit, you wanna go? Leave a man to his fun, or I'll *hic* twist your head off! Yeah... that's what I'll fuckin' do... *hic* Now... where were we, sexy lady...?" His hand began reaching for Ophillia with a wide, perverted grin. I grabbed the hilt of my sword, ready to use it. That's when something ridiculous and unexpected happened.

"Why don't you shut your disgusting drunk mouth, you pig?" My eyes went wide. The whole room fell instantly silent. A few patrons scurried quickly out the front entrance, like sensing something akin to a tsunami coming. The drunk was taken aback by her harsh words. His face twisted into one of rage.

"The fuck you just say, bitch? HUH?! Think a woman can talk to me like that? Don't think so. C'mere! I'm having fun with you whether you like it or not!" Before he could say another slurred word, Ophillia's eyes lit up. Her face was now a terrifying mirror of the sweet, gentle one I was accustomed to by now. The man was lifted into the air, despite his enormous size, and Ophillia quietly whispered arcane words that I couldn't understand. In one fell swoop, the man was tossed like a ragdoll out of the inn.

He flew, screaming outside into the mud. He staggered to get up and yelped when he saw Ophillia and her bright red, glowing eyes staring daggers into him. He turned and ran, stumbling and screaming. All at once the situation resolved itself and the entire inn exploded into cheering and laughter.

"HAHA! That's our Ophillia! The stupid drunk didn't know what hit him!" "You're the best, Ophillia! Always fun to watch you work!" Hey, kid! Don't piss her off, if you wanna keep your blood on the inside! HA!"

The ruckus eventually calmed down back to its original state. Ophillia sighed and sat back down. Meanwhile, I was standing, still bewildered about what just happened.

"Don't look so surprised, Phineas darling. I am a witch after all. Did I not mention that?" She did not mention that.

Chapter 5: The Offer

"I'm sorry. A WITCH?! Really? That's... I don't..." I was at a loss for words, honestly. I had never seen a witch before, let alone one who could throw a giant man with her mind. I composed myself, not wanting to insult Ophillia. "Gosh... I'm sorry! I was just so surprised. I've never seen magic before."

"Oh no? I suppose that makes sense. It sounds like you were living in a pretty remote location. Witches are all over, you know. In big cities, especially. We like to set up magic shops, and fortune-telling booths. You know, business."

"Wow... Miss Ophillia, you're amazing! You tossed that jerk away like garbage! Magic is so cool..." I praised her, and she giggled, blushing at my sweet compliments.

"Stop it, you! You're making me blush! Besides, I didn't do all that much. You were the brave one. Standing up to that pig like that. I feel like I have to reward the hero for his valorous, knightly actions..."

"Oh no, Miss Ophillia! There's no need for that. Please don't trouble yourself." I found myself suddenly wondering what kind of reward she meant. It couldn't be... naughty stuff... could it? No way. I don't even like girls like that. Right? Despite my doubts, the flaring in my crotch hadn't dissipated but rather became even stronger and more engorged with blood at my imagination running wild. Did I want to have sex with Ophillia? "W-what kind of reward, ma'am?" She merely smiled like a predator, licking her lips.

"Well, my dear boy. If you want to know. I was wondering before we were so rudely interrupted if you wanted to go up to my reserved room, where I can teach you about the pleasures of womanly flesh. I know you only know the taste of men, but if you give me a chance, I can take you to the moon and back. What say you, good sir knight? Will you refuse?"

I knew she would say something along those lines, and yet I was still stunned. I felt the alcohol in my system taking effect, and the thought of learning from this absolute beauty and all the things about sex I didn't yet know was making me doubt my whole lifestyle. I didn't even know I could be attracted to a woman. Yet here came this plump goddess out of nowhere, and she completely stole my heart without even trying. I suddenly wanted nothing more than to touch her, squeeze her, kiss her, lick her, and suck her. Every thick inch of her was driving me up the wall, just from looking. She took notice. She stood up and beckoned me to follow her with her finger. I simply couldn't refuse.

Chapter 6: Getting it Ate

We walked past patrons who took notice of us together. Some hooted and hollered, knowing full well the intentions that Ophillia had with me. Even some crass comments came out, but as soon as Ophillia's eyes started to glow, they were silenced. I looked at the bartender Kay, as we headed upstairs. He gave me a silent thumbs-up. As we walked down the hall, I couldn't help but notice Ophillia's enormous wobbling booty again. However this time, I simply couldn't stop myself from flinging a hand up and smacking the fuck out of it as soon as we were out of view. It jiggled wildly.

"AHN! Phineas! You naughty, impatient boy... I bet you've been dying to do that. You wanted to spank mommy's booty bad, huh? Dirty, dirty boy." I laughed sheepishly, nodding in confirmation.

"I'm sorry, ma'am. Your butt just looks so fat, juicy, and spankable..." I grabbed a handful of thick assmeat in my small hand, seeing it sink right into the supple flesh, loving the sensation. Ophillia did too, moaning at my firm grip. She chuckled and opened the door to her room in front of us. She let me go in first, and the second the door was closed and locked, she had her revenge and smacked my booty. The loud slap and subsequent clapping of my thick cheeks echoed in the small room. "AHN! OUCHIES... MISS OPHILLIA..." I whined cutely, rubbing the spot where she smacked me. She giggled like a slut, and cooed in my ear.

"I'm sorry, Phineas darling. Your fat boy butt just looks SO spankable. I wanna do more than spank it, though..." She crouched down to my ass level, and effortlessly peeled off my skin-tight pants, letting my caked-up cheeks burst out in a hilariously cartoonish manner. I was turned around and tried my best to hide my massive cock that refused to stop swelling. "AHN! Goodness, what a beautiful, pale fatty you have here, baby. I bet you inherited this from your mama." With these words, she smacked my ass again, making it ripple like crazy.

"OH... Ma'am! I like it when you smack my fatty..." I began twerking and making that ass clap for her to enjoy. She certainly did enjoy it, moaning at the sight of my skills. I always practiced twerking in the mirror back home. I'd like to think I got pretty good at it. I continued my show for Ophillia until she stood, and with yet another firm smack, told me to go over to the bed and get on all fours. I yelped like a girl and obeyed.

I made my way over to the bed and got on all fours, as ordered. My cake was spread open for Ophillia to admire. She could see my plump, pink boy pussy, and salivated at the sight of it. I sensed her burning gaze and felt my fat hole twitch excitedly. She walked over to me and knelt in front of my crazy fat boy booty. She sucked two fingers and went to rubbing over my hole with them. This feeling was like an electric shock up my spine. I couldn't keep my voice in and squealed as she rubbed my mound in small circles.

"AHN... MA'AM THAT FEELS SO NICE! You're being so gentle, too! MMM..." My whole body shook, and I playfully jiggled my ass as she treated my hole to a nice little massage. However, she was not content with just this and inserted the two fingers inside. My plump, juicy boy pussy ate up her fingers, and she sloshed them in and out. Again, being very gentle. The feeling sent shockwaves through my whole body, and I continued squealing loudly. I loved having my ass played with. This was the first time anyone had ever been so gentle, though. I realized I liked it.

"Fuck, you like that, huh? Don't worry. Mommy Ophillia is here to make you feel so good." Saying this, she pulled out her fingers from my boy twat, and sucked them clean. Then she did something truly naughty. She dove her face into my cavernous ass cleavage and started slurping up my hole viciously. My eyes rolled back and I made a silent O face. I slammed my hands into the bed, gripped the sheets tightly, and suddenly bellowed like an animal. I hadn't expected that.

"FUCK! MOMMY OPHILLIA! YOU EAT MY HOLE SO WELL! PLEASE DON'T STOP! OH SHIT!!!" I wondered if the patrons below would hear my shameless screaming, but I didn't much care. This felt way too good. It turns out, a woman's tongue is fiendishly skilled. She dug out my hole in ways it never was before, swirling her wet tongue inside and loudly slurping out a fat, hard suck from the mound of flesh, which in turn made it jiggle obscenely. She sloppily, yet still somehow gently, made out with my hole until I was shaking uncontrollably. I felt I might let out a sissy load from getting it eaten, but it didn't come. Ophillia managed to pull herself away from my burning boy snatch.