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.
