I grew bored of my sheltered life in the castle and yearned for something more. My father forbade me from leaving the grounds no matter how much I protested. I would often amuse myself by tormenting my female servants and they would not dare to complain to the Lord, lest they be beaten and whipped. Even at the age of 19 I was still yet to be married as most eligible suitors were at war in some distant place. Any lowborn men I tried to talk to did not even look me in the eye out of fear and respect for my father.
I planned to disguise myself as a commoner and sneak out to the inn outside of the castle walls. When my maid was undressing me in my bedchamber I finally revealed my plans to her. She threatened to tell my father, but I threatened her with far worse. She agreed she would lend me her clothes, but would not help me any further. With tears in her eyes, she removed her humble dress and placed it over my head. I waited till it grew darker and then mingled with crowd, exiting through the main gate into the unknown.
The inn, which I had overheard my servants talking about, was supposedly only a few miles from the castle on the King’s Road. I trampled through mud for about an hour before I saw a bright burning torch in the distance and heard the muffled sounds of drunken laughter. I had made it. Shivering from the cold I steadied myself, took a deep breath and entered. I expected someone to notice me but no one did. Giddy with excitement I ordered a pint of ale from the barkeep with my best commoner accent and sat down in the corner.
A well built but filthy man approached me, “What’s a pretty lady like you doing in ‘ere?”, he said. “How much for a go then?”
“Excuse me?” I replied.
He slammed ten gold coins on the table. “That should just about do it, come on love”, he said, grabbing me by my dress and dragging me upstairs. I dared not make a fuss lest I be discovered. He kicked open the door and threw me onto the bed. I tried to argue that there was a misunderstanding but I was cut short.
“Quiet now darling”, he snarled, slapping me hard across the face. He flipped me over and yanked up my dress, pressing my head into the bed. I had never been so exposed like this to man before. I felt something long and thick enter me and I cried out. “A virgin? By the gods it must be my lucky day”, he yelled. He continued pounding me even harder, at the same time grabbing a handful of my hair and pulling my head back. “Want to know what you taste like?” he said. He shoved his member down my throat and I choked and gagged. He returned his member to my lower lips and I felt a hot liquid fill me up. He moaned, sinking into the bed. He smiled at me then yelled “Who’s up next lads?”
After my ordeal was all over I staggered back to the castle and found my maid eagerly waiting for me at the gates. I confessed to her all that had happened and, taking pity on me, she led me to my bedchamber to help me clean myself. “I must tell your father…” she said.
“Please don’t!” I pleaded. “Ok I won’t, on the condition that you let me punish you.”She grinned. I had no choice but to agree. She placed me over her knee and spanked my bottom red raw. As I was crying she lifted up her dress and sat on my face, smothering me.”There’s a good lady…” she smiled.
And they all lived happily ever after.
Source: reddit.com/r/eroticliterature/comments/mudk59/spoilt_princess_disguises_herself_as_a_commoner