Sunday, 19 April 2026

The highwaywoman 2 (M/F story)

I had been riding through the countryside for almost a week when I happened upon a small, cozy-looking inn, and I decided to get a small private room. I am almost certain that the innkeeper overcharged me, but I could afford it, and I was grateful for the opportunity to spend the night under a roof.

After bringing my packs up to the room, and discarding my sword and armour, I went to the common room for some food and a few cups of ale. At one of the tables, a tall, red-haired woman was sipping a glass of wine. When she spotted me, her eyes widened and she let out a small gasp. She then immediately turned her eyes away, pretending she hadn't looked at me, and her face was pale.

From her reaction, she knew who I was, but it was clear she did not wish to speak to me. I decided to eat my dinner and pretend to ignore her in return, while I occasionally glanced subtly at her to figure out how she knew me and whether I had offended her in some way. Her dress looked far too expensive for a peasant, but not expensive enough for a noblewoman, nor would I expect one of the nobles to slum in this inn with us commoners. Was she a merchant, maybe, or a merchant's wife? I searched my memory, but I could not remember seeing her before. Maybe I would recognize her if I heard her voice, but I could not think of a way to achieve that without approaching her, and I did not want to be rude.

Having eaten, I ordered another ale and rested a bit before the fire before heading to my room. The woman was still at her table, and while she did not lift her head as I left the room, I could almost feel her eyes on me.

I had been reading for a bit by candlelight and was pondering whether I should go to bed early or take a small walk, when the door suddenly opened. A tall, red-headed woman wearing a long-coat and breeches, with a cloth covering the lower half of her face, entered the room. My eyes widened as I recognized the highwaywoman who had tried to rob me a month before.

"It's you. It's really you," she whispered, staring at me as if expecting me to disappear in a puff of smoke. "I've found you at last." She took a step forward, closing the door behind her.

I swore under my breath; my packs were at the other end of the room, so once again, the woman was standing between me and my sword. At least I was wearing clothes this time, but I still didn't have my armour. Rising to my feet, I slipped my hand subtly into my pocket and found a pen knife. Not much against an armed opponent, but if I charged and caught her by surprise…

" You have no idea how hard I've tried to find you," she said, still in that quiet whisper, as she walked towards me. "I cannot stop thinking about what you did to me."

I tensed my muscles, ready to leap at her, when I suddenly realized that her scabbard was empty, and so were her hands. I frowned. What sort of highwaywoman leaves her sword behind while seeking her vengeance on a man she hates? We already knew she couldn't take me in unarmed combat.

I stood unmoving, muscles still tense, as she slowly approached me. "No one has ever taken charge of me like that. The way you disarmed me, then dragged me over your lap…" She blushed. "Lying over your naked thighs, feeling your… manhood… poking me in the stomach…"

I said nothing, but my hand was still closed around the pen knife, just in case this was some bizarre bluff to get me to lower my guard.

"I cannot decide whether I want you to take me over your knee or to your bed," she whispered. "Do as you prefer, Sir Knight." She briefly met my eyes, before glancing shyly at the floor. "Please?"If this woman wanted to surprise me, she'd certainly achieved that.

My hands moved towards her face. I saw her tremble slightly, but she made no move to resist as I removed her mask. I was not surprised to see that it was the woman from the common room; there probably weren't too many tall, redheaded women in expensive clothes who knew me at the small inn right now. It seemed she hadn't paid for the pretty dress through merchantry after all. Maybe she hadn't paid for it at all.

I considered her proposal, noting how beautiful she looked as the candlelight played in her hair. "Perhaps I'll do both," I told her, grinning. She blushed, but there was a smile on her lips that told me that my decision was not unwelcome.

Perhaps it was madness to take a woman who had tried to rob me to my bed, but she was quite attractive – even more so now that I could see her face. Besides, she'd chosen to come to my room unarmed while I was awake. If she'd waited a few hours and brought her sword, I would have been defenceless. If this was some tactical bluff on her part, she needed better tactics.

I sat down on the bed, beckoning her towards me, and she approached me eagerly. I pulled her breeches down to her knees, followed by her underwear, and she blushed beautifully as she stood half-naked before me. I guided her over my lap, positioning her so that her bare bottom was raised towards me, presented for my attention. Her pale backside looked just as beautiful as I remembered, and I grinned as I thought of the task ahead.

I began to rub and stroke her, watching the goosebumps form on her tender skin. When my hand strayed between her legs, finding her moist sex, she mewled prettily. I tutted. "Are you wet already? You are a naughty girl, aren't you? I shall have to punish you very severely."

"Yes," she moaned. "Spank me, Sir Knight."

At some point, I would have to correct her assumption and inform her that I was an officer of the guard, not a knight, but I felt that would ruin the moment right now, so I chose to start spanking her instead.

I gave her some gentle pats at first; after all, this time I was giving her what she'd asked me for, not punishing her for trying to rob me. Gradually, however, I spanked harder and faster, smiling as I watched her cheeks bouncing under my palm. "Do you like that?"

She bit her lip. "You can spank harder, Sir Knight."

I chuckled. "Very well, since you're being so polite," I told her. I gave her some harder slaps, and she began to gasp, the first whimpers escaping her lips.

I moved from cheek to cheek, placing pink handprints all over her pretty little bottom. She was squirming and kicking her legs, but the moans she made were not entirely from pain.

Soon, she was moving so much that I wrapped my arm around her waist to hold her in place as I spanked. She yelped and groaned as I spanked her soundly, but her sex was only growing wetter. She left stains on my trousers, and I wondered idly if I should have taken them off first.

As her bottom burned, she clung to my leg for dear life, and the first tears began to fall. The pain was affecting her greatly, but I continued. It was clear she had wanted a long and hard spanking, and I had no desire to disappoint her.

Her pink cheeks were now turning red, and she was bucking and bouncing over my lap as she bawled. She would probably have some trouble sitting down tomorrow, though it would be great fun to watch her try.

Suddenly, she sobbed out a plea for mercy. "Please, Sir Knight! That's enough, surely? Please!"

I stopped, rubbing her burning bottom gently. "Will you be a good girl now?"

"Yes, sir. I'll do anything you ask of me," she promised, smiling as I soothed her rear end.

I chuckled. "I'll hold you to that," I told her as I began to undress, preparing to fulfil the second part of her lovely request. She grinned blissfully up at me, eager for me to ravish her.

2 comments:

  1. What a fun surprising story that one was. Thanks for writing it for us.

    ReplyDelete

The highwaywoman 2 (M/F story)

I had been riding through the countryside for almost a week when I happened upon a small, cozy-looking inn, and I decided to get a small pri...