On an Earth like planet, towards the end of the iron age and sailing ships.
Floating up from a deep sleep, I hear the creak of the ship's timbers as it glides over the deep smooth swells of the southern Dramdom Sea. A strong hairy arm is over my waist. I'm lying on my left side. My Captain is spooned up to my back. The light out the ports is slowly turning from velvet black to blue grey. Soon I'll rise and get the captain's coffee.
"Mmmgh." He stirs. His big hand slides down my chest and finds my stuff. It feels good. He fondles my balls. I lift my right leg so his growing morning wood can slide between my thighs.
"Mmgh! No time for this Jack. Time to get going. Fetch me a coffee."
I went to sea when I was thirteen. Many years ago. Another war. I worked my way up from 'before the mast' to able body, to steward on Xzanda's 'Queen Ruth', Admiral Dornier's flag ship when she went into battle for the last time. It was a decisive battle. Our fleet was completely destroyed by the Darwinia fleet under the command of Admiral Crean. Our officers were sent away in chains on a fast schooner. The rest of us were now crew on the ships of the Darwinia fleet. I was soon Captain Kenwin's (Golden Dragon) cabin boy. Twenty two years old and life was good.
One night, just as I got into my bunk there was a loud knock on the bulkhead that separates my cabin from Captain Kenwin's. I slipped back into my trousers and shirt and went to him. He was sitting on the bench below the stern lights (windows across the stern). The cabin was dark.
"Come here Jack." As I got closer I saw he was not wearing trousers. "Down on your knees and please me."
Well, being of slight build and fair haired I had been the 'wife' of the port watch in the forecastle aboard 'Queen Ruth'. In exchange the 'husbands' kept me from the more dangerous jobs and generally looked out for me.
My Captain's was quite impressive I must say. I wet my lips and kissed his knob. He had a mass of thick black hair all over. I cupped his hairy balls and licked up and down his long thick shaft. I wrapped my mouth around his knob. I swallowed. Way too big. I moved my lips up and down. I gently stroked the half I couldn't swallow with my left hands as I fondled his balls with my right. I wrapped both my tongues around his shaft as I swallowed, a trick my husbands taught me.
Soon there was an explosion of cum in my mouth. It dribbled down my chin.
"You may return to your cabin. And Jack?"
"Captain?"
"I expect complete discretion from my cabin boy, and fidelity. Is that understood?"
"Yes. Yes of course, Sir. And, thank you sir."
"Thank you, Jack. Dismissed."
Within days my cabin was no more than my changing room as I became Captain's bunk warmer too. I'd eat his beautiful cock, then he'd cuddle me close as we drifted off.
"Jack, it's time we tried something new." His cum was still dripping down my chin. He'd stroked me off, the way he did some times. "Roll over, Jack." I'd just cum in his hand. He scooped up a handful of my goo, and when I rolled over began fingering it around my rectum. Well, of course I was no virgin, but a big one like his?
His bunk boards creaked as he straddled me. "Easy, boy." I gasped as he worked me with a finger. Then two big fingers were stretching me. "Mm." His knob. I feel his knob pushing. "Ug!" The pain as my rectum stretches. "Steady now, Jack."
"Ah!" He's past my tight brown ring. His slow, unstoppable cock fills me. God he's the biggest! It's been such a long time. My body remembers the beautiful sensation. My Captain pulls back. He smoothly strokes in. Long slow strokes. In and out, in and out. His big strong hands hold down the small of my back. He picks up the pace. The beautiful pounding. "Captain Captain, yes, yes!"
His right hand goes over my mouth. "Quiet Jack. Good boy. Take it quietly. That's my good little sailor."
Then My Captain cums with a satisfied grunt.
I'm proud I can serve him and satisfy him. He's always so tender when we're alone in his cabin. Four thin tongues twist together. My Captain strokes my hair. Life is great.
Something is going on today. My Captain asked me to make sure his dress uniform was clean and pressed. I'm cleaning his cabin. The winds are fair, but I hear the bosun calling for the lower sails to be furled. I know what that means. Furl the lower sails so the view forward from the helm is unobstructed. We're going into a port!
An hour later and the Golden Dragon rounds up to a mooring buoy the size of a small shed.
One last check that Captain Kenwin's uniform is perfect and off he goes to the Admiralty.
I finish my chores and go on deck. Green hills, a big city, people everywhere. Sailors are up in the rigging to get a better view. To Starboard is a castle with a big Darwinian flag flying.
The Captain returns and has a short discussion with the First Mate and the Lieutenant of the Marines. They all glance around as he talks. A strange look on their faces. Worried?
"Jack. Come." He doesn't look happy. We go to his cabin.
"Jack. The war is over. Darwinia won. A complete surrender."
"Yes Sir?"
"Jack, the conditions of surrender are, well. Look, as part of the treaty, reparations, all Xzanda's military officers are being sold into slavery for life. All other military personnel will be sold into slavery for three years. I'm sorry Jack. The guards will soon be here for you."
"OH! Um. Well, I guess I better collect my things." My eyes stung, my throat tightened.
Tears ran down My Captain's cheeks. "No, Jack. You. Um. Take off all your clothes and go on deck. You take nothing with you. Sorry. Sorry. I..."
Seven of us were taken ashore. On the quay steel collars were bolted around our necks. A chain joined the collars a meter apart. Being led naked and chained through the street was bad enough, but this was our first time ashore in over a year. We didn't have time to get our land legs. We staggered and stumbled as our inner ears told us the stone paved road was rolling under us.
The auction was a blur. I was loaded into the back of a wagon, my collar hooked to a short chain. The rest of the day I sat on a bag of grain as we rattled along.
As night approached we stopped at an inn. The wagon was pulled into a courtyard and the team unharnessed and taken into the barn. I was thrown a rough blanket after a meal of gruel and water. At least it didn't rain.
Mid morning we pulled through an arch of stone, went up a short lane, then curved around a grand mansion. The wagon stopped in front of a stone building with bars on the windows. It was hidden from the mansion by a tall hedge.
"You are 'Jack', right? This is your new home. Put this on and we'll start you working." I was handed a one piece grey long sleeve coverall with no pockets. I was assigned to a team off gardeners.
The routine wasn't at all bad. Wake up to the bell. Clean up, breakfast, work, short lunch, work, supper, locked in our rooms of four beds., sleep. No storms or battles. No four hour watches Fresh food , clean water, no salt hardened clothes, dry bunks.
One day, maybe I'd been there a month, as we sat in the shade eating our lunch, our overseer came over with a well dressed man with a thin leather collar. "You, Jack, go with this man."
We went back to our barracks. "Shower and put on clean coveralls."
He took me to a small door on the back of the mansion near the vegetable garden. The walls were painted, not bare stone. the floors were polished wood. We went along a narrow hall, up a flight of stairs, along another hall, then through a door.
I'd never seen anything like it. Hardwood floors with soft carpet runners, dove grey walls with white wood trim. It was a wide, long hallway. Closed doors. Small tables and paintings on the walls between them. The new kind of lighting called 'electric' shone from crystal wall fixtures.
"Close your mouth Jack. You're going to meet your owners. You only speak if asked a question. keep your answers short. Smile. Stand straight. Avoid eye contact. For God sake, don't fidget. He is 'Sir', she is 'My Lady', right, here we are." We go through a double door. The room is magnificent. High ceiling. The far wall is tall arched windows covered with sheer curtains that diffuse the light. The other walls are an eggshell white gloss to waist height, then dove grey above. Portraits of beautiful men and women and landscapes are tastefully arranged on the walls. The furniture looks deep, soft and expensive. My bare toes sink into soft deep dark blue area carpets.
"Lady Penelope, Sir Gregory, this young gentleman is called 'Jack'."